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Vacation rentals in Key West, FL

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All 446 Rentals in Key West
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$203
Per Night
1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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$203
Per Night
1 / 21
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1 Bedroom, 4 Bathrooms, Sleeps 2
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$522
Per Night
1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$203
Per Night
1 / 24
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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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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From
$173
Per Night
1 / 25
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen size sleeper sofa in the living area. It accommodates 2-4 people. This property is rented by the week from Saturday to Saturday, it is not a hotel; it is a privately... View all property information
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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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From
$464
Per Night
1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This is a fantastic 2 bedroom 2 bath Garden-view unit at the prestigous 1800 Atlantic Complex. This property is ideal for 2 couples travelling together or a family get together. New contemporary furnishings in 2009. The Condo has a King bed in both bedrooms and a queen sleeper sofa in the living... View all property information
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5 of 5 stars Reviewed 4 September 2014
Our Condo was on the 4th floor. It was decorated very nice. It was clean and very accomodating. The balcony was huge and the view spectacular. Spacious bedrooms and bathrooms...
3 of 5 stars Reviewed 22 April 2014
Positive: In Key West! Positive: Right on the ocean Positive: Fabulous swimming pool Positive: Spacious condo Negative: Dark, dreary entrance, hallways and...
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From
$231
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
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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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From
$357
Per Night
1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
This is not just a rental but OUR Vacation Home as well. We are the ONLY 1 bedroom condo in the entire complex, 4th floor Penthouse. Included in your rental is the use of 2 adult bikes, secure wireless internet, local and long distance telephone continental USA and Canada, the use of the pool,... View all property information
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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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From
$2,000
Per Week
1 / 24
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3 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Hot Tub
  • Ocean Views
  • Pool Table
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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About this property
NOVEMBER SPECIAL!! Stay 28 days between Nov 2nd and Dec 6, 2014 for only $3900. MINIMUM STAY FOR THIS PROPERTY IS 28 DAYS. Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush foliage,... View all property information
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From
$215
Per Night
1 / 5
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your stay in Key West special. It is located in a wonderfully private... View all property information
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5 of 5 stars Reviewed 8 December 2014
This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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From
$242
Per Night
1 / 15
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire,... View all property information
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5 of 5 stars Reviewed 28 November 2014
If you want to be in the heart of all the Key West action and at the same time have all the comforts of home (living room, two bedrooms with comfortable beds, two full baths...
5 of 5 stars Reviewed 16 November 2014
So glad they just added the pool. The backyard is now an oasis. Location was awesome. And cleanliness was impressive. Only down side was you could hear the people upstairs...
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From
$348
Per Night
1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
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  • Wheelchair access
  • Elder access
  • ?
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About this property
Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning... View all property information
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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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From
$277
Per Night
1 / 14
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable... View all property information
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5 of 5 stars Reviewed 18 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 15 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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From
$290
Per Night
1 / 15
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2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
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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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From
$288
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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From
$261
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
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  • Wheelchair access
  • Elder access
About this property
Make memories the whole family will cherish in this great family friendly condo in Key West. It's close to all the major attractions on the island but far enough away that everyone can get a good night's sleep if they want. Want to go to the beach? The condo is a short drive to Smathers Beach.... View all property information
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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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From
$230
Per Night
1 / 24
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Studio, 1 Bathroom, Sleeps 2
Details Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Part of 4 exclusive units at Abbey Road, renovated January, 2010, this free standing historic cottage at 918-920 Center Street, features a king pillow-top bed, 2 lushly padded swivel chairs and a full kitchen which includes a full stove, refrigerator with ice-maker, microwave, dishwasher and soft... View all property information
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5 of 5 stars Reviewed 2 September 2014
Really enjoyed this place. Pics are accurate as this place looks in great condition. Loved the patio/hot tub area, also the use of the pool just across the street and grill...
5 of 5 stars Reviewed 12 March 2014
We absolutely loved Harrison's Hideaway. It was in the perfect location - 1/2 block off of Duval, a very short bike ride to the beach. It was immaculate, too - must have been...
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From
$218
Per Night
1 / 22
Payment Protection
Studio, 1 Bathroom, Sleeps 4
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Located at Papa's Hideaway Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, blowing each of your cares away... This Deluxe Studio is located on the ground floor and offers a private porch just off of the pool area. The unit... View all property information
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1 of 5 stars Reviewed 6 December 2014
First thing: A pat on the back of the receptionist who checked us in, out and ran our boarding passes. Had our docs ready and waiting. Also housekeeping and maintenance who work...
4 of 5 stars Reviewed 4 September 2014
My girlfriend and I spent 5 days at Papa's Hideaway and absolutely loved it. The place was a quiet refuge from the hustle and bustle of Key West. Most of the fun things to do...
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From
$254
Per Night
1 / 17
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
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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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From
$6,435
Per Month
1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
If you have ever had the fortune to wander the historic streets and lanes of Key West's famous seaport neighborhood then you know how time seems to stand still. Yet right in the heart of Key West's bustling seaport this blissfully ideal cottage-style house offers all the amenities one could desire... View all property information
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From
$290
Per Night
1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
The resort all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom condos located just minutes from Smathers Beach and 2 miles from Key West Airport. This location is also two miles from popular Higgs Beach and between 4 miles from the Key West Lighthouse... View all property information
