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Elder Access Holiday Rentals in Key West, FL

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    1 / 18
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 32
    4.5 of 5 stars (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • Child-friendly
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    • x
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    • Elder access
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    About this property
    Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 10 November 2015
    Enjoyed our stay here. Fairly sparse furnishings, but clean and functional. Location and price were the best points for this cottage. Short walk to everything, location is just...
    5 of 5 stars Reviewed 21 July 2015
    Great place to sleep-we spent most of the time touring-courtyard was great for meeting new friends-place was very clean and plenty of space for 3 couples-location was very...
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    1 / 40
    4.5 of 5 stars (40) Very good
    10 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Waterfront
    • Hot Tub
    • Private Outdoor...
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    About this property
    THIS ISN'T JUST A HOUSE, THIS IS YOUR OWN PRIVATE MINI RESORT IN KEY WEST, FLORIDA. THIS IS THE PROPERTY USED BY MTV TO FILM THE 2006 REAL WORLD KEY WEST. 500 FEET OF OCEANFRONT, 8 to 10 BEDROOMS are available (sleeps up to 20) , 5 1/2 baths, 11 plasma TVs, pool table (and Ping Pong), tennis... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 November 2015
    We had a large group to celebrate my 50th birthday and this house was the perfect place. Aric, the on on-site manager, was fantastic and so accommodating. The owner, Andrew, was...
    5 of 5 stars Reviewed 26 March 2015
    This year while my friends and neighbors froze to death in Buffalo, my extended family and a few friends escaped the cold at the Real World MTV House in Key West. It was cold in...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Satellite TV
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    About this property
    WELCOME to our beachside condo in Key West. Our terrace directly overlooks Smather's Beach and is the focal point of our home; watch the sunrise with coffee; watch the kids on the beach and the parasailors fly by; have a private sunset dinner; enjoy a late night drink and watch the cruise ships... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Balcony
    • DVD Player
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    • Parking
    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Suite provides the luxury and convenience of your own condo home just 90 miles from Havana. Surrounding the resort, you will enjoy lush tropical foliage and amenities such as our tennis court, gym... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 29 October 2014
    fabulous condo on a very secure property close to the beaches. Roosevelt Blvd is within walking distance and has a sidewalk large enough for walking and biking along the ocean...
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    1 / 17
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
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    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 stars Reviewed 29 December 2015
    What a fabulous place to stay. Very clean and modern. All the comforts of home. Very close to the action. Was able to walk to all events at Key West. Highly recommend.
    5 of 5 stars Reviewed 14 June 2015
    Clean and sunny 2 bedroom apartment with fully equiped kitchen, only 1/2 block from grocery store and restaurants. We walked to everything, though there is a driveway for off...
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    1 / 14
    5 of 5 stars (58) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Patio
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    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious condo/hotel features a wonderful tropical interior design. It has 2 spacious bedrooms (one room with a king-size bed and a full bath and one queen-size bed with a full bath. The unit has a fully equipped kitchen that looks onto the living room with a queen-size sofa sleeper. The... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 3 weeks ago
    Very clean unit, everything up-to-date. Affordable rental. Located on North East side of the Island, away from heavy traffic but close to the bike path that circles the island...
    5 of 5 stars Reviewed 3 January 2016
    Stayed for 3 days and had an excellent stay. Great place if you are travelling with kids. The swimming pool is right next to the condo so kids could get their water fun as the...
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    1 / 24
    4.5 of 5 stars (41) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
    • Internet Access
    • Sauna
    • Washer
    • Waterfront
    • Balcony
    • Terrace
    • Air Conditioning
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    • ?
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    • x
    About this property
    Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 week ago
    This rental was everything that it said it was and more. The place was actually more spacious than I thought it would be. Everything about it was first rate and beautiful. The...
    5 of 5 stars Reviewed 4 weeks ago
    Only the weather didn't cooperate, still had a great time and the place is beautiful. Would definitely love to return in October this year.
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    1 / 9
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 March 2015
    We loved our stay at Catherine St. The home is set up with everything that you could ever need. The pool is very private. Skinny Dipping a definite. All of the furniture is custom...
