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2026-06-03
2026-06-04
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All Key West hotels

A Pleasant Stay

102-11 Southard Street, Key West, United States View map

Situated nearly a 15-minute walk from the even Southernmost Point, A Pleasant Stay Key West villa provides access to numerous tourist attractions in the area. Guests can enjoy snorkelling and fishing… More

From US$ 152 Book Now

Casa Cayo Hueso

609 Caroline Street, Key West, United States View map

At the 2-bedroom Casa Cayo Hueso Villa, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location approximately a 5-minute walk from Key West Historic Seaport. Offering a Jacuzzi,… More

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Eisenhower Retreat

719 Eisenhower Dr. #1, #1, Key West, United States View map

Eisenhower Retreat Villa is ideally situated just 5 km from Key West International Airport and 1.5 km from the picturesque Rest Beach, allowing for easy exploration of the area's natural beauty. More

From US$ 1498 Book Now

A Wave From It All

504 Porter Lane, Key West, United States View map

Situated only 5 minutes on foot from Fort Zachary Taylor State Park, A Wave From It All Key West villa offers easy access to numerous tourist spots in the area. More

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The Grand Cayman | Beautifully Remodeled Key West Condo!

3625 Seaside Drive #309, Key West, United States View map

Staying at The Grand Cayman | Beautifully Remodeled Key West Condo! villa, guests can easily reach the Ernest Hemingway Home and Museum, located 15 minutes away by car. More

From US$ 938 Book Now

Windsor Townhomes #4

917 Windsor Lane, Key West, United States View map

Located merely 5 minutes' walk from the historic Saint Mary Star of the Sea Church, the 4-room Windsor Townhomes #4 Key West is just 1.2 km from a top family-friendly place like the Key West Aquarium… More

From US$ 1171 Book Now

Pelican'S Perch

202-1 Southard Street, Key West, United States View map

Pelican'S Perch Key West villa offers proximity to nearby tourist spots, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated approximately 10 minutes' walk away. More

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A Poolside Cabana

2 Kestral Way, Key West, United States View map

A Poolside Cabana Stock Island offers swift access to various city sites, such as the Key Haven, situated about a 5-minute walk away. More

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Serenity On Southard By Last Key Realty

102 Southard Street #3, Key West, United States View map

The 48 m² Serenity On Southard By Last Key Realty Key West apartment is a great place to stay in the Downtown Key West district of Key West, around a 25-minute walk from the fully accredited Mel… More

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Sublime Sunsets

107 Front St #214, Key West, United States View map

Offering a location about a 20-minute walk from the Key West Shipwreck Treasure Museum, Sublime Sunsets Villa Key West gives access to various tourist spots in the area. More

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Dos Casitas By Last Key Realty

512 Catherine #2 & 516 Catherine Street, Key West, United States View map

Dos Casitas By Last Key Realty Key West villa provides an opportunity to stay just near Key West Lighthouse and Keeper's Quarters Museum and offers a Jacuzzi, perfect for decompressing. More

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Conch Cove

720 Rr Simonton Lane, Key West, United States View map

Featuring a heated swimming pool for guests' relaxation, the 3-bedroom Conch Cove Villa Key West is located approximately a 25-minute stroll from Key West Wildlife Center. Offering a prime location… More

From US$ 1612 Book Now

Another Siesta

620 Thomas St #168, Key West, United States View map

Located 13 minutes' walk from the Ripley's Believe It or Not, Another Siesta Key West villa gives access to various tourist sites in the vicinity. More

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Paradise On The Ocean

105 Front Street #218, Key West, United States View map

Located 12 minutes' walk from Nancy Forrester's Secret Garden, Paradise On The Ocean Key West villa gives access to various tourist sites in the vicinity. More

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Booty Caye

73 Golf Club Drive, Key West, United States View map

The 1-bedroom Booty Caye Villa Key West is located about a 5-minute stroll from Key Haven and features a swimming pool and a terrace for a relaxing stay. Featuring complimentary private parking, the… More

From US$ 179 Book Now

Sunrise Suites - Martinique Suite 108

3625 Seaside Dr #108, Key West, United States View map

Sunrise Suites - Martinique Suite 108 Key West is located 4.9 km from the Ernest Hemingway Home and Museum and a 10-minute ride from the Higgs Beach Dog Park. More

