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2026-06-03
2026-06-04
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Private Villas in Key West

Rose Lane Villas

511 Eaton Street (Check-In Location), Key West, United States View map

Only 13 km from the 6-room Rose Lane Villas takes guests to Key West Butterfly and Nature Conservatory, while Key West Aquarium is less than a 5-minute walk away. This Key West villa has a fully… More

From US$ 709 Book Now

Key West Villas

512 Angela Street, Key West, United States View map

**Key West Villas is a tropical retreat located in the heart of historic Key West.** Nestled less than a kilometer from the vibrant Duval Street, the Villas allow you to bask in the enchanting aromas… More

From US$ 820 Book Now

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

**Discover Tranquility at Grand Marina Suites** More

From US$ 325 Book Now

Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Seaside Drive 3625, Key West, United States View map

Set at a 4.9 km distance from The Ernest Hemingway Home and Museum and nearly 20 minutes' walk from State Harbor, the 2-bedroom Tortuga Suite 301 is located in Key West. A full kitchen with a… More

From US$ 595 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States View map

Welcome to Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo, where plush sophistication meets laid-back comfort in the heart of Key West. This exquisite two-bedroom condo boasts… More

From US$ 184 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West At Duval Square Villa in Key West is a mere 1.3 km from Higgs Beach. A fully furnished kitchen with a microwave, coffee/tea making facilities and fridges is included at… More

From US$ 2061 Book Now

Papaya Place By Avantstay

110A 1800 Atlantic Blvd, Key West, United States View map

Located within a 3-km distance of the fully accredited Mel Fisher Maritime Heritage Museum, the 0-bedroom Papaya Place By Avantstay Key West villa features a swimming pool, a hot tub, ensuring a… More

From US$ 509 Book Now

Conch Casa

Key West, United States View map

The Ernest Hemingway Home and Museum is situated 5 minutes on foot from the 2-bedroom Conch Casa Villa. Set close to Duval Street, the property is within close distance of Key West Aquarium. More

From US$ 614 Book Now

Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Situated 15 minutes' stroll from the waterfront Mallory Square, Key Lime Calypso Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 333 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2229 Book Now

Atlantic Paradise By Avantstay

1800 Atlantic 108A, Key West, United States View map

The welcoming Atlantic Paradise By Avantstay Key West villa offers swift access to various city sites, such as The Key West Nature Preserve, situated approximately 5 minutes' walk away. Staying at… More

From US$ 1367 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 759 Book Now

Frost Free In Cayo Hueso

1800 Atlantic Blvd Unit C439, Key West, United States View map

Located merely a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 2-room Frost Free In Cayo Hueso Apartment features views of the sea. More

From US$ 696 Book Now

Amelia Home By Avantstay

605 Amelia Street, Key West, United States View map

Located around 10 minutes' walk from the downtown commercial zoned Duval Street, the 0-bedroom Amelia Home By Avantstay Key West boasts a swimming pool with a patio for additional relaxation. More

From US$ 903 Book Now

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States View map

Nestled in the heart of a vibrant coastal paradise, the Curacao - Large 2X2 Waterfront Condo boasts breathtaking views that immediately capture your attention. Just 5 km from Key West International… More

From US$ 1170 Book Now

Paradise Place By Avantstay

905 White St #1, Key West, United States View map

Featuring a swimming pool for guests' relaxation, the 1-bedroom Paradise Place By Avantstay Key West villa is located nearly 20 minutes' walk from the Higgs Beach. This welcoming holiday home in… More

From US$ 789 Book Now

Casa Papa Del Mar

1800 Atlantic Blvd, Unit C438, Key West, United States View map

The 2-bedroom Casa Papa Del Mar Villa Key West is nestled nearly a 5-minute walk from The Key West Nature Preserve and entices guests with a Jacuzzi and a sauna. Featuring a swimming pool, this… More

From US$ 709 Book Now

Key West'S Best

1800 Atlantic Blvd, Unit C326, Key West, United States View map

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa entices guests with a hot tub and a sauna. More

From US$ 644 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States View map

Nestled only a 12-minute walk from the San Carlos Institute, the welcoming Tropical Dreaming By Avantstay Key West villa features a swimming pool along with a patio to help guests unwind. Boasting… More

From US$ 2051 Book Now

Leaward Isle Island Retreat

1800 Atlantic Blvd, Unit A105, Key West, United States View map

Set in Key West, the 2-bedroom Leaward Isle Island Retreat Villa is 1.1 km from Higgs Beach. The accommodation also has an equipped kitchenette area with fridges, an oven and kitchenware. More

From US$ 963 Book Now

Bahama House

522 Bahama Street Key West Historic District, Key West, United States View map

Situated in Key West, within 350 metres of Southernmost Point, the 3-bedroom Bahama House Villa provides accommodation with free self parking, an outdoor swimming pool and a picnic area. This Key… More

