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Key West Apartments, FL

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$327
Per Night
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1 / 32
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$382
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2 Bedrooms, 1 Bathroom, Sleeps 4
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$440
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2 Bedrooms, 1 Bathroom, Sleeps 4
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$216
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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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
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5 of 5 stars Reviewed 12 December 2014
This condo at Sunrise at Seaside is perfect for a family vacation. We stayed there last Thanksgiving weekend and had a wonderful time. The condo is very well maintained and...
4 of 5 stars Reviewed 10 June 2014
Very good price for a 2 bed 2 bath in Key West! It Was clean and just what we needed! It was also not right in downtown close to everything so we could get away hen we wanted.
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$216
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1 / 21
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1 Bedroom, 4 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
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About this property
Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with flat screen t.v. and dvr and 2 french doors leading onto private balcony... View all property information
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5 of 5 stars Reviewed 16 November 2014
This house was great!!! Don was not only a gracious host but absolutely funny. House is EXACTLY as pictures online show, but better. The location for us was perfect as it was...
5 of 5 stars Reviewed 3 September 2014
This was such a rare find. We will be back and refer our friends. Loved that we had access to the pool. Absolutely the perfect spot!
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$463
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1 / 9
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3 Bedrooms, 5 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
1207 Heaven is Key West Casual at it's best! Decorated by a world travelling, gallery Curator/Artist/Entrepreneur- the place is a refreshing twist of elegant, sophisticated & funky with local & international art, contemporary & mid-century modern decor & comfort. The layout includes 2 bedrooms &... View all property information
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$257
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1 / 26
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Brand New to the Rental Market! Part of Banana's Foster Guest House This cozy 2nd floor studio is perfect for a couple looking to be in the middle of the Duval action! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and BBQ grill, go... View all property information
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5 of 5 stars Reviewed 12 November 2014
This place was perfect for what we were looking for: Close to Duval, Close to Front Street, Pet Friendly, Shared Space but still alot of privacy. It is a small one bedroom, one...
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1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
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About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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5 of 5 stars Reviewed 5 March 2014
I grew up sailing, so I knew what to expect for accommodations on the 33 foot Beneteau. It has everything you could possibly need, in a slightly smaller version. One couple...
5 of 5 stars Reviewed 24 February 2014
The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight...
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$210
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1 / 4
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
This cozy upper level unit is perfect for a quiet relaxing week in Key West. Explore the island's history all while being just one block away from Duval Street. This unit is only minutes from attractions like the Southernmost Point, Hemingway House, Mallory Square, and the Historic Seaport. This... View all property information
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$370
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1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • x
About this property
Great 3rd floor 2 bedroom 2 bath rental unit at 1800 Atlantic. All furnishings replaced in 2011,decorated in an elegant contemporary style. This unit is spacious with a full size fully equipped eat in Kitchen. There is a king bed in the master bedroom, 2 twin beds in the 2nd bedroom and a queen... View all property information
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5 of 5 stars Reviewed 14 June 2014
This vacation rental was huge, nicely decorated, and a great place to stay. The pool, jacuzi, pool house, and courtyard were all amazing - so nice, we spent one full day just...
5 of 5 stars Reviewed 3 September 2012
this apartment was excellent all around. the process for renting and check - in was simple; we arrived late in the evening and the guard was friendly, professional and helpful...
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$863
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1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
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  • ?
About this property
As part of the Truman Annex, this stately four-bedroom, three-bath home on Admiral's Lane is tucked away in the beauty and privacy of thick tropical foliage. The Annex neighborhood, named for President Harry Truman who wintered at The Little White House just blocks away, is Old Town's premiere... View all property information
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5 of 5 stars Reviewed 9 April 2014
We rented this 4 bedroom 3 bath house for vacation with our adult children, 6 month old grandson and 87 year old father. It was perfect! One bedroom downstairs for Grandpa, a...
5 of 5 stars Reviewed 11 March 2014
We loved the privacy and security of the house. All family members enjoyed the quiet time at the house and the party atmosphere within walking distance. We had day trips and...
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$278
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Make memories the whole family will cherish in this great family friendly condo in Key West. It's close to all the major attractions on the island but far enough away that everyone can get a good night's sleep if they want. Want to go to the beach? The condo is a short drive to Smathers Beach.... View all property information
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2 of 5 stars Reviewed 16 April 2014
We certainly did not get what we thought we were paying for. WiFi was virtually non-existent. The "fully-equipped" kitchen had no serving spoons, only two dish towels, and ants...
5 of 5 stars Reviewed 11 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...
