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Vacation Rentals in Key West

Find the vacation rentals that appeal to you the most

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The best vacation rentals in Key West

Check out our selection of great vacation rentals in Key West

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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 9.1
Wonderful - What previous guests thought, 1,390 reviews
Price from
TWD 6,828
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, Key West

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach.

F
Frattini
From
Italy
Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,176 reviews
Price from
TWD 15,022
1 night, 2 adults

Old Town Manor

Downtown Key West, Key West

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.

L
Lisa
From
United States
So convenient, perfect location right behind Deval St….. love the old charm of the house. Quite, nice landscaping excellent breakfast!! We will definitely be returning
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,038 reviews
Price from
TWD 9,010
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, Key West

Set within 1640 feet of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

T
Teresa
From
United States
the history, the location, and the staff was amazing….
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 260 reviews
Price from
TWD 6,204
1 night, 2 adults

The Casablanca Hotel

Downtown Key West, Key West

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

T
Therasa
From
United States
Offer oatmeal, cereal, or some sort for breakfast.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 520 reviews
Price from
TWD 4,209
1 night, 2 adults

Key West Villas

Downtown Key West, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

H
Hugh
From
Singapore
Owners attention to things. There was breakfast , snacks and free drinks available. Closeness to Duval Street and things to do.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 326 reviews
Price from
TWD 17,116
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.

a
amber
From
Germany
Breakfast was very nice and both days it was different, giving some good variety. Sitting outside on the patio was lovely and the staff was very friendly!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 204 reviews
Price from
TWD 6,842
1 night, 2 adults

Aquaria House -Pool & Boat Dock

Key West

Aquaria House -Pool & Boat Dock offers accommodations in Key West, 5.2 miles from Ernest Hemingway Home and Museum and 5.2 miles from Duval Street.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
TWD 28,646
1 night, 2 adults

Evershore House -Pool, Parking, Dock!

Key West

Evershore House -Pool, Parking, Dock! is located in Key West, just 5.3 miles from Ernest Hemingway Home and Museum and 5.3 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
TWD 28,646
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, 13 reviews
Price from
TWD 24,487
1 night, 2 adults
All vacation rentals in Key West

Most booked vacation rentals in Key West and surrounding area in the past month

See all

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 330 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 864 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 846 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,390 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,038 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 661 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 755 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 520 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,176 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,723 reviews

These vacation rentals in Key West and nearby have options with free cancellation

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 16 reviews

Casa Key West-Pool & Free Parking offers accommodations in Key West, a 19-minute walk from Key West Aquarium and one mile from Mallory Dock.

From TWD 103,066 per night
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 14 reviews

New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

Scored out of 10, guest rating 5.0
Fair - What previous guests thought, 2 reviews

NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 27 reviews

Sea Breeze -Great Location! is located in Key West, just a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.

Coconut Palm

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 5.5
Fair - What previous guests thought, 2 reviews

Coconut Palm offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock. This property offers a private pool and free Wifi.

Traveler's Palm

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 44 reviews

Traveler's Palm offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock. This apartment features air-conditioned accommodations with a patio.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Just a 14-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock, Contra House -Luxury Home With Pool features accommodations in Key West with a garden.

The Collins on Duval

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 6 reviews

The Collins on Duval is located in Key West, just a 9-minute walk from Mallory Dock and half a mile from Mallory Square. This apartment offers air-conditioned accommodations with free Wifi.

Enjoy breakfast in Key West and nearby

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 799 reviews

Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.

From TWD 32,232 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 185 reviews

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 1,272 reviews

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.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 388 reviews

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodations in Key West.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 70 reviews

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 864 reviews

This adults-only bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 330 reviews

Key West Bed and Breakfast features rooms with free Wifi in the center of Key West. Featuring a garden, the property is located within a 13-minute walk of Simonton Street Beach.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 328 reviews

The Garden House provides rooms in Key West near Mallory Square and Ernest Hemingway Home and Museum.

From TWD 33,881 per night

Vacation Rentals with swimming pools in Key West and nearby

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 10 reviews

Duval Street Suite w parking and pool offers accommodations in Key West, a 14-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Duval Street Suite w kitchen and shared heated pool is located in Key West, just a 14-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 10 reviews

Just a 14-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock, Duval Street Suite with pool features accommodations in Key West with a garden.

Southern Palms offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 6 reviews

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.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 125 reviews

Centrally located in Key West's Old Town, this intimate Florida inn offers bright, tropical rooms. It is 4 blocks from the beach and 2 blocks to dining on Duval Street.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 846 reviews

Alexander Palms Court - No Hidden Resort Fees! is a guest house featuring rooms with free Wifi and air conditioning in the center of Key West.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 7 reviews

Curry House Room 6 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this apartment have access to free Wifi and a patio.

From TWD 26,627 per night

Highly rated vacation rentals in Key West and nearby

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 467 reviews

Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 297 reviews

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 12 reviews

Mesa House, Dos -Unreal Location is located in Key West, just a 9-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 694 reviews

Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,117 reviews

Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 48 reviews

The Barbados -Bright Condo w Pool is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 18 reviews

The Grand Turk -Sunset View & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 50 reviews

Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 297 reviews
best location!! plenty of space for the family!! i will surely come back and stay the villas!!
Guest review by
Ailen
Family with young children
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 326 reviews
Everything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.
Guest review by
erica
Group
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 326 reviews
Perfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!
Guest review by
Thomas
Group
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 297 reviews
Absolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless. Parking and pet friendly with a nice pool - all excellent bonuses! So nice that when I walked in I immediately called the office and extended my stay by two nights!
Guest review by
lisa
Solo traveler
gogless