From US$ 2223 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool lies a mere 10 minutes' stroll from South… More

From US$ 763 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Situated approximately a 25-minute walk from the Southernmost Point of the Continental US, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa invites guests to relax at a patio. More

From US$ 876 Book Now

Nautical Adventures In Paradise

1800 Atlantic Blvd #C126, Key West, United States View map

**Nautical Adventures in Paradise Key West** Connected to the vibrant pulse of Key West, Nautical Adventures In Paradise is ideally situated just 2.5 km from the historic Southernmost Point and only… More

From US$ 545 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 932 Book Now

Tropical Paradise Key West

1800 Atlantic Blvd Unit A113, Key West, United States View map

Located nearly a 25-minute walk from Southernmost Point of the Continental US, the 2-room Tropical Paradise Key West Apartment is at a distance of 2.9 km from a top family-friendly place like Key… More

From US$ 506 Book Now

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West provides easy access to various city attractions, such as the Historic Charter Boat Row, situated a mere 6… More

From US$ 1741 Book Now

Duval Sea Turtle By Avantstay

1075-29 Duval Square, Key West, United States View map

Located only 6 minutes' walk from the Key West Aquarium, the 1-bedroom Duval Sea Turtle By Avantstay Key West villa boasts a swimming pool, a hot tub for a relaxing experience. Offering Wi-Fi, this… More

From US$ 551 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States View map

Situated just 6 minutes' walk from FYT Fitness Center, the 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 595 Book Now

Sandpiper On The Ocean

1800 Atlantic Blvd C420, Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room Sandpiper On The Ocean Apartment Key West, which is within a 3-km distance of Fort Zachary Taylor and around a 25-minute stroll from Key West… More

From US$ 695 Book Now

Windward Isle

531 Olivia St, Key West, United States View map

Only 10 minutes' walk from the Harry S. Truman Little White House, Windward Isle Villa is just off The Ernest Hemingway Home and Museum. This villa comprises 2 bedrooms and 1 bathroom. More

From US$ 312 Book Now

Parrot Perch By Avantstay

620 Thomas St #249, Key West, United States View map

Located just 6 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Parrot Perch By Avantstay Key West villa offers a swimming pool for guests to relax by. More

From US$ 223 Book Now

La Brisa Unit 105 North Building

South Roosevelt Boulevard 1901, Key West, United States View map

Higgs Beach is 1.2 km from La Brisa Unit 105 North Building Villa, while The Ernest Hemingway Home and Museum is a 10-minute drive from here. The 2-bedroom villa also comes with a kitchen, which is… More

From US$ 741 Book Now

Harbor House Suite A

Front Street, Key West, United States View map

Located 14 minutes' walk from Nancy Forrester's Secret Garden, Harbor House Suite A Key West villa gives access to various tourist sites in the vicinity. More

From US$ 1520 Book Now

Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States View map

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States View map

Situated a 6-minute walk from the Papa's Pilar Rum Distillery, the welcoming First Breath By Avantstay Key West villa entices guests with views of the pool. More

Book Now

Southard Getaway By Avantstay

203 Southard #3, Key West, United States View map

The welcoming Southard Getaway By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Vandenberg Wreck, situated 13 minutes' walk away. More

From US$ 612 Book Now

Conch In The Treetops By Last Key Realty

1800 Atlantic Blvd #C125, Key West, United States View map

Located around 25 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch In The Treetops By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

Book Now

Conch Adventure By Avantstay

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

Situated merely a 6-minute walk from Mile Marker 0 Store, the 0-bedroom Conch Adventure By Avantstay Key West villa offers easy access to numerous tourist spots in the area. Located 2.1 km from The… More

From US$ 369 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

**Welcome to Aruba - Downtown Waterfront 2X2 Dock & Pool, a serene retreat immersed in the vibrant spirit of Key West.** Situated just 5 km from Key West International Airport, this pet-friendly… More

From US$ 856 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 513 Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 515 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

The 5-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street is located 15 minutes on foot from Simonton Street and within 5 minutes' walk of The Ernest Hemingway Home and Museum. The Key West villa… More

From US$ 6637 Book Now

Last Minute

Key West, United States View map

More

From US$ 861 Book Now

Great Key West Location

100 Admirals Lane, Key West, United States View map

Great Key West Location Villa offers quick access to such city attractions as Key West Aquarium, located approximately a 5-minute walk away. More

Book Now

Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States View map

Set in the vibrant heart of Key West, Bayview North One Villa offers an idyllic retreat for travelers seeking comfort and convenience. Just 2 kilometers from the picturesque shores of South Beach and… More

From US$ 1220 Book Now

Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

Situated just 6 minutes' stroll from Southernmost Point of the Continental US Monument, Soul Of Duval By Last Key Realty Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 500 Book Now

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

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now