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Pet Friendly Rentals in Key West, FL

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    Travelers to Key West are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $3,500
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    1 / 54
    2 of 5 stars (1) Poor
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    1 / 11
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Welcome, see what other travellers are looking for in Key West
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Washer
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    • Dryer
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    • Patio
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    • ?
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    • Elder access
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    About this property
    Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your... View all property information
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    Key West, Florida Keys 33040
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    1 / 22
    2 of 5 stars (1) Poor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Waterfront
    • Refrigerator
    • Air Conditioning
    • Grill
    • Internet Access
    • Sauna
    • Gym
    • Water Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
    About this property
    BETTER THEN ANY HOTEL IN KEY WEST HANDS DOWN :) As the name suggests Key West Livin' this is the only way To truly experience what Key West is all about. Stay aboard this 50 foot Ocean Super Sport Yacht instead of a hotel room in Beautiful Harbor Yacht Club located on the ocean with Beach ,... View all property information
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    Key West, Florida Keys 33040
    2 of 5 stars Reviewed May 18, 2015
    Would be lovely with lots of maintenance and repairs. Water leak in the cabin, smells humidity, surage, fridges are sticky from dirt and the fridge door won’t even close. Towels...
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    1 / 23
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Air Conditioning
    • Internet Access
    • Hairdryer
    • TV
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    ROBIN'S ROOST (monthly rental): In a quiet local neighborhood, open living space in this 1-bedroom, 2-story condo leads to your private backyard with jacuzzi. Kitchen with breakfast bar, living room with sleeper sofa, dining area, and half bath under the stairs. Bedroom is upstairs with full... View all property information
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    Key West, Florida Keys 33040
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    1 / 14
    5 of 5 stars (45) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Shared Tennis Court
    • Stereo System
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious condo/hotel features a wonderful tropical interior design. It has 2 spacious bedrooms (one room with a king-size bed and a full bath and one queen-size bed with a full bath. The unit has a fully equipped kitchen that looks onto the living room with a queen-size sofa sleeper. The... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 11, 2015
    Grandparents, Children,Grandchildren, we all had a great stay. Our experience ranged from charter boat fishing to trips to the beach.
    5 of 5 stars Reviewed February 24, 2015
    This trip to Key West was partially a college graduation present for our son and a family vacation. We had the most wonderful week and this was partially due to our stay at...
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    1 / 14
    5 of 5 stars (16) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Private Outdoor...
    • Internet Access
    • Outdoor Dining Area
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Experiance the laid back life of the tropics in this light and airy 1 bedroom, 1 bath private home. Located on a quiet lane in the heart of Old Town, The Key West Garden House features a large covered back porch, outdoor living and dining area, gas barbeque and heated pool in a lush tropical... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 24, 2015
    The Key West Garden House is amazing. It is walkable to any location in Old Town and serves as a nice respite for down time. Susan was incredibly helpful with places to eat and...
    5 of 5 stars Reviewed November 23, 2014
    This house is in the most perfect location to enjoy Key West. Right in the historic district, close enough to walk anywhere, yet on a quiet side street that felt miles away form...
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    $1,286
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Satellite TV
    • Shared Tennis Court
    • Washer
    • Deck
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2 Bdrm, 1 Bath, Washer/dryer, Dishwasher, Great Porch View Of Southard St, Pool Multiple week and military discounts available. Great Fall rates! Queen bed in Master Bedroom, two single beds in second bedroom, fold out queen bed in couch, gated back patio with gas grill, lounge chairs, table and... View all property information
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    Location Information
    Key West, Florida Keys 33040
    From
    $1,250
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Tennis Court
    • Stereo System
    • Water Park Nearby
    • Deck
    • Air Conditioning
    • DVD Player
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Elegantly furnished Key West vacation condo in the historic Truman Annex in the heart of Old Town in Key West. This is the premier gated community in Key West, bordering the Atlantic Ocean. Grounds of the Annex are beautifully landscaped. The Shipyard units are done in the traditional Key West... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    1 / 17
    2 Bedrooms / 5 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Satellite TV
    • Water Views
    • Wi-Fi
    • Hot Tub
    • Watersports Nearby
    • Ocean Views
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $138
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    1 / 24
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Ceiling Fans
    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 25, 2015
    This place was perfect for our vacation needs. It was close to everything, and the places a bit further away totally doable by renting bikes for the week. We cooked some meals...
