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Vacation Rentals in Summerland Key, FL and nearby

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    1 / 20
    5 of 5 stars (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Summerland Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 11
    4.5 of 5 stars (2) Very good
    Summerland Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Seasonal Rates Start at 1190.00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docking and parking of trailers etc... house was completely renovated less than... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed April 9, 2016
    Down from NJ. This is a nice,clean,well equipped house. Located close to Winn-Dixie, bait shop, fuel dock and ramp. Key West is a half hour away. Friendly neighbors. My dog and...
    4 of 5 stars Reviewed April 27, 2015
    There was plenty of parking for our truck and boat trailer. We liked the fact that the boat dock was inset for more protection of the boat, but parking into it was a little...
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    1 / 16
    5 of 5 stars (1) Excellent
    Summerland Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key 110 ft concrete... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed November 10, 2014
    This oceanfront home in Ramrod Key is beautiful! It is clean and well kept. The owner ensures that you are comfortable in your home away from home. The view is gorgeous. The...
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    Summerland Key
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Canal front, 4 bedrroom, 2 1/2 bath with heated pool and spa 70’ clear dockage (90’ overall) Shore power and water hook up for yachts Jet ski lift Heated pool and spa Minutes to open water – ocean and gulf access 2 Kayaks - with life vests, etc. Pool toys Sleeps 8-10 Over 2,000 square feet... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 3
    Summerland Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully furnished... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    Summerland Key
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    3 Bedroom / 2 Bath Upstairs 1 King Bed, 2 Queen Spacious office with open water views 2 Bedroom/ 1 Bath Down 1 King, 2 twin 2 Separate living room areas, up and down, each with large flat screen TV's and DVD players Large screened porch up and down Heated Pool w/ outdoor shower and pergola... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 8
    4.5 of 5 stars (2) Very good
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed June 9, 2015
    Island Living is quite comfortable for us. Plenty of room for friends. Quiet, safe neighborhood. Easy ride to shopping and Key West. The pool is very nice. Boating access is...
    4 of 5 stars Reviewed April 2, 2012
    The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase...
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    Summerland Key
    3 Bedrooms, 10 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    <BR><BR>Melody Key is probably the best kept secret in the magnificent Florida Keys. The Florida Keys are totally unique and the locals are probably the friendliest on the planet. The Keys are famous for their natural beauty and nature: One hundred and thirteen miles of overseas highway connects 42... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
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    1 / 8
    Summerland Key
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Two homes on a 5 acre gated estate with private beach. Very private secure and very tropical. Heated pool. Dock with water and electric with a depth of 4 feet at low tide. Kayaks and bicycles included in rental. Beds: 1 King Bed, 4 Queen Beds, 2 Sofa Beds, 2 Cribs View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 20
    Summerland Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This three bedroom home boasts almost 360 degrees of waterfront views from its glass... View all property information
    Location Information
    Summerland Key, Lower Keys
    1 / 18
    5 of 5 stars (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
    About this property
    Big Torch Key is reminiscent of the Florida Keys 40 years ago,seclusion and peace invade your senses immediately, sunset views that will take your breath away. Torchview has an open floor plan (kitchen/living room/dining room) with a huge master suite(king bed)and two other bedrooms (one with a... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed February 10, 2016
    This is the best vacation rental we have ever been to. It is beautifully decorated, very clean, and the owners go above and beyond to ensure you have an amazing experience.
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    The following rentals are within 5 miles of Summerland Key, Lower Keys, Florida Keys, Florida.

    1 / 23
    5 of 5 stars (1) Excellent
    Little Torch Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
    Location Information
    Little Torch Key, Florida Keys 33043
    1 / 22
    3.5 of 5 stars (10) Average
    Cudjoe Key, FL
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Cute and CozyMobile Home located in gated community of Venture Out MM 23 in the Florida Keys. 2 bedrooms and 1 bathroom on a dry lot along the fence. Fully equipped kitchen, newer refrigerator , self cleaning oven, free internet, Cable, 50 inch flat screen TV in living room 4 brand new A/C's 2... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed February 3, 2016
    This was our third or fourth stay at Cottage by the sea, a comfortable place to stay, the weather was disappointing this year, 5" of rain, wind and cold to 58 degrees. And then...
