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Pet Friendly Rentals in Key West, FL

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    1 / 32
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 12
    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Waterfront
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    About this property
    The Beautiful 42' Catamaran Calypso is a spacious Luxury Boat with all the latest Amenities. With 3 Cabins available... it sleeps 6 people comfortably. Each cabin has its own bathroom with all new faucets and electric flush toilets. Aboard Calypso you will find several places to lounge, sit back,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed September 28, 2016
    Trip of a lifetime. John and Dania were great. We sailed from key west, spent a few days in cuba and went all over the place...John and Dania were great tour guides. Finished the...
    5 of 5 bubbles Reviewed September 12, 2016
    Calypso, Captain John, and Mate Dania, were wonderful! The trip over to Marina Hemingway was fun, as was the stay at the marina. The catamaran was well stocked, having...
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    1 / 12
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Satellite TV
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    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 ! Very quiet street with no through traffic. The property is completely private and safe, surrounded by a 6 foot gated fence and tropical... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 1 week ago
    This property is very convenient to everything in Key West. We walk every day--we can go to the beach, the sunset, Duval, and all of the various attractions on foot. The...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    About this property
    Our Old Town Eyebrow has an ideal location on the island of Key West! Only 1 1/2 blocks from the famous Duval Street but set back in a quiet, comfortable neighborhood for you to enjoy your time with loved ones. Stunning views of the Key West Light house greet you as you enter our home. The unique... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 12
    4 of 5 bubbles (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • Porch
    • Outdoor Dining Area
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    • ?
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    • ?
    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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed October 18, 2016
    I am a 31 yr old entrepreneur that can work from anywhere and was looking to escape from the brutal New Jersey winter we were having. So I booked a the entire month of March in 2...
    5 of 5 bubbles Reviewed February 10, 2015
    Absolutely loved our stay. Owners were great to work with. Furnishings were warm and inviting. Would definitely stay again!
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    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Secure Parking
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    • Child-friendly
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    • x
    About this property
    A great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Terrace
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Washer
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautifully renovated duplex in Old Town. 2 bed/1.5 bath. Sleeps 4-6. There is a private stairway to apartment/loft upstairs. Upstairs unit is a massive 1100 sq ft with cathedral ceilings and loft (2nd bdrm). There is a king bed in the master, full bed in the loft and a pull-out sofa. Fully... View all property information
    Location Information
    Key West, Florida Keys 33040
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    1 / 13
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • Smoking allowed
    About this property
    While relaxing in the free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Upon entering the 3200+ square foot home, the spacious nature of the home is evident providing ample room for large groups. Around the back of the home, the large deck with... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 9
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed May 28, 2013
    Hemingway's Retreat was more than we could have hoped for! The house was beautiful, the location was perfect, and the pool was awesome for our family. The owner was fantastic to...
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    1 / 17
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Mango Hideaway is ideally located in a quiet three-unit compound a half block off Duval St. in the heart of Old Town Key West. Our guests enjoy the best of both worlds, as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a few steps away. You feel like a local as... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed July 28, 2016
    We had a great stay with Andrews Inn. We stayed in the Mango Hideaway.. Very quant and cozy cottage feel and super clean. The bed was so comfortable I felt like I was home...
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is for the guest that would like to experience the yachting lifestyle without ever leaving the dock. Staying at the dock allows you to come and go as you please whether it be scootering around Wilmington town or shopping, eating and drinking your way down to the board walk on front street .... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 12
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    KEY WEST MANSION - Incredible 3-Story Mansion W/ Private Beach, Pool, & Spa This KEY WEST MANSION is 'Grande' to say the least. With unspoiled views from every angle, to playful colors, and unrivaled decor and design, this home is a Chateau unlike any other. This Chateau is designed in true keys... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    4 of 5 bubbles (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Satellite TV
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed December 15, 2015
    Could be a great place . Needs a good deep cleaning and friendlier and more helpful women working in the office. Was there for 4 days with kids in November with no pool heater...
    5 of 5 bubbles Reviewed July 18, 2013
    I used to live in Key West and have had friends stay here before. I was excited to see the new renovations they had done. The room was beautiful and clean and our stay was great...