    5 of 5 stars Reviewed August 28, 2014
    This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to...
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    $1,300
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    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Washer
    • DVD Player
    • Hot Tub
    • Gym
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Suite provides the luxury and convenience of your own condo home just 90 miles from Havana. Surrounding the resort, you will enjoy lush tropical foliage and amenities such as our tennis court, gym... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed October 28, 2014
    fabulous condo on a very secure property close to the beaches. Roosevelt Blvd is within walking distance and has a sidewalk large enough for walking and biking along the ocean...
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    $188
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    1 / 19
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Porch
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Bella Vita is a 1 Bedroom, 1 bath, luxurious, steps from Duval Street. Bella Vita is the sister unit to the La Dolce Vita in the same building, listing 431504. Please check out our for availability, photos and video. Everything is brand new from floor ceilings! 14... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 2, 2015
    We stayed in this awesome apartment for 5 nights. From the start was updated and informed about everything we needed to know. This apartment is decorated nice and very clean...
    4 of 5 stars Reviewed February 9, 2014
    We stayed in this lovely apartment for 4 nights. The owner payed a lot of works to decorate this apartment, and kept good connection with their guests. I received a lot of...
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    $160
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    1 / 24
    4 of 5 stars (27) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (27) Make Inquiry
    Amenities & Details
    • TV
    • DVD Player
    • Hairdryer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks from Duval Street.Completely renovated, this lovely property offers hardwood floors and cabinets, granite kitchen countertop and beautifully tiled bath.Queen size sleeper sofa in living room and 50'... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed March 21, 2015
    Very well equipped house for the two of us. We had invited friends to come for two nights but had to cancel due to the small size. Nice location and although parking was not...
    5 of 5 stars Reviewed April 2, 2014
    Condo was very clean. Pool spa and backyard was very quiet and peaceful. Close to shopping and restaurants. We walked everywhere
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    $359
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    1 / 24
    4.5 of 5 stars (36) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (36) Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Sauna
    • Water Views
    • Waterfront
    • TV
    • Gym
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed July 1, 2015
    After moving our boat to the marina, we decided to stay at Key West Harbour for the weekend with some friends. We were pleasantly surprised with the spacious suite, the restaurant...
    4 of 5 stars Reviewed June 16, 2015
    Lovely accommodations and facility, great pool and service-but it is located Ina Marina and different than being Ina resort setting. We loved it!!
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    $510
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    1 / 21
    5 of 5 stars (4) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Stereo System
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chick-A-Pea’s Cottage: Located in the gallery district of Key West. The house is steps off of Duval St. near Hemmingway’s house, the Southernmost Point, the Butterfly Museum and great shops, restaurants and bars . The location is quiet & private… yet in the heart of key west The house is a... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 12, 2014
    My family and fiance stayed at Chick a pea this past may. Todd was wonderful during all of the communication phases, booking and getting into the property. Upon arrival Todd...
    5 of 5 stars Reviewed May 20, 2014
    My husband and another couple went for a week of relaxation. This was the perfect home with all the amenities. The pool and outdoor sitting area is where we spent most of our...
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    $289
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    1 / 12
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Housekeeping...
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Deck
    • Satellite TV
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relax in paradise amongst all the comforts of home in the Sailor House, a proud member of Andrews Inn & Garden Cottages. Just a half a block off the world famous Duval Street, the Sailor House offers the ultimate in privacy and luxurious island living. Families and couples traveling together rave... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed April 24, 2015
    Cute two story Key West cottage. Located blocks away from Duval, but yet quiet. Good times were had at the Jacuzzi and the top patio. The swing on the top balcony was nice and...
    5 of 5 stars Reviewed July 9, 2014
    I went down to Key West with my husband, 2 year old son, and baby sitter. This cottage was perfect for us. The bedrooms (both upstairs) were comfortable and both had great...
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    1 / 18
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Hot Tub
    • Watersports Nearby
    • DVD Player
    • Housekeeping...
    • Stereo System
    • TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Eyebrow House is a very spacious one-bedroom suite with a large front porch and palm tree-filled private fenced-in yard overlooking a quiet side street. Our guests enjoy the best of both worlds as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a half block away.... View all property information
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    Key West, Florida Keys 33040
    From
    $180
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    1 / 25
    4 of 5 stars (13) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Shared Outdoor Pool...
