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Vacation Rentals in Key West

Find the vacation rentals that appeal to you the most

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...

S
Selina
From
United States
Breakfast, comfortable bed, clean room/area!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,415 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.

T
Tina
From
United Kingdom
Absolutely everything! We booked room 6 and we're not disappointed as it was excellent. The whole house,location and staff on site were first class ... 5 star. It is my new favourite place .
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,182 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.

ק
קולק
From
Israel
Amazing! Location is great and the all place is just so cute and beautiful!!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,054 reviews
Price from
$289
1 night, 2 adults

Grand Marina Suite -Waterfront Condo

Key West

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.

L
LaVerna
From
United States
We were in a different place. It was not conducive for me as I have difficulty walking. The staff was efficient, professional, great communicators, and attentive.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 123 reviews
Price from
$335.34
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...

W
Wendy
From
United States
it’s a beautiful place, very clean and comfortable. The staff was great and very responsive. We asked for an extra blanket while down at breakfast and it was delivered to our room in minutes. There were plenty of options for breakfast including pastries from a local restaurant.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 259 reviews
Price from
$199
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, 523 reviews
Price from
$145
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 9.5
Exceptional - What previous guests thought, 186 reviews
Price from
$219.45
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
$1,466.25
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.

O
Olena
From
United States
Paradise. Thank you, everything was perfect.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Price from
$770.50
1 night, 2 adults

The St Martin -Hot Tub & Pool

Key West

The St Martin -Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.

C
Christina
From
United States
The place was clean and comfortable. The location was perfect...close to all the action but far enough no traffic or noise from the busy areas in town. The pool and spa were very well maintained.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 16 reviews
Price from
$244.95
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 8.9
Excellent - What previous guests thought, 813 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 659 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,160 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,054 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 523 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 862 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 315 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,415 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,763 reviews

Popular with guests booking vacation rentals in Key West

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,182 reviews

Vacation Rentals with swimming pools in Key West and nearby

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 17 reviews

Road's End offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This apartment features air-conditioned accommodations with a patio.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 17 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 $1,401.53 per night
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 813 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 8.9
Excellent - What previous guests thought, 189 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 $248.92 per night
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 31 reviews

This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.

From $402.30 per night
Scored out of 10, guest rating 5.3
Fair - What previous guests thought, 3 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.

From $1,286.94 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 659 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 $291.38 per night
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 15 reviews

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.

From $602.16 per night

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

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 26 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 $743.18 per night

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, 45 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 $524.48 per night

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.

From $1,038.27 per night

Duval Dream Loft on Duval

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 26 reviews

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

From $946.29 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 862 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 $403.88 per night

Curry House Room 6

Downtown Key West, Key West
Free cancellation options available
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 $529.37 per night

Curry House - Room 2

Downtown Key West, Key West
Free cancellation options available

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 $467.16 per night

Curry House - Room 1

Downtown Key West, Key West
Free cancellation options available
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 $490.44 per night

Highly rated vacation rentals in Key West and nearby

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 315 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.

From $201.38 per night
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 301 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 $358.88 per night
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 46 reviews

The Bartlum-Luxurious Studio is located in Key West, just a 8-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.

From $428.06 per night
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 24 reviews

Ideally set in Key West, Creme Brulee Suite has air-conditioned rooms, a garden and free WiFi.

From $446.91 per night
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 11 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.

From $929.87 per night
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 9 reviews

Attractively set in the center of Key West, Classic King Balcony at the James House has air-conditioned rooms, a garden and free WiFi.

From $336.22 per night
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 40 reviews

<h2>Comfortable Accommodations</h2> King Suite at Curry Mansion with Heated Pool! in Key West offers a garden, outdoor swimming pool, and free WiFi.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 738 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 $258.75 per night

Enjoy breakfast in Key West and nearby

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,763 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 $195.85 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,160 reviews

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

From $190.13 per night
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 472 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 $430.05 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 7.9
Good - What previous guests thought, 25 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.

Scored out of 10, guest rating 8.2
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.

BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 149 reviews

Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.

FAQ about vacation rentals in Key West

Vacation Rentals That Guests Love in Key West

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Avg. price/night: $358.88
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 301 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, 340 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, 340 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: $358.88
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 301 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