    3 of 5 stars Reviewed October 12, 2015
    We love Cudjoe Key and Venture out is a great resort. The unit we stayed in was in need of some repairs, sort of shabby, but clean functional and well stocked. The owner was quick...
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    Ramrod Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    10 minutes to the OCEAN - DEEP WATER CANAL READY FOR LOBSTER SEASON!!!!! 3 bedroom 2 bath Stilt house on a canal. Nice screened in porch (mosquito proofed) to relax in the evening. 10 minutes to the Ocean!! Just 25 minutes to Key West. Walking distance to Looe Key Reef Resort and Tikki Bar... View all property information
    Location Information
    Ramrod Key, Florida Keys 330402
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 20
    Ramrod Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes...local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lobstering! Depth 8-15' Good for Novice to experienced snorklers and divers. VERY... View all property information
    Location Information
    Ramrod Key, Florida Keys 33042
    1 / 23
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Comfortable and charming, this newer stilt home has everything you could want for a vacation for just the two of you, a few friends, or the whole family! Fantastic waterfront open canal views. Located on a 60' wide canal, you can bring your powerboat, jet ski, kayak, or what have... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key, FL
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    3 Bedrooms, 3 Bathrooms, Sleeps 8 L'Anquesa - The Angel's Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest room with 2 Queen Beds... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    5 of 5 stars Reviewed March 31, 2016
    L'Anquesa is a perfect destination for decompressing from the grind. Your art is the ocean and it can be seen from everywhere in the home. Attention to detail was perfect and...
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    Cudjoe Key, FL
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Waterfront 120' Dock - Extensive Tropical Gardens Abound - Privacy - New Stainless Steel Appliances - 3 Bedrooms - Home Newly Remodeled and Redecorated - 300 sq' Elevated Deck - Pets Welcome w/ Fenced Backyard - New Bathroom Featuring Large 3 Head Shower - New King Size Sleep Number Bed - Fully... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 13
    Cudjoe Key, FL
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This home features stunning Open Water Views from upper level covered deck, living room, dining area and dock! Upstairs large deck overlooks the open water; streetside deck is perfect for relaxing, and enjoying the evening breezes. Shaded patio/dock area complete with tropical decor furniture... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 7
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Description: Elegance and Relaxation have been masterfully designed for your stay at this two bedroom, two full bath home located on a canal. There is a 35’dock with posts, cleats, swim ladder and fish cleaning table for the boat you bring or rent. Lounge furniture provided on seawall dock for... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 13
    Ramrod Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
    About this property
    3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep water access w/ mean draft of 3ft. Ramrod Key features Looe key reef for excellent... View all property information
    Location Information
    Ramrod Key, Florida Keys 33042
    1 / 15
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Canal front home on spacious double lot, interior has been remodeled to feature comfort with designer touches. 32’seawall complete with posts, cleats, swim ladder, fish cleaning table and waterhose. Great views of the canal can be enjoyed from many spots including a bench on seawall, the covered... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    Cudjoe Key, FL
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Private Outdoor...
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    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    WATERFRONT POOL HOME, MINUTES TO KEY WEST, CONVIENT TO RESTATURANTS AND LOCAL ATTRACTIONS. A perfect vacation get away. But please note we only rent weeks from Saturday to Saturday. Three separate living/sleeping areas. 1)Main house is fully appointed with flat screen TV, DVD, DVR, Comcast cable,... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 29
    4 of 5 stars (14) Very good
    Ramrod Key, FL
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
    • Internet Access
    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    House and AMERICAN CARRIBEAN VILLA near to Key West, Florida in Ramrod Key, visit: www.villamarquesa.com for our Official Prices, Calandar and Photos and for our Sister Property Casa Serenity http://www.flipkey.com/ramrod-key-vacation-rentals/p300040/ See us in on TV as the most affordable rental... View all property information
    Location Information
    Ramrod Key, Florida Keys 33042
    5 of 5 stars Reviewed May 18, 2016
    Beautifully decorated home on a corner canal. It is so close to Looe Key reef that it felt as if it was in our backyard. I highly recommend this home to stay in.
