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2026-02-26
2026-02-27
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Hotels in Key West near Classic Harbor Line

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

714 Olivia #11, Key West, United States View map

This Key West villa is a mere 1.1 km from Ripley's Believe It or Not Museum and walking distance from The Ernest Hemingway Home and Museum. The accommodation comes with 1 bedroom and a kitchen with a… More

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Oceana Suite

Key West, United States View map

The 1-room Oceana Suite Key West is situated right in the centre of Key West, only 5 minutes on foot from Key West Cemetery. More

From US$ 286 Book Now

Four Flowers Guesthouse

521 Simonton St, Key West, United States View map

The 190 m^2 Four Flowers Guesthouse Key West is located 500 metres from Papa's Pilar Rum Distillery and just a 10-minute walk from The Ernest Hemingway Home and Museum. Staying in the apartment… More

From US$ 1196 Book Now

Tranquility By Avantstay Close To Duval St W Bbq Shared Pool

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Tranquility By Avantstay Close To Duval St W Bbq Shared Pool lies a mere 1.2 km from Higgs… More

From US$ 400 Book Now

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

Jasmine Suite

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

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Hidden Treasure Colony

714 Olivia St, Key West, United States View map

Situated just a 6-minute walk from Southernmost Point of the Continental US, the 2-bedroom Hidden Treasure Colony Villa Key West offers guests to relax by a heated pool. This 2-bathroom villa… More

From US$ 648 Book Now

Osprey Colony

714 Olivia St, Key West, United States View map

Located just 200 metres from The Ernest Hemingway Home and Museum, Osprey Colony Villa Key West provides a heated pool as well as snorkelling, canoeing, and cycling to diversify guests' leisure. More

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Island Style Colony

714 Olivia St, Key West, United States View map

Situated about a 5-minute walk from The Ernest Hemingway Home and Museum, the 1-bedroom Island Style Colony Villa Key West entices guests to explore various tourist attractions in the area. 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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Orchid Suite

521 Simonton St #3, Key West, United States View map

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Old Town Oasis By Last Key Realty

115 Front Street #301, Key West, United States View map

The 116 m^2 Old Town Oasis By Last Key Realty Apartment Key West is situated just 5 minutes on foot from Ripley's Believe It or Not Museum and 10 km from Key West International airport. Guests can… More

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Modern Majesty By Last Key Realty

115 Front Street #103, Key West, United States View map

The 4-room Modern Majesty By Last Key Realty Apartment Key West is situated nearly a 5-minute ride from the fully accredited Mel Fisher Maritime Heritage Museum and 10 km from Key West International… More

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The Saint Hotel Key West, Autograph Collection, Adult Only

417 Eaton Street, Key West, United States View map

**Welcome to The Saint Hotel Key West, Autograph Collection, Adult Only, a luxurious oasis nestled at the doorstep of Duval Street's vibrant nightlife. This chic retreat seamlessly fuses trendy and… More

From US$ 258 Book Now

Harborside Harmony By Last Key Realty

107 Front Street #216, Key West, United States View map

To enjoy your vacation in Key West, stay at the 3-room Harborside Harmony By Last Key Realty Apartment Key West, which is approximately 10 minutes' walk from Jackson Square and 8 minutes' stroll from… More

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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

Trumans Hideaway By Avantstay Top Location W Patio Bbq Shared Pool Month Long Stays

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

Located 9 minutes' walk from the waterfront Mallory Square and the fully accredited Mel Fisher Maritime Heritage Museum, Trumans Hideaway By Avantstay Top Location W Patio Bbq Shared Pool Month Long… More

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Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays

113 Front St #107, Key West, United States View map

The 2-room Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays Key West apartment lies in the Downtown Key West district of Key West and offers swift access… More

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Colony Poolside

714 Olivia Street, Key West, United States View map

**Colony Poolside Villa: A Coastal Sanctuary** Conveniently located, Colony Poolside serves as a gateway to the enchanting sites of Key West. More

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Harveys Haven

611 Southard St #2, Key West, United States View map

Harveys Haven Apartment Key West is located within an 800-metre distance of Ripley's Believe It or Not Museum and a 6-minute walk from The Studios of Key West Cultural Association. Guests can make… More

From US$ 494 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

The 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as Dog Beach, located just a 5-minute walk away. More

From US$ 766 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

Heron Suite - Southernmost Sanctuary

1330 Simonton Street #2, Key West, United States View map

The 1-bedroom Heron Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as the even Southernmost Point, located only 350 metres away. More

From US$ 219 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$ 354 Book Now

Pelican Suite - Southernmost Sanctuary

1330 Simonton Street #5, Key West, United States View map

Located nearly 5 minutes' walk from Dog Beach, the 1-bedroom Pelican Suite - Southernmost Sanctuary Key West villa offers quick access to various city attractions in the vicinity. More

From US$ 379 Book Now

Seagull Suite - Southernmost Sanctuary

Simonton Street, Key West, United States View map

Situated just a 5-minute walk from Southernmost Point, Seagull Suite - Southernmost Sanctuary Key West villa entices guests to explore various tourist attractions in the area. More

From US$ 367 Book Now

Southernmost Sanctuary All

1330 Simonton Street All, Key West, United States View map

Situated merely a 13-minute walk from Red Barn Theatre, Southernmost Sanctuary All Key West villa provides access to numerous tourist attractions in the area. More