    5 of 5 stars Reviewed 27 February 2015
    My husband and I spent both January and February here and loved it. Great beds, lots of room as we had at least another couple stay with us and twice we have three couples. Pool...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Ocean Views
    • Hot Tub
    • DVD Player
    • Housekeeping...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
    About this property
    Fantasy Week 2015 with check in Saturday October 24 and checkout Saturday October 31. Enjoy spacious bedrooms, full kitchen, washer/dryer, balcony, beautiful grounds and free parking. Shuttle also available to Hyatt Sunset Resort and Hyatt Resort hotel which are both located downtown close to Duval... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Shared Outdoor Pool...
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    • x
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    • Elder access
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    About this property
    ***Price and availability subject to change without change*** Situated on the Atlantic Ocean, the property captures Key West style with modern convenience. Conveniently located near Key West Int'l airport and only a short distance to beaches, shopping and more. A series of residential vacation... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 11
    4.5 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Balcony
    • Internet Access
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    • Grill
    • Outdoor Dining Area
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 29 July 2015
    Everything you need, easy to get around island. Quiet, no view of water. Great place for the price. I would stay here again.
    4 of 5 stars Reviewed 26 March 2015
    The people who work on property were very friendly. The main areas in the condo were very clean. The guest bath could have been cleaner. The kitchen had everything you would need...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Outdoor Dining Area
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    • Balcony
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 2 bedroom, 2 bathroom unit offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located just minutes from Smathers Beach, two miles from Higgs Beach. This condo is a fourth floor unit (there are two elevators in the building). It has a private balcony... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
    • Children's Pool
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    One of the very few & one of the largest Ocean Front Suites in Key West This place is really incredible! it's one of the largest ocean front suites in Key West. 3 bed room, 2 bath, 2200 square ft .You are literally 20 yards from the oceans edge. The wrap around balcony affords 90' of unobstructed... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The master bedroom has a queen sized bed with a feather mattress topper to experience a floating cloud effect. It has cable flat-screen TV, DVD/VCR, and a balcony where you can sit (take director's chairs from bedrooms) for morning coffee or evening cocktails. The customized closet has a set of... View all property information
    Location Information
    Key West, Florida Keys 33040
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Patio
    • Grill
    • Porch
    • Secure Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell you the best place to stay in Key West is the Truman Annex. My Bermuda-style cottage is just past the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 September 2015
    Absolutely could not have found a better location and within easy walking distance to the most visited areas of Key West. So good that one night we took the car out but could not...
    5 of 5 stars Reviewed 24 September 2015
    Jack Agnew is the BEST! It was such a pleasure working with Jack on all aspects of our trip to his cottage and Key West. It was our first trip and we could not have picked a...
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    1 / 17
    4 of 5 stars (1) Very good
    2 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
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    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 1 week ago
    I own at this hyatt timeshare. The units are spacious. Very clean and nice grounds. Only problem is away from downtown and car is needed. Hyatt working on new shuuttle service to...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
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    • Elder access
    • x
    About this property
    Incredible resort during the 'peakest' of peak seasons in Key West, Florida. This extraordinary resort is not right in the heart of the Duval Street area, and it therefore offers the best of both worlds to visitors. Since it's within a short car or cab or scooter or bike ride from the Old Town... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 70
    3 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Balcony
    • Shared Outdoor Pool...
    • Hot Tub
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    • DVD Player
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    • Pet-friendly
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    • x
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    • ?
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    • Elder access
    • x
    About this property
    This popular island destination is the site of the only living coral reef in the coastal regions of the US. In addition to the marine life and water activities other features of Key West include natural preserves and unique land animals. Coconut Mallory Resort and Marina is located in Key West,... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 20 November 2015
    Toilet had issues, second beds mattress should have been replaced as it was soiled. Accommodations are average but the staff was excellent and easy to deal with. Wifi was spotty...
    5 of 5 stars Reviewed 17 November 2015
    Love this place, quiet side of Key West but close enough to down town & Duval st. fun. We have been coming here since 2008 and they work hard on the place and every year we come...
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Coral Hammock was built in 2004. Casa Paradiso is a spacious 3 bedroom, 3 bath home in a beautifully landscaped gated community. It features 2 king size beds and one queen.The kitchen is fully equipped with modern appliances, dishes and cooking utensils.There is an outdoor grill. There is a brand... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 18
    4.5 of 5 stars (22) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Wi-Fi
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    CALL AND ASK ABOUT OUR WEEKLY SPECIAL WITH 1 NIGHT FREE! You will love staying in this great Key West historic old town location where 90% of the residents are local. They each have an interesting Key West tale to tell and are a very warm,friendly and diverse group. Here you will absorb the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 6 August 2015
    Great deal!!! We came down end of July beginning of August for a friends wedding. While it is extraordinarily hot this time of year in Key West, we made the best of it! Great...
