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2026-06-29
2026-06-30
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Key West holiday rentals

The Duke And The Queen By Last Key Realty

512 Catherine Street #2 & 515 Louisa Street, Key West, United States View map

Offering a Jacuzzi for a relaxing experience, The Duke And The Queen By Last Key Realty Key West villa is located a 25-minute walk from the White Street Pier. More

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Bahama Breeze

416 Louisa Street, Key West, United States View map

The 3-bedroom Bahama Breeze Villa Key West offers swift access to various city sites, such as the Key West Lighthouse and Keeper's Quarters Museum, situated approximately a 5-minute walk away. Guests… More

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Absolute Key West

112 Admirals Lane, Key West, United States View map

Located just a 5-minute stroll from the Harry S. Truman Little White House, the 2-bedroom Absolute Key West In Key West Villa provides a swimming pool as well as snorkelling and fishing to diversify… More

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Luxury Residence In Old Town Key West W Pool

522 Simonton Street, Key West, United States View map

Located merely 5 minutes' walk from the downtown commercial zoned Duval Street, Luxury Residence In Old Town Key West W Pool villa boasts a swimming pool and can accommodate up to 10. Situated in… More

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Antigua Suite By Last Key Realty

329 William Street #3, Key West, United States View map

**Discover the Charm of the Antigua Suite by Last Key Realty** More

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Sweet Tee

48 Merganser Lane, Key West, United States View map

**Welcome to Sweet Tee Holiday home Key West**, a delightful haven nestled just 10 kilometers from the vibrant Key West International Airport. This enchanting retreat combines island charm with… More

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The Cozy Starfish By Last Key Realty

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

**Discover the Charm of The Cozy Starfish By Last Key Realty** Nestled in the heart of Key West, The Cozy Starfish By Last Key Realty offers an unforgettable escape for travelers seeking relaxation… More

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Key West Private Pool Garden Villa - 2 Blocks From Beach

Key West, United States View map

Offering a location approximately a 25-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West", Key West Private Pool Garden Villa - 2 Blocks From Beach gives access to… More

From US$ 975 Book Now

All Together Now By Last Key Realty

522-524-526 Dupont Lane, Key West, United States View map

Up to 32 guests can stay at All Together Now By Last Key Realty Key West villa and enjoy the even Southernmost Point, located 6 minutes' walk away. More

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Higgs Beach Hideaway

1520 Patricia Street, Key West, United States View map

Situated only 5 minutes on foot from the Higgs Beach Dog Park, the 1-bedroom Higgs Beach Hideaway Key West villa is suitable for 8 guests and provides a private swimming pool to relax in. Located… More

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Carpe Dium

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

The 2-bedroom Carpe Dium Villa Key West is nestled about 5 minutes' walk from The Key West Nature Preserve and entices guests with a sauna. Located not far from the White Street Pier, the property… More

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Old Town Getaway

730 Passover Lane, Key West, United States View map

The 1-bedroom Old Town Getaway Villa Key West, located a mere 6 minutes' walk from the Papa's Pilar Rum Distillery, can host up to 4 guests. More

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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$ 578 Book Now

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

A Low Tide

620 Thomas Street #192, Key West, United States View map

A Low Tide Key West villa is nestled a 6-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. More

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Tee Time Townhouse

Key West, United States View map

In the heart of tropical Key West, the Tee Time Townhouse Holiday home offers a serene escape just 10 kilometers from the vibrant Key West International Airport. This haven provides easy access to… More

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Sunshine 23

Key West, United States View map

Offering a location 4.1 km from the Knockemdown Key, Sunshine 23 Villa Key West gives access to various tourist spots in the area. More

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Truman Annex Townhome, Key West, W/Pool & Parking

417 Porter Lane, Key West, United States View map

The downtown commercial zoned Duval Street is within 10 minutes' walk of Truman Annex Townhome, Key West, W/Pool & Parking, while Simonton Street is at 850 metres from here. The 2-bedroom villa also… More

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Haven House By Brightwild - Luxury Waterfront