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    1 / 22
    4 of 5 bubbles (20) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Satellite TV
    • Terrace
    • Internet Access
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed July 20, 2013
    I chose the Pelican Landing due its proximity to Duvall Street and the ability to secure the rental for daily rates. The unit was spacious and had a lot of accommodations within...
    4 of 5 bubbles Reviewed May 21, 2013
    We stayed in a two bedroom unit, and had other friends in a separate unit. When we first pulled up we were a little worried because the outside is rather plain. We were...
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    1 / 28
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Internet Access
    • Balcony
    • DVD Player
    • Hot Tub
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed March 20, 2016
    Very nice condo. A little far from the action but totally enjoyed bike riding all around the island, with the bikes provided by John. John was a great owner helping and...
    5 of 5 bubbles 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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    1 / 22
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Eyebrow House is ideally located in a quiet three-unit compound a half block off Duval St. in the heart of Old Town Key West. Our guests enjoy the best of both worlds, as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a few steps away. You feel like a local... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed July 16, 2016
    Key West is my favorite vacation spot and Andrews Inn has never disappointed me. Everything was top notch, from the suite to the pool, the recommendations to the scrumptious...
    5 of 5 bubbles Reviewed February 15, 2016
    AWESOME! My wife and I stayed at the Eyebrow House the last two times we visited Key West. The location is absolutely the best - right off of Duval, but in a cute neighborhood...
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Just one-half block from famous Duval Street, this turn of the century cigar makers cottage lies in the center of Old Town. Just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This KEY WEST HOUSE is just steps from restaurants, night life,... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Internet Access
    • Terrace
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 23
    4.5 of 5 bubbles (25) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed June 30, 2015
    This is our second time staying at Pelican Landing. Our group comes up yearly for the Swim Around Key West race and we love the penthouse suites where we can all stay together...
    5 of 5 bubbles Reviewed June 11, 2013
    Pleasantly surprised at the cleanliness of the unit. Check in time was limited to 1 hour time frame, not so convenient. Liked the fact that I could take my small dog along, but...
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    1 / 23
    4.5 of 5 bubbles (30) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed March 14, 2016
    When we arrived at Pelican Landing, we were greeted by one of the rudest workers I have ever dealt with in my life. I don't recall her name but if you can get past her and...
    3 of 5 bubbles Reviewed October 15, 2015
    Basically, it's just okay - not bad, not great. I felt like for the money we spent, it just should have been nicer. The whole place needed a new coat of paint. The carpet on the...
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    1 / 21
    4.5 of 5 bubbles (38) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Balcony
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed September 12, 2016
    Even though the property may be older, they have done a great job up keeping the building and updating over the years so in turn this is a great apartment. A few blocks away from...
    4 of 5 bubbles Reviewed July 7, 2014
    1960s property but well maintained with a good pool, new gas grills (all the better for cooking your catch) and located right on the marina. Our unit (1040) was on the first floor...
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    1 / 24
    4.5 of 5 bubbles (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Satellite TV
    • Internet Access
    • Terrace
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed April 13, 2013
    Everything was as promised , great location , very nice and helpful staff .
    5 of 5 bubbles Reviewed January 5, 2013
    Very spacious with great balcony with dock/pool access. Would definitely stay again
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    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    This three story, elegant home has something for everyone! It is located three blocks from Duval Street and two blocks from the historic Key West Seaport. There are three bedrooms on the second floor and a third floor suite with living room, efficiency kitchen, bedroom and full bathroom. There is... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 27
    4.5 of 5 bubbles (15) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Private Outdoor...
    • Balcony
    • Waterfront
    • Terrace
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The M/V Coconuts is a completely unique home with 360 degree water views. It also happens to be an exceedingly rare 50-foot Florida Bay Coaster Trawler permanently docked at the Key West Harbour Yacht Club, featuring a restaurant, infinity pool and a private beach! This is more than a boat. It... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed March 24, 2016
    We loved our stay on MV Coconuts so much so that we extended it! The boat is very comfortable and dog friendly, it had all the comforts of home. Showers were a good pressure with...
    5 of 5 bubbles Reviewed January 27, 2016
    Booked M/V Coconuts as three of the party were used to being on the water, sailing backgrounds, so thought this would be different and it certainly was. Marvelous renovation of a...
