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2026-02-27
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Vacation Rentals in Key West

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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Color Of The Keys

1901 S. Roosevelt Blvd #204E, Key West, United States View map

The spacious Color Of The Keys Apartment Key West is located in Key West, a 5-minute drive from San Carlos Institute, and pampers guests with a sauna. This apartment features Wi-Fi throughout the… More

From US$ 319 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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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

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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Custom House Inn All

124 Duval Street, Key West, United States View map

Situated around a 20-minute walk from Southernmost Point of the Continental US Monument, the 251 m² Custom House Inn All Key West provides guests with Wi-Fi for either business or leisure. More

From US$ 2145 Book Now

Orchid Suite

921 Center St #4, Key West, United States View map

The 1-room Orchid Suite Key West is situated a few moments from Key West Lighthouse and Keeper's Quarters Museum and 10 km from Key West International airport. Guests can enrich their stay with… 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

Slack Tide On Duval Street

1130 Duval Street, Key West, United States View map

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Beach Club Siesta 104

1500 Atlantic Blvd #104, Key West, United States View map

The spacious 130 m² Beach Club Siesta 104 Key West apartment is located nearly 25 minutes on foot from the Ernest Hemingway Home and Museum and boasts a heated swimming pool, a spa centre. The Key… More

From US$ 637 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

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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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Keys Please

1408 Petronia St., Key West, United States View map

**Keys Please Villa Key West is a serene oasis embraced by the vibrant lifestyle of Florida's southernmost point. Just a short 10-kilometer drive from Key West International Airport, the villa offers… 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 Heart Of Old Town W Shared Pool Month Long Stays Only

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

Discover the charm of Tumis Time Out By Avantstay Heart Of Old Town, an exquisite retreat nestled in the vibrant heart of Duval. This enchanting accommodation beckons with its stylish interiors… More

From US$ 251 Book Now

Charming Boho Breeze Retreat With Pool Access

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

The 2-bedroom Charming Boho Breeze Retreat With Pool Access Villa is situated 7 km from Key West Aquarium and around 15 minutes' drive from the bustling plaza "Mallory Square". This property also… 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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Olivias Landing

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

Olivias Landing Villa Key West is located 18 minutes' walk from the downtown commercial zoned Duval Street and welcomes its guests to enjoy windsurfing, snorkelling, and canoeing. More

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Casa Blanca

1112 Watson Street, Key West, United States View map

The 3-bedroom Casa Blanca Villa Key West is located about a 25-minute walk from Mallory Square and provides windsurfing, snorkelling, and canoeing for active guests. More

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Parrotville

606 Truman Ave #12, Key West, United States View map

The spacious Parrotville Key West apartment is nestled in the Downtown Key West district, a 5-minute walk from the seafood restaurant Blackfin Bistro. The opportunity for windsurfing, snorkelling… More

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Diamond Girl By Last Key Realty

62 Front Street, Key West, United States View map

Offering a location only 1.9 km from Key West Lighthouse, Diamond Girl By Last Key Realty Key West villa gives access to various tourist spots in the area. More

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The Zesty Lime By Last Key Realty

421 Simonton Street, Key West, United States View map

The Zesty Lime By Last Key Realty Key West villa is located just 1.8 km from USCGC Ingham Maritime Museum and provides a private swimming pool, ensuring a relaxing stay. More

From US$ 2356 Book Now

Jasmine Suite

521 Simonton St. #2, Key West, United States View map

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Casa Atlantica One Bedroom

1328 Atlantic Blvd #2, Key West, United States View map

The spacious 1-bedroom Casa Atlantica One Bedroom Key West apartment is situated approximately a 5-minute walk from The Key West Nature Preserve and 5 km from Key West International airport. The… More

From US$ 530 Book Now

Star Of The Seaport By Last Key Realty

621 Caroline Street, Key West, United States View map

Star Of The Seaport By Last Key Realty Key West villa is located 2 km from Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

From US$ 2893 Book Now

Driftwood Dreams By Last Key Realty

1800 Atlantic Blvd #C323, Key West, United States View map

Located around 25 minutes' walk from the even Southernmost Point, the 2-bedroom Driftwood Dreams By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

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The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Key West, United States View map

Located nearly a 20-minute walk from Bayview Park, the 8-bedroom The Ibis & The Crane By Last Key Realty Key West villa provides access to various tourist attractions in the vicinity. More

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Atlantic Paradise Escape

1800 Atlantic Blvd, Unit C322, Key West, United States View map

Located just 0.8 km from the Higgs Beach Dog Park, the 2-bedroom Atlantic Paradise Escape Key West villa provides a swimming pool, a sauna for additional comfort. Staying at the property, a few… More

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Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Key West, United States View map

