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 418 Rentals in Key West
loading...
Sort by
From
€1,868
Per Month
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
From
€138
Per Night
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
From
€4,260
Per Month
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
Also consider
Mermaid Cove- A small compound
4 Bedrooms, sleeps 12
€295 - €744 / night
Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
2 Bedrooms, sleeps 6
€157 - €213 / night
Henry's Piece Of Paradise
2 Bedrooms, sleeps 5
€183 - €280 / night
A Dream come True - MONTHLY RENTAL
3 Bedrooms, sleeps 8
€3,363 - €6,352 / month
From
€224
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
€161
Per Night
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
From
€168
Per Night
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
From
€336
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (3) Make Enquiry
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.
5 of 5 stars Reviewed 16 April 2014
The property manager, Bonnie did an amazing job of answering our questions, showing us around the home and patiently awaited our late arrival due to car trouble. She is awesome...
See all reviews
From
€131
Per Night
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
Get the List
From
€141
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details
Reviews (8) Make Enquiry
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...
5 of 5 stars Reviewed 11 May 2014
I cannot rave about how amazing this place was!! The location is to die for it is smack dab in the middle of the 'party' side of duval and the nicer 'artsy' side. The pictures do...
See all reviews
From
€131
Per Night
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
From
€149
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
€117
Per Night
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
From
€161
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
€3,363
Per Month
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
From
€148
Per Night
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
From
€149
Per Night
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
From
€4,857
Per Month
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
From
€187
Per Night
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
From
€260
Per Night
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
From
€192
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
€170
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Reviews (20) Make Enquiry
5 of 5 stars Reviewed 24 April 2014
Place was spacious and accomodated our 5 guests great. Great amenities and management staff was great. Housekeeping realized on the last night that the a/C was not working and...
3 of 5 stars Reviewed 27 February 2014
Very busy location but surprisingly quite. Pool is over two blocks away across a busy street, disappointing. Clean except for the ants and other big bugs, had to keep all food...
See all reviews
From
€170
Per Night
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
From
€370
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
€168
Per Night
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
From
€103
Per Night
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
From
€185
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (11) Make Enquiry
5 of 5 stars Reviewed 5 June 2014
Superb location, ideal for a few days in Key West. Only small but great outside space. Loads of character, only slight negative is the bathroom could do with a little tlc. But...
4 of 5 stars Reviewed 17 April 2014
The location was good. Not far from Duval. It was very clean. I really enjoyed the hot tub on the patio. The beds were so comfortable :)) Unfortunately a car was parked in front...
See all reviews
From
€88
Per Night
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
From
€103
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
€305
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
€133
Per Night
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
From
€193
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 5 August 2014
Nice condo right on duval st. Good location for a more quiet stay.Cvs right around the corner Rooms where nice. Hot tub on patio is a plus. Only negative comment is I wish we...
See all reviews
From
€1,046
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (7) Make Enquiry
5 of 5 stars Reviewed 12 May 2014
Three friends that I have known since first grade and I traveled to Key West for a week to celebrate the year we all turn 60. Stayed at Shipyard Perch. it was perfect. The 2...
5 of 5 stars Reviewed 18 October 2013
We stayed at the Perch, Shipyard. Fantastic Condo, very smart and in very good condition, a credit to all involved. The location was perfect, we walked everywhere from Duval...
See all reviews
From
€133
Per Night
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
From
€133
Per Night
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
From
€2,989
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 28 July 2014
Our stay at Paradise Palms was truly a month in paradise. The house was just the right size with new interior and appliances. The location is in a nice neighborhood that was a...
See all reviews
From
€155
Per Night
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
From
€193
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details
Reviews (15) Make Enquiry
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...
See all reviews
From
€305
Per Night
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
From
€185
Per Night
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
From
€282
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
37 photos Details
Reviews (2) Make Enquiry
4 of 5 stars Reviewed 30 July 2014
Lovely we'll maintained, self catering, semi-detached apartments which allows privacy yet accommodates large extended family barbecues and mingling. We hired 3 of the apartments...
5 of 5 stars Reviewed 29 July 2014
Pictures online are great and the property was perfect for 3 families traveling together. We tried not to be in rooms during the day since we were busy with excursions but the...
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 (365)
  • Other outdoor space (329)
  • Internet (323)
  • All pools (250)
  • 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