    5 of 5 stars Reviewed 8 May 2015
    Location was great, bike rental shop on the corner, but even walking was not far. Marilyn was a breeze to deal with and the apartment was exactly as described. No issues at all...
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    1 / 14
    4 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
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    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This quiet four-story condominium building is located just a short walk across the road to the Ocean with a recreational side walk miles long for running, walking, rollerblading and biking to Smaters Beach which is Key West's largest beach. This 2 bedroom, 2 bathroom unit offers all the convenience... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 28 May 2015
    Traveled with husband and teenage son. Plenty of room. Away from the really busy area of Key West. Clean. Close to the beach (brisk walk or bike ride). Did not use the pool...
    4 of 5 stars Reviewed 30 March 2015
    I traveled with my wife and 3 teen daughters for spring break. The condo was very nice with plenty of room for my family. The owner responded quickly to my Tripadvisor request and...
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    1 / 14
    5 of 5 stars (19) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
    5 of 5 stars Reviewed 23 August 2015
    Traveled to Key West with my sister and my Mom to celebrate Moms 85th birthday. The house was so close to everything we wanted to do and see. The grocer nearby was great, the...
    4 of 5 stars Reviewed 3 May 2015
    We stayed for three nights in April. Checked in Saturday, and as we were unloading our car owner came by to say hi and ask if we had any questions. She answered the few...
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    1 / 23
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    • x
    About this property
    Key West Oasis is a private two bedroom/two bath rental house ideally located in Charming Old Town, Key West, Florida, close to Duval street, great restaurants, bars and the beach. This 1906 'cigar maker's cottage' has been newly renovated into a stylish Key West retreat. The house features an open... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 week ago
    This great rental was even better than advertised. It offered total peace and privacy with the private back yard and pool, and cottage with a second bedroom and outdoor shower...
    5 of 5 stars Reviewed 3 weeks ago
    My husband and I stayed with friends at this beautiful home (Oasis lives up to its name). Our friends who we were traveling with had been to Key West many times, but this was our...
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    1 / 24
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Sauna
    • Internet Access
    • Hot Tub
    • DVD Player
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    Beautifully remodeled, 1374 sq. ft., 2 bedrooms (both are King Beds) 2 Bath condo located on the beach in a resort complex -(SLEEPS 6). Gorgeously landscaped & located RIGHT NEXT TO SMATHERS BEACH, the largest beach in Key West! AMENTIES INCLUDE: Private 40' Balcony, Master suite, Resort... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 9 March 2015
    This is a nice complex and the unit was very nice. If you like a quiet area of Key West this is it. It is really to far from the old town area to walk and parking in Key West is...
    5 of 5 stars Reviewed 7 January 2014
    I traveled with my wife and 4 teenagers. The best part about this condo was its location...It was a short walk to Smather's Beach in one direction, and 1 mile from Duval St. in...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Tropical oasis in the heart of key west. Historic landmark 1 block from duval street. Walk to the pier for sunset celebrations, artists, musicians and entertainment. Surrounded by restaurants and shops and key wests popular theatre. Mel fishers museum is just down the street. Enjoy bicycles,... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    5 of 5 stars (33) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 oceanfront with an Olympic... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 22 December 2015
    The owner of this condo. goes out of her way to make your vacation enjoyable. She has beach chairs, beCh towels, sun screen, beach umbrellas, etc etc. available for you to use...
    5 of 5 stars Reviewed 4 December 2015
    The condo was very nice and included all of the items we needed. It is close to the beaches and only a few miles from dowtown. My grandkids loved the pool, tennis and ping pong.
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    1 / 11
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The resort all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom condos located just minutes from Smathers Beach and 2 miles from Key West Airport. This location is also two miles from popular Higgs Beach and between 4 miles from the Key West Lighthouse... View all property information
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    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 15 October 2015
    Location, while good very close to Airport which was noisy at times. Bedrooms good size. However, plastic mattress protectors were uncomfortably hot, unnecessary and had to be...
