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Holiday rentals and apartments in Key West, FL

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All 436 Rentals in Key West
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€166
Per Night
1 / 26
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Studio, Sleeps 2
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€140
Per Night
1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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€140
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1 Bedroom, 4 Bathrooms, Sleeps 2
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Also consider
A Touch of Bermuda in Key West
2 Bedrooms, sleeps 6
€219 - €239 / night
A Dream come True - MONTHLY RENTAL
3 Bedrooms, sleeps 8
€3,589 - €6,779 / month
Just Off Duval 3 Bedroom Private Home with Pool
3 Bedrooms, sleeps 6
€399 / night
Rare 2BR/2BA Shipyard Condo Truman Annex Old Town
2 Bedrooms, sleeps 6
€718 - €1,994 / week
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€359
Per Night
1 / 9
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 16 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...
5 of 5 stars Reviewed 29 May 2014
This was our first trip to Key West and everything was great including the condo. Very nice view, great pool, short walk to very nice beach. What more would you want.
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€158
Per Night
1 / 23
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Studio, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 12 August 2014
We rented three units for 5 nites. We had a great week. The staff was very friendy. Everything was clean, Couldn't have ask for a better place to spend our vacation. Cant wait to...
5 of 5 stars Reviewed 29 July 2014
From the minute we stepped off the plane, we were extremely impressed by Key West Vacation Rentals. We flew in on a Saturday morning, and they do not typically do airport pick-ups...
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€159
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed 18 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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€191
Per Night
1 / 9
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 19 August 2014
This place was everything we could've hoped and MORE! The house was beautiful and had such am authentic key west charm. The historic nature of the building really made it warm and...
2 of 5 stars Reviewed 16 July 2014
We had a family of five stay in the Grand Bahama Suite July 6-9. Three days before our vacation we received an email that there would be construction going on and there was a...
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€175
Per Night
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 25 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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€140
Per Night
1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 4 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 23 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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€119
Per Night
1 / 25
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 14 October 2014
My wife and I stayed here from Oct 4th thru the 11th. The Condo is situated minutes away from the airport so it was a quick taxi ride. The grounds of the complex are well taken...
5 of 5 stars Reviewed 11 August 2014
My wife, 2 adult daughters, and I, stayed at Pam's La Brisa "Jungle Breeze" condo from August 2 - 9, 2014. The condo is located in a very safe and friendly gated community. Pam...
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€199
Per Night
1 / 15
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 31 December 2013
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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€395
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 9 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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€231
Per Night
1 / 26
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 2 November 2014
This two bedroom condo has everything! Beautiful views, beautiful decor, incredibly clean and comfortable and equipped with everything you could want. We stayed for four days and...
5 of 5 stars Reviewed 23 June 2014
We had a wonderful stay at the Atlantic Sunrise condo. The condo was tastefully decorated and well appointed. It was roomy and very comfortable for the four of us. The fine...
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€186
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 17 October 2014
My husband and I chose Key West to celebrate our 25th anniversary. Can't say enough about this gorgeous condo. In addition to the cleanliness, ease of reservation, security and...
5 of 5 stars Reviewed 12 July 2014
Checking in was a fast no hassle process. Condo was clean and decorations were wonderful with all the comforts if home . Although we did not use the bikes they are a nice touch...
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€222
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 22 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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€239
Per Night
1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 4
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4 of 5 stars Reviewed 8 April 2014
Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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€179
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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2 of 5 stars Reviewed 15 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 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...
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€199
Per Night
1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 22 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 23 January 2014
The condo was fantastic. I was clean convenient and would recommend to anyone. This was exactly as described.
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€238
Per Night
1 / 9
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 28 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 11 September 2014
Great location for walking and biking all around Key West. Close to restaurants and attractions. Limited Parking.
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From
€156
Per Night
1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 12 November 2014
We found this condo to be well-stocked and have everything that we needed, like a home-away-from-home. Communication with the owners was professional and prompt. They really...
5 of 5 stars Reviewed 18 August 2014
For all going to Key west and need lodging. Tropical Escape is the place. It has the most perfect location in order to plan your trip around the island. It is also very safe and...
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From
€166
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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€214
Per Night
1 / 25
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 21 August 2014
I have stayed in this location once before. They have upgraded the flooring and it looks great. The pool is quiet and relaxing. The unit sits back from Duval Street so there is...