From US$ 989 Book Now

Chagall'S Corner

1016 Howe St #14, Key West, United States View map

**Chagall's Corner is Key West**, where tropical charm meets modern luxury. Nestled just a short drive away from Key West International Airport, this haven invites you to unwind amidst vibrant… More

From US$ 215 Book Now

Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States View map

**Welcome to Rigby House - Brand New With Private Pool Villa Key West**, your ultimate tropical escape nestled in the vibrant heart of Duval Street. This stunning retreat is freshly established and… More

From US$ 3023 Book Now

Coconut Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States View map

Coconut Palm Suite At Travelers Palm Inn Key West villa is located about 700 metres from the very unusual Key West Cemetery and allows guests to enjoy windsurfing, snorkelling, and fishing. More

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Southernmost Bliss By Last Key Realty

518 Frances Street, Key West, United States View map

Situated merely a 12-minute walk from The Oldest House, the 5-bedroom Southernmost Bliss By Last Key Realty Key West villa provides access to numerous tourist attractions in the area. More

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Sea Breeze Villa

1219 Grinnell Street Unit B, Key West, United States View map

Located approximately 10 minutes' drive from Key West Shipwreck Treasure Museum, the 3-bedroom Sea Breeze Villa Key West provides access to various tourist attractions in the vicinity. More

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Tideview Haven

25 Key Haven Rd, Key West, United States View map

Located merely 1.3 km from Key Haven, the 5-bedroom Tideview Haven Villa Key West provides access to various tourist attractions in the vicinity. More

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Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States View map

Located in the Duval district with South Beach nearby, the 4-bedroom Southernmost View Villa lies 1.2 km from the vintage parish "Saint Paul's Episcopal Church of Key West". Offering free parking and… More

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Thalias Retreat

1075 Duval St #R23, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 113 m² Thalias Retreat Apartment Key West, which is only 1.1 km from the 19 - acre Key West Cemetery and just moments from the Key West… More

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Island Breezes Weekly Rental

620 Thomas Street #271, Key West, United States View map

Island Breezes Weekly Rental Key West villa offers swift access to various city sites, such as the US 1 Mile Marker 0, situated just 6 minutes' walk away. More

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Ocean Breeze

105 Front Street #119, Key West, United States View map

Located 17 minutes' walk from the Ernest Hemingway Home and Museum, Ocean Breeze Villa Key West gives access to various tourist sites in the vicinity. More

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World'S End

109 Front Street #113, Key West, United States View map

Staying at World'S End Villa Key West, guests can easily reach the Key West Butterfly and Nature Conservatory, located approximately a 25-minute walk away. More

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The Contented Crane By Last Key Realty

909 Windsor Lane, Key West, United States View map

The 4-bedroom The Contented Crane By Last Key Realty Key West villa offers proximity to such city sites as Southernmost Point of the Continental US, located just a 6-minute walk away. More

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Escape On Fleming

1110 Fleming Street #1, Key West, United States View map

**Escape On Fleming: A Tranquil Retreat in the Heart of Key West** Situated in a prime location, Escape On Fleming is an excellent base for exploring the enchanting charms of Key West. More

From US$ 145 Book Now

Cottage In Stock Island

35 C 10Th Ave Unit 2, Key West, United States View map

Situated approximately 6 km from the Key West Butterfly and Nature Conservatory, Cottage In Stock Island Key West provides convenient access to numerous nearby attractions. More

From US$ 89 Book Now

Three Duval Street Suites W Parking And Pool

824 Duval Street, Key West, United States View map

Situated only 250 metres from The Ernest Hemingway Home and Museum, the 3-bedroom Three Duval Street Suites W Parking And Pool Key West villa ensures a great leisure experience by offering cycling… More

From US$ 2562 Book Now

Life In The Slow Lane

101 Front Street #10, Key West, United States View map

Life In The Slow Lane Key West villa is located just an 11-minute walk from the USCGC Ingham Maritime Museum, giving access to various tourist spots nearby. More

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Chicken Water Cabana At Custom House Inn

124 Duval Street #1 & #2, Key West, United States View map

Nestled around 5 minutes' walk from the Memorial Sculpture Garden, the spacious 2-bedroom Chicken Water Cabana At Custom House Inn Key West offers quick access to numerous tourist attractions nearby. More