    5 of 5 stars Reviewed April 19, 2016
    Villa Marquesa is great -- super clean, comfortable bedrooms, lots of towels, everything you could think of is in the kitchen, fans galore and a/c. House is as pictured except...
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    Cudjoe Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    CANAL FRONT HOME WITH 3 BEDROOM AND 2 BATH AND POSSIBLE 4TH BEDROOM , TWO ENTRANCE HOME ONE TO LIVING ROOM AND OTHER TO COVERED DECK OVERLOOKING CANAL. GLASS SLIDERS TO BEAUTIFUL VIEWS OFF 2 BEDROOMS . ALL NEW FURNITURE AND STAINLESS STEEL APPLIANCES, GRANITE COUNTER TOPS AND COFFEE NOOK IN... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 8
    Cudjoe Key, FL
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This charming two bedroom, two bath home has been totally renovated and updated for your comfort and enjoyment! Spacious, open floor plan in the living room/dining room/kitchen area is excellent for entertaining!! Nice covered patio area - perfect for relaxing or reading your favorite book. 35'... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 8
    2 of 5 stars (1) Poor
    Cudjoe Key, FL
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Cute as can be! Tastefully decorated with cozy comfortable furniture. Close to all of the amenities, including the pool, community store, marina, recreation hall, bocce ball courts, etc. Queen bed in one room and a double bed in the second bedroom Nice, large deck on front of home with table and... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    Little Torch Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Immerse yourself in the relaxed atmosphere of the Florida Keys by escaping to this fabulous, newly built Little Torch Key vacation rental home. Nestled on a deep water flow-through canal with private boat dock in the best fishing and diving area of the Florida Keys, this waterfront house ensures a... View all property information
    Location Information
    Little Torch Key, Florida Keys 33042
    1 / 22
    5 of 5 stars (1) Excellent
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Check-out this vacation home! It is situated on the widest canal in Venture Out!! Located on a 35' concrete dock with cleats and dock posts. Beautiful views of the open water from the living room, dining area and kitchen. Recently remodeled, clean fresh decor. Living room has a 40' flat screen TV... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed November 10, 2015
    I have nothing but good things to say about this rental. Sleeps 6, we had three in our group, and more than enough room to stretch out. Comfortable beds, new linens and fresh...
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    1 / 10
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Affordable vacation home beautifully decorated in peaceful pastel colors. This home has many nice features including being bright, spacious and tropically decorated. The living room area has a Flat screenTV with DVD & VCR, queen size sleeper sofa, glass top table and comfy chairs. Master bedroom... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 16
    5 of 5 stars (2) Excellent
    Little Torch Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This historic cottage has been lovingly restored to be a fabulous vacation rental. Vaulted master bedroom ceiling, high end beds, retro appliances, heated pool, hot tub, ocean view, screened in porch, amazing sunsets, great location, tropical landscape and attention to detail make this vacation... View all property information
    Location Information
    Little Torch Key, Florida Keys 33042
    5 of 5 stars Reviewed 2 weeks ago
    Excellent cottage for a small family, or two couples. Pool was fantastic for a small child with flat shallow area to splash around on and jump off. Both beds are big and...
    5 of 5 stars Reviewed May 9, 2016
    My friends and I stayed for several days and loved the Key Z cottage. The house was recently renovated as a vacation rental so it is in great shape with very tasteful...
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    Cudjoe Key, FL
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool...
    • Wi-Fi
    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Our home is third from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 21
    3.5 of 5 stars (2) Average
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
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    About this property
    Panoramic open water view! Enjoy million dollar ocean view from deck, living room, dining area and kitchen. Unusually large 50' seawall with cleats for your boat, dock area also has a swim ladder and fish cleaning table. Living room area has a Flat screen TV conveniently placed for viewing from... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    3 of 5 stars Reviewed 1 week ago
    Great location, but this is a RV park and has rules and limited parking. The general store has everything you need, Ice to fuel and ramps have a water to wash and flush. Easy...