    5 of 5 stars Reviewed 26 June 2015
    Very lovely condo!!! Close to everything you need! It was our first time to key west and when we return we will definitely try to stay here again!!!! We really enjoyed our time.
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    1 / 16
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen.... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 16 April 2015
    In January 2014, my wife and I stayed here with our friends, Twistedintheburgh and his wife, Mrs. Twisted (Mrs. T). While he reviewed the places we went sight-seeing and dining...
    5 of 5 stars Reviewed 6 March 2015
    We really enjoyed our stay at 1800 Atlantic! We were in town for our daughter's Key West Beach wedding and the location so close to the airport was perfect for picking up...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we... View all property information
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    Key West, Florida Keys 33040
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Hello,and welcome! This is cool and comfortable room with private bathroom, it comfortably fits two and it is located on a quiet street just 10 min away from Duval by car The apartment is very clean, complete renovation was done a month ago, everything is new and cool Room: Adorable bedroom,... View all property information
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    Key West, Florida Keys 33040
    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 19 March 2015
    Wonderful location. Delightful owners. Relaxed and comfortable. Pool area great...sun if you want it and shade if you need it. Would definitely recommend to friends and will stay...
    5 of 5 stars Reviewed 3 March 2015
    My wife and I stayed in Shelley's Rooftop Hideaway for the entire month of February. It was fantastic, and we had a great time in Key West, due in no small part to the location...
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    1 / 28
    5 of 5 stars (53) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is a non-smoking condo (smoking on the balcony only) with that 'home away from home' appeal. My condo is reasonably priced and includes 1 king bed suite and 1 queen bed suite and a sofabed. All bed linens are provided. Wait there is more, 2 full baths, fully equipped kitchen (dine in/dine... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 4 January 2016
    Pamela's condo in Key West, FL was clean, nicely decorated and had an "at home feel". The balcony view of the pool is very beautiful and relaxing. This was our first family...
    5 of 5 stars Reviewed 29 December 2015
    Stayed with my wife and two teenage kids. The condo was very clean and well stock with every day essentials. The owner Pam is super to deal with and I would go back anytime...
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    1 / 5
    4 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Penthouse unit has designer furniture in this two bedroom (master has king size bed and guest bedroom has a queen) with a comfortable queen sleeper sofa in the living room. Two full bathrooms, full kitchen, dishwasher, microwave, cook top and electric oven, and outside balcony overlooking the... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 19 September 2015
    I would definitely stay here again! It was a great trip with a lot of memories made thanks to the wonderful owner of this apartment. It was the perfect space in the best location...
    4 of 5 stars Reviewed 25 May 2015
    This room had all the comforts of home. A bit dated, but very clean. A bit of a drive to Duvall though. About a 10-12 min cab ride. We were there with 6 people and the cab drivers...
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    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This studio has been newly remodeled with no expense spared. Free street parking in front of property and plenty more spots in very close vicinity. This guest room is cozy (the size of a small hotel room, 10'X12.5') with a QUEEN size bed but is so much better than a hotel room. We provide high... View all property information
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    Key West, Florida Keys 33040
    1 / 7
    5 of 5 stars (26) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Key West Vacation Rentals 2 Bed 2 Bath Condos On The Ocean with ocean and partial ocean views - rent weekly or nightly. To see both my condos on my website with active availability calendars and virtual tours - Click on my name 'Henry Karp' - just to the right of this paragraph then scroll down... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 April 2015
    This condo is just what we were looking for. Nice large balcony to sit on and enjoy the view. Kitchen is full equipped with everything you will need, ie pots, pans, cups, plates...
    5 of 5 stars Reviewed 23 July 2014
    This was a great place to stay with my husband and four teenage kids. We all had plenty of room as the rooms were huge...even the bathrooms! Everything we needed was there...even...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Our beautiful Key West home is located in the quiet charming neighborhood called the Meadows. We are within walking distance to most of the activities offered in historic Key West. There are fabulous restaurants, beaches and water sports only minutes away. The famous Hemingway House and the Truman... View all property information
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    Key West, Florida Keys 33040
    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The 'SeaJay' at La Brisa is located in a gated community overlooking the Atlantic Ocean just steps away from Smathers Beach with it's pristine sand and palm trees. Directly across the street is Key West's longest sidewalk along the beautiful ocean for bike riding, jogging or walking. Smathers... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 19 July 2015
    Myself, my husband, my sister and brother-in-law had visited Key West on a cruise and wanted to return for a week vacation. I rented this condo because of it's location to a...
