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2026-06-03
2026-06-04
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Extended Stay in Key West

Dee'S Dream Sunset Condo - #151

620 Thomas Street 151, Key West, United States View map

Staying at the 60 m² Dee'S Dream Sunset Condo - #151 Key West, guests can relax on a terrace about a 25-minute walk from the San Carlos Institute. Offering access to an outdoor swimming pool, this 1… More

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Duke Of Catherine By Last Key Realty

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

Offering guests to unwind in a Jacuzzi, Duke Of Catherine By Last Key Realty Key West villa is located 13 minutes' walk from the secluded pocket Dog Beach. More

From US$ 1203 Book Now

Blue Moonshine On The Atlantic

1800 Atlantic Blvd, Unit A413, Key West, United States View map

The 2-bedroom Blue Moonshine On The Atlantic Villa is situated just 200 metres from The Key West Nature Preserve and a mere 0.9 km from C. B. Harvey Rest Beach Park. This property features an… More

From US$ 685 Book Now

Tom'S Oceanfront Penthouse

1800 Atlantic Blvd Unit A401, Key West, United States View map

The 2-bedroom Tom'S Oceanfront Penthouse Villa Key West is located only 5 minutes' walk from The Key West Nature Preserve and offers guests to relish a patio as well as a swimming pool. This holiday… More

From US$ 1057 Book Now

Eyebrow Suite Eyebrow House

516 Olivia St Front, Key West, United States View map

The 1-room Eyebrow Suite Eyebrow House Key West is located in the Downtown Key West district of Key West, only 1.1 km from the fully accredited Mel Fisher Maritime Heritage Museum and offers a hot… More

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The Gato Room At Inn On Fleming Key West!

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

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From US$ 424 Book Now

Lavender Jungle By Avantstay

104 Southard Street #1, Key West, United States View map

Lavender Jungle By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Harry S. Truman Little White House, situated 8 minutes' walk away. Located just 1.7 km from the Key… More

From US$ 425 Book Now

Royal 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, merely 14 minutes' walk from Nancy Forrester's Secret Garden, Royal Palm Suite At Travelers Palm Inn Key West villa comes with a swimming pool… More

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Jasmine Place

919 Whitehead Street, Key West, United States View map

Situated a 16-minute walk from Key West Aquarium, Jasmine Place Key West villa entices guests to explore various tourist attractions in the area. More

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Smooth Sailing By Last Key Realty

1800 Atlantic Blvd #C334, Key West, United States View map

Smooth Sailing By Last Key Realty Key West villa is merely a 5-minute walk from The Key West Nature Preserve, offering guests to unwind at a Jacuzzi. More

From US$ 1398 Book Now

The Frontier Flat

524 Front St. Apt. 201, Key West, United States View map

The Frontier Flat Apartment Key West is located 1.5 km from Southernmost Point of the Continental US Monument and a 9-minute walk from the Key West First Legal Rum Distillery. More

From US$ 156 Book Now

Trumans Hideaway By Avantstay

113 Front St #108, Key West, United States View map

Featuring a swimming pool and a patio, the spacious Trumans Hideaway By Avantstay Key West apartment is situated in the Downtown Key West district, 800 metres from the Key West First Legal Rum… More

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Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States View map

Situated just a 13-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 1-bedroom Rooftop Penthouse Key West villa provides access to numerous tourist attractions in… More

From US$ 1123 Book Now

Beach Club Seabreeze #103

1500 Atlantic Blvd #103, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious Beach Club Seabreeze #103 Key West apartment, which is 2.6 km from the natural history museum "Florida Keys Eco-Discovery Center" and… More

From US$ 784 Book Now

Tom'S Chicken Coop Key West

1800 Atlantic Blvd Unit A403, Key West, United States View map

Situated only 650 metres from Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa provides guests with a hot tub and a sauna for additional relaxation. Featuring a swimming pool… More

From US$ 598 Book Now

Sea Breeze -Great Location!

Whitehead Street 1025, Key West, United States View map

The 2-bedroom Sea Breeze Villa is located near The Ernest Hemingway Home and Museum, at 750 metres from the secluded pocket Dog Beach. The property features a fully equipped kitchen with a microwave… More

From US$ 536 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States View map

Situated in the vibrant heart of Duval, New The Cottage At James House offers an inviting retreat, merging chic decor with a warm ambiance. This exquisite accommodation showcases stylish leather… More

From US$ 519 Book Now

Keys Livin - Yacht Rental

6810 Front Street, Key West, United States View map

The Key West Butterfly and Nature Conservatory is in close proximity to the 4-room Keys Livin - Yacht Rental Key West apartment, while the Collections Key West is situated nearby. More

From US$ 500 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m² Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to the US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated 350 metres… More

From US$ 342 Book Now

Ann Street Cottage

219 Ann Street #2, Key West, United States View map

The 2-bedroom Ann Street Cottage Key West is located only a 6-minute walk from The Studios of Key West Cultural Association and offers guests to relish a patio as well as a heated swimming pool. At… More

From US$ 711 Book Now

Two Duval Street Condos W Parking And Pool

Duval Street 824, Key West, United States View map

Boasting the location 1.2 km from Simonton Street, the 2-bedroom Two Duval Street Condos W Parking And Pool is also at 150 metres of The Ernest Hemingway Home and Museum. Located in the Duval… More

From US$ 834 Book Now

Upper Bayview South

801 Eisenhower Dr. #10, 10, Key West, United States View map

**Discover Coastal Bliss at Upper Bayview South** With complimentary WiFi and private parking available onsite, exploring the captivating attractions around the area becomes effortless. More

From US$ 1763 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States View map

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Havana Vieja At Azul Mansion Key West

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

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From US$ 522 Book Now

Flor De Cana At Azul Mansion Key West

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

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From US$ 200 Book Now

The Truman Room At Inn On Fleming Key West!

