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2026-05-13
2026-05-14
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Key West holiday rentals

Peak Of Duval

617 Duval Street, Key West, United States View map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 2-bedroom Peak Of Duval Villa Key West offers easy access to numerous tourist spots in the area. More

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Carpe Dium

1800 Atlantic Blvd Unit C119, Key West, United States View map

Front Street is set within 10 minutes' drive of the 2-bedroom Carpe Dium Villa. The accommodation also has a full kitchen with a microwave oven, coffee/tea making equipment and fridges. More

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The Ebberly House - Amazing Pool In Gated Community

Shoreline Road 1, Key West, United States View map

The 7-bedroom and 7-bathroom villa is situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden and at a 4 km distance from Fort East Martello Museum. This accommodation has… More

From US$ 4783 Book Now

A Beachy View

620 Thomas St #186, Key West, United States View map

A Beachy View Key West villa is located approximately a 15-minute walk from the Southernmost Point of the Continental US and provides snorkelling and fishing for active guests. More

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Havana Mango Compound

2851 Key Cove Dr., Key West, United States View map

Located merely a 6-minute stroll from Dive Key West, Havana Mango Compound Key West villa gives easy access to various tourist attractions in the area. More

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Gumbo Limbo Cottage

1112 Margaret Street, Key West, United States View map

Staying at the 2-bedroom Gumbo Limbo Cottage Key West, guests can visit Florida Keys Eco-Discovery Center, which is approximately a 10-minute ride away. More

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Island Opulence By Last Key Realty

2718 Harris Avenue, Key West, United States View map

Featuring a private swimming pool for guests' relaxation, the 5-bedroom Island Opulence By Last Key Realty Key West villa is located about a 10-minute ride from Florida Keys Eco-Discovery Center. More

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Southard Comfort

202-9 Southard Street, Key West, United States View map

Southard Comfort Key West villa offers quick access to such city attractions as Jackson Square, located about a 5-minute walk away. More

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Mariners Hidden Haven By Last Key Realty

13 Aster Terrace, Key West, United States View map

**Mariners Hidden Haven: A Luxurious Escape in Key West** Additionally, the location of this charming retreat is a gateway to all that Key West has to offer. More

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Royal Escape

1307 Royal St, Key West, United States View map

**Royal Escape Villa Key West is an exquisite retreat that seamlessly blends luxury with the vibrant charm of the Florida Keys. Nestled just a short distance from Key West International Airport, this… More

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Suncoast House -Pool & Boat Dock

Shoreline Road 12, Key West, United States View map

Nautical Splendor Villa is at a 7 km distance from the 19-acre Key West Cemetery and approximately 10 minutes' drive from from Fort East Martello Museum. There is a kitchen with a microwave, a… More

From US$ 1786 Book Now

Banana Blossoms By Last Key Realty

407B Emma Street, Key West, United States View map

The 3-bedroom Banana Blossoms By Last Key Realty Key West villa offers quick access to such city attractions as Fort Zachary Taylor State Park, located merely a 5-minute walk away. More

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The Ospreys Nest By Last Key Realty

3625 Seaside Drive #411, Key West, United States View map

The Ospreys Nest By Last Key Realty Key West villa offers proximity to nearby tourist spots, such as Fort East Martello Museum, situated about 20 minutes' walk away. This 2-bedroom holiday home… More

From US$ 719 Book Now

Archipelago I

245 Southard Street, Key West, United States View map

Offering a location just 1 km from the Ripley's Believe It or Not, Archipelago I Key West villa gives access to various tourist spots in the area. More

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Ashe Street Serenade

613 Ashe Street, Key West, United States View map

**Ashe Street Serenade: A Tropical Retreat in Key West** Nestled just 5 km from the sparkling shores of Key West International, Ashe Street Serenade offers a charming escape infused with vibrant… More

From US$ 390 Book Now

Another Day In Paradise Truman Annex

620 Thomas Street #154, Key West, United States View map

Located just a 14-minute walk from the 19-acre Key West Cemetery, Another Day In Paradise Truman Annex Key West villa provides access to various tourist attractions in the vicinity. More

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Fuente At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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From US$ 463 Book Now