    4 of 5 stars Reviewed October 27, 2014
    Enjoyed our stay. Lots to see and do! The view was breathtaking and the resort was in a great location. The pools and hot tub were very convenient. We would definitely visit again!
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    1 / 15
    4 of 5 stars (1) Very good
    Cudjoe Key, FL
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Freshly redecorated canal front home. Living room has a 32 flat screen TV with DVD and two sleeper sofas. Master bedroom has full size bed, mirror closet and a vanity with drawers. Guest bedroom has twin size trundle bed with mirror closet and slider doors to patio and canal. Spacious open kitchen... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed November 23, 2013
    Two bedrooms, living room, full kitchen and bathroom was enough to accommodate five people. Place is quiet, but not very close to public beaches. For the end of October there are...
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    1 / 11
    3.5 of 5 stars (3) Average
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    About this property
    Canal front home with spacious ambiance. 35 seawall with dock posts, cleats, fish cleaning table with hose . Covered back deck with ceiling fan, drop shades and patio furniture. Living room has large Flat Screen TV with DVD, sleeper sofa, two rockers, recliner and door to covered deck. Master... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 5 weeks ago
    This was a nice little house for my boys and I. Comfortable and close to all the places we wanted to go. I only wish that we had been advised about the road construction that was...
    5 of 5 stars Reviewed July 19, 2015
    We had a very great family vacation. We couldn't have asked for a better place. Everything we wanted and more. We will be back.
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    1 / 19
    4.5 of 5 stars (3) Very good
    Cudjoe Key, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Grill
    • Patio
    • Satellite TV
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    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 1 week ago
    I would recommend this house to anyone the house is clean and comfortable, stocked with evrything you will need. The loacation is perfect, your located about 15 minutes from Key...
    5 of 5 stars Reviewed October 20, 2015
    This was a last minute change of plans to rent this home and we could not have been any more pleased. The home was clean, very inviting and I truly felt like I was staying at my...
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    1 / 16
    3 of 5 stars (1) Average
    Cudjoe Key, FL
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    Canal front home with 35 seawall. Dock side complete with whips, posts, cleats, swim ladder and mosaic picnic table. Relax canal side under shade awning on patio furniture and soft folding chairs and recliner. Glass sliders leading into bright open Florida style living room which has flat screen TV... View all property information
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    Cudjoe Key, Florida Keys 33042
    3 of 5 stars Reviewed March 18, 2016
    This small, quirky little trailer met our basic needs. Not a place I would rent if I needed it for more than a place to sleep and shower. The community is clean, friendly and...
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    1 / 13
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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    About this property
    Two bedroom home with ocean view from living room and deck. Living room has a queen size sleeper sofa, flat screen TV.Smart TV with Wifi for your devices. Kitchen is open and inviting with wood tone cabinets. Dining area located in a pleasant alcove near kitchen has a glass top table with seating... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 22
    5 of 5 stars (8) Excellent
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Waterfront
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of... View all property information
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    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 6 days ago
    I had originally reserved a larger house a few streets down from this one. That was when there was going to be a much larger group. However, due to the fact that some friends...
    5 of 5 stars Reviewed April 13, 2016
    Our second trip to the keys; this property met our expectations in full. Renting it was hassle free. Moreover, the owner quickly responded to question before, during and after the...
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    1 / 27
    4 of 5 stars (1) Very good
    Cudjoe Key, FL
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Sauna
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    For your next escape to the Florida Keys, reserve a stay at this delightful waterfront Cudjoe Key vacation rental home. Perfectly situated on a canal with easy access to the area’s most notable attractions, this serene house has everything you need for a relaxing island retreat! Featuring 2... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33462
    4 of 5 stars Reviewed 1 week ago
    The rental was as advertised. The location was great with easy access to great snorkeling and fishing. Great location to moor a boat. Be advised there is an additional charge of...
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    1 / 34
    4.5 of 5 stars (41) Very good
    Cudjoe Key, FL
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Patio
    • Hot Tub
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    • Satellite TV
    • Private Outdoor...