From US$ 6938 Book Now

Ole Olivia

716 Olivia Street, Key West, United States View map

Nestled just 10 km from the vibrant pulse of Key West, Ole Olivia Villa Key West is an idyllic retreat that masterfully blends luxury and comfort. This enchanting escape captivates guests with its… More

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Southernmost Sanctuary

1330 Simonton Street, Key West, United States View map

Southernmost Sanctuary Villa is situated about 15 minutes on foot from the vintage parish "Saint Paul's Episcopal Church of Key West" and within a 5-minute walk of Southernmost Point. While staying… More

From US$ 118 Book Now

Casa Azul-Open Concept Home With Pool

Elizabeth Street 629, Key West, United States View map

Casa Azul By Brightwild-Open Concept Home With Pool is placed in the Downtown Key West district, nearly 16 minutes' walk from South Beach. This villa comprises 3 bedrooms and 3 bathrooms. More

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Island Pearls

527 Fleming Street, Key West, United States View map

Situated a mere 6 minutes' stroll from 7 Artists & Friends Gallery, the 2-bedroom Island Pearls Villa Key West offers quick access to numerous city landmarks nearby. More

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Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, United States View map

Comprising 85 rooms, the 4-star Winslow'S Bungalows - Key West Historic Inns is near an entertainment district, only 1.9 km from the Higgs Beach Dog Park. Situated within reach of the Ernest… More

From US$ 471 Book Now

Casa Lima

718 Windsor Lane, Key West, United States View map

The 2-bedroom Casa Lima Villa Key West offers quick access to such city attractions as Caroline Street, located approximately 5 minutes' walk away. This villa features opportunities for windsurfing… More

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The Marquesa Hotel

600 Fleming Street, Key West, United States View map

The Marquesa Hotel Key West is located in Key West, within a 5-minute drive of Red Barn Theatre, and offers a swimming pool. The 4-star hotel offers a tropical as well as a private parking lot. More

From US$ 440 Book Now

Paradise Found

711 William Street, Key West, United States View map

The 2-bedroom Paradise Found Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. This… More

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Old Town Manor

511 Eaton Street, Key West, United States View map

Old Town Manor, formerly Eaton Lodge, sits in the heart of Old Town Key West, a stone's throw away from the bustling Duval Street. Tucked beneath century-old palms and vibrant flower hosts, this… More

From US$ 154 Book Now

The Admirals Estate By Last Key Realty

324 Whitehead Street, Key West, United States View map

Staying at the 5-bedroom The Admirals Estate By Last Key Realty Key West villa, guests can visit Key West Firehouse Museum, which is nearly 25 minutes' walk away. More

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The Toasted Coconut By Last Key Realty

423 Simonton Street, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, The Toasted Coconut By Last Key Realty Key West villa is nestled right in the centre of Key West, about a 25-minute walk from South Beach. More

From US$ 798 Book Now

The Lime And The Coconut By Last Key Realty

421-423 Simonton Street, Key West, United States View map

Staying at the 8-bedroom The Lime And The Coconut By Last Key Realty Key West villa, guests can visit The Ernest Hemingway Home and Museum, which is only 1.4 km away. More

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Casa 325 Guesthouse

325 Duval St., Key West, United States View map

Situated only 1 km from Duval Street, Casa 325 Guesthouse Key West features Wi-Fi throughout the property, and a car park on site. The 2-star hotel, located a minute's walk from Mile Marker 0 Store… More

From US$ 285 Book Now

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

Casa Amor

723 Catherine Street, Key West, United States View map

The 2-bedroom Casa Amor Key West is located about a 20-minute walk from Duval Street and provides a private pool, ensuring a relaxing stay. Guests can enjoy canoeing, hiking, and cycling at this 2… More

From US$ 1929 Book Now

Santa Maria Suites Resort

1401 Simonton Street, Key West, United States View map

**Experience the Allure of Key West at Santa Maria Suites Resort** More

From US$ 190 Book Now

Monkey House By Avantstay Pool By Duval Street

709 Bakers Lane, Key West, United States View map

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Tennessee Williams By Avantstay Funky Design Pool

709 Bakers Lane, Key West, United States View map

Offering pool views, the 0-bedroom Tennessee Williams By Avantstay Funky Design Pool Key West villa is situated a mere 5 minutes' walk from the Duval Street. More

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Midnight Cowboy By Avantstay 3 Artistic Spaces

709 Bakers Lane, Key West, United States View map

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The Key West Hotel

325 Duval Street, Key West, United States View map

Nestled in the Downtown Key West district, the 3-star The Key West Hotel is nearly 5 minutes' walk from the Grinnell Caroline Street. Boasting a location in the vicinity of the Key West First Legal… More

From US$ 1090 Book Now

Ambrosia Key West

622 Fleming Street, Key West, United States View map

Welcome to the alluring charm of the Ambrosia Key West Bed & Breakfast, an enchanting paradise nestled in the heart of the city. This property offers a unique blend of Victorian elegance and modern… More

From US$ 299 Book Now

Boat House By Avantstay Character Cottage Central Location W Shared Pool Month Long Stays

711 Bakers Lane, Key West, United States View map

Simonton Beach is situated less than 10 minutes on foot from this property. The Key West villa is also fitted with 1 bedroom and includes an equipped kitchenette area with coffee/tea makers, a… More

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The Mermaid & The Alligator

729 Truman Avenue, Key West, United States View map

Key West is as you unwind at 'The Mermaid & The Alligator'. Set within a 1904 Queen Anne Victorian mansion, explore the distinctive style of angled bay windows, sloping gabled rooftops, and lush… More

From US$ 519 Book Now