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$555
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1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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5 of 5 stars Reviewed 17 December 2014
The kitchen and one bathroom were recently renovated, they did a great job. We had 6 people and the space allowed us to interact freely and still have privacy when we wanted it...
5 of 5 stars Reviewed 17 August 2014
I came down with my family and we loved this place. We had a direct view of the water and it was amazing waking up every morning to see that. Very relaxing. Friendly people...
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From
$463
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1 / 9
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50', 42', and 27' flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
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5 of 5 stars Reviewed 29 May 2013
Hemingway's Retreat was more than we could have hoped for! The house was beautiful, the location was perfect, and the pool was awesome for our family. The owner was fantastic to...
5 of 5 stars Reviewed 4 January 2013
Recently I spent a month at the property. It was well taken care of and Mark was very responsive to our needs. The home was well set up and then some. The pool is very private and...
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$6,475
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Strikingly set in the oft-missed Key West Beachside neighborhood, we find Island Elegance ~ Near the Beach, making a seriously smart curbside statement showing a tall white privacy wall topped with shimmering green louvers. Completely renovated in summer 2012, to modern luxury standards, this... View all property information
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From
$306
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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4 of 5 stars Reviewed 12 November 2014
We had a great night at sunrise suites. It is not central, so you have to get a taxy to go downtown. Because you have a sunset drink, wine with dinner and one before going...
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$264
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1 / 13
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on the 2nd floor deck. In case you would like to work on vacation the unit has a wireless DSL connection. There is one assigned parking space per unit.... View all property information
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3 of 5 stars Reviewed 22 May 2014
In last year's review, I said I would unhesitatingly stay here again. I did. And was far less charmed. I do love the Truman Annex location and the design of the condo. The...
5 of 5 stars Reviewed 19 June 2013
very nice place in excellent location
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$245
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1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
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5 of 5 stars Reviewed 19 November 2014
We were in key west playing music at a friend's wedding around the corner at old town manor. The Bahama House is perfect! it is close to everything, there's a beautiful pool...
5 of 5 stars Reviewed 21 August 2014
What an amazing location! Just half a block from Faustos market and one block from the Trolley stop. Could not have planned that any better. One of our group members had walking...
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From
$987
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
In this case... 'Two is definitely better than One'! A rare set of early 1900's 'twin-cigar maker's cottages' perched on the southern end of famous Duval Street. The Twice As Nice  vacation rental is at once adorable and elegant and a perfect solution for a discerning group who want to lodge... View all property information
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5 of 5 stars Reviewed 5 November 2012
House decorated nicely and very well maintained. Great pool and above average accommodations. Close enough to walk to everything at Mallory Square if you like a little exercise...
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$339
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1 / 5
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
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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3 of 5 stars Reviewed 4 September 2013
Our first night I was kept up until 4 AM by noisy you people and I love to hang and have fun but come on they were really poorly behaved. The following night Saturday of Labor Day...
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$981
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1 / 37
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
The Absolute Best Luxury Private Weekly Vacation Rental Home on Duval Street In Old Town Just a half block off Duval you’ll find your secret paradise awaiting you at Cloud 9. When you pass through the whimsical custom wrought iron gate decorated with palm fronds and a welcoming gecko, you’ll find... View all property information
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4 of 5 stars Reviewed 18 December 2014
This house is wonderful. Beautiful, clean and centrally located. We stayed for 10 nights and although the grill never worked, the rest of the house was as perfect as the other...
5 of 5 stars Reviewed 25 September 2014
Look no further! This home is simply incredible. The home itself is immaculate with every amenity you could ever need. This has be be the best location in all of old town Key...
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From
$493
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
2 bedroom 2 bath top floor ocean-view condo at 1800 Atlantic. This unit has been totally renovated and no attention to detail spared. The Master Bedroom has king bed, The guest bedroom has a queen and the living room has a queen pull-out sleeper sofa. High speed interent available. There is a... View all property information
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5 of 5 stars Reviewed 10 September 2010
The condo we stayed in had obviously been remodeled. It was gorgeous with plenty of space for 4 people! Also, the pool and jacuzzi were huge! We really enjoyed the accomodations...
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$233
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1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Resort style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amidst lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it was renovated by two fabulously funky sisters who share... View all property information
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4 of 5 stars Reviewed 10 July 2014
Nice little cottage with private patio, located adjacent to the pool. Cottage was clean and well maintained, and had a full kitchen with all the amenities. It was walking...
5 of 5 stars Reviewed 23 December 2012
Kevin, Shelby, and all the folks at KW Hideaways, I wanted to take a moment to thank you all for a wonderful experience! You and your team worked hard to ensure everything...