    • TV
    • Air Conditioning
    • Parking
    • Balcony
    • Terrace
    • Hairdryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    CORAL SUITE: 2 bedroom 3 bath townhome for 6 people, and your pet! Both bedrooms (ensuite) are on the 2nd floor of this stilt home. Master bedroom has a private balcony. Guest bedroom is roomy and private. The Murphy bed in the living room is sturdy and comfortable.Kitchen is equipped with all... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed July 14, 2014
    This condo was super clean, spacious and within quick driving distance to all the fun places in Key West. I highly recommend.
    5 of 5 stars Reviewed May 10, 2014
    There were 4 in our group (family), and we had a lovely time! It was a bit difficult to find, especially for the pizza delivery man...lol Despite Tropical Storm Issac, we had a...
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    $600
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Stereo System
    • Internet Access
    • Private Outdoor...
    • Deck
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    2 bedrooms, 1 Bath, 1 Outdoor Shower and Pavillion, Tropical Garden (sleeps 4-6). Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entirely renovated. In addition to the updated kitchen and bath, there's a screen porch, a covered... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $10,600
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    1 / 9
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 9, 2015
    We loved our stay at Catherine St. The home is set up with everything that you could ever need. The pool is very private. Skinny Dipping a definite. All of the furniture is custom...
    5 of 5 stars Reviewed February 26, 2015
    My husband and I spent both January and February here and loved it. Great beds, lots of room as we had at least another couple stay with us and twice we have three couples. Pool...
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    $500
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    1 / 24
    4.5 of 5 stars (28) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (28) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Deck
    • Grill
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed August 22, 2013
    This was an excellent location, rooom and staff for a week or more stay. We enjoyed it.
    4 of 5 stars Reviewed July 12, 2013
    Docking & unit satisfactory.
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    $300
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    1 / 24
    4.5 of 5 stars (12) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Grill
    • Balcony
    • Shared Outdoor Pool...
    • Dishwasher
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed April 13, 2013
    Everything was as promised , great location , very nice and helpful staff .
    5 of 5 stars Reviewed January 5, 2013
    Very spacious with great balcony with dock/pool access. Would definitely stay again
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    $340
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    1 / 24
    4.5 of 5 stars (51) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (51) Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Hairdryer
    • TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ceilings, new appliances, new furnishings and a true Key West feel. One block from Duval Street , it is close to restaurants, shops, galleries and clubs. The Atlantic Ocean is only 4 blocks away.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed March 19, 2014
    We loved Tropical Dreaming! The location is excellent, just two blocks from Duval and a few blocks from South Beach and practically in walking distance to everything. The home is...
    5 of 5 stars Reviewed March 13, 2014
    This was a very nice and clean rental. The location was perfect and close to Duval but not the hustle and bustle. I would suggest a king bed in the master but that is just a...
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Internet Access
    • Deck
    • DVD Player
    • Satellite TV
    • There Are Tennis...
    • Washer
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Key West has all of the charms of being away from the world, yet with all of the worldly conveniences near at hand. Located in the historic old town, Namaste Key West is in a quiet residential neighborhood, with beaches 5 minutes away, 3 yoga studios within a block, coffee shops, and a grocery... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed September 2, 2014
    My husband and I stayed in lovely Namaste from May 15th through Aug 15th and were enchanted the entire time. The house is lovely, even better than the fabulous pictures. It is...
    5 of 5 stars Reviewed April 30, 2013
    The Namaste Cottage was an amazing place to stay during our time in Key West. We spent two weeks at Namaste and were constantly reminded of how central it is to all of the great...
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    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travelers have booked this property
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    • Dryer
    • Air Conditioning
    • Refrigerator
    • Balcony
    • Grill
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Our lovely home is rented for a 28 day minimum.Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, 3 blocks to the biggest pool on the Island, you will not find a better or quieter location to enjoy all that Key... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed February 10, 2015
    Absolutely loved our stay. Owners were great to work with. Furnishings were warm and inviting. Would definitely stay again!