From US$ 956 Book Now

Tobago House

911 Center Street, Key West, United States View map

Southernmost Point of the Continental US is 6 minutes' walk from Tobago House Villa Key West, offering a hot tub for guests' relaxation. This 3-bedroom villa features opportunities for windsurfing… More

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Havana Views

620 Thomas Street #268, Key West, United States View map

Havana Views Key West villa offers proximity to such city sites as Jackson Square, located only a 6-minute walk away. More

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Baya House

606 Truman Ave, #13, Key West, United States View map

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Casa De Cuba

518 Virginia Street, Key West, United States View map

Situated merely 6 minutes' walk from the even Southernmost Point, the 2-bedroom Casa De Cuba Villa Key West entices guests with windsurfing, snorkelling, and canoeing in the area. More

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Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States View map

Located in the Downtown Key West district of Key West, merely 6 minutes' walk from the Papa's Pilar Rum Distillery, the 1-bedroom Land Of Love By Avantstay Key West villa offers pool views. More

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Sea Captains Haven By Last Key Realty

413 Porter Court, Key West, United States View map

The 3-bedroom Sea Captains Haven By Last Key Realty Key West villa is located around a 25-minute walk from US 1 Mile Marker 0 and provides a Jacuzzi. More

From US$ 742 Book Now

Poolside Hide-Away Palm Gardens

905 White St #2, Key West, United States View map

Welcome to Poolside Hide-Away Palm Gardens, a serene retreat nestled just 10 kilometers from the vibrant heart of Key West. This idyllic escape offers a perfect blend of tranquility and accessibility… More

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A Sunrise Cottage

204-1 Southard Street, Key West, United States View map

A Sunrise Cottage Key West offers quick access to such city attractions as Jackson Square, located a mere 450 metres away. More

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A Sunset Breeze

511 Noah Lane, Key West, United States View map

A Sunset Breeze Villa Key West is located approximately a 15-minute walk from the 19 - acre Key West Cemetery, giving access to various tourist spots nearby. More

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Casa De Cubana

512 Amelia Street, Key West, United States View map

Staying at the 2-bedroom Casa De Cubana Villa Key West, guests can visit the Fort Zachary Taylor, which is nearly a 20-minute walk away. More

From US$ 2269 Book Now

Starfish

803 Catherine Street, Key West, United States View map

The 2-bedroom Starfish Villa Key West entices guests to enjoy windsurfing, snorkelling, and canoeing and offers proximity to Higgs Beach, located only 8 minutes' stroll away. The Key West holiday… More

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The Whitehead Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

During the stay at The Whitehead Room At Inn On Fleming Key West! villa, guests can indulge in windsurfing, snorkelling, and fishing or visit the USCGC Ingham Maritime Museum, located a 25-minute… More

From US$ 540 Book Now

Private & Haven-Ly Pool Home On Boating Canal

11 Aster Terrace, Key West, United States View map

Located within 7 km of the White Street Pier, Private & Haven-Ly Pool Home On Boating Canal Key West provides access to various tourist attractions in the vicinity. More

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Sunrise Suites Cayo Coco Suite #208

611 Amelia St, Key West, United States View map

Situated nearly 25 minutes' walk from Fort East Martello Museum, the spacious 72 m^2 Sunrise Suites Cayo Coco Suite #208 Key West provides guests with Wi-Fi for either business or leisure. Offering a… More

From US$ 372 Book Now

Elizabeth'S Secret - Old Town Key West

910 Elizabeth St, Key West, United States View map

Situated only a 6-minute walk from the Southernmost Point of the Continental US, Elizabeth'S Secret - Old Town Key West Villa offers guests to relax by an outdoor swimming pool. More

From US$ 1566 Book Now

An Island Siesta

12 Whistling Duck Lane, Key West, United States View map

Situated around 5 minutes' walk from the Key Haven, An Island Siesta Villa Stock Island offers easy access to numerous tourist spots in the area. More

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Casa Grande By Avantstay

515 Amelia Street, Key West, United States View map

Offering a swimming pool that comes with a patio, the welcoming Casa Grande By Avantstay Key West is located merely an 8-minute walk from the downtown commercial zoned Duval Street. Offering guests… More

From US$ 1074 Book Now