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

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Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 455 Book Now

Somewhere On The Beach

1800 Atlantic Blvd, Unit C238, Key West, United States View map

The 2-bedroom Somewhere On Beach Villa is situated 15 minutes on foot from Higgs Beach in Key West and offers accommodation with an equipped kitchenette area. The property is located in Key West and… More

From US$ 972 Book Now

The Cornish Suite At Inn On Fleming Key West!

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

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Darling Of Duval By Last Key Realty

425 Caroline Street, Key West, United States View map

Situated about a 5-minute stroll from Key West Historic Seaport, the 2-bedroom Darling Of Duval By Last Key Realty Key West villa provides guests with a Jacuzzi for additional relaxation. More

From US$ 1598 Book Now

The Penthouse At Custom House Inn

124 Duval Street, Key West, United States View map

The spacious The Penthouse At Custom House Inn Key West is located 200 metres from the Audubon House and Tropical Gardens and a few moments from the Ripley's Believe It or Not. More

From US$ 1271 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States View map

Located 25 minutes' walk from Key West Butterfly and Nature Conservatory, Casa Serendipity By Last Key Realty Key West gives access to various tourist sites in the vicinity. More

From US$ 1544 Book Now

Walking On Sunshine By Last Key Realty

1800 Atlantic Blvd #A406, Key West, United States View map

The 2-room Walking On Sunshine By Last Key Realty Key West apartment is located nearly 5 minutes' walk from The Key West Nature Preserve and overlooks the sea. The Ripley's Believe It or Not is… More

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Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States View map

The 1-bedroom Alligator Reef Light Suite Key West villa provides easy access to various city attractions, such as the downtown commercial zoned Duval Street, situated nearly 5 minutes' walk away. More

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Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States View map

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 871 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States View map

The 1-bedroom American Shoal Light Suite Key West villa provides easy access to various city attractions, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes'… More

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Villa The Watson House

525 Simonton Street, Key West, United States View map

Along with proximity to Key West First Legal Rum Distillery, just 650 metres away, the 4-bedroom Villa The Watson House Key West offers opportunities for windsurfing, snorkelling, and canoeing in the… More

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Paradise Found Cayo Hueso

1800 Atlantic Blvd Unit A111, Key West, United States View map

Featuring a swimming pool, the spacious Paradise Found Cayo Hueso Apartment is a 5-minute walk from The Key West Nature Preserve. Staying in this apartment, nestled within close proximity of Higgs… More

From US$ 597 Book Now

Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States View map

Situated a mere 5 minutes' walk from the Ernest Hemingway Home and Museum, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa… More

From US$ 438 Book Now

Aria At Azul Mansion Key West

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

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From US$ 889 Book Now

Sombrero Reef Light Suite

419 Truman Avenue #2F, Key West, United States View map

The 1-bedroom Sombrero Reef Light Suite Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated nearly 5 minutes' walk away. More

From US$ 429 Book Now

Underwater Cabana At Custom House Inn

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

To enjoy your vacation in Key West, stay at the 1-room Underwater Cabana At Custom House Inn Key West, which is around a 10-minute drive from the Smathers Beach and just 0.6 km from the Harry S. More

From US$ 468 Book Now

Flaglers Oasis By Avantstay

2209 Flagler Ave Is #B, Key West, United States View map

Guests can enjoy a seaside sea view from a terrace at the welcoming Flaglers Oasis By Avantstay Key West villa, 3 km from the Ripley's Believe It or Not. More

From US$ 181 Book Now

The Mallory Suite At Inn On Fleming Key West!

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

Along with proximity to the 19 - acre Key West Cemetery, just a 9-minute walk away, The Mallory Suite At Inn On Fleming Key West! villa offers opportunities for windsurfing, snorkelling, and fishing… More

From US$ 441 Book Now

Suite Sanctuary By Last Key Realty

1800 Atlantic Blvd #C424, Key West, United States View map

**Experience the Charm of Suite Sanctuary by Last Key Realty in Key West** Nestled in the vibrant heart of Key West, Suite Sanctuary by Last Key Realty offers an inviting escape for travelers seeking… More

From US$ 1420 Book Now

Dancing Palms

606 Truman Ave 9, Key West, United States View map

The enchanting Dancing Palms Villa is ideally nestled in the heart of Duval. This exquisite retreat seamlessly combines the vibrant energy of Key West with the tranquility you crave, making it a… More

From US$ 533 Book Now

The Perch On Duval

Duval Street- Upstairs Front 610, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 117 m² The Perch On Duval Apartment Key West, which is within 1 km of the historic Saint Mary Star of the Sea Church and just a 12-minute… More

From US$ 828 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

Egret Suite - Southernmost Sanctuary

1330 Simonton Street #1, Key West, United States View map

Situated just 5 minutes' stroll from the even Southernmost Point, the 1-bedroom Egret Suite - Southernmost Sanctuary Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 253 Book Now

Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States View map

The 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa is located around 5 minutes' walk from Wreckers Sloop Mary and offers guests to relish a patio as well as a… More

From US$ 776 Book Now