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    1 / 22
    4.5 of 5 bubbles (22) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • DVD Player
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed September 4, 2013
    We have been renting a condo at this property for many years under different mangement companies and the folks managing it now are top notch the are doing a great job
    4 of 5 bubbles Reviewed July 31, 2013
    The location was perfect for us since we had a boat and the rental came with a boat slip. Our balcony even looked down on our boat. Room space was very adequate for the eight of...
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Beautiful home in the desirable canal front community of Key Haven. At the end of a quiet street this 3/2 home features a 2010 renovated kitchen, gorgeous enclosed back porch for relaxing, 2 boat lifts on the canal. The home is set deeply off the street for privacy, and has a long driveway for 2+... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Satellite TV
    • Air Conditioning
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    • Balcony
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Treetop Studio is ideally located in a quiet three-unit compound a half block off Duval St. in the heart of Old Town Key West. Our guests enjoy the best of both worlds, as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a few steps away. You feel like a local... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 31
    4.5 of 5 bubbles (14) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Balcony
    • Waterfront
    • Satellite TV
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of 'members only' amenities including an infinity-edge swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed October 2, 2016
    We rented the Libra for our spring break and Loved It!!! We also went out to the Italian Restaurant and had help with getting reservation for a day of snorkeling. Hoping to come...
    5 of 5 bubbles Reviewed August 15, 2014
    We just spent 2 days in the Libra in Key West and what a fantastic stay. Ray is awesome, very helpful and allways available, he cooks also in the New York Pasta Garden and it will...
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    1 / 29
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Air Conditioning
    • DVD Player
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    • Balcony
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    La Dolce Vita is the sister unit to the Bella Vita in the same building, Flip Key listing #333914. Steps from Duval Street! "La Dolce Vita" is a totally renovated condo. Please check out our calendars for availability, photos and video. Everything is brand new from floor... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed October 20, 2016
    If your looking for a conveniently located place to stay, in a quiet neighborhood ,this is the place. We chose this rental based on the interior, facilities, location and reviews...
    5 of 5 bubbles Reviewed October 4, 2016
    The art deco was well done through the studio apartment. You are literally 50 feet from Duval St and make 500 yards to southern most point. The area is quite and well kept but you...
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    1 / 19
    5 of 5 bubbles (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ATTENTION. I had a cancellation so the week of 3 to 10 has just become available so with less than a month to go I will do right by you in the rate. Now onto my cottage. . Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed September 19, 2016
    My third trip to Key West this year. And question - WHY I did not stay here before??!!#@$ Great place, great location...two blocks of Duval, 100 feet to swimming pool and 5 min...
    5 of 5 bubbles Reviewed June 1, 2016
    We were married in Key West in May 2016. We chose the Touch of Bermuda, not only because of its charm and location, but the owner, Jack, who was always responsive and truly cared...
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    1 / 23
    4.5 of 5 bubbles (27) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Satellite TV
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    • Grill
    • Shared Outdoor Pool...
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed May 8, 2013
    Great place for singles And families. Easy access to entertainment and even Publix, Walgreens, restaurants everything! staff great, Highly Recommend! gorgeous view
    5 of 5 bubbles Reviewed April 22, 2013
    Very nice condo view on the marina was great
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    1 / 17
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool...
    • Wi-Fi
    • Satellite TV
    • Terrace
    • Air Conditioning
    • Secure Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This delightful sunny, quiet apartment is located across the street from Smathers beach and just a ten minute drive to Old Town. The apartment is set in a large lush tropical garden with two Olympic size swimming tools, tennis court, shuffle board court and outdoor lounging and dining areas, It is... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed March 15, 2016
    This apartment was the perfect place to experience Key West, it was sunny and quiet, right across the street from the beach and just minutes away to Old Town with it's great...
    5 of 5 bubbles Reviewed March 11, 2016
    This Key West getaway condo is a wonderful escape from the freezing temperatures of the northeast. I was here other years and noticed this time that there is a beautiful new...
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    1 / 17
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
    • Hot Tub
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed January 29, 2016
    I own at this hyatt timeshare. The units are spacious. Very clean and nice grounds. Only problem is away from downtown and car is needed. Hyatt working on new shuuttle service to...