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From
$308
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1 / 25
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
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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5 of 5 stars Reviewed 8 October 2014
My wife and I have made several trios to Key West but we decided to stay in a house for this trip, and we couldn't have been happier to find this gem. The house was better than...
4 of 5 stars Reviewed 6 August 2014
This is a perfect cottage for two people. Located in a quiet part of Old Town but only 10 minutes walk from all the excitement of Duvall Street. Garden and swimming pool were...
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From
$302
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1 / 2
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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About this property
THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
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From
$253
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
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  • Wheelchair access
  • Elder access
  • x
  • x
About this property
• Wireless Internet • Full Kitchen Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The upstairs tiled... View all property information
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4 of 5 stars Reviewed 19 August 2014
This small townhouse was absolutely the most convenient thing we could have asked for in Key West. 1/2 block off Duval Street at Truman. We literally parked the car and walked...
5 of 5 stars Reviewed 6 May 2014
I was in town for a wedding, and decided to get a rental home instead of an overpriced hotel. The place was the perfect size & location was incredible! The courtyard was quiet...
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From
$308
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1 / 30
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
All new luxury 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in NEW gated community, including huge heated pool, clubhouse with fitness center. Sleeps up to 6 with a queen bed in each room and a queen sleeper/sofa in LR. We are 4 miles from Duval St. and 2... View all property information
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5 of 5 stars Reviewed 27 August 2014
We stayed at Tee by the Sea in July 2014. It was a great location for our group of three adults, right outside of the "city limits", quiet and away from the craziness which can...
5 of 5 stars Reviewed 26 February 2014
We loved staying at your house in key west. It was very secure We had keys for everything! :) It was a great location and loved the pool. The house was very nice, organized with...
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From
$370
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1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome to a little piece of hidden paradise you never knew existed. Once you're nestled into this Secret Courtyard Cottage hideaway, you'll never know you're right in the center of Old Town Key West. Situated at the end of a little walking lane, this charming cottage is made completely private... View all property information
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5 of 5 stars Reviewed 18 July 2012
This house was great, it is a tad small but if your ok being in close quarters to split with some people its absolutly perfect. I traveled to Key west with my boyfriend as well as...
3 of 5 stars Reviewed 14 February 2011
This should be a great place on the face of it. The cottage, at 512 Petronia, is ideally located - 100m from Duval (but just far enough away for it to be very quiet), very...
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From
$617
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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About this property
SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Turtle House is a 100+ year old recently completely renovated Conch house. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open living environment - (1) queen bed, (1) full bed, (2) queen sleeper sofas.... View all property information
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5 of 5 stars Reviewed 5 May 2010
The best place to have a taste of old Key West. Not at all like anything you would rent anywhere else in the country!It was walking distance to everything in Old Town and the...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
  • ?
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About this property
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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From
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
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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5 of 5 stars Reviewed 16 December 2014
We stayed in the condo for four nights with five people and we were all pleasantly surprised to see how well equipped the condo was. The condo has two bedrooms and though we could...
5 of 5 stars Reviewed 1 December 2014
We (my wife, her mother, our 10 and 13 year old boys) had a great stay. Well equipped kitchen, bikes to use during our stay, comfortable for the five of us, good location. The...
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$370
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2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront condos have a range of room types to suite your... View all property information
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5 of 5 stars Reviewed 12 June 2013
Pleasantly surprised at the cleanliness of the unit. Check in time was limited to 1 hour time frame, not so convenient. Liked the fact that I could take my small dog along, but...
5 of 5 stars Reviewed 1 April 2013
Everything was great! would stay here again.
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From
$704
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Main House is a (2) story 100+ year old, recently completely renovated Conch house. The design of this property lends itself perfectly to small gatherings of families and friends. The house can comfortably accommodate a maximum of eight (8) guests - (1)... View all property information
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4 of 5 stars Reviewed 11 July 2014
This property is lovely. With the large main house and several small cottages,it would be great for family reunions. The pool, jacuzzis and landscaping are all beautifully...
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$344
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Air Conditioning
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  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful townhome 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... View all property information
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5 of 5 stars Reviewed 30 June 2014
Wonderful location was able to walk to experience Key West. Something for everyone to enjoy with 2 older teenagers. Did something every day but was very relaxing, never felt...
5 of 5 stars Reviewed 28 May 2014
The owners were very helpful with offering suggestions for our trip and giving us excellent recommendations. The condo is in a wonderful location! Our family had a great time...
