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Key West House Rentals

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$242
Per Night
1 / 26
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Studio, Sleeps 2
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$203
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1 Bedroom, 4 Bathrooms, Sleeps 2
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$288
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Also consider
Artist cottage with hot tub
1 Bedroom, sleeps 4
$116 - $128 / night
Key West Waterfront Home With Pool (Monthly Only)
3 Bedrooms, sleeps 6
$155 - $271 / night
Margaux's Hideaway - Old Town Luxury Private Home
3 Bedrooms, sleeps 6
$465 - $913 / night
OLD TOWN KEY WEST -  Historic & Charming - Cigar
1 Bedroom, sleeps 4
$331 / night
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$407
Per Night
1 / 25
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (38) Make Enquiry Similar Properties
5 of 5 stars Reviewed 19 August 2014
We loved this rental home. The pool and upper deck are worth it alone. Very spacious for two. Close to everything, very centrally located off Duval.
5 of 5 stars Reviewed 7 August 2014
I will just cut to the chase; I have already booked the sanctuary for November 2014. I have stayed at other nice places in KW but I love the privacy of the village, the house...
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From
$349
Per Night
1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 5
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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
$924
Per Night
1 / 37
3 Bedrooms, 3 Bathrooms, Sleeps 6
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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...
5 of 5 stars Reviewed 6 August 2014
Beautiful property. Nearly Spotless and located right in the middle of Everything Key West. Good for two couples or single group with all the creature comforts you would expect...
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$116
Per Night
1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 3 September 2014
My husband and I stayed in lovely Namaste from May 15th through Aug 15th and were enchanted the entire time. The house is lovely, even better than the fabulous pictures. It is...
5 of 5 stars Reviewed 1 May 2013
The Namaste Cottage was an amazing place to stay during our time in Key West. We spent two weeks at Namaste and were constantly reminded of how central it is to all of the great...
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$349
Per Night
1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 2 December 2013
We just stayed here Thanksgiving week and had a great time. It is right off Duval Street and you can walk any where easily. The hot tub is the back yard is very private. The...
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$203
Per Night
1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 4
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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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From
$407
Per Night
1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 10 July 2014
I went down to Key West with my husband, 2 year old son, and baby sitter. This cottage was perfect for us. The bedrooms (both upstairs) were comfortable and both had great...
5 of 5 stars Reviewed 14 June 2014
We had never stayed in downtown Key West before and were a little anxious that there would be too much craziness going on to be able to rest. What a pleasant surprise that...
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From
$1,743
Per Night
1 / 40
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10 Bedrooms, 6 Bathrooms, Sleeps 20
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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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From
$349
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 5 September 2014
After several visits to KW, this was our second time staying in a condo in Truman Annex. We were situated right on Southard Street, and sat on our porch enjoying a festive parade...
4 of 5 stars Reviewed 25 August 2014
This was our first visit to Key West and we stayed here with our 3 kids. While we could have walked to the beach, we drove anyway and it took about 3 minutes. The walk to Duval...
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$349
Per Night
1 / 32
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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$436
Per Night
1 / 9
3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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From
$575
Per Night
1 / 25
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 17 April 2014
This house was gorgeous. Clean, updated and simply beautiful. It also had everything we needed...hair dryers, ironing board, laundry room, etc. If you are looking for something...
5 of 5 stars Reviewed 10 October 2013
Six women stayed in this beautiful townhome for three nights for a girls getaway. We would normally have booked hotel rooms, but staying here far exceeded our expectations and we...
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$196
Per Night
1 / 26
1 Bedroom, 1 Bathroom, Sleeps 2
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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...
5 of 5 stars Reviewed 4 December 2013
This is a great property to stay in Key West. Steve & Kayla are superb hosts, very attentive to every need you may have. Location short bike trip to old town & very close to the...
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From
$436
Per Night
1 / 14
3 Bedrooms, 3 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 21 February 2014
Three couples shared the Quest and had a wonderful time! Staying on the boat added a quirkiness to our adventure that really suited us. Coffee with the sunrise & cocktails with...
5 of 5 stars Reviewed 4 February 2013
If you ever wondered what it would be like to spend time on a yacht of your own, here is your opportunity! My husband and I along with 4 of our friends enjoyed our days on the...
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From
$323
Per Night
1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 4
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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
$349
Per Night
1 / 22
2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 20 November 2014
Great little house in a great location. Well stocked and comfortable with lots of charm. Backyard is a paradise--I could have spent the entire trip there and been happy...
5 of 5 stars Reviewed 25 September 2014
Loved it.Close to Duval but quiet at home.loved sitting on front poarch. Backyard was great with hammock,gas grill.Having the bikes to ride was wonderful.
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From
$331
Per Night
1 / 14
2 Bedrooms, 1 Bathroom, Sleeps 5
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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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From
$184
Per Night
1 / 13
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed 11 December 2013
We have been traveling to Key West 1-2 times a year for about 15 years and have stayed everywhere from the most economical to the high end resorts and will confidently say this...
5 of 5 stars Reviewed 11 September 2013
First of all, I must say that I never even considered staying in a rental house on a vacation. But I am so glad that I did, because it was absolutely wonderful! My husband and I...
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From
$346
Per Night
1 / 9
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 29 October 2014
Hidden Treasure is just that - a hidden treasure located off of Olivia street in The Colony. Lots of space including storage, a great outdoor area, a quiet secluded area and yet...
4 of 5 stars Reviewed 12 September 2014
Great location for walking and biking all around Key West. Close to restaurants and attractions. Limited Parking.