    5 of 5 stars Reviewed 22 May 2014
    We enjoyed our week in the condo immensely. I considered it a bargain compared to other vacation rentals we checked. There were 5 of us (3 generations) and there was plenty of...
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    1 / 13
    5 of 5 stars (1) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Our unique property consists of 3 suites (a total of 7 bedrooms and 6 baths) with 2 sparkling lagoon style dipping pools in one compound in the luxurious Casa Marina area of Old Town Key West. We can accommodate groups up to 18 guests. The breakdown of the 3 suites which are being rented... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 17 February 2014
    So our stay was Friday - Tuesday in January … We rented the Hemingway suite then added additional rooms … Love Love Love this place !! can not say enough about the owners / and...
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Spacious, tranquil Old Town Key West home. Two bedrooms, 2.5 bathrooms, sleeps up to 7. NOTE: On this page, TripAdvisor is showing our summer price. The price changes seasonally. We are booking monthly renters for April, 2016, and Sept, November, and December 2016, and March - December 2017.... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our Old Town Eyebrow has an ideal location on the island of Key West! Only 1 1/2 blocks from the famous Duval Street but set back in a quiet, comfortable neighborhood for you to enjoy your time with loved ones. Stunning views of the Key West Light house greet you as you enter our home. The unique... View all property information
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    Key West, Florida Keys 33040
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** 2 Bedrooms with king size beds, 2 Bathrooms, and a third guest room/office/ with gym equipment. Charming 2 story conch house on a quiet street in Old Town, right between Duval and Higgs Beach! Easy access to... View all property information
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    Key West, Florida Keys 33040
    1 / 23
    5 of 5 stars (3) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart of Key West's Old Town. It's like having your own private hotel. If you are vacationing with family and friends, Top of Duval offers a truly unique layout with six individual... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 15 October 2015
    Clean, bright, new grills, apts stocked, perfect location, beautiful private pool. 6 private apts, contacted the owner with a few questions, she answered immediately. I would rent...
    5 of 5 stars Reviewed 28 July 2015
    A group of our great friends and family decided to spend a week in Key West for some diving and partying. Our requirements included 1) a clean place, 2) convenient to Duval St...
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    ***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO SMOKING - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 18 March 2015
    Stayed here for 2 months while I was having my house remodeled and I was very pleased with the facilities and the unit. The condo has been nicely redone and very well stocked...
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    1 / 24
    4.5 of 5 stars (27) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    This gracious one bedroom, one bath conch cottage with private pool is the perfect place for your dream vacation. Casablanca is set back from White Street which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. The... View all property information
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    Key West, Florida Keys
    4 of 5 stars Reviewed 4 weeks ago
    Cute little bungalow that's well maintained with a private pool and fenced in yard. Walking distance to Mallory Square 20 min's, it's located in a quieter area but close to...
    5 of 5 stars Reviewed 1 October 2015
    The Casablanca House was a perfect little place for my husband and I for the 5 days that we stayed in Key West. It was clean and very comfortable. It is close to a grocery store...
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    1 / 21
    5 of 5 stars (11) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful condo sits on a private quiet walking lane and is just a 5 minute walk to downtown where you will find Key West's famous bars and shopping. Also a 10 minute walk to Ft. Zachary Taylor, our beautiful... View all property information
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    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 27 December 2015
    Nice accommodations, good price, quiet, great location, nice pool. Within walking distance of everything in the old part of town. Owners friendly and helpful.
    5 of 5 stars Reviewed 13 September 2015
    We were incredibly impressed throughout our entire trip with the comfortable location, and the helpfulness of the Wernicoff family. The property is in the perfect spot on the...
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    1 / 20
    4 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Come down and take part in in Key West's many fishing tournaments! No docking fees at this condo where you can park your boat in the spacious lot and keep your car covered in your reserved spot under the building. Make memories the whole family will cherish in this great family friendly condo in... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 February 2014
    I hosted a bachelor/bachelorette party the weekend of Dec 28th and I stumbled on this space while i was searching. Everything on Duval was booked and around $1300-$1500 for 2...
    5 of 5 stars Reviewed 26 October 2013
    A very nice accommodation. Very well thought out and presented. Faultlessly clean and well maintained. Pauly was quite kind and took great pains to ensure our complete...
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