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Holiday Rentals in Florida Keys, FL

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    1 / 55
    5 of 5 bubbles (12) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 16
    4.5 of 5 bubbles (2) Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 bubbles (15) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 21
    5 of 5 bubbles (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    We are offering for rent our beautiful, 2/2 condominium located directly on the ocean in Key Largo (Tavernier), Florida. As this is 4th floor "END" unit there are many windows that provide an open, bright feel and offer views of the ocean throughout. Our location provides direct ocean access in... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 bubbles Reviewed 24 October 2016
    The Condo was Excellent, and we had a great time . The pool and hot tub were very refreshing,The water was so clear we could not bleive it
    5 of 5 bubbles Reviewed 1 May 2016
    We really enjoyed this condo and the owners are fantastic to work with. The condo complex is really well maintained and is located right where you want to be to enjoy the Florida...
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    1 / 14
    4.5 of 5 bubbles (33) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    About this property
    Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 2 weeks ago
    The Bahama House was such a great find. The location was perfect and the pool area was amazing. The house was clean and had all the amenities we could have asked for. Thee...
    5 of 5 bubbles Reviewed 5 December 2016
    We got very lucky to book a half block from family who had booked for a family wedding and our First visit to Key West. This apartment filled our needs, with 3 rooms. Great...
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    1 / 17
    4.5 of 5 bubbles (30) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 1 week ago
    We stayed in one of the ground floor units in the back. Loved having the pool right outside the door- this is where we gathered when not exploring the town. Location is good...
    4 of 5 bubbles Reviewed 3 weeks ago
    Sleeping accommodations are a bit misleading. There is a king bedroom, double bedroom and a sofa in the living area. However, the sofa does not open into a bed. So this unit is...
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    1 / 17
    5 of 5 bubbles (13) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 8 February 2016
    This is a roomy two bedroom apartment, very clean and nicely decorated. You couldn't ask for a better location to all things around downtown Key West - one block off of Duval...
    5 of 5 bubbles Reviewed 4 February 2016
    This is a beautiful unit in a perfect location. There are 2 bedrooms with very comfortable beds, and two bathrooms. One bathroom is full size and the other is rather small, but...
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    1 / 23
    5 of 5 bubbles (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The newly renovated oceanfront condo is located in Tavernier Key, a community situated along the southern border to Key Largo. The grounds encompass over 60 acres and is situated in a tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise waters of the Florida... View all property information
    Location Information
    Tavernier, Key Largo 33070 3100
    5 of 5 bubbles Reviewed 10 July 2016
    I started looking for a place to stay for 10 days, the hotels were way to expensive. I happen to stumble upon Ocean Pointe in Tavernier Fl. I rented a timeshare,I didn't book...
    5 of 5 bubbles Reviewed 6 July 2016
    Nice place. Loved the kayaks. Friendly staff. Gated. Rooms are clean. Restaurant on site. Would stay there again.
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    1 / 14
    5 of 5 bubbles (23) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 1 week ago
    Tidy location near it all unfortunately construction work at the nearby building left us needing ear plugs and surgical masks for the diesel fumes.Owner stated they can't control...
    5 of 5 bubbles Reviewed 19 November 2016
    Deceiving because the outside of the house is very simple, while the inside and backyard are awesome. We had a very enjoyable time using the amenities. The areas were spotless...
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    1 / 17
    5 of 5 bubbles (9) Excellent
    Big Pine Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 6 August 2015
    This is a great place to enjoy the lower keys. Extremely clean and well appointed. We stay there as often as we can. I can't wait to go back.
    5 of 5 bubbles Reviewed 18 February 2015
    The first thing that stood out was how clean this place is. Everything is spotless and well organized. A binder was provided with menus, helpful hints about the community and...
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    1 / 19
    5 of 5 bubbles (3) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful / tropical decorated one bedroom, one bath water front condo in Summer Sea Condominiums located at Mile Marker 88.5 Bayside Islamorada, FL. Bayside means amazing open water views & world famous Florida Keys sunsets from your own private balcony overlooking the Florida Bay. You can also... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 bubbles Reviewed 6 May 2016
    This condo was to die for. The decor was fabulous and the location was perfect and close to many restaurants. The sunset from the balcony was breathtaking. The owner was a...
    5 of 5 bubbles Reviewed 7 April 2016
    Very nice, quiet, low key place to stay. Great location, in walking distance of many restaurants. Would love to stay again in the near future!
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    1 / 28
    4.5 of 5 bubbles (42) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Balcony
    • Parking
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    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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 kitchen, high ceilings and a... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 17 November 2016