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$185
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
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  • Suitable for children
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  • Elder access
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About this property
Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 6 and offers a private patio, a spa pool with jacuzzi... View all property information
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From
$104
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3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Air Conditioning
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  • Washer
Suitability
  • Pets allowed
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  • Suitable for children
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About this property
28 NIGHT MINIMUM STAY REQUIREMENT - THE STUDIO AT THE SAILMAKER'S HOUSE Beautifully Renovated Second Floor Studio for Two - Incredible Location in Historic Old Town Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located... View all property information
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5 of 5 stars Reviewed 3 September 2014
I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It...
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$308
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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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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5 of 5 stars Reviewed 1 January 2014
Really enjoyed staying at Shelleys Rooftop. Far enough down Duval St. to be away from the crowds but just a walk away to the crowds and popular bars. Spent Christmas with...
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$270
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2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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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
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5 of 5 stars Reviewed 23 December 2014
First time in the Keys, and we could not have asked for a better location in Key West. We were within walking distance of everything! Our unit (2BD/2BA) was roomy and met all of...
5 of 5 stars Reviewed 26 September 2014
Our place was beautiful. Beds were comfortable, beautifully appointed and more room than we ever imagined! Close to everything! Very clean and all the amenities you need. Check in...
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$1,850
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10 Bedrooms, 6 Bathrooms, Sleeps 20
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  • Air Conditioning
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  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
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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
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5 of 5 stars Reviewed 4 May 2014
We, 14 girls from la, stayed at the MTV House for 1 week and enjoyed it very much. The house is located in a quiet neighbourhood 10 minutes from town which is nice in contrast to...
5 of 5 stars Reviewed 1 May 2014
My family (20 total multiple generations) rented this property out for our children's Spring vacation time. We were very pleased with our stay. The property location is wonderful...
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$93
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Air Conditioning
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  • Satellite TV
  • Wi-Fi
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
MONTHLY RENTAL ONLY Fantastic 2nd floor studio with a large private deck located just one block from famous duval street. This tree top studio is cozy. For your convenience there is a kitchennette with a 2 burner stove, microwave oven and a toaster oven. There is a brand new queen size sleeper sofa... View all property information
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From
$171
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Pets allowed
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  • Suitable for children
  • x
  • x
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  • 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
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4 of 5 stars Reviewed 22 November 2014
2nd time this year going to Key West & staying at this location. Perfect location. quiet, side street, around corner from grocery store & Sandy's Cafe, best coffee ever! Less than...
5 of 5 stars Reviewed 29 October 2014
The apartment was very clean and stocked with what we needed. The location is ideal - just a short walk to Duval, Higgs Beach and far enough to be out of the way of noise, etc...
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Air Conditioning
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  • Dishwasher
  • Dryer
  • Gym
  • Internet Access
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Location: Stock Island, Key West Area, Florida Keys, Florida, USA (160 Miles from Miami ) Accommodations: Condo, 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.... View all property information
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4 of 5 stars Reviewed 1 December 2014
Room is very nice and clean. Facility is gated, very quite and clean. There is a excelent restaurant next to room.
5 of 5 stars Reviewed 19 November 2014
This facility was tucked away from the hustle & bustle of downtown Key West. Close enough, but yet offered solitude. Extremely clean and well kept. The restaurant was GREAT!! II...
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Air Conditioning
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  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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... View all property information
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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...
5 of 5 stars Reviewed 13 March 2014
This was our first trip to Key West and after staying at Henry's we will be back next year! Everything is perfectly laid out for you by Henry before you get there! The Condo is...
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2 Bedrooms, 1 Bathroom, Sleeps 5
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  • Air Conditioning
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  • Satellite TV
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  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
  • x
  • x
About this property
SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Conch House is a 100+ year old Cigarmaker's house. The house is recently renovated, charming, spacious, secluded and private. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open sociable living... View all property information
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5 of 5 stars Reviewed 1 July 2014
My husband & I found the Conch House online. The property manager, Craig, met us upon our arrival and was very friendly. Throughout our trip, he was very helpful and very...
5 of 5 stars Reviewed 23 June 2014
This property is so beautiful and peaceful.!! Perfect location, 2 short blocks from Duval, 1 block from Ft. Zach beaches. We stayed in the Conch House , We could not have been...
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEW ONE OF A KIND UNIT! To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant at water's edge has been quintessentially transformed into Old... View all property information
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Romantic, Private, Boutique Guesthouse with only 2 suites in Key West, Florida steps away from the Beach and Ocean and the Key West Wildlife Center. Reserve 1 room for a couple or both rooms to accommodate up to 4. The owners Capt. Steve and Kayla offer Snorkeling, Sunset trips, eco-adventure... View all property information
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5 of 5 stars Reviewed 1 December 2014
Steve, and Kayla, our Hosts, met us when we arrived, and from that moment on we felt like we were visiting family. Our room was immaculat , well appointed and warm. Kayla prepared...
