We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Apartments and resorts in Key West, Florida

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 414 Rentals in Key West
loading...
Sort by
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (34) Make Enquiry
5 of 5 stars Reviewed 4 November 2010
Actually stayed in "Heather's Villa" rather than Buena Vista. We've stayed in B.V. before, and it is also equally nice. Heather's is located directly in front of B.V...
5 of 5 stars Reviewed 6 July 2009
We loved staying there. Great for a reconnection of my husband and myself after 12 years of marriage. Great location, safe and private. Walked or rented moped to get where we...
See all reviews
Show Prices
3 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Enquiry
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.
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Reviews (2) Make Enquiry
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...
5 of 5 stars Reviewed 25 May 2014
I hesitate not giving this rental a fifth star, because it was such a wonderful retreat. There was nothing second class about the beautiful decor or the comfortable spaces. The...
See all reviews
Also consider
Elegant Historic Home near Seaport
4 Bedrooms, sleeps 10
€543 / night
"BELLA PETRONIA": Private Home With Pool & Jacuzzi
3 Bedrooms, sleeps 6
€4,173 - €11,003 / month
Driftwood Buoy
2 Bedrooms, sleeps 6
€2,011 - €2,959 / week
The Victoria House - Fantastic 5 Bedroom Villa
5 Bedrooms, sleeps 12
€656 - €930 / night
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
19 photos Details
Reviews (3) Make Enquiry
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...
See all reviews
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (1) Make Enquiry
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...
See all reviews
Show Prices
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
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...
See all reviews
Show Prices
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (4) Make Enquiry
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.
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 15 May 2014
The Bimini Suite in Bahama house is either a 2 Bed room or a 3 bedroom suite and we six were comfortably housed as a 3BR just one block from Duval St, in the heart of Key West...
5 of 5 stars Reviewed 15 May 2014
We just returned from a long weekend at the Bahama House and stayed in the Bimini Suite. The Bahama house is located right where you want to be to enjoy all that Duval Street has...
See all reviews
Get the List
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details
Reviews (9) Make Enquiry
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...
5 of 5 stars Reviewed 4 August 2014
Some close friends and I decided to go to key west for my 30th birthday. This place was amazing. You are so close to the action. I plan on going back every year. The location is...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (5) Make Enquiry
4 of 5 stars Reviewed 9 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.
4 of 5 stars Reviewed 23 May 2014
Condo was a great location. Near beaches and activities. Great place to relax. Owner was very courtious. Pool was a little small but the facilities were beautiful.
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (1) Make Enquiry
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Reviews (3) Make Enquiry
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...
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
25 photos Details
Reviews (9) Make Enquiry
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...
5 of 5 stars Reviewed 30 December 2013
We spent a week in the Jungle Breeze Condo and was so entranced with the view from the balcony, we never made it across the street to the beach! We found all the comforts of home...
See all reviews
Show Prices
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
26 photos Details
Reviews (19) Make Enquiry
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...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
26 photos Details
Reviews (12) Make Enquiry
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...
5 of 5 stars Reviewed 21 June 2014
We have just returned from holiday in this wonderful Condo. The pictures really do match the high quality accommodation. We spent many hours relaxing on the veranda with the...
See all reviews
Show Prices
Studio, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (2) Make Enquiry
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...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (10) Make Enquiry
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.
4 of 5 stars Reviewed 6 November 2013
Very nice, clean, and quiet. Was just as advertised. Very roomy, kitchen was great. Pool & spa were very nice for the end of the day enjoyment. Coouldn't have asked for anything...
See all reviews
Show Prices
3 Bedrooms, 4 Bathrooms, Sleeps 6
Bookings
25 photos Details
Reviews (5) Make Enquiry
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...
See all reviews
Show Prices
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
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...
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (28) Make Enquiry
5 of 5 stars Reviewed 5 August 2014
I stand by my first review in June of 09. Recent updates to the unit are looking good altho there is a bit more work needed - e.g., recover sofa, paint here and there, and the...
2 of 5 stars Reviewed 9 May 2014
Foe as much as they charge, the place was in bad shape. A lot of cracked tiles throughout, worn furniture, a stove that didn't work (they had a hot plate), no oven, The Wi-Fi...
See all reviews
Show Prices
Studio, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 5 August 2014
The room was a nice size for two friends. It was not fancy, but clean and well equipped. Another plus was the front porch where we sat and people watched while having coffee or a...
4 of 5 stars Reviewed 25 July 2014
The Egret Studio is very close to the Southernmost Point and next door to a Cuban cafe, so I had coffee there every morning. The studio is very clean, well appointed and we were...
See all reviews
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 5 June 2014