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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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From
$6,609
Per Month
1 / 25
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The main dwelling includes a beautiful, newly-renovated kitchen, a master bedroom with en-suite, a second bedroom with twin beds (which can be made into a king upon request), a full guest bathroom including a... View all property information
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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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From
$5,797
Per Month
1 / 22
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors,... View all property information
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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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From
$7,885
Per Month
1 / 24
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old... View all property information
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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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From
$359
Per Night
1 / 21
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
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5 of 5 stars Reviewed 17 December 2014
This is a great place to stay that puts you in the heart of Key West and has off-street parking! The unit has been completely remodeled including a full kitchen but still...
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From
$241
Per Night
1 / 28
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (22) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Sea Breeze features all the amenities of home...and then some! A full kitchen with glass top stove, dishwasher, icemaker, blender, toaster, coffee maker and radio/CD player to play your favorite Jimmy Buffet CD while enjoying a fresh cup of brew...there isn't a better way to start your day in... View all property information
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5 of 5 stars Reviewed 12 December 2014
The condo was great. The place was clean, comfortable, and 1/2 block from Duval Street. We were able to walk everywhere we needed to go. There was a porch off of one of the...
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...
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From
$392
Per Night
1 / 29
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (42) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
One block from Center St, Hemingway's View is a 3 bedroom, 2 bath charming turn-of-the-century Conch cottage. Each of the 3 bedrooms are air-conditioned. Both bathrooms have marble floors, large closets, hairdryers, and tubs with showers. The rear bath has a marble topped vanity with double sinks... View all property information
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5 of 5 stars Reviewed 9 December 2014
Our 6th year renting "Hemingway's View" and we loved every minute we were there! Wonderful and relaxing rental that allows us to bring out two yorkies. We like that the property...
4 of 5 stars Reviewed 30 June 2014
Great house pretty much right off Duval. Very close to great restaurants, bars, and shops, and a very short walk to the beach. Plenty of room for three couples and one child. Not...
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From
$5,218
Per Month
1 / 22
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The master bedroom decorated in Key West styled décor has a queen-size bed and full bathroom with tub. The second bedroom has 2 twin-size beds that can also be converted in to a king upon request. The fully... View all property information
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4 of 5 stars Reviewed 31 August 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!
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From
$346
Per Night
1 / 29
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Part of 4 exclusive units at Abbey Road, The original Cuban tile has been preserved throughout the house, wherever possible. Upon entering the spacious living room, a large tropical sectional queen sleeper sofa allows you to comfortably watch the 46” flat screen TV/DVD. Also available is an I-Pod... View all property information
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5 of 5 stars Reviewed 7 December 2014
My spouse brought me to KW to celebrate my birthday, what a truly wonderful time we experienced on our entire trip. Lennon Lodge was absolutely cozy, comfortable, and private...
5 of 5 stars Reviewed 30 October 2014
We stayed in Lennon's Lodge for 7 days, and wish we could have stayed forever. The property itself is clean, quiet and private and the Lodge itself is beautiful, well-kept and...
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$212
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Dishwasher
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  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your... View all property information
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$183
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1 / 24
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Studio, 1 Bathroom, Sleeps 2
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  • Gym
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  • Shared Outdoor Pool...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Part of 4 exclusive units at Abbey Road, renovated January, 2010, this suite is at 918-920 Center Street. Featuring a king pillow-top bed and marble floors, the state-of-the-art kitchen includes granite counter top, a 2 burner cook top, dishwasher, under counter refrigerator, microwave and soft... View all property information
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5 of 5 stars Reviewed 16 July 2014
Excellent location just off Duval street but still very quiet and private feeling. The unit was small but had all the amenities we needed. The private hot tub and the pool and...
5 of 5 stars Reviewed 29 May 2014
I had stayed at Little Havana Suite numerous years ago and loved it. I knew I wanted to stay in the property again... I ended up traveling solo as my other half got stuck working...
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$218
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
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  • Gym
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  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Located inside the Villas known as Old Town Garden Villas Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly... View all property information
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5 of 5 stars Reviewed 27 October 2014
Just returned home from a 10 day stay and it was an awesome experience! Place was nice and clean. The daily room service was great, even if we didn't always use it. Even though we...
4 of 5 stars Reviewed 12 August 2014
Pros: This place is close enough to everything but quiet enough as well. The central garden/sitting area is very nice and has either sun or shade to fit your needs. The room set...
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$473
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1 / 30
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
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About this property
A Key Escape 3 br 2.5 bath w/ private heated pool. Professionally decorated in a Coastal Living style, this elegant yet very comfortable custom built 3 bedroom, 2.5 bath, 3 story home has a living room (Q sleeper sofa) with rose hardwood floors, a gourmet kitchen with granite countertops and... View all property information
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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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$473
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1 / 29
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from Tropical Retreat to enjoy the exciting... View all property information
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4 of 5 stars Reviewed 16 December 2014
The rental is great and in an excellent location. We had a group of 6 and had no issues. Note: unlike some rentals there is nothing in the house if you plan to cook. You will...
5 of 5 stars Reviewed 24 July 2014
Everything was easy and perfect check in wise. Rooms were clean. Will stay here again. Walked to all bars and loved the tall ceilings.
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$335
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1 / 11
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1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
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  • Suitable for children
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About this property
Tropical oasis in the heart of key west. Historic landmark 1 block from duval street. Walk to the pier for sunset celebrations, artists, musicians and entertainment. Surrounded by restaurants and shops and key wests popular theatre. Mel fishers museum is just down the street. Enjoy bicycles,... View all property information
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$218
