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, FL

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 485 Rentals in Key West
loading...
Sort by
From
€138
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details Reviews (5) Make Enquiry
From
€197
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details Reviews (1) Make Enquiry
From
€117
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
25 photos Details Reviews (10) Make Enquiry
Also consider
Harbor Walk Hideaways
4 Bedrooms, sleeps 8
€315 - €670 / night
A Low Key Paradise
2 Bedrooms, sleeps 6
€144 - €223 / night
Ocean Retreat
3 Bedrooms, sleeps 5
€383 - €496 / night
Driftwood Buoy
2 Bedrooms, sleeps 6
€2,088 - €3,072 / week
From
€138
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
24 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
From
€355
Per Night
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
From
€177
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
19 photos Details Reviews (4) 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
From
€156
Per Night
Studio, 1 Bathroom, Sleeps 4
Booking
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
From
€133
Per Night
1 Bedroom, 4 Bathrooms, Sleeps 2
Bookings
21 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 2 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!
See all reviews
Get the List
From
€195
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
16 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
From
€184
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details Reviews (3) Make Enquiry
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...
See all reviews
From
€173
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details Reviews (2) Make Enquiry
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...
See all reviews
From
€157
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 9 October 2014
Our small group of 3 were impressed with the great location as well as the property itself. The landlord was pleasant and accommodating. Was able to walk everywhere. Will return...
5 of 5 stars Reviewed 9 September 2014
Stayed in this suite over the weekend (sept 5th- 7th) and I do not have one bad thing to say about this place! Easy to get to, perfect location! I felt very at home here! Also we...
See all reviews
From
€235
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details Reviews (13) Make Enquiry
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.
5 of 5 stars Reviewed 22 May 2014
Great location 2 blocks off Duval. Bright, airy, tropical decor. Clean, lots of amenities. Pool was great. Onsite parking. Perfect size for our group of 5 women. Would...
See all reviews
From
€219
Per Night
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
From
€217
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details Reviews (25) Make Enquiry
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...
See all reviews
From
€157
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details Reviews (10) 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
From
€156
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details Reviews (29) Make Enquiry
5 of 5 stars Reviewed 30 September 2014
Excellent facilities within the apartment and in the grounds of the condo. The owner is friendly and very helpfull. You are only a short taxi drive from the main entertainment...
5 of 5 stars Reviewed 20 September 2014
The condo was beautifully appointed and thoroughly clean. I am OCD and had absolutely no anxiety in the space. The owner was very helpful in that she furnished a basket of helpful...
See all reviews
From
€236
Per Night
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
From
€228
Per Night
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
From
€109
Per Night
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
From
€211
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
18 photos Details Reviews (32) Make Enquiry
4 of 5 stars Reviewed 2 July 2014
Condo was in a great location, the staff was very helpful and friendly. Had one maintenance problem which was the garbage disposal and was fixed with in 24 hours. There is no...
3 of 5 stars Reviewed 20 December 2013
The service and location were great. We could walk everywhere. Our car never left the free parking garage throughout our stay. The apartment was clean but tired-looking. The...
See all reviews
From
€142
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
18 photos Details Reviews (14) Make Enquiry
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...
See all reviews
From
€140
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details Reviews (1) Make Enquiry
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...
See all reviews
From
€321
Per Night
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
From
€211
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
23 photos Details Reviews (14) Make Enquiry
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...
See all reviews
From
€274
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (3) Make Enquiry
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.
See all reviews
From
€202
Per Night
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
From
€321
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
24 photos Details Reviews (11) Make Enquiry
4 of 5 stars Reviewed 9 August 2014
We had a great visit to Key West and a great meetup with family! Excellent location, so close to all the happenings on Duval Street. But in a quiet area for when you dont want...
5 of 5 stars Reviewed 31 July 2014