We rented this 1st floor condo for two weeks & thoroughly loved it. Location was perfect - tranquil yet within walking distance to Duval Street, dining & the excitement of...
See all reviews
Show Prices
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
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...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
5 photos Details
Reviews (2) Make Enquiry
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.
See all reviews
Show Prices
Studio, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 28 July 2014
Located right by the Southernmost Hotel and a block off Duval this was a great stepping off point for fun in Key West. Cuban market on the corner for café con leche each morning...
See all reviews
Show Prices
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 12 July 2014
My friend and I stayed at the Bonaire Suite and it was perfect! Cute bungalow style with plenty of room and amenities. So close to Duval, but you couldn't hear the roar, which...
5 of 5 stars Reviewed 12 June 2014
Perfect location! Half block from Duval street. Very cozy and well equipped and lovely pool area. I highly recommend this place.
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (22) Make Enquiry
4 of 5 stars Reviewed 24 April 2014
The suite was very clean and well taken care of. The pool was terrific. There is a nice fairly private deck to sit under some magnificent trees. We rented bicycles which made it...
4 of 5 stars Reviewed 6 April 2014
The location a few blocks off Duval and not right on Olivia street was great. By not right on Olivia street I mean you walk through a tiny parking lot, past the pool, down a short...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Enquiry
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.
4 of 5 stars Reviewed 1 July 2014
We stayed at this home in Key West for one night. It was located 1 house off Duval Street on the quieter side towards the Southern most point. It was very easy to walk Duval to...
See all reviews
Show Prices
Studio, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 29 July 2014
This rental was almost exactly how I imagined it to be when I booked it. It was small, yet quiet with an adjacent pool that was large enough for my float and warm enough for me...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
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
See all reviews
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (19) Make Enquiry
5 of 5 stars Reviewed 10 February 2014
Great location. Easy access to beach and Duvall Street. Comfortable living quarters.
5 of 5 stars Reviewed 31 January 2014
Nice two bed room apt full kitchen well stocked with disfwasher.only one bath not a problem for us. Key West rentals very accommodating easy to deal with.
See all reviews
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 25 June 2014
Truman at Duval is just steps from Duval and Whitehead streets. It's close to the center of Duval and located near lots of shopping and restaurants. Located around the corner from...
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 31 July 2014
The Flamingo Hideaway is a ground floor unit in a small condo complex of renovated, period buildings. This unit is tucked away from the street and right next to the shared pool...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (19) Make Enquiry
4 of 5 stars Reviewed 1 September 2009
HAd all you needed. Space was limited and you had to walk to the pools. Clean and great location. PArking left much to be desired. But in Key West you take what you get!!
5 of 5 stars Reviewed 13 July 2009
Good times, great location! I'll be back!
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (10) Make Enquiry
5 of 5 stars Reviewed 13 February 2014
We stay at the Palm Isle on White Street every year, and love it! It's perfectly close to everything in Old Town Key West, as well as the beaches. You can walk most places, but...
4 of 5 stars Reviewed 3 January 2014
Plenty of space for 2 people. Clean and well maintained. Bed was a little soft for me. It is on White St. and while not a busy street by city standards, it is one of the main...
See all reviews
Show Prices
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 20 May 2014
This property is in a fabulous location right in the heart of old Key West and walking distance to everything, we didn't use the car for the six days we were here. Loved the...
4 of 5 stars Reviewed 16 January 2014
Helen's hideaway is a great get away. The location is great - close to Duval (yet not too close) and many great restaurants. Loved the layout of the main place and the cottage...
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (5) Make Enquiry
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...
See all reviews
Show Prices
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (34) Make Enquiry
4 of 5 stars Reviewed 20 March 2014
The accommodations were nice and close to everything. We especially liked the balcony.
5 of 5 stars Reviewed 9 March 2014
Service was great from the minute we stopped at Key West Vacation Rentals to pick up our key till we sadly returned it. Concierge service available. The condo is super cute...
See all reviews
Show Prices
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 4 July 2009
My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
5 of 5 stars Reviewed 2 July 2009
Great location off the upper section of Duval. Close enough to walk to everything but far enough to be quiet. Perfect size for 2 or 4 people. Clean and comfortable. Would...
See all reviews
Show Prices
3 Bedrooms, 2 Bathrooms, Sleeps 10
22 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 1 July 2014
We took our family of 6 to Toon Hall and were greeted by 2 Cadillac SUV's at the airport to check us in and take us to our home. Toon Hall was very spacious and comfortable...
See all reviews
Go to map view
Book Online(225)
Use filters to find the best results!

Suitability

  • Wheelchair access (21)
  • Elder access (108)
  • Suitable for children (75)
  • Pet friendly (125)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (362)
  • Other outdoor space (330)
  • Internet (324)
  • All pools (265)
  • Grill (222)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
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.