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1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
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  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with a... View all property information
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5 of 5 stars Reviewed 18 November 2014
For the location, the price was a bargain. There were a couple of lights that needed to be replaced (no biggie). Andros suite was more of a condo. Full kitchen, and all the...
5 of 5 stars Reviewed 12 November 2014
We loved our stay at the Andros Suite. This is one of a gated cluster of duplex houses on the quieter side of Key West. The apartment was so nicely decorated and had everything...
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$438
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Balcony
  • Grill
  • Gym
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
Hibiscus Suite is a queen efficiency with a kitchen, bathroom and a small outdoor deck. Orchid and Jasmine are both one bedroom suites with queen bedrooms, queen sleeper sofas, kitchenettes and outdoor decks. All units have TV/DVD, cable and Free WiFi! This complex offers combined parking for 3... View all property information
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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 28 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...
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$206
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1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork... View all property information
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5 of 5 stars Reviewed 12 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 2 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...
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$206
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1 / 27
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
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  • Wheelchair access
  • Elder access
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About this property
The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of... View all property information
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4 of 5 stars Reviewed 16 December 2014
We were a group of four and rented the Verde Suite for six nights. We arrived to town earlier than check in time and were told the house wasn't ready but we could park at the...
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...
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$348
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1 / 7
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
This stunning 2 bedroom/2 bath suite can accommodate up to 6 guests. Whether you want the hustle and bustle of Key West or just want to kick back and relax, this resort has it all. View all property information
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From
$183
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
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  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Part of the Nightly group unit Tres Flores You won't find a better location...and private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen... View all property information
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5 of 5 stars Reviewed 10 November 2014
good place. Location is great, apartment is in very good condition. Two balconies. For two it is a great choice. Very cosy and clean, quite big. Free parking. I can recommend...
5 of 5 stars Reviewed 19 August 2014
Definitely an ideal location for all things Key West. Never had to walk very far to get to most every place we wanted to go. The place was clean and always comfortable...
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$218
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
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  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, cordless telephone, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, a/c... View all property information
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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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$438
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
This house is in a quiet residential neighborhood where loud boisterous parties are not appropriate. This 2 bedroom, 2 bath, 2 story house has an open floor plan featuring lots of pine walls and floors throughout. Upstairs is the king bedroom and a full bath and downstairs is the second bedroom... View all property information
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5 of 5 stars Reviewed 9 November 2014
We were very happy with this house rental. The pictures only hold a small window into this gem. Walking distance to Duval (although a cab was only $6 if needed). Great living...
3 of 5 stars Reviewed 12 August 2014
Pros - charming cottage, two bathrooms, private pool, dish washer, washer and dryer, nice bed and linens, just a few blocks from Duval, plenty of street parking. Cons - across...
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$299
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Air Conditioning
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Suitability
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  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Short walk to Fort Zachary State Park and South Beach! This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private,... View all property information
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5 of 5 stars Reviewed 27 September 2014
Very, very nice! Comfortable and clean too. Only complaint is the roosters next door crowing early in the morning. Very audible on the master bedroom side of the unit.
5 of 5 stars Reviewed 19 August 2014
Traveling with a group of six people, we found Casa Bonita to be the perfect location for our stay in Key West. The property is gorgeous and incredibly well taken care of; and...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
Look no further you have found a beautiful 2 bedroom 2 bath 'Shot-Gun' house in the heart of Old Town Key West, just 4 blocks from Famous Duval Street. This great property is very spacious and will accommodate up to 6 guests comfortably. There is a Fully equipped kitchen with a full size... View all property information
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$4,406
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1 / 27
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2 Bedrooms, 3 Bathrooms, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Green Orchid is located just off of White St. and is a quick 2 minute drive to the nearest beach as well as a very short stroll away from Duval Street. This is a beautiful, recently renovated 2 bed 2.5 bath (3... View all property information
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$438
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Suitable for children
  • x
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  • Elder access
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About this property
Part of ALMOST SOUTHERNMOST RETREAT Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of... View all property information
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5 of 5 stars Reviewed 25 July 2014
This is our second time staying in this property. We stayed here again because the property manager & his team were fantastic, the property was very clean and it was a great...
5 of 5 stars Reviewed 6 June 2014
Very clean, looks recently redone. Great set up, plenty of room for the six of us. Most comfortable bed ever. Literally steps from Duval St. I would definitely stay here again.
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Located at 516 Elizabeth Street, the Pinder House is an address and house of distinction! Previously owned by Theopolis Pinder of the historic Pinder Family, whose roots go back to the 1850’s, this historic... View all property information
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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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$218
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Suitable for children
  • x
  • ?
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  • Elder access
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About this property
AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a living... View all property information
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5 of 5 stars Reviewed 8 December 2014
The home was clean, centrally located. Also, safe. will be coming back and using you guys again on our next trip to key west!
4 of 5 stars Reviewed 20 November 2014
We booked here for one night because of the location. This worked out well for 2 couples - one private bedroom with full bath and separate entrance, one pull-out sofa bed with a...
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  • Suitable for children
  • x
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  • x
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About this property
Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up... View all property information
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Key West Vacation Rentals