    5 of 5 stars Reviewed October 31, 2014
    First of all, this hotel is awesome! We went as a group of 8 women and I was thrilled that we only needed two rooms and they were side by side! Had a balcony, and plenty of room...
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    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Washer
    • Grill
    • Balcony
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we... View all property information
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    Key West, Florida Keys 33040
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    $138
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    1 / 27
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Ibis Suite is located at The Sanctuary in Old Town key West, Only steps to the action, this studio suite has all the comforts of home but surrounds you in island style! Lush gardens surround the Jacuzzi and the calm atmosphere is exactly what you'll need... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 2, 2015
    My friends and I stayed at Ibis this past January (all in our mid 20's). I thought I reviewed this property then, but apparently I did not. It was our first trip to Key West and...
    5 of 5 stars Reviewed October 29, 2014
    We have stayed in this lodging five times. It is very clean and service is excellent and friendly. The location is secluded and especially quiet.
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Terrace
    • DVD Player
    • Shared Outdoor Pool...
    • Balcony
    • TV
    • Internet Access
    • Hairdryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minutes from the beach, airport and some of the locals' favorite restaurants. 2 bedrooms, 1 full bath upstairs; open floor plan downstairs with sleeper sofa for guests, half bath, and screened porch.... View all property information
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    Key West, Florida Keys 33040
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    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of TROPICAL VILLAGE Toon Hall: World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning cartoonist, author and artist, Jeff MacNelly. Designed to accommodate a large family or group, this three bedroom home has two... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 5, 2015
    My family and I stayed at Toon Hall the last week in February and had a blast. The home is located close to Higgs Beach, a few blocks away, and a few blocks from Duvall St. The...
    5 of 5 stars Reviewed January 27, 2015
    Loved our stay at toon hall. Awesome home away from home. Had all amenities we needed and location was great. Property was private and secure. Staff was responsive to...
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    4.5 of 5 stars (18) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 7
    travelers have booked this property
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    Amenities & Details
    • Deck
    • Shared Outdoor Pool...
    • Refrigerator
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Linens Provided
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Short walk to Fort Zachary State Park and South Beach! This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town.... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 19, 2015
    Great place for 4 people only. The 2 pullout Couch beds were so wore out my 3 sons had horrible nights sleeps the 5 nights there. I read a review that the pullouts were bad but...
    5 of 5 stars Reviewed September 27, 2014
    Very, very nice! Comfortable and clean too. Only complaint is the roosters next door crowing early in the morning. Very audible on the master bedroom side of the unit.
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    4.5 of 5 stars (48) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Patio
    • Hot Tub
    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of the Nightly Group PALM GARDENS Historic homes dating to the late 1880s, the tropical paradise has just undergone a complete restoration with exceptional attention to details. Osprey's Nest is an upstairs spacious unit at 905 White Street. The original Dade County pine walls have... View all property information
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    Key West, Florida Keys 33040
    3 of 5 stars Reviewed May 19, 2015
    they advertised this with a hot tub but it was broken when we arrived,and was not repaired until our last day there.told them about it when we arrived and they seemed unaware,and...
    3 of 5 stars Reviewed November 11, 2014
    The Osprey Nest accommodation is very comfortable and pleasant. It's a bit of a hike from the action on Duval Street, which is good because it's in a quiet neighborhood, but a...
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    4 of 5 stars (9) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Deck
    • Air Conditioning
    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location. Enjoy nearby... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 15, 2015
    I stayed here with four of my friends and the location was wonderful close to restaurants close to clubs and only a half a block off of Duval. this is a wonderful place and I...
    5 of 5 stars Reviewed July 4, 2009
    My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
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    3.5 of 5 stars (7) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • TV
    • Air Conditioning
    • Hot Tub
    • Hairdryer
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and attractions of Old Town.Refurbished with updated kitchen cabinets, countertops, and appliances. On the first floor you will find the living room, kitchen, master bedroom and bathroom. On the second... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed December 5, 2012
    Our stay was for a month and the property was great and the location was awesome We walked to everything we need and was on a nice quite street(lane) Great neighbors
    3 of 5 stars Reviewed April 26, 2012
    We returned here to stay for 6 weeks and we like the location. Thankfully, the bed mattress has been replaced and there have been a few other updates and new wifi which we really...
