Skip to main content

Vacation Rentals in Key West

Find the vacation rentals that appeal to you the most

Top picks for Key West hotels

Explore our most popular hotels in Key West

Filter by:

Review score

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...

P
Pauline
From
France
Good location Great staff at the reception Good breakfast
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,383 reviews
Price from
$219
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.

J
Judith
From
United States
Very clean, friendly staff - especially Maxwell at the bar, Sandy’s food truck and staff, great location, breakfast included in always nice as well.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,172 reviews
Price from
$481.85
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.

S
Sylvie
From
Switzerland
Absolutely perfect ! A lovely place in Key West, a real good address. The room is cute, with everything we need. A small terrace just for us (with table and chairs) a beautiful and quiet garden where we have breakfast (really good). The address to keep in mind. Many thanks
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,037 reviews
Price from
$289
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.

E
Evgeniya
From
Russia
This is perfect island stay. Very nice hosts, great breakfast, the room had everything we needed.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 325 reviews
Price from
$549
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.

K
Karl
From
United Kingdom
Great location, hotel staff were amazing and gave a lot of useful advise on the area. This is a great hotel with lots of character and charm.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 204 reviews
Price from
$219.45
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
$918.85
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
$918.85
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
$783.15
1 night, 2 adults

Sky Suite On Duval

Downtown Key West, Key West

Sky Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock.

R
Rene Eric
From
United States
Spacious, included parking, balcony overlooking Duval street.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 10 reviews
Price from
$905.05
1 night, 2 adults

Sky Loft in Key West

Downtown Key West, Key West

Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This vacation home provides accommodations with a patio and free Wifi.

L
Lorna
From
United States
The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 17 reviews
Price from
$354.20
1 night, 2 adults
All vacation rentals in Key West

The best vacation rentals in Key West

Check out our selection of great vacation rentals in Key West

Filter by:

Review score

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...

P
Pauline
From
France
Good location Great staff at the reception Good breakfast
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,383 reviews
Price from
$219
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.

J
Judith
From
United States
Very clean, friendly staff - especially Maxwell at the bar, Sandy’s food truck and staff, great location, breakfast included in always nice as well.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,172 reviews
Price from
$481.85
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.

S
Sylvie
From
Switzerland
Absolutely perfect ! A lovely place in Key West, a real good address. The room is cute, with everything we need. A small terrace just for us (with table and chairs) a beautiful and quiet garden where we have breakfast (really good). The address to keep in mind. Many thanks
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,037 reviews
Price from
$289
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.

E
Evgeniya
From
Russia
This is perfect island stay. Very nice hosts, great breakfast, the room had everything we needed.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 325 reviews
Price from
$549
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.

K
Karl
From
United Kingdom
Great location, hotel staff were amazing and gave a lot of useful advise on the area. This is a great hotel with lots of character and charm.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 204 reviews
Price from
$219.45
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
$918.85
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
$918.85
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
$783.15
1 night, 2 adults

Sky Suite On Duval

Downtown Key West, Key West

Sky Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock.

R
Rene Eric
From
United States
Spacious, included parking, balcony overlooking Duval street.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 10 reviews
Price from
$905.05
1 night, 2 adults

Sky Loft in Key West

Downtown Key West, Key West

Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This vacation home provides accommodations with a patio and free Wifi.

L
Lorna
From
United States
The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 17 reviews
Price from
$354.20
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, 332 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 865 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 845 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,383 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,037 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 660 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 753 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 521 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,172 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,716 reviews

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

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.

From $1,034.49 per night
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.

From $995.68 per night
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.

From $867.38 per night

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.

From $683.61 per night
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.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 660 reviews

Located in Key West, a 11-minute walk from South Beach, La Pensione Inn - Adult Exclusive provides accommodations with an outdoor swimming pool, free private parking, a shared lounge and a terrace.

From $381.38 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 845 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.

From $482.63 per night

Vacation Rentals with swimming pools in Key West and nearby

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 800 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 $325.13 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 186 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.

From $308.19 per night

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 7.8
Good - What previous guests thought, 124 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.

From $471.38 per night
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 $511.26 per night

Curry House - Room 2 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 $500.79 per night
Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 7 reviews

Located in the center of Key West, a 12-minute walk from Simonton Street Beach, Curry House - Room 1 has air-conditioned rooms and free WiFi.

From $504.68 per night
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 261 reviews

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...

From $471.38 per night

Enjoy breakfast in Key West and nearby

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 387 reviews

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

From $509.29 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 865 reviews

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

From $432.24 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 329 reviews

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

From $365.63 per night
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,716 reviews

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.

From $318.59 per night
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 691 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.

From $382.50 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,114 reviews

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

From $257.63 per night

Paradise Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This vacation home features accommodations with a patio.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 28 reviews

A 4-minute walk from Duval Street in Key West, Hemingway's View provides accommodations with access to a hot tub. This vacation home features air-conditioned accommodations with a patio.

Highly rated vacation rentals in Key West and nearby

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 468 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.

From $630.97 per night
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 26 reviews

A 4-minute walk from Duval Street in Key West, Leeward Isle provides accommodations with access to a hot tub.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 298 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.

From $550.13 per night
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 8.2
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.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 132 reviews

5.7 miles from Ernest Hemingway Home and Museum in Key West, Grand Marina Suite -Waterfront Condo provides accommodations with access to a fitness center.

From $795.54 per night
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 13 reviews

Just a 1-minute walk from Ernest Hemingway Home and Museum and 500 yards from Duval Street, Just steps to Duval- Sleeps 10- Heated Pool House features accommodations in Key West with a garden.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 521 reviews

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.

From $309.38 per night

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

See all
Avg. price/night: $550.13
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 298 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
Avg. price/night: $448.88
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 325 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
Avg. price/night: $448.88
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 325 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
Avg. price/night: $550.13
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 298 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