Find and Book Top Rated Vacation rentals in Key West

Search among 42 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
41-42 out of 42
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
8.4
Great28 reviews
6 adults
From   US$ 358 /nightSelect
8.4
Great17 reviews
4 adults
MapView on map3.6 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