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Featured vacation rental destinations

Destination inspiration for your trip – find a vacation rental

Key West

194 vacation rentals

Key Largo

58 vacation rentals

Marathon

15 vacation rentals

Stock Island

12 vacation rentals

Duck Key

7 vacation rentals

Tavernier

7 vacation rentals

Key Colony Beach

6 vacation rentals

Cudjoe Key

4 vacation rentals

Islamorada

4 vacation rentals

Layton

4 vacation rentals

The best vacation rentals in Florida Keys

Check out our selection of great vacation rentals in Florida Keys

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L'Habitation Guesthouse- Adult Exclusive

Downtown Key West, Key West

Located in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, L'Habitation Guest house- Adult Exclusive provides accommodations with free WiFi, air conditioning, a garden and...

B
Bowen
From
China
Friendly staffs, nice room, great location!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,238 reviews
Price from
$399
1 night, 2 adults

Courtney's Place Historic Cottages & Inns

Downtown Key West, Key West

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

A
Aswani
From
India
Lovely places to stay. Super comfy bed and super clean rooms
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,093 reviews
Price from
$189
1 night, 2 adults

Key West Harbor Inn - Adults Only

Downtown Key West, Key West

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden.

A
Alex
From
Canada
Fantastic location, oasis in the city
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 257 reviews
Price from
$340
1 night, 2 adults

Coconut Bay Resort - Key Largo

Key Largo

Coconut Bay Resort - Key Largo in Key Largo provides accommodations with water sports facilities, pool with a view, and a garden.

C
Curt
From
Canada
So close to the water and very personal staff, other quests were friendly like a family atmosphere
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 120 reviews
Price from
$165
1 night, 2 adults

The Artist House

Downtown Key West, Key West

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.

C
Chrys
From
Brazil
The place is INCREDIBLE! Charming, beautiful, interesting, fun and so much more. I have been to Key West dozens of times and this is the best place I stayed by far, I would take it over any fancy hotel I have stayed in the area. Sophia and Shawn (or Sean?) are perfect hosts. The breakfast is great, with fruit, mimosas, great coffee and much more. They also hace a charming Happy Hour that they serve cheese and crackers and good wine.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 237 reviews
Price from
$156.45
1 night, 2 adults

KW353B Seagrass Suite

Downtown Key West, Key West

KW353B Seagrass Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. The apartment has access to a restaurant.

h
heidi
From
United States
Clean comfortable and great location. Convenient to many attractions and close to Duval without being in the middle of the party.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 13 reviews
Price from
$436.48
1 night, 2 adults

Key Lime Cottage in the heart of Islamorada

Islamorada

Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.

B
Bruce
From
United States
Beautiful cottage set up for living, all amenities for a comfortable stay. Lovely pool which we used. Two private bedrooms, living room, fully equipped kitchen.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$403.78
1 night, 2 adults

Evershore House -Pool, Parking, Dock!

Key West

Evershore House -Pool, Parking, Dock! is located in Key West, just 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.

J
Jonathan
From
United States
Spacious , comfortable, amenities were great, close to key west!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$1,492.82
1 night, 2 adults

Cloud Suite On Duval

Downtown Key West, Key West

Cloud Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock. Guests staying at this apartment have access to free Wifi and a patio.

J
Jeanne
From
United States
Property very clean and the location great.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 14 reviews
Price from
$671.48
1 night, 2 adults

Keys Please!

Downtown Key West, Key West

Keys Please! is located in Key West, just 1.1 miles from Key West Aquarium and 1.1 miles from Mallory Dock. This vacation home offers air-conditioned accommodations with free Wifi.

S
Sarah
From
United States
Perfect property for 3 couples or a larger family. The location was within walking distance of several restaurants and the southern most point.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 14 reviews
Price from
$1,092.38
1 night, 2 adults
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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,093 reviews

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Scored out of 10, guest rating 8.8
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Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 738 reviews

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 509 reviews

Popular with guests booking vacation rentals in Florida Keys

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 759 reviews

Popular with guests booking vacation rentals in Florida Keys

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,416 reviews

Popular with guests booking vacation rentals in Florida Keys

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 237 reviews

FAQs about vacation rentals in Florida Keys

Vacation Rentals That Guests Love in Florida Keys

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 54 reviews
Location right next to beach and private beach. Layout of villas and the pool and hot tub was really well thought through. Private and quiet.
Guest review byPamela
Family with young children
Avg. price/night: $257.63
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 289 reviews
The location was absolutely perfect and close to all major points of interest. The villa was spacious and provided all needed amenities. The balcony overlooking the pool was beautiful and relaxing. The property was secure with gate codes to enter.
Guest review bySusan
Family with young children
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 1,501 reviews
Breakfast was disgusting...Breakfast areas should be for animal that can not fit for human...They are telling us that have breakfast....They have to know what need for breakfast...They dont need to give hotel services...This hotel services look liken village hotel...
Guest review byGokhan
Solo traveler
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 286 reviews
Exceptionally well managed property by the owners. I have already rented a larger Villa for 2 people next year as I highly appreciate the outstanding involved manner of the ownership.
Guest review byLevi
Solo traveler
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 257 reviews
Quiet, tucked away in our tree house, like we’re on our own private island- while able to run out and get coffee, and cookies, and gifts, and seashells, and art…within a 5 min walk. Bikes easily accessible on site for venturing to North Duval or Bahama Village.
Guest review byJohanna
Young couple
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 67 reviews
The property was very well appointed and had the feel of a lovely holiday home rather than a holiday let. There was lots of information to help with the stay- restaurant recommendations, local attraction leaflets. The furnishings were of a lovely quality and created a lovely warm and relaxed ambience
Guest review bySarah
Family with young children