    Not even a block off Duval near the Southernmost end of the island (i.e., the quiet end of Duval), this efficiency was a great find. Located in a renovated old house with...
    3 of 5 bubbles Reviewed 11 November 2016
    The location is great. Right next to duval street. But it's definitely too small even for 4 persons.... we were walking in each other. One fan wasn't working and in the kitchen...
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    1 / 32
    4.5 of 5 bubbles (29) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Historic homes dating to the late 1880s, the tropical paradise has just undergone a complete... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 18 February 2015
    My wife and I recently rented this unit for the first week of February. Overall, I’d call it a solid good! We liked the location, with a grocery store and an excellent selection...
    5 of 5 bubbles Reviewed 3 September 2014
    I stayed here this past Labor Day weekend for a friend's bachelorette party. There were 10 of us, and the Heron Hideaway as well as the three other one-bedroom condos in the area...
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    1 / 69
    4.5 of 5 bubbles (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Clean one bedroom and one bathroom cottage. Full size kitchen ,dinning room, sleeping couch on family room. Cable and internet are included., great location walking distance to swim with the dolphins .and 2 mile to the world famous John penny Camp State National Park. close to restaurants and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 31 December 2015
    I would recommend this bungalo to anyone. We just loved it here. It was worth coming down here for this place!
    5 of 5 bubbles Reviewed 28 April 2015
    This cottage house is excellent and Maria is outstanding! Loved staying here. Very reasonably priced! I was lucky to find this gem on a last minute whim to go to the Keys for a...
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    1 / 20
    5 of 5 bubbles (20) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming and secluded CBS construction seaside cottage with all of the comforts. Two bedrooms each with queen size bed and private bath. Also a third bathroom in the main area for your convenience. Fully equipped kitchen/dining room with a bar cabinet and a washer/dryer closet. For your outdoor... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 11 December 2016
    Our first stay in Casa Cayo in Key Largo was back in March 2016. The day we arrived we already knew we wanted to come back and we did! We spent two weeks in Key Largo in Casa...
    5 of 5 bubbles Reviewed 7 November 2016
    Beautifully well kept vacationers paradise!! Loved every moment while staying at this home. Very peaceful and relaxing. Had a blast using the kayaks that were available. Very...
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    1 / 7
    5 of 5 bubbles (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This totally updated condo features full ocean views from almost every room. Watch the sun rise from the balcony as you enjoy your morning coffee. Enjoy an evening cocktail out on the jetty. Take it easy by the pool or enjoy the water sports and fine local seafood restaurants in the area. The... View all property information
    Location Information
    Tavernier, Key Largo 33037
    5 of 5 bubbles Reviewed 7 December 2016
    Our stay at the Penthouse Condo in Key Largo Was better than I can describe. The location was perfect, The furnishings were great and above expectations. The owners were...
    5 of 5 bubbles Reviewed 19 November 2016
    The owners are welcoming, their place is well kept up, excellent view of the ocean and sunset, very secure, definitely will be staying there again i don't have nothing bad to say...
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    1 / 39
    5 of 5 bubbles (2) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset. View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 23 July 2016
    Great place for up scale family vacation. Tennis, basket ball, pool, ping pong, hibachi, private marina with fishing dock, walking and biking distance to restaurants and snorkle...
    5 of 5 bubbles Reviewed 28 January 2016
    Great design, great furnishings, comfy beds, modern and stylish! Lovely bathrooms too. I give the owner maximum credit for her interior design skills. We visited for a week...
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    1 / 96
    5 of 5 bubbles (10) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Key Colony Beach house (duplex) description SPECIAL rate of $1100 for 4 guests (may have 6) $10 per extra person per day, 6 max total) Valid for Spring ( check rates) Summer is $1200 per week, excluding lobster weeks which are $1700. 2017 Winter rates are $5200 per month for Jan Feb Mar, only... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 bubbles Reviewed 28 November 2016
    Because we are getting ready to leave. Dee was wonderful and the house is as advertised and more!! Beautiful house and grounds, more than enough room for a couple and perfect...
    5 of 5 bubbles Reviewed 10 August 2016
    This was a wonderful vacation rental and a great base for touring the keys. Booking with Dee was easy and the cold beverages on our arrival were a welcome surprise! Our family...
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    1 / 24
    5 of 5 bubbles (2) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    WIFI -3 LED 42' TV -DOC SPACE ROOM FOR TRALER PARKING All New Fans & new Lighting New Appliancess, Pets Allowed Enjoy Ocean Views and Tranquil Breezes from this fully equipped tropical 2/2 Vacation Home with Private Deep Water Dock Direct To The Ocean. This 1200 Sf Private Two Story Home Comes... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 2 December 2016
    We stayed in this home over the week of Thanksgiving. The home has a great location right on Sombrero Beach Road, a ten minute walk to the beach, centrally located to dining, with...