Great deals on vacation rentals make Key West a favorite beach getaway spot for all types of travelers. It’s a laid-back beach town with a twist of eccentricity—along with a diverse dining scene and, of course, famous (one might even say infamous) nightlife. From luxury beach houses to budget cottages, you’ll find it in Key West… and our Key West vacation rental reviews will help you book with confidence.

Where to rent in Key West, Florida

Vacation rentals in Key West can be found all over town. Renting in Old Town (the historic district) will put you in the center of the action—steps from restaurants, bars, boutiques, souvenir shops and major attractions. Live like a local and catch an ocean breeze on your verandah (a typical feature of “conch” architecture). Or how about a modern apartment rental near Duval Square? If you’re craving privacy and relaxation, though, consider a Key West vacation rental away from the center of town—enjoy oceanfront views away from the hustle and bustle. No matter where you make your home base, if you rent a moped or scooter in Key West, you’ll find it easy to get around without a rental car.

Key West Bars and Restaurants

Forget paying a premium for mediocre room service in a hotel—book a vacation rental home in Key West and put that money toward excellent meals in restaurants. (Or, if you’re patterning your vacation after Ernest Hemingway, your bar tab.) Be sure to try the conch fritters. And we recommend trying as many different versions of key lime pie as possible—after all, you do want to find the best key lime pie in Key West, right? Parrotheads (you know who you are) should make a beeline to Jimmy Buffet’s Margaritaville Café, where you can order up your very own Cheeseburger in Paradise.

Sightseeing and Activities in Key West

Now that you’ve found a great vacation house in Key West, what are you going to do with yourself during your vacation? Beach bums will naturally gravitate toward, well, the beach (try Smathers Beach or Fort Taylor Beach)… but there are plenty of other options if you want a more cerebral or active vacation. Hemingway’s house (complete with seven-toed cats descended from his own beloved pets) is a must-see for any literature buff, and you’ll find plenty of secondhand bookstores in town too. Historians will want to explore Henry Truman’s Little White House (located right on Front Street), as well as Fort Zachary Taylor Historic State Park. And definitely don’t leave town without taking in at least one sunset in Mallory Square. Not surprisingly, many of the best things to do in Key West take place out on the water. If you’re new to saltwater fishing, try a fishing charter excursion. A local captain can take you to the best spots for tarpon, marlon, tuna and grouper. Rent a Jet Ski and tour the coastline, or take a charter sunset cruise. Feel like a bit of gambling? You’ll find plenty of casino cruises in Key West as well. They’ll take you out to international waters, where you’re free to hit the slot machines.