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    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Grill
    • Deck
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Built in the 1990's, The Du Pont House is a two story hideaway on a quiet lane. Completely gated and fenced, your private pool is surrounded by tropical plants ablaze with color. French doors in the living room and bedroom open to your private courtyard and outdoor shower. The second bedroom... View all property information
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    Key West, Florida Keys 33040
    3 of 5 stars Reviewed May 5, 2015
    This home is beautiful but a little TLC goes a long way. It would be nice if someone would give the outside pool area a good scrubbing. I'm not new to renting homes in KW and this...
    5 of 5 stars Reviewed March 11, 2015
    Excellent location, between Duvall and Simonton. Home is decorated nice. Very clean. We had two couples and had plenty of privacy. The pool is so nice and it was heated! Daily...
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    4 of 5 stars (24) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Refrigerator
    • Air Conditioning
    • Deck
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed June 30, 2015
    We really enjoyed our few days here and thank goodness for the refreshing pool because it was HOT HOT HOT! We enjoyed meeting a couple of other folks in the quaint cluster of...
    4 of 5 stars Reviewed December 16, 2014
    We were a group of four and rented the Verde Suite for six nights. We arrived to town earlier than check in time and were told the house wasn't ready but we could park at the...
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    4.5 of 5 stars (22) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Patio
    • DVD Player
    • Internet Access
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas With 1 bedroom 1 bath this Townhouse with shared heated pool will be your favorite. Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 30, 2015
    As good as the unit was and it really was its the people behind the organisation that make the difference ! I had stuffed up my original booking by 4 weeks, hey I'm old, it's...
    5 of 5 stars Reviewed December 23, 2014
    Trying to pick out a vacation rental in Key West is like finding a needle in a haystack. You just never know what you are going to get. I did a lot of research before we settled...
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Hairdryer
    • Air Conditioning
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of Southern Palms COCONUT PALM (formerly Island Oasis). Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West hideaway. A vacation rental home built and operated in the late 1800's as the city's hack concession and stables, has been... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed June 15, 2015
    My husband and I stayed here with 2 other couples. The location was absolutely perfect for walking or biking to anywhere on the island. The pool and outdoor area were also...
    5 of 5 stars Reviewed July 29, 2014
    This house was awesome! Good location and very appropriate for what we used it for (bachelor party). Very nice Pool and outdoor area at a great price. The lease management...
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    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • TV
    • Private Outdoor...
    • Hairdryer
    • Internet Access
    • Grill
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval Street entertainment.3 bedroom 2 bath private home that has every amenity you could desire. Escape into a delightful garden with swimming pool waiting for you. Comfortably furnished, with... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed April 9, 2014
    Second year for us staying in this beautiful home. The inside and outside of this home is just so perfect. When our guest came down for a week, none of them wanted to leave this...
    5 of 5 stars Reviewed April 4, 2012
    So so pleased with our stay at suite paradise. No complaimts...just delightful Quiet and private. We biked everywhere and never wished we were closer to active duvall st...
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    4.5 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Part of TROPICAL VILLAGE Tropical Hideaway - Lush gardens surround this lovingly restored two-story vacation house. This downstairs rental cottage has one bedroom with full bath and features a living room with queen sleeper-sofa, cable TV, DVD, stereo with CD player, and wireless internet. The... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 21, 2015
    We booked this rental through Flipkey. The pictures didn't really show how nice it is. It's not the Ritz, as the other review says, but really very nice. Good kitchen with pots...
    4 of 5 stars Reviewed May 19, 2015
    Don't expect the Ritz Carlton, it's Key West, as long as you understand that you will love it. Great location, pool is nice, unit had everything we needed. We took 4 adults in the...
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    4.5 of 5 stars (30) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    Amenities & Details
    • Patio
    • Deck
    • Shared Outdoor Pool...
    • Satellite TV
    • Refrigerator
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with a... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 28, 2015
    We had a large group in 5 of the units for my daughter's wedding and absolutely loved our stay. The townhouses were equipped with everything we could possibly need and very clean...
    5 of 5 stars Reviewed January 12, 2015
    The location was ideal and close to Duval Street. The place was very cozy and perfect for a couple, but definitely roomy for 4 people. We stayed for three nights for New Years...