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    1 / 25
    5 of 5 bubbles (40) Excellent
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • x
    • x
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    • x
    About this property
    BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Oceanfront Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 10 November 2016
    My Wife and I, My daughter and her Husband, we had a Great time there, the place was clean, and there were no dissatisfaction there, we plan to go there again, the owner Bill C...
    4 of 5 bubbles Reviewed 19 June 2016
    Bill the owner of the Property was excellent to deal with and answered all questions promptly regarding the property and surrounding areas . The Property was exactly as as...
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    1 / 39
    5 of 5 bubbles (36) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Sauna
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    • Hot Tub
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    May Special $299 a night. This Luxury unit is 1375 sq ft of breath taking beachfront living space in this tropical complex. Great views from the 40 foot deck which encompasses the whole unit. Every room has a spectacular view of the tropical Nature Preserve and the Atlantic Ocean. The complex is... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 22 November 2016
    We were so thrilled to stay in this vacation rental, My mom is in a wheelchair full time and there was enough room for her to get around, the bathroom was perfect for her. My 2...
    5 of 5 bubbles Reviewed 6 August 2016
    Best aspect: owner Kathy W. communicated as stay got closer. She even asked how we were doing the day of travel and invited us to call her with any concerns or questions. We...
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    1 / 30
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 42
    4.5 of 5 bubbles (3) Very good
    Tavernier
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a beautiful home, you will enjoy every minute of your stay here! There aren't many homes built like this in the Keys. The room for rent is the guest room (the other room is occupied), with 14 foot vaulted ceilings, a comfy, queen sized bed and a ladder leading to a crawl space above (see... View all property information
    Location Information
    Tavernier, Key Largo 33070
    4 of 5 bubbles Reviewed 30 November 2016
    Great place in Tavernier, would definitely stay here again. Quick return of security deposit. Overall, a very positive experience.
    4 of 5 bubbles Reviewed 16 July 2016
    Loved our stay!We had a great vacation and the location is perfect close to everything. Clean and had everything we needed..
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    1 / 33
    5 of 5 bubbles (2) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Ocean Views
    • Air Conditioning
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    • Waterfront
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    500 Ocean is truly a great value and sells out quickly. We provide luxury level setting in a Coconut Palm Paradise for a great fishing, diving or relaxing family value vacation in Marathon Key Florida. This place is really a Coconut Palm paradise, it is like living in a Palm Tree house with all the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 25 May 2016
    My husband and I stayed at this location in Mid May 2016 and thoroughly enjoyed the property! House is nicely equipped with everything you need to enjoy cooking, fishing...
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    1 / 29
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (305.451.4107 call Dock Master to reserve slip). For the water enthusiasts, it doesn't get any better for sportfishing, diving,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 13
    5 of 5 bubbles (10) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
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    • x
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    About this property
    A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    4 of 5 bubbles Reviewed 12 September 2016
    Charming tropical cottage feel, with a deck that looked out on canal. Key deer joined us daily and that was pretty cool. Great house for us, 2 couples and our boat! Fished...
    5 of 5 bubbles Reviewed 21 December 2015
    My wife and I were looking for a place on the water that was quiet, comfortable and inexpensive. Captain Ron provided all of that and more. The house is the perfect getaway and...
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    1 / 15
    5 of 5 bubbles (8) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 24 April 2016
    We traveled with our adult children and 2 grandchildren. Condo #33 has everything you need, and is roomy. Screened in balcony keeps and bugs that may be around outside. View is...
    5 of 5 bubbles Reviewed 18 August 2015
    We had a great time on our first family vacation to the Keys. Marathon is perfectly situated right in the middle. Lots to do right in Marathon. A visit to the Sea Turtle...
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    1 / 32
    5 of 5 bubbles (1) Excellent
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Our Private Bay Front Key Largo Cottage is our home away from home. Located in Kings Kamp RV park, we have Spectacular Views of Florida Bay as we are 25′ from the waters edge. Our Large Kitchen and Living area are all one with central air conditioning. The 12’x15′ Screened porch with Hammock is... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 3 October 2016
    My friends and I loved this place. The staff was friendly and very accommodating. The cottage was spotless with everything we needed. I would recommend this to everyone.
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    1 / 9
    4.5 of 5 bubbles (4) Very good
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    3 of 5 bubbles Reviewed 4 weeks ago