This was a great location right off Duval. The place was clean with daily housekeeping service that emptied our trash and brought fresh, dry towels. It was nice having our own...
See all reviews
From
€148
Per Night
Studio, 1 Bathroom, Sleeps 2
12 photos Details Reviews (14) Make Enquiry
4 of 5 stars Reviewed 1 September 2014
We found the room to be charming, and a great location for Duval St roming around. Parking can be an issue, but we were happy with our stay. When in Key West one needs to be out...
5 of 5 stars Reviewed 16 November 2013
This little cottage is adorable. I do not have one complaint! Clean, Updated, We maintained. Perfect, perfect, perfect!
See all reviews
From
€941
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 15 January 2014
Love Key West and staying at the Shipyard condominiums put us right with in walking distance to every thing we love to do. We have been to Key West four times in four years and...
See all reviews
From
€390
Per Night
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
From
€140
Per Night
Studio, 1 Bathroom, Sleeps 2
12 photos Details Reviews (35) Make Enquiry
5 of 5 stars Reviewed 16 May 2014
Heaven in the middle of Key West. Beautifully decorated, clean, perfect pool & hot tub, Amazing! Staff is very attentive and replenishes towels, changes garbage, maintains the...
5 of 5 stars Reviewed 31 March 2014
We stayed with our yorkie, love love it. Very clean (although the bed was a bit uncomfortable) very clean staff was very friendly and helpful.five stars in our book we will stay...
See all reviews
From
€321
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
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
From
€109
Per Night
Studio, 1 Bathroom, Sleeps 4
14 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 17 October 2014
We had an excellent experience staying in this studio for our honeymoon. Only drawback was the lack of kitchen equipment which made it difficult to cook a full meal for...
4 of 5 stars Reviewed 24 September 2014
It was a great location out of the way but by everything. Also the room was very secluded to the back of the property for a nice romantic time.
See all reviews
From
€164
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 13 October 2014
The location of our rental was fabulous. We were in walking distance of everything Key West had to offer. Having the front porch open would have made the stay even better.
4 of 5 stars Reviewed 30 September 2014
Great place to stay! Located right on Duval Street. Two rooms with double beds and a pull out bed-couch. A/C nice and cold when you need to get out of the summer heat in the...
See all reviews
From
€148
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
19 photos Details Reviews (20) Make Enquiry
4 of 5 stars Reviewed 7 January 2014
The listing was completely accurate and the property maintenance was good. The furniture and utensils (knives, peeler, grater) were tired and due for replacement. We had very...
3 of 5 stars Reviewed 18 November 2013
The audubon House is perfect if you're just looking for a place to stay in walking distance to everything. The pictures were a bit deceiving regarding the pool. There is no pool...
See all reviews
From
€93
Per Night
Studio, 1 Bathroom, Sleeps 2
7 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 18 September 2014
This unit was perfect for our needs. It's just a small studio cottage, but has a nice porch and access to the large "shared" (and I put it in quotations because we had the pool...
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
From
€211
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
13 photos Details Reviews (40) Make Enquiry
5 of 5 stars Reviewed 15 October 2014
Stayed here when traveled down fir SOMO Marathon. Beautiful home, had everything we needed. Great location.....able to walk to everything. Parking is a bit tough.......find a good...
5 of 5 stars Reviewed 23 March 2014
This is the 4th time I have used Key West Vacation Rentals (Center Court) and I have never been let down. In the past I have stayed at units for two people or 4 people and they...
See all reviews
From
€156
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Booking
20 photos Details Reviews (25) Make Enquiry
5 of 5 stars Reviewed 9 October 2014
Pictures are awesome and still don't do this unit justice. It is fabulous. Located midway between Southernmost point and Mallory Square, half block off Duval. You can get...
5 of 5 stars Reviewed 19 August 2014
My husband and I had an awesome time in this villa. It's the perfect location, so close to all the hot spots. The Caribbean Suite was very cute and clean. The decor was fun and...
See all reviews
From
€164
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details Reviews (21) Make Enquiry
3 of 5 stars Reviewed 30 September 2014
If you don't mind the Anchors away people hanging out around your bedroom porch all hours of the night, or the people up stairs playing basketball at 430 in the morning, you...
2 of 5 stars Reviewed 19 September 2014
The rental office is well organized and accommodating, and that is the only good thing I can say. The unit itself was clean, though sparsely furnished, especially the bathroom...
See all reviews
Go to map view
Book Online(225)
Use filters to find the best results!

Suitability

  • Wheelchair access (22)
  • Elder access (109)
  • Suitable for children (73)
  • Pet friendly (133)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (438)
  • Internet (392)
  • Other outdoor space (380)
  • All pools (322)
  • Grill (279)
  • 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.