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    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    White Ibis Inn away from the hustle of Key West activities, but close enough to the excitement when you want it and the Atlantic Ocean’s spectacular sunrises, sunsets and endless views of the starry nights. A private Caribbean-style accommodation with adjacent guest house with panoramic view of... View all property information
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    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed December 30, 2015
    We came with a very large group of family for our daughters wedding. While making reservations we decided we didn't want to be in all the noise and rat race of bust Key West...
    5 of 5 stars Reviewed November 11, 2015
    I was in vacation with my family (4 children) for the wedding of my oldest daughter. I am satisfied with everything. The house is comfortable, convenient, wonderful. The pool is...
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    1 / 21
    5 of 5 stars (1) Excellent
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
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    • ?
    About this property
    Relax enjoying water views from both front and back decks. This home was recently redecorated with comfy upscale furniture and art. Large open living room has flat screen TV with DVD. Furniture is large and comfortable, sleeper sofa, love seat and armchair with hassock. Kitchen is conveniently laid... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed November 10, 2014
    We had a wonderful stay at Venture Out. It was very peaceful and enjoyable. The internet was fast and the cable TV had plenty of channels. The appliances and furniture are modern...
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    1 / 15
    5 of 5 stars (1) Excellent
    Cudjoe Key, FL
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    4 bedroom/3 bath Ocean Front home on Cudjoe Key with; heated pool with attached spa, boat dock, 2 screened in porches, kayaks and spectacular ocean views. Sleeps 10+ Master Bedroom: King bed, bath with shower and tub. TV Second Bedroom: Queen bed, hall bath with tub/shower. Third Bedroom: King... View all property information
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    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed May 1, 2016
    Our family of 3 couples and 2 singles stayed here in April and loved it. Rental process was smooth, management very nice and provided local info on places to eat and things to do...
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    1 / 20
    5 of 5 stars (9) Excellent
    Cudjoe Key, FL
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Washer
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks.... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 3 weeks ago
    Our family recently stayed at this home. Home was perfect , more than enough stuff for a family to do. Not including only 20 miles from Key West. Had 1 small , minor issue and...
    5 of 5 stars Reviewed September 12, 2015
    This property really is wonderful. We had a fantastic 10 days here an would come back in a heart beat! The house has breath taking ocean views especially from the master bed and...
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    1 / 19
    4.5 of 5 stars (13) Very good
    Cudjoe Key, FL
    6 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    • Washer
    • Satellite TV
    • Air Conditioning
    • Porch
    • Grill
    • Internet Access
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Oceanfront 6 bed/4 bath home with panoramic ocean view on Cudjoe Key. Sleeps 12+. Beach, Hot Tub, Floating Dock, Heated Pool, Kayaks and 540 square foot screened in porch overlooking the Atlantic ocean. This house has been very popular with large groups. Floating dock is great to fish and swim... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 2 weeks ago
    The house is designed perfectly for a mixed aged family group. Lots of separate areas for different activities and also a large area for the whole group to celebrate together. It...
    5 of 5 stars Reviewed June 18, 2015
    12 of our family came down from NC & VA to celebrate a college graduation and fulfill some bucket list items. It was a classic road trip and the very best vacation imaginable. We...
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    1 / 11
    4.5 of 5 stars (4) Very good
    Cudjoe Key, FL
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    For a TROPICAL VACATION come to our beautiful designer furnished 2BD/2BA cottage at VENTURE OUT RESORT on Cudjoe Key. We pride our home on its comfort and cleanliness and have been told we have one of the nicest 2BD/2BA NON-WATERFRONT RENTAL HOMES in Venture Out Resorts. Olympic size pool, hot... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed February 28, 2016
    We stayed here for the month of February 2016, and were very pleased with our experience. The unit is well laid out, had a modern renovated kitchen, updated bathrooms, and great...
    3 of 5 stars Reviewed July 18, 2015
    This place is fine if you do not mind small. This is a small mobile home close to water in a large community. The place was not real clean, mostly the floors were dirty and our...
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    1 / 24
    Cudjoe Key, FL
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill,... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042