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    4.5 of 5 stars (10) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Refrigerator
    • Patio
    • Air Conditioning
    • Grill
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David Wolkowski, who built many of Key West's premier resorts, including the Pier House, this paradise... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed May 28, 2015
    Helen's Hideaway is a great little hideaway in Key West. It is very private and has parking which is an added bonus. Inside the house it was clean and we had maid service every...
    5 of 5 stars Reviewed November 13, 2014
    Loved this place.It's exactly as pictured online. Loved the heated pool and the tropical feel of the pool area.Great location. Our only complaints: pull out couch needs replacing...
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    5 of 5 stars (4) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Part of TROPICAL VILLAGE Where else can you find resort style accommodations at motel pricing? Poolside Paradise @ Tropical Village, features all the amenities needed for a quick weekend getaway vacation at an affordable nightly rate. Once the winter vacation suite of Pulitzer Prize winning... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed June 29, 2015
    We are still here but had to write already. This place is just what tit says it is. We highly recommend this cottage and will come back. It's like 6 cottages all together with a...
    5 of 5 stars Reviewed January 14, 2015
    Wonderful location, slightly away from the hustle and bustle of Duval but only a short walk to many restaurants and bars. And only a 5 minute walk to a public beach! Simple and...
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    • Air Conditioning
    • TV
    • Hairdryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    NAUTICAL DREAMS: 2-bedroom 2-bath cottage in a small compound of 8 cottages. French doors from each bedroom, living room and kitchen onto a grand private deck with ample space for entertaining. Master bedroom has a queen bed with bath ensuite; guest bedroom has a queen bed and living room has a... View all property information
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    Key West, Florida Keys 33040
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    $788
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    1 / 24
    4 of 5 stars (1) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travelers have booked this property
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Located at 729 Whitehead St, 'Southern Palms' is the group property consisting of the following homes Coconut Palm formerly Island Oasis Traveler's Palm formerly Palm Isle Royal Palm formerly Little Palm which can all be booked individually. All together, these three units have 5 separate... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed May 11, 2015
    We took over the whole compound with three generations of our family - my family and 4 month old twins in the attic suite, my sister's family and the grandparents on the first...
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    3 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Part of TROPICAL VILLAGE Southern Cross: Sitting next to the lily pond with fountain or lounging in the shade of your own Royal Poinciana tree, Southern Cross is the perfect place to relax in paradise. This one and a half story vacation cottage is surrounded by exotic gardens, and situated in... View all property information
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    Key West, Florida Keys 33040
    1 of 5 stars Reviewed June 25, 2015
    I was so excited for our first vacation rental. I left very disappointed. The place is filthy and in need of serious repairs and an exterminator. The kitchen is nice but most of...
    5 of 5 stars Reviewed October 7, 2014
    The property was clean, the kitchen was equipped with all the necessities, great private porch and shared pool. Location is great - just a couple blocks from Duval and a 15 minute...
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    1 / 31
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Refrigerator
    • Linens Provided
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (Recently updated!) Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 5, 2015
    You can book this place if you do not mind occassional airplanes landing and taking off. This is a great place with very friendly staff. The main center of the Island is 5-10...
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    1 / 27
    4.5 of 5 stars (37) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (37) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Microwave
    • Linens Provided
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Formerly Amelia St Hideaway With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer. Located on the second floor of a lovely Victorian-styled complex, this 1 bedroom/1 bathroom condominium features a full... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed February 3, 2015
    When I say the bathroom is teeny, I mean it makes a cruise ship bathroom look humungous. If you can get past that, the condo is super cute and comfortable and the location can't...
    4 of 5 stars Reviewed December 1, 2014
    All reviews have mentioned the veranda and the view but their were no chairs next to this unit. Also there was no WiFi. Very comfortable with a really nice kitchen.Quiet building...
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    $3,100
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    1 / 32
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Grill
    • Private Outdoor...
    • TV
    • Air Conditioning
    • Hairdryer
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    FIRST BREATH: 3-bedroom 2-bath Conch home with pool in Old Town. Fenced and landscaped for the ultimate privacy. Back gate opens onto Elgin Lane.2 bedrooms upstairs, 1 with queen and 1 with twins, share the full bath. Downstairs is the 3rd bedroom with king bed and bath ensuite. Well-stocked... View all property information
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    Location Information
    Key West, Florida Keys 33040