5 of 5 stars Reviewed 18 August 2014
Positioned right with ammeneties, beaches, and bars close by. Short stroll to any need. Place was very clean and with 2 bedrooms, 2.5 baths , pull out beds was very...
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€205
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 14 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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€3,988
Per Month
1 / 22
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 12 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 23 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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€110
Per Night
1 / 24
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Studio, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 28 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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€325
Per Night
1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 29 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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€183
Per Night
1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 8 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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€278
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 13 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 25 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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€179
Per Night
1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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3 of 5 stars Reviewed 16 November 2014
This is a nice 2 bed 2 bath condo, clean, comfortable, and nicely decorated. The pool and hot tub in this small resort were very nice. Kitchen was adequate with new pans - I...
5 of 5 stars Reviewed 7 May 2014
The location was great. Very Quiet. Exactly as described. Would definitely stay here again! I was also incredibly grateful the for the quick response times to my emails.
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€110
Per Night
1 / 26
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Studio, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed 23 June 2014
Wonderful. And 'Ive stayed here several times. We also bring our 2 yorkies I love the Mallory, the Truman. So close to everything. Room is beautiful too. And very reasonable in...
5 of 5 stars Reviewed 18 June 2014
Very clean, great location, kitchen well equipped, dog friendly, bed was comfortable, quiet location, shower a little small
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€325
Per Night
1 / 30
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 10 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 9 October 2014
Excellent property and staff! Great location, great beds!!! Very clean. Would definitely rent again!
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€4,546
Per Month
1 / 25
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 10 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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€5,423
Per Month
1 / 24
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 3 February 2011
We spent the month of March at Villa azul in 2008. It was amazing. We discovered Key West in a way I never thought possible...some of our best moments were spent in the oasis...
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€239
Per Night
1 / 26
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 31 July 2014
We had a great time in Key West and would strongly recommend this apartment. Very comfortable, good sized pool, ideal location. Would definitely go again.
5 of 5 stars Reviewed 11 July 2014
Two couples stayed July 6 through July 11. Loved the condo. Great location, great pool. Very quiet and peaceful location that is close to all the great Key West attractions...
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€110
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1 / 25
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Studio, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 29 October 2014
We have stayed in this lodging five times. It is very clean and service is excellent and friendly. The location is secluded and especially quiet.
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€142
Per Night
1 / 19
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 15 November 2014
I booked our condo through VRBO based on location and price. What a great find. Perfect location to Old Town activity and only a mi,e leasurely walk to Mallory Square and the...
4 of 5 stars Reviewed 8 October 2014
Everything was great! The location was perfect - and the private hot tub was the best! Only down side (which wasn't a big deal) was there were ants on the kitchen counter! Very...
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€206
Per Night
1 / 36
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2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed 1 July 2014
Our first visit to the Keys celebrating our 28th anniversary with our adult children, (3 couples) this historic cottage slept all 6 of us very comfortably; in fact, the most...
5 of 5 stars Reviewed 4 February 2014
We have stayed at this property on previous visits to Key West- it is a great location- close to everything and has plenty of space. Easy to cook at home if you don't want to go...
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€150
Per Night
1 / 27
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1 Bedroom, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 25 June 2014
I can't say enough about this rental! Excellent location, very clean and the courtyard is amazingly beautiful.. You feel like you are in a private paradise on the island.. The...
5 of 5 stars Reviewed 14 June 2014
We stayed here the first week of June 2014. We were welcomed by management at the rental office, offered a cold beverage, and given an umbrella for our use. We were picked up at...
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€5,583
Per Month
1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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4 of 5 stars Reviewed 23 January 2014
B+ no Choices in cable channels no prkg On site , parrot sanctuary adjacent Property's remote pool. Access. K
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€214
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 17 November 2014
Stayed in this condo for 3 nights during Key West boat races. Check in with Key west Vacation rentals was easy, they're right on premises. Condo is above Duval Square. Very...
4 of 5 stars Reviewed 28 October 2014
This was a very nice, two-bedroom rental very near Duval and Truman in Key West. The property is well-kept, and the two-seater hot tub was nice. Our only problems were when...
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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.