5 of 5 stars Reviewed 2 January 2014
We love staying at the Atlantis House. We stayed in the Master Suite, which was beautiful and comfortable. Kayla and Capt. Steve made us feel very welcomed and at home. We...
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  • Air Conditioning
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  • Waterfront
  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of 'members only' amenities including a swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant, free parking and... View all property information
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5 of 5 stars Reviewed 16 August 2014
We just spent 2 days in the Libra in Key West and what a fantastic stay. Ray is awesome, very helpful and allways available, he cooks also in the New York Pasta Garden and it will...
3 of 5 stars Reviewed 24 April 2014
we were on this boat for 3 nights. Before we were 2 nights on the Coconut boat. We liked the Coconut more because it is more cozy, but that is of course our personal thoughts...
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  • Air Conditioning
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  • Gym
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
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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5 of 5 stars Reviewed 23 March 2014
A great condo. All the amenities. Covered parking, close to the pool. Easy access to downtown, either by car or taxi. Wonderful communication with the owner. First time for 4 of...
5 of 5 stars Reviewed 24 January 2014
The condo was fantastic. I was clean convenient and would recommend to anyone. This was exactly as described.
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$709
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Dryer
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  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very private gated compound right in the heart of Key West's Old Town. Enjoy the beat of Key West's nightlife, the romance of sunset at Mallory Square, or the excitement of deep sea fishing or water sports all less than a two-minute walk from our tropical paradise. Standing outside the gate, on... View all property information
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5 of 5 stars Reviewed 13 December 2014
Our forth time in Key West and this is the best location and value you could ask for. It's not fancy but has everything you need, it makes you feel like you are on an island. All...
4 of 5 stars Reviewed 16 September 2014
I just celebrated my 30th in this lovely place. We rented all the villas : 2 1-bedroom & 1 2-bedrooms. There were 9 of us. We used the grill available for my birthday luau...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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3 of 5 stars Reviewed 24 November 2014
When we arrived they did not have our reservation in their system eve though I had prepaid. I booked through a third party. I showed them my receipts and they put us in a room...
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Holiday Rental Accommodation on Key West

The diversity of the holiday rental accommodation available on Key West means that there is something available to suit every budget and surely all tastes. From cottages and modest condos, to villas and townhouses, to penthouses and country estates, Key West has it all, meaning that your holiday in Key West can be as free of restriction as possible, at a price you can afford. If you want the freedom to explore Key West at a time and in a manner of your choosing, selecting the holiday rental best suited to your individual requirements is the way to achieve your goal.

Water sports in Key West

The weather and geography of Key West make it an ideal location for a great many different types of water sports. Fishermen of all disciplines can choose from the art of fly fishing for tarpon, to deep sea fishing expeditions from a boat and most options in between. Those simply interested in being out on the water can go pleasure cruising on a charter boat, perhaps to view the dolphins and other marine life, hire a kayak and meander through the waterways at their own pace, or even jump on a jet ski and enjoy some high speed thrills. Scuba divers can admire the natural coral reefs or explore the wrecks in the area, some of which were deliberately sunk to form artificial reefs.

Popular attractions in Key West

The beaches of Key West are both numerous and beautiful but a visit to the Fort Zachary Taylor State Park allows you to combine your beach relaxation and activities with an inexpensive tour of the fort, or perhaps a casual stroll along one of the nature trails. Art lovers will find a great many galleries of interest in Key West, with the majority local to the popular Duval Street part of town. Key West Golf Club is not only about allowing golf lovers to practise their swing, it also has a popular restaurant and bar, which could perhaps serve as a point at which non-golfers can arrange to meet players after their round. One monument not to miss in Key West is the small round landmark which denotes the most southerly part of the continental United States.

Restaurants and bars in Key West

Duval Street is the popular centre of Key West in so many ways, not least when it comes to restaurants. When you are eating out from your Key West holiday rental of an evening, you may wish to sample popular outlets such as Nine One Five or Mangoes, or try the Banana Café for breakfast or lunch. Blue Heaven in the Bahama Village is the place to sample outdoor dining of the highest quality, with an indoor option available if preferred. The bars and clubs of Key West are plentiful in the extreme, with options to suit all tastes and requirements and allow you to party the night away in style.