    Appealing features: Convenient location. The grounds were beautiful, with a little waterfall, trees, plants and interesting art around little sitting areas in the courtyard...
    5 of 5 bubbles Reviewed 26 May 2016
    I recommend this B&B to anyone who just wants a beautiful property to relax and enjoy the company of your significant other. The staff is very attentive and accommodating and the...
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    1 / 27
    4.5 of 5 bubbles (32) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 20 May 2016
    We loved our stay at the Andros Suite. The unit was very comfortable. They even had daily service who came in and cleaned and provided fresh towels (which was unexpected). The...
    4 of 5 bubbles Reviewed 2 February 2016
    This is the second time my husband and I have stayed at one if the units in the Villas. The location is fantastic - walk to the action on Duval or the beach. And the property...
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    1 / 30
    5 of 5 bubbles (7) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
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    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 27 July 2016
    I stayed in this condo for a week with my 3 children (ages 12, 19, and 20) and a friend and her child (age 20). The condo was located near all that we wanted to explore in...
    5 of 5 bubbles Reviewed 23 November 2014
    Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
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    1 / 23
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Room 5 is on the ground floor with a King-sized bed, private bathroom & has access to a wraparound porch. The Curry House is an historic piece of Old Key West. Pearl Curry originally opened her home as "Curry's Rooms" in the mid-1900's. Now the inn offers nine beautiful guestrooms and the... View all property information
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    Key West, Florida Keys 33040
    1 / 33
    4.5 of 5 bubbles (3) Very good
    Key Largo
    3 Bedrooms, 3 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
    Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 20 August 2015
    The condo is beautifully decorated. Furniture is gorgeous and functional. Love the local photos throughout. The location of the condo inside Moon Bay is wonderful. Literally...
    4 of 5 bubbles Reviewed 11 August 2014
    Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions...
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    1 / 27
    3.5 of 5 bubbles (2) Average
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or big family, or want to have some privacy from your friends or... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 bubbles Reviewed 24 November 2016
    The room was clean, facilities nice, price fair. Overall this was a wonderful place to stay for the homestead race, I will stay here again!
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    1 / 20
    5 of 5 bubbles (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    Amazing canal front 3 bed 2 bath open concept house located in prestigious community of Summerland Key Cove. It is the first canal from open water and one of just a few flow-through canals providing excellent water quality. The canal is deep and wide. Expect to see lobsters, crabs and other sea... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 bubbles Reviewed 26 March 2016
    Whatever I'd hoped for, this vacation home has without question, surpassed any and all expectations! Excellent location; in a quiet and beautiful strip. Loved relaxing on the...
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    1 / 25
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    With its rich wood flooring and triple windows, this selection is truly fit for a king. Wood and cane furnishings and metal sculpted palm lamps with intricate shell shades make the guest feel welcome and relaxed. Double nightstands and a writer's desk add to the atmosphere without compromising... View all property information
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    Key West, Florida Keys 33040
    1 / 25
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM 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 lounge chair... View all property information
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    Key West, Florida Keys 33040
    1 / 19
    5 of 5 bubbles (1) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. For two couples or a family with 2 kids. The two new extra long twin beds in 2nd bedroom convert to a comfy King Bed! Master bedroom has new king bed, ocean view and private bath. 2nd bathroom in hallway. This... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 bubbles Reviewed 11 July 2016
    Beautiful ocean views! Nicely decorated and well-cared for condo. We hope to return next year. We had everything we needed and felt like we were at home, a lovely relaxing home.
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    1 / 17
    4.5 of 5 bubbles (5) Very good
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    We offer a 34 Ft 5th Wheel with all utilities hooked up minutes away from major stores and attractions.You need not bring anything other than your cloths and snorkeling equipment.We have everything the most demanding outdoor adventurer would expect.As our guest you have access too our pool located... View all property information
    Location Information
    Marathon, Florida Keys 33050
    4 of 5 bubbles Reviewed 10 June 2016
    We were very happy with our stay. We had a few bumps in the road, but Kirk made sure it was handled right away. My only complaint was the nasty sunburn I received! Everything was...
    5 of 5 bubbles Reviewed 29 October 2015
    Our family (2 adults 2 kids) stayed in the RV and found it very comfy. It was a great price for the Keys. It was our first trip to the Keys and we really enjoyed it. Wi-Fi worked...
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    1 / 33