Floral Avenue 8, Key West, United States View map

Located a 6-minute walk from FYT Fitness Center, Haven House By Brightwild - Luxury Waterfront Villa Key West offers a patio with a view over the sea. Providing guests with Wi-Fi and a car park, this… More

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Elizabeth'S Secret - Old Town Key West

910 Elizabeth St, Key West, United States View map

Staying at Elizabeth'S Secret - Old Town Key West Villa, guests can visit the Key West First Legal Rum Distillery, which is 19 minutes' walk away. More

From US$ 1566 Book Now

Waterfront Luxury Home - Tidelands House

8 Key Haven Terrace, Key West, United States View map

During the stay at Waterfront Luxury Home - Tidelands House Key West, guests can indulge in fishing or visit the Key West Golf Club, located a 25-minute walk away. The 8-bedroom villa features a… More

From US$ 2333 Book Now

Reynolds Retreat

1308 Reynolds Street, Key West, United States View map

Situated merely 650 metres from the Higgs Beach, Reynolds Retreat Villa Key West ensures a great leisure experience by offering windsurfing, snorkelling, and canoeing. More

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Island Bliss By Last Key Realty

1212 Watson Street, Key West, United States View map

Located just 1.8 km from Nancy Forrester's Secret Garden, Island Bliss By Last Key Realty Key West villa gives access to various tourist sites in the vicinity. More

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Rooster Doodle Do - Midtown Family Retreat

2314 Patterson Ave, Key West, United States View map

Located nearly 25 minutes' walk from the Key West Butterfly and Nature Conservatory, Rooster Doodle Do - Midtown Family Retreat Villa Key West has a private swimming pool and is ideal for up to 10… More

From US$ 311 Book Now

Caribbean Charm By Last Key Realty

101 Front Street #22, Key West, United States View map

Ideally situated, Caribbean Charm places guests within easy reach of some of Key West's most popular attractions. More

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A License To Chill

101 Front Street, #12, Key West, United States View map

Located only a 9-minute walk from the waterfront Mallory Square, the 2-bedroom A License To Chill Villa Key West is suitable for 6 guests and provides a swimming pool to relax in. This villa features… More

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Saltwater Sapphire By Last Key Realty

214 Fleming Street, Key West, United States View map

Nestled 15 minutes' walk from the natural history museum "Florida Keys Eco-Discovery Center", Saltwater Sapphire By Last Key Realty Key West villa entices guests to explore various tourist… More

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Olivia'S Landing

828 White Street #2, Key West, United States View map

During the stay at Olivia'S Landing Villa Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit Southernmost Point of the Continental US Monument, located 25 minutes' walk… More

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The Orchid House

Key West, United States View map

The Orchid House Villa Key West is located merely 400 metres from Nancy Forrester's Secret Garden and allows guests to enjoy snorkelling, diving, and cycling. More

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Royal Palm Studio At Travelers Palm Inn Key West

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

Featuring a swimming pool, the 1-bedroom Royal Palm Studio At Travelers Palm Inn Key West villa is located around 5 minutes' walk from the Key West Firehouse Museum and is suitable for up to 2 guests… More

From US$ 390 Book Now

By The Beautiful Sea - Key West Beach Front Condo - W Pool Access

Key West, United States View map

Beachfront By The Beautiful Sea - Key West Beach Front Condo - W Pool Access villa provides easy access to various city attractions, such as The Key West Nature Preserve, situated nearly a 5-minute… More

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Citrus Queen At Custom House Inn

Duval Street 124, Key West, United States View map

Located 15 minutes' walk from the Ernest Hemingway Home and Museum, Citrus Queen At Custom House Inn Key West villa gives access to various tourist sites in the vicinity. More

From US$ 792 Book Now

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

7005 Shrimp Road, Key West, United States View map

Offering access to entertainment venues such as the Key West Golf Club, situated just 1.4 km away, the 6-bedroom Spacious 52' Sailboat | 6 Cabins | Dockside Escape Key West can host up to 12 guests. More

