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2026-04-18
2026-04-19
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Vacation Rentals in Key West

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States View map

Situated in Key West, at 750 metres of Key West Firehouse Museum, the 4-bedroom New Listing Palm Escape- Luxury Home W Pool provides accommodation with complimentary parking and a swimming pool. This… More

From US$ 1909 Book Now

Island Oasis

101 Front Street, #25, Key West, United States View map

Situated merely 7 minutes' stroll from the Key West Aquarium, Island Oasis Villa Key West offers quick access to numerous city landmarks nearby. More

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About Time

620 Thomas Street Apt# 193, Key West, United States View map

About Time Villa Key West is located a mere 10 minutes' walk from the Harry S. Truman Little White House, giving access to various tourist spots nearby. More

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Waterfront Key West Oasis With Float Dock!

31 Palm Dr, Key West, United States View map

By choosing the Waterfront Key West Oasis With Float Dock!, You place yourself in close proximity to all that Key West has to offer. More

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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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Seaport Suite

Simonton Street 219, Key West, United States View map

The spacious Seaport Suite Key West includes a patio and is situated a 5-minute walk from Red Barn Theatre. Wi-Fi is available for guests' business or leisure needs. More

From US$ 1341 Book Now

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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Sea Orchid La Brisa 405E

1901 S Roosevelt Blvd, Key West, United States View map

**Experience Coastal Luxury at Sea Orchid La Brisa 405E** Nestled in the vibrant heart of Key West, the Sea Orchid La Brisa 405E invites guests to indulge in a unique blend of beachside elegance and… More

From US$ 496 Book Now

Villa Serena Duval Square

1075 Duval Street, Key West, United States View map

Situated a mere 1.4 km from Papa's Pilar Rum Distillery, the spacious 3-bedroom Villa Serena Duval Square Key West is right in the centre of Key West. To diversify your journey experience… More

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La Brisa #303W

1901 S Roosevelt Blvd, Key West, United States View map

To enjoy your vacation in Key West, stay at La Brisa #303W Apartment Key West, which is around 900 metres from the Edward B. Knight Pier and about a 15-minute drive from Fort Zachary Taylor Historic… 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

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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Harbor Luxe Celebration Suites

423 Front Street A + B, Key West, United States View map

Staying at the spacious Harbor Luxe Celebration Suites Key West, guests can reach Key West Lighthouse, situated 16 minutes' walk away. 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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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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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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La Petite Penthouse By Last Key Realty

206 Southard Street #6, Key West, United States View map

The 1-room La Petite Penthouse By Last Key Realty Apartment Key West is situated only minutes from Key West Lighthouse and Keeper's Quarters Museum and 10 km from Key West International airport. 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$ 539 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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Prime Old Town Location W Pool Walk To Duval Steet 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 offers quick access to such city attractions as the Key West Firehouse Museum, located about a… More

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Bonaire Suite

921 Center St #7, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Bonaire Suite Key West, which is approximately 25 minutes' walk from Key West Express and a mere 1.4 km from Vandenberg Wreck. The apartment… More

From US$ 515 Book Now

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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Sunrise Suite 203

3625 Seaside Dr #203, Key West, United States View map

Offering a heated swimming pool, the spacious Sunrise Suite 203 Key West is located 6 minutes' walk from Cow Key Channel. Wi-Fi is available for guests' business or leisure needs. More

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Villa Bella

1309 Villa Mill Alley, Key West, United States View map

The 4-bedroom Villa Bella Key West is located about a 25-minute walk from Mallory Square and provides snorkelling, canoeing, and cycling for active guests. Featuring a hot tub, this 4-bathroom villa… More

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The Barbados - Sunrise Suites

3625 Seaside Drive #305, Key West, United States View map

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From US$ 520 Book Now

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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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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