Nestled in the heart of Key West, the Bayview South 801 Eisenhower Dr. #6 Villa offers an idyllic retreat for those seeking both relaxation and adventure. This coastal chic sanctuary boasts… More

From US$ 1670 Book Now

Mango Cottage

1019 Varela St, Key West, United States View map

Located nearly a 5-minute walk from The Unitarian Universalist Fellowship of Key West, the 2-bedroom Mango Cottage Key West offers quick access to various city attractions in the vicinity. This… More

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Bahama Gardens - Turtle House

714 Thomas Street, Key West, United States View map

Set in the Downtown Key West district, the 2-bedroom Bahama Gardens - Turtle House Villa is within 15 minutes' walk of Simonton Beach. The Key West villa has a fully furnished kitchen provided with… More

From US$ 1053 Book Now

Windsor Townhomes 6

808 Johnson Lane, Key West, United States View map

Windsor Townhomes 6 Key West is situated right in the centre of Key West, just 1.6 km from Fort Zachary Taylor. Guests can also enhance their experience by participating in canoeing, hiking, and… More

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Southernmost Retreat

1124 Duval Street, Key West, United States View map

Welcome to the Southernmost Retreat, a luxurious haven nestled in the vibrant heart of Duval Street. This exquisite retreat captures the essence of Key West's charm, blending chic decor with a… More

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Brand New Build Larkshine House - Pool

Mangrove Lane 9, Key West, United States View map

With its prime location, just a short drive from the lively streets and beautiful beaches of Key West, Larkshine House is the ideal base for exploring all that this enchanting destination has to… More

From US$ 2514 Book Now

Road'S End - Old Town Garden Villas

921 Center Street #2, Key West, United States View map

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Porchside Paradise Conch Republic Cottage

510 Petronia St #3, Key West, United States View map

Situated approximately 10 minutes' walk from San Carlos Institute, the 1-room Porchside Paradise Conch Republic Cottage Key West provides guests with Wi-Fi for either business or leisure. The… More

From US$ 473 Book Now

Lil' Bit

Terry Lane 817, Key West, United States View map

At the 1-bedroom Lil' Bit Villa you'll be in proximity to popular sights like The Ernest Hemingway Home and Museum. This property is located in Key West and includes free parking and a patio. More

From US$ 176 Book Now

Lazy Gecko By Avantstay Walk To Duval St In Key West Month Long Stays Only

817 Eaton Street #2, Key West, United States View map

The 1-bedroom and 1-bathroom villa is situated in the Downtown Key West district, just 0.7 km from Mile Marker 0 Store and nearly 10 minutes on foot from Key West Aquarium. Providing complimentary… More

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Sugar Palm Studio At Travelers Palm Inn Key West

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

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Blue Gem

5 Sapphire Dr, Key West, United States View map

Located just near Keys Presbyterian, the 3-bedroom Blue Gem Villa Key West gives easy access to various tourist attractions in the area. More

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Elegant Escape By Last Key Realty

500 Emma Street, Key West, United States View map

**Welcome to the Elegant Escape By Last Key Realty, where luxury meets natural beauty in vibrant Key West.** Nestled just 10 km from Key West International Airport, this remarkable destination offers… More

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Paradise On Packer

914 Packer St Unit 1, Key West, United States View map

Welcome to Paradise On Packer, your serene escape in the heart of Key West. Just a brief 5 km from Key West International Airport, this enchanting destination offers an ideal blend of tranquility and… More

From US$ 139 Book Now

Conch Easy Livin

617 Simonton Street, Key West, United States View map

The 3-bedroom Conch Easy Livin Villa Key West entices guests to enjoy windsurfing, snorkelling, and canoeing and offers proximity to Nancy Forrester's Secret Garden, located only a 9-minute stroll… More

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Key Lime Cottage

1311 Catherine Street, Key West, United States View map

Located approximately a 5-minute walk from The Unitarian Universalist Fellowship of Key West, the 3-bedroom Key Lime Cottage Key West gives easy access to various tourist attractions in the area. The… More

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Coconut Cabana

523 Louisa Street, Key West, United States View map

Featuring a private swimming pool for guests' enjoyment, Coconut Cabana Key West is nestled in the centre of Key West, 13 minutes' walk from the secluded pocket Dog Beach. More

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Tropical Village

708 South St & 1400 Alberta St, Key West, United States View map

Tropical Village Key West villa is located 16 minutes' walk from Key West Cemetery and provides windsurfing, snorkelling, and canoeing for active guests. More

From US$ 2632 Book Now

Lighthouse Villa By Avantstay Walk To Southernmost Point W Private Pool Patio Month Long Stays

921 Whitehead Street, Key West, United States View map

**Experience Unmatched Elegance at Lighthouse Villa By Avantstay** Nestled in the vibrant heart of Duval, the Lighthouse Villa By Avantstay offers guests an exquisite blend of casual sophistication… More

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