Find and Book Top Rated Vacation rentals in Key West

Search among 50 available vacation rentals in Key West from 50+ providers

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
View map
1-20 out of 50
1Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
MapView on map1.1 mi from City Center100 yd from Fury Water Adventures Key West
From   US$ 579 /nightSelect
8.8
Great25 reviews
6 adults
2 bedrooms
3 beds
MapView on map1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 308 /nightSelect
9.0
Perfect18 reviews
1500 yd from City Center300 yd from Dog Beach
From   US$ 163 /nightSelect
8.8
Great13 reviews
1.3 mi from City Center500 yd from Key West Shipwreck Treasure Museum
From   US$ 563 /nightSelect
800 yd from City Center1000 yd from Smathers Beach
From   US$ 408 /nightSelect
Villa
9.0
Perfect2 reviews
1.5 mi from City Center300 yd from Key West Shipwreck Treasure Museum
From   US$ 1 405 /nightSelect
1.0 mi from City Center200 yd from Duval Street
From   US$ 234 /nightSelect
8.8
Great14 reviews
1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 269 /nightSelect
8.8
Great22 reviews
1.9 mi from City Center1200 yd from Kayak Kings Key West
From   US$ 293 /nightSelect
1.2 mi from City Center300 yd from Fury Water Adventures Key West
From   US$ 64 /nightSelect
Villa
1100 yd from City Center600 yd from Key West Cemetery
From   US$ 123 /nightSelect
1600 yd from City Center100 yd from Key West Cemetery
From   US$ 828 /nightSelect
Villa
8.8
Great14 reviews
1.1 mi from City Center300 yd from Duval Street
From   US$ 270 /nightSelect
Villa
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 718 /nightSelect
8.4
Great10 reviews
1.0 mi from City Center300 yd from Ernest Hemingway House
From   US$ 312 /nightSelect
Apartment
8.4
Great24 reviews
1100 yd from City Center600 yd from Key West Cemetery
From   US$ 255 /nightSelect
8.6
Great13 reviews
1.0 mi from City Center500 yd from Key West Cemetery
From   US$ 234 /nightSelect
8.4
Great28 reviews
From   US$ 358 /nightSelect
8.8
Great14 reviews
1.9 mi from City Center1300 yd from Kayak Kings Key West
From   US$ 224 /nightSelect
8.4
Great17 reviews
3.6 mi from City Center800 yd from Safe Harbor
From   US$ 515 /nightSelect

Best vacation rentals in Key West

Why visit?

Key West, located at the southernmost point of the United States, is a paradise for tourists seeking idyllic beaches, clear waters, and vibrant culture. Its notable landmarks include the Ernest Hemingway Home and Museum, where the famous writer lived, Mallory Square for nightly sunset celebrations, and the picturesque Duval Street, lined with charming shops and restaurants.

Why is choosing vacation rentals in Key West better than staying in a hotel?

Privacy and comfort: Vacation rentals offer a home away from home experience, with private amenities and more space for relaxation.

Cost-effectiveness: With a fully equipped kitchen, you can save money on dining out.

Authentic experience: Staying in a vacation rental allows you to immerse yourself in the local community and culture.

Flexibility: You can enjoy a more flexible schedule without the constraints of hotel policies.

Variety: Key West vacation rentals range from historic homes to luxurious waterfront villas, providing diverse accommodation options to suit different preferences.

Vacation rentals in Key West

Apartments:

1800 Atlantic Suites: These modern, well-appointed apartments offer stunning ocean views and easy access to the beach.

The Conch House: Located in the heart of Old Town, these stylish apartments are close to famous attractions and nightlife.

The Galleria: Situated in a historic building, these spacious apartments combine classic elegance with modern amenities.

House:

The Shipyard Suite: This charming house features a private garden and is within walking distance of popular Key West sights.

Casablanca: A beautiful and spacious beachfront house with a private pool and breathtaking sunset views.

Bahama House: A cozy, traditional Key West house with a tropical garden and a relaxing, laid-back atmosphere.

Townhouse:

Truman Annex: These stylish townhouses are located in a gated community and offer a serene retreat just steps from Duval Street.

Coral Hammock: Modern townhouses with access to a large pool, perfect for families or groups seeking comfort and convenience.

Luxury rentals:

The Marquesa Hotel: This luxury hotel offers elegant rooms and suites, a tranquil garden, and a renowned restaurant.

The Reach, A Waldorf Astoria Resort: Nestled on a private beach, this upscale resort provides lavish amenities and exceptional service.

Homes with a pool:

Key Lime Cottage: A charming and cozy cottage with a private pool, ideal for a romantic getaway.

Caribbean Breeze: A spacious and stylish home with a large pool and tropical landscaping, perfect for family vacations.

Waterfront/Near beachfront:

The Reach Oceanfront Suite: These elegant suites offer stunning ocean views and easy access to the beach.

Sunset Key Cottages: Located on a private island, these luxurious cottages provide a tranquil seaside escape with top-notch amenities.

Show moreLess