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Casa Lima

718 Windsor Lane, Key West, United States View map

Located merely 5 minutes' walk from the Key West Historic Seaport, Casa Lima Villa Key West boasts a swimming pool and can accommodate up to 6. This villa features opportunities for windsurfing… More

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The Poetic Pineapple By Last Key Realty

4 Aronovitz Lane, Key West, United States View map

The 2-bedroom The Poetic Pineapple By Last Key Realty Key West villa is nestled merely 5 minutes' walk from the Ernest Hemingway Home and Museum and can accommodate up to 4 guests. More

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Life In The Slow Lane

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

Located merely 5 minutes' walk from the Harry S. Truman Little White House, the 2-bedroom Life In The Slow Lane Key West villa features a swimming pool and can accommodate up to 4 guests. This… More

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Hemingway'S View

Key West, United States View map

Hemingway'S View Villa Key West offers quick access to such city attractions as the Ernest Hemingway Home and Museum, located approximately a 5-minute walk away. More

From US$ 1175 Book Now

Ocean View

1800 Atlantic Blvd, Unit C226, Key West, United States View map

Nestled within the vibrant landscape of Key West, Ocean View Villa Key West offers an idyllic retreat for those yearning for sun-soaked days and serene nights. More

From US$ 424 Book Now

Andy'S Attic

1016 Howe St #12, Key West, United States View map

Andy'S Attic Villa Key West is located a 13-minute walk from the secluded pocket Dog Beach and invites guests to join snorkelling and fishing. More

From US$ 388 Book Now

Honey At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

The 1-bedroom Honey At Scarlet Mango Inn Key West villa offers quick access to such city attractions as the San Carlos Institute, located nearly a 5-minute walk away. The property features… More

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Sunset North

801 Eisenhower Dr. #3, 3, Key West, United States View map

Nestled in the enchanting ambiance of the Florida Keys, Sunset North Villa offers an idyllic retreat just 10 km from Key West International Airport. This charming property invites guests to unwind… More

From US$ 1501 Book Now

Another Day In Paradise Truman Annex

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

Up to 4 guests can stay at the 2-bedroom Another Day In Paradise Truman Annex Key West villa and enjoy Mile Marker 0 Store, located a mere 6 minutes' walk away. More

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Passover Cottage

Key West, United States View map

Nestled a 17-minute walk from the Bayview Park, Passover Cottage Key West entices guests to explore various tourist destinations nearby. More

From US$ 564 Book Now

Pescado Penthouse On Duval

Key West, United States View map

Pescado Penthouse On Duval Villa Key West offers proximity to such city sites as the Key West Butterfly and Nature Conservatory, located approximately a 5-minute walk away. More

From US$ 191 Book Now

Modern In The Meadows By Last Key Realty

1312 Pine Street, Key West, United States View map

The 4-bedroom Modern In The Meadows By Last Key Realty Key West villa accommodates up to 10 guests and offers proximity to the Fleming Street, located merely 0.7 km away. More

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Tideview Haven

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

The 5-bedroom Tideview Haven Villa Key West hosts up to 10 guests and is nestled within 20 minutes' walk of natural sites such as the Key West Tropical Forest and Botanical Garden. More

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High Tide

229 Southard Street, Key West, United States View map

The 2-bedroom High Tide Villa Key West, located only a 6-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", can host up to 4 guests. More

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Sunset Suite Colony

714 Olivia Street, Key West, United States View map

**Sunset Suite Colony Key West** invites guests to experience an oasis of tranquility in the heart of Florida's vibrant Key West. Positioned just 10 km from Key West International Airport, the resort… More

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Matecumbe Suite By Last Key Realty

329 William Street #5, Key West, United States View map

Offering a heated swimming pool, the 1-bedroom Matecumbe Suite By Last Key Realty Key West villa is situated a mere 7 minutes' walk from the vintage parish "Saint Paul's Episcopal Church of Key West"… More

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American Shoal-Tortugas Harbor

Key West, United States View map

American Shoal-Tortugas Harbor Villa Key West offers quick access to such city attractions as the Key West Lighthouse and Keeper's Quarters Museum, located merely a 5-minute walk away. More

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