Kokomo Korner

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

The 2-bedroom Kokomo Korner Villa is located in Key West, only 5 minutes on foot from Duval Street as well as within 5 minutes' walk of Mile Marker 0 Store. This accommodation also comes with an… More

From US$ 456 Book Now

Seaside Retreat

2865 Key Cove Dr., Key West, United States View map

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From US$ 1139 Book Now

Blanco Luxury Villa

129 Simonton St, Key West, United States View map

Offering a terrace overlooking the city, Blanco Luxury Villa Key West is located just a 6-minute walk from the Papa's Pilar Rum Distillery. More

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A Windsong Delight

1017 Windsor Lane #2, Key West, United States View map

Situated just 8 minutes on foot from Higgs Beach, the 3-bedroom A Windsong Delight Villa Key West ensures a great leisure experience by offering windsurfing, snorkelling, and canoeing. Featuring… More

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The Samana Cay -Private Balcony

Seaside Drive 3625, Key West, United States View map

Fort East Martello Museum is within 10 minutes' walk of the 2-bedroom Samana Cay Suite 405, while The Ernest Hemingway Home and Museum is within 4.9 km of here. The Key West villa also offers free… More

From US$ 402 Book Now

A & E'S Tranquil Tides

620 Thomas Street #190, Key West, United States View map

Situated merely 6 minutes' stroll from the US 1 Mile Marker 0, A & E'S Tranquil Tides Villa Key West offers opportunities for snorkelling and fishing in the area. More

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Alhambra

620 Thomas Street #170, Key West, United States View map

Nestled a 6-minute walk from Jackson Square, Alhambra Villa Key West entices guests to explore various tourist destinations nearby. More

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Margaret Street Retreat

628 Margaret St, Key West, United States View map

The 2-bedroom Margaret Street Retreat Villa is located within 15 minutes' walk of South Beach and offers quick access to the downtown commercial zoned Duval Street. A fully equipped kitchen with… More

From US$ 615 Book Now

Royal Haven

1310 Royal Street, Key West, United States View map

The 2-bedroom Royal Haven Villa Key West is located approximately a 25-minute walk from Mallory Square and welcomes its guests to enjoy windsurfing, snorkelling, and canoeing. More

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The Hemingway Suite At Inn On Fleming Key West!

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

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Upper Bayview North

801 Eisenhower Dr. #7, 7, Key West, United States View map

Situated a 5-minute walk from the Wreckers Sloop Mary, Upper Bayview North Villa Key West entices guests with views of the sea. More

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Hidden Oasis Colony

714 Olivia St, Key West, United States View map

Offering a location nearly a 10-minute walk from San Carlos Institute, the 1-bedroom Hidden Oasis Colony Villa Key West gives access to various tourist spots in the area. Guests can enjoy snorkelling… More

From US$ 406 Book Now

Tropical Vineyard

210-10 Southard Street, Key West, United States View map

Tropical Vineyard Villa Key West offers quick access to such tourist spots as Mile Marker 0 Store, situated just a 6-minute stroll away. More

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Blue Heron By Avantstay

906-2 Truman Avenue, Key West, United States View map

The 2-bedroom Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay Key West villa is situated only 0.9 km from the downtown commercial zoned Duval Street and offers a swimming… More

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The Joyrise House At Solaire Lunara Bay

12 Andrea Lane, Key West, United States View map

Staying at The Joyrise House At Solaire Lunara Bay Key West villa, guests can easily reach Sheriff s Animal Farm, located approximately a 25-minute walk away. More

From US$ 3676 Book Now

Adrift In Key West

620 Thomas Street, #195, Key West, United States View map

Adrift In Key West Villa offers quick access to such city attractions as Mile Marker 0 Store, located only 6 minutes' walk away. More

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Atlantic Cabana - Monthly Rental

1304 Atlantic Drive, Key West, United States View map

Featuring a private swimming pool for guests' relaxation, the 3-bedroom Atlantic Cabana - Monthly Rental Key West is located a mere 7 minutes' stroll from the Key West Wildlife Center. More

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3 Bedroom 2Ba Private Pool Waterfront