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    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The master bedroom has a queen sized bed with a feather mattress topper to experience a floating cloud effect. It has cable flat-screen TV, DVD/VCR, and a balcony where you can sit (take director's chairs from bedrooms) for morning coffee or evening cocktails. The customized closet has a set of... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    4.5 of 5 bubbles (29) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed July 3, 2015
    Our penthouse was The St Croix. Large, very bright, good ac and very clean. Also, easy to locate and good parking. Several defective issues were reported to the Office and were...
    5 of 5 bubbles Reviewed August 22, 2013
    This was an excellent location, rooom and staff for a week or more stay. We enjoyed it.
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    1 / 21
    4.5 of 5 bubbles (36) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • DVD Player
    • Balcony
    • Terrace
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed July 11, 2016
    Nice View From Balcony. The house is cleaned and big. Our family's stayed here for 3 nights. We're all like this place. One thing that the Wifi is hard to access unless you have...
    4 of 5 bubbles Reviewed July 8, 2014
    We had a large group visiting Key West for the Swim Around Key West annual event. We had plenty of space for all 10 of us to sleep comfortably. The washer and dryer were very...
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    1 / 30
    4 of 5 bubbles (39) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed November 8, 2013
    We had seven guys from four states converge here for my bachelor party, and I cannot say enough about this place. I didn't experience any of the symptoms of what the bad reviews...
    5 of 5 bubbles Reviewed August 23, 2013
    The staff was very helpful. The room was clean and was in great condition. We had a great time. I would definitely stay here again.
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    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This private ground floor waterfront home is located in the Key Haven subdivision of fine homes. Beautifully decorated with all new furniture, new flat screen televisions, new beds that includes two king size for extra comfort, large open living room with french doors invites in the tropical... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    4.5 of 5 bubbles (9) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Air Conditioning
    • Patio
    • Waterfront
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Stay on our fabulous 3 bedroom houseboat and you'll have a vacation that will challenge your imagination! This spacious vacation rental on the water comfortably sleeps up to 8 guests and is completely air-conditioned and heated to keep you comfortable even on the hottest days! Your full kitchen... View all property information
    Location Information
    Key West, Florida Keys 33140
    4 of 5 bubbles Reviewed May 11, 2016
    Cooking facilities minimal. Great refrigerator, coffee pot, toaster and microwave. Beds comfy. Needs new pillows. Marina very quiet. Industrial. Manager quite pleasant...
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    1 / 24
    4.5 of 5 bubbles (49) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Parking
    • Internet Access
    • Sauna
    • Washer
    • Waterfront
    • Balcony
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 3 weeks ago
    My husband and I got married at Key West Harbour on November 3, 2016. We originally heard about KWH because we are members of the sister marina and Tampa. The Key West Harbour is...
    5 of 5 bubbles Reviewed 3 weeks ago
    This condo is exceptional and well cared for. Communication with Karen was easy and excellent. We will be returning.
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    1 / 25
    4.5 of 5 bubbles (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
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    • Waterfront
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed July 5, 2016
    We spent my wife's 60th birthday here and the vacation rental was very nice. Everything that you need is provided. It is very clean and comfortable. The owners, Wolf & Deb are...
    5 of 5 bubbles 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...
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    1 / 21
    4.5 of 5 bubbles (26) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed August 12, 2013
    We enjoyed our stay
    4 of 5 bubbles Reviewed May 15, 2013
    Was a great choice, nice place, clean and safe. When I go back to Key West I should stay in the same place. Tanks
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    1 / 24
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Grill
    • Washer
    • Private Outdoor...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Grand Maison and Petite Maison together sleep a total of 12 guests. They boast 6 bedrooms each with its own en suite bathroom. Spacious with plenty of room allowing for large family get-a-ways, reunions, or wedding parties. Great outdoor spaces where friends and family can gather or taking time... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 30
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Grill
    • Satellite TV
    • Washer
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Grand Maison on Duval is located in the Gallery District right on Duval Street near the Southernmost Point. The home is just a few blocks away from the Southernmost Beach, night clubs, and tourist areas which makes it a perfect spot to vacation as it is a quick safe walk to everything Key West has... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Kali Zoi House – The Good Life in Old Town Key West Kali Zoi is Greek for “good life.” That's what you'll have when you book a stay in this large, classic conch style house in historical Old Town. This 1,960 square foot, 2 story house has all of the charm of a 19th century home but was... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys 33040