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Duval Delight is a breathtaking, newly-renovated 2-story condo located at the historic "Cuban Club" on the "quieter" side of world famous Duval St. This high end vacation rental features a huge 55-inch flatscreen TV in the living room and all brand new furniture including a comfy, pull-out queen... View all property information
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    Key West, Florida Keys 33040
    1 / 24
    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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 / 28
    5 of 5 bubbles (1) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This 1 bedroom, 1 bathroom unit is right downtown and features everything you will need for your Key West getaway! Located next door to other vacation rentals such as Mary's Backyard Too and Banana's Foster Guesthouse and across the street from Seaport Suite. The location itself could not be... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 15 April 2016
    First time in KW and we LOVED it! The apt is very comfortable and clean, as advertised! Front porch was an added bonus! Could walk to Duval St. 1/2 block away, yet house was...
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    1 / 15
    4 of 5 bubbles (5) Very good
    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    VILLAGE OF ISLAMORADA REQUIRES MINIMUM OF 29 NIGHT STAY Come enjoy our home away from home. Perfect for a couples retreat. Enjoy your own fully equipped condo. Sip coffee on the balcony and watch the beautiful sunrise. Read one of our Jimmy Buffett books and dream of running away for a life on... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 bubbles Reviewed 8 February 2016
    Very relaxing, friendly environment, with an excellent view of the ocean, we had a great time during our stay. The owner "Tad" was very helpful, whenever we had questions about...
    4 of 5 bubbles Reviewed 1 February 2016
    The location is in a very good position and permit to visit all the most important site of Keys, Everglades and Miami in a daily tour. The set up of the apartment is complete and...
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    1 / 21
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Resort in Key Largo, located in the town of Tavernier, Florida, is at the southern tip of Key Largo island Enjoy a resort in southern Florida's subtropical zone, with easy water access, a hotel bar and restaurant, and fun Florida Keys town nearby. This location is keen for those who like to get out... View all property information
    Location Information
    Key Largo, Florida Keys 33070
    1 / 29
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM 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 lounge chair... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 34
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Duval Hideaway features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player. Each of the queen bedrooms has a 24' LCD TV, spacious closets... View all property information
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    Key West, Florida Keys 33040
    1 / 23
    5 of 5 bubbles (1) Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Canal-front house, quiet and in the nicest of neighborhoods (Plantation Key Colony). Situated on the bayside on Mile Marker 90. All remodeled,white tiled floor, furnished in wicker/rattan and decorated with the ocean & beach ambiance in mind. Boat dockage in the back and easy access to few boat... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    1 / 13
    4.5 of 5 bubbles (3) Very good
    Key Largo
    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
    This beautifully refurbished 4th floor condo has great marina and ocean views from the living room, master bedroom & balcony! Gorgeous wood floors throughout and new furnishings lend an elegant atmosphere with lots of comfort in mind. Master bedroom has a king-sized bed, while guest bedroom has 2... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 bubbles Reviewed 25 February 2016
    Four of us rented this location for four days before leaving on a cruise. When we arrived to pick up our keys at the real estate office about an hour before check-in time, the...
    4 of 5 bubbles Reviewed 14 June 2015
    The view was beautiful, the condo was nicely appointed, but the but the amenities were lacking. The salt water lagoon was more of a swamp and there was no beach to speak of so I...
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    1 / 31
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    The Hibiscus is located just steps from our heated lagoon pool and adjacent to the Bougainvillea Room. Both Hibiscus and Bouganvillea share a large, semi-private deck, which has access to the front yard and the pool area. This arrangement is perfect for couples traveling together: plenty of common... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 33
    4.5 of 5 bubbles (25) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light weight down comforter, the... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 31 July 2015
    We found this place very cozy and well located. It was clean and very spacious for two people. The air conditioner wall was a little noise, but it didn't bother us much because we...
    4 of 5 bubbles Reviewed 5 June 2015
    More space than a hotel room for less money than we usually pay. Convenient location to Duval. Quiet neighborhood. No closet door, beads hanging instead. When air conditioner...
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    Florida Keys Vacation Rentals

    Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

    Florida Keys attractions and activities

    From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

    Live like a local in a Florida Keys rental

    A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

    Florida Keys vacation rentals for families

    From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

    Saving money on Florida Keys vacation rentals

    Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.