West Cypress Terrace 11, Key West, United States View map

Located 7 km from the Key West Historic Seaport, 3 Bedroom 2Ba Private Pool Waterfront Stock Island villa gives access to various tourist sites in the vicinity. More

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Parking Pool & Dock - Shellstone House

16 Andrea Lane, Key West, United States View map

Featuring a private swimming pool for guests' relaxation, the 9-bedroom Parking Pool & Dock - Shellstone House Villa Key West is located around 25 minutes' walk from Key West Tropical Forest and… More

From US$ 3203 Book Now

Higgs Beach Hideaway

1520 Patricia Street, Key West, United States View map

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A Fish Bowl

620 Thomas Street #189, Key West, United States View map

During the stay at A Fish Bowl Villa Key West, guests can indulge in snorkelling and fishing or visit the waterfront Mallory Square, located a 14-minute walk away. More

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Casa Del Sol

716 Elizabeth St, Key West, United States View map

Located only a 7-minute walk from the downtown commercial zoned Duval Street, Casa Del Sol Villa Key West offers windsurfing, cycling, and fisheries to diversify guests' leisure. Situated in the… More

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A Sunset Peace

109 Front Street #210, Key West, United States View map

A Sunset Peace Villa Key West offers quick access to such city attractions as the Curry Mansion, located just a 6-minute walk away. More

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Americana Tropicale By Last Key Realty

526 Dupont Lane, Key West, United States View map

The 5-bedroom Americana Tropicale By Last Key Realty Key West villa provides easy access to various city attractions, such as San Carlos Institute, situated approximately 5 minutes' walk away. More

From US$ 1362 Book Now

Southern Palms

Whitehead Street 729, Key West, United States View map

The 5-bedroom Southern Palms Villa is located in the Duval district a few metres from the 19-acre Key West Cemetery and offers complimentary parking and an outdoor swimming pool. The Key West villa… More

From US$ 2203 Book Now

Gulf Getaway

Porter Lane 524, Key West, United States View map

Perfectly positioned just a short drive from the heart of Key West, the Gulf Getaway provides easy access to historic sites, vibrant nightlife, and pristine beaches. More

From US$ 342 Book Now

Sugar Palm Suite At Travelers Palm Inn Key West

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

Situated in the Downtown Key West district of Key West, a mere 1.6 km from the historic fort "West Martello Tower", Sugar Palm Suite At Travelers Palm Inn Key West villa comes with a swimming pool… More

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The Wicked Tuna By Last Key Realty

312 William Street, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, The Wicked Tuna By Last Key Realty Key West villa is nestled right in the centre of Key West, 11 minutes' walk from US 1 Mile Marker 0. More

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A Bit Of Heaven

1115 Southard Street, Key West, United States View map

Situated about 5 minutes' walk from Wreckers Sloop Mary, the 3-bedroom A Bit Of Heaven Villa Key West offers easy access to numerous tourist spots in the area. Guests can enjoy windsurfing… More

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Tumis Time Out By Avantstay

606 Truman Ave #4, Key West, United States View map

The welcoming Tumis Time Out By Avantstay Key West villa is located just a 6-minute walk from the historic Saint Mary Star of the Sea Church and offers guests to relish a patio as well as a swimming… More

From US$ 251 Book Now

Charming 'Boho Breeze' Retreat W/ Pool Access

171 Golf Club Dr, Key West, United States View map

Nestled about 7 km from the Ernest Hemingway Home and Museum, the 2-bedroom Charming 'Boho Breeze' Retreat W/ Pool Access Key West villa entices guests to explore various tourist destinations nearby. More

From US$ 145 Book Now

Brand New & Private Pool - Palmgale House

Mangrove Lane 5, Key West, United States View map

The 7-bedroom Brand New & Private Pool - Palmgale House Villa Key West entices active guests with access to a fitness centre and is located only 1.3 km from Key Haven. Featuring a patio, the Key West… More

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Midtown Mosaic By Last Key Realty

1322 Thompson Street, Key West, United States View map

Along with access to such natural sites as Nancy Forrester's Secret Garden, nearly a 25-minute walk away, the 3-bedroom Midtown Mosaic By Last Key Realty Key West villa offers a swimming pool. More

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