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From
$663
Per Night
1 / 17
4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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From
$415
Per Night
1 / 27
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 1 July 2013
The house was very nice and well kept and within walking distance to just about anything. We did a lot of walking and actually ate in most of our meals.
5 of 5 stars Reviewed 26 May 2013
An absolutely fantastic holiday home away from home. The cleanliness of the house is an absolute joy, and there is every household amenity to make your stay comfortable. It is...
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$290
Per Night
1 / 22
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed 25 August 2014
My husband and I stayed here for our honeymoon- absolutely incredible! The suite is so large yet quaint and the design is perfect. We grilled most of our dinners and ate in the...
5 of 5 stars Reviewed 5 November 2013
We loved staying here for so many reasons. 1. It was so close to Duval Street. 2. It was so quiet at night being so close, all I heard was 2 sirens on our first night. 3. So...
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From
$813
Per Night
1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 6 June 2014
This house has all the old world charm of key west with all of the modern amenities. Walking distance to Duval Street and all the action but just far enough to enjoy peace and...
4 of 5 stars Reviewed 9 April 2013
House is very nice in better than expected. we were a short walk from Duval Street and had a grocery store one block away. during our stay management came over to fix the hot...
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$407
Per Night
1 / 27
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 27 July 2014
My daughter opted out of her high school senior week beach trip and requested a unique family and friend experience. Wow, did the M/V Coconuts Provide!!! We had 5 kids, 2x19...
5 of 5 stars Reviewed 20 May 2014
My husband and I just rented the MV Coconut for a week stay in Key West. We loved it we tried to rent I again in October and it is already gone. So we rented another...
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From
$299
Per Night
1 / 26
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 1 August 2014
Great rental, right in the middle of everything. We arrived and everything was as described. Wifi was a great bonus for teenage son. House clean and tidy with plenty of linen...
4 of 5 stars Reviewed 15 June 2014
Everything about our vacation at Casa del Sol was perfect. The apartment is a perfect size and the rooms were decorated to match the Key West atmosphere, which we loved! The...
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$5,809
Per Month
1 / 22
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 13 March 2014
We were at Tobago House for the month of February 2014. It is absolutely wonderful !! I will say that I would have preferred if everything had been tested out before we got...
5 of 5 stars Reviewed 24 January 2014
Tobago House is very nice, close to Duval - quiet street. Nice amenities, pool, hot tub, great outdoor area. Would recommend to anyone. Close walk to everything. Wonderful!
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From
$465
Per Night
1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 8 June 2011
This cottage is perfect for a couple, with occasional visitors. Walking distance to everything, away from the Duval madness, and reflecting the owner's taste, this rental is first...
5 of 5 stars Reviewed 6 March 2010
The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A...
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From
$465
Per Night
1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 6 August 2014
the house was clean and roomy. two couples had plenty of space and we enjoyed the pool and kitchen. we will definitely be back.
5 of 5 stars Reviewed 3 April 2014
Our week at Casa Camilla was wonderful. We called Key West Liquors to order wine before we left home. They were courteous, reasonable and it was there waiting for us to...
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$349
Per Night
1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 13 September 2014
Can't say enough of this home. The home is in a secure gated community with 13 total townhomes. A pool is the center of the complex with homes around the pool. The area was...
5 of 5 stars Reviewed 17 August 2014
Beautiful, two bedroom condo in a secluded oasis. Yet close to all the sights off Duval. Clean, well kept. Thoroughly enjoyed our stay. Highly recommend!
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From
$160
Per Night
1 / 24
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Studio, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 29 August 2014
This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to...
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From
$267
Per Night
1 / 19
2 Bedrooms, 3 Bathrooms, Sleeps 5
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$474
Per Night
1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 30 July 2014
This house was awesome! Good location and very appropriate for what we used it for (bachelor party). Very nice Pool and outdoor area at a great price. The lease management...
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$267
Per Night
1 / 1
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 9 October 2014
Susan's little house is so cute. She has made lots of nice touches to the place that make it feel like your home away from home. It is nicely decorated and quite cozy. The...
5 of 5 stars Reviewed 26 September 2014
When we saw the fowl running in the street, we kind of knew that this would be special. A secluded cottage, out door living and dining, wading pool, and beautiful plantings...
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$404
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 14 October 2014
The Bahama House looked just like the pictures and the location was just as advertised-convenient!! The staff at Key West Rentals were quick to respond to issues with pool and...
5 of 5 stars Reviewed 26 July 2014
I can say this very simply, this is exactly what you picture in your mind when you think of a quaint bungalow in Key West, except more luxurious. Top notch value.
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$290
Per Night
1 / 25
2 Bedrooms, 3 Bathrooms, Sleeps 6
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3 of 5 stars Reviewed 10 August 2014
Pros: very Clean roomy house, good kitchen for cooking. Very Cold AC which was great with the humidity outside. Great location in apartment complex next to duval. It was close to...
5 of 5 stars Reviewed 12 May 2014
This condo was perfect for four of us. Two bedrooms were big and the pullout couch was handy too. I like the security gates, pool, and hot tub too. Great location if you're...
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$474
Per Night
1 / 30
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 11 November 2014
The Key Escape was everything we wanted and more for a relaxing week in Key West -- 5++ stars!!! It was comfortable, modern, and excellent service!
5 of 5 stars Reviewed 10 October 2014
Excellent property and staff! Great location, great beds!!! Very clean. Would definitely rent again!
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$6,622
Per Month
1 / 25
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 11 April 2014
The place was really nice and the staff was very easy to work with. It was a very good vacation and would definitely like to stay there again.
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