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2026-06-03
2026-06-04
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Hotels in Key West near Classic Harbor Line

The Marquesa Hotel

600 Fleming Street, Key West, United States View map

Featuring a terrace and a swimming pool, the 4-star The Marquesa Hotel Key West lies merely 5 minutes' walk from the San Carlos Institute. Wi-Fi is offered throughout the property and a private… 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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Conch House

330 Caroline Street, Key West, United States View map

Situated merely 5 minutes' stroll from the Curry Mansion, Conch House Villa Key West offers quick access to numerous city landmarks nearby. 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

Casa 325 Guesthouse Key West is situated in an entertainment area of Key West, only 650 metres from the Key West Shipwreck Treasure Museum and around a 25-minute walk from the Higgs Beach Dog Park. 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

709 Bakers Lane, Key West, United States View map

Monkey House By Avantstay Key West villa is located a mere 8 minutes on foot from the Key West First Legal Rum Distillery and features a swimming pool as well as a patio for guests' pleasure. This… More

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Tennessee Williams By Avantstay

709 Bakers Lane, Key West, United States View map

The 0-bedroom Tennessee Williams By Avantstay Funky Design Pool Key West villa is located about a 15-minute walk from the Key West Shipwreck Treasure Museum and offers a swimming pool with a patio… More

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Midnight Cowboy By Avantstay

709 Bakers Lane, Key West, United States View map

The 4-bedroom Midnight Cowboy By Avantstay 3 Artistic Spaces Key West villa is located nearly a 5-minute walk from Nancy Forrester's Secret Garden and features a swimming pool and a patio for a… More

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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

711 Bakers Lane, Key West, United States View map

Situated a mere 500 metres from the 19 - acre Key West Cemetery, Boat House By Avantstay Key West villa features a terrace with views of the pool. Offering a swimming pool, the welcoming holiday home… 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$ 256 Book Now

The Artist House

534 Easton Street, Key West, United States View map

The Artist House Bed & Breakfast Key West is situated in the Downtown Key West district, only a 7-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum and features 8 rooms with… More

From US$ 125 Book Now

Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States View map

The 56 m² Sailfish Suite On Duval Key West, located in the Downtown Key West district, 3.3 km from the Smathers Beach, features views of the sea. More

From US$ 1069 Book Now

Southwinds Motel

1321 Simonton Street, Key West, United States View map

The 2-star Southwinds Motel Key West is situated in an entertainment area of Key West, a mere 1.7 km from Mile Marker 0 Store and about 25 minutes' walk from the Smathers Beach. Boasting a location… More

From US$ 153 Book Now

The Reach Key West, Curio Collection By Hilton

1435 Simonton Street, Key West, United States View map

The Reach Key West, Curio Collection By Hilton is a luxurious beachfront property situated on the island's only natural sand beach, offering a splendid combination of relaxation and adventure in the… More

From US$ 170 Book Now

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

Kona Kai Oasis

630 South Street, Key West, United States View map

The 2-star Kona Kai Oasis Bed & Breakfast Key West is located about a -minute stroll from Gato Village Pocket Park, offering 6 rooms, Wi-Fi, and parking. Nestled in the Downtown Key West district… More

From US$ 199 Book Now

Windsor Townhomes #4

917 Windsor Lane, Key West, United States View map

Located merely 5 minutes' walk from the historic Saint Mary Star of the Sea Church, the 4-room Windsor Townhomes #4 Key West is just 1.2 km from a top family-friendly place like the Key West Aquarium… More

From US$ 1171 Book Now

Windsor Townhomes #3

915 Windsor Lane, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 4-bedroom Windsor Townhomes #3 Key West, which is approximately 300 metres from the Minor Saint Mary Star of the Sea Basilica and nearly 20… More

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Villa Olivietta By Last Key Realty

803 Olivia Street, Key West, United States View map

The 4-bedroom Villa Olivietta By Last Key Realty Key West offers proximity to such city sites as Key West Cemetery, located just 5 minutes' walk away. More

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Casa Oliviana By Last Key Realty

803 Olivia Street, Key West, United States View map

Staying at the 4-bedroom Casa Oliviana By Last Key Realty Key West, guests can visit Key West Cemetery, which is merely a 13-minute walk away. More

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Casita Olivietta By Last Key Realty

805 Olivia Street, Key West, United States View map

Situated just a 13-minute walk from Key West Firehouse Museum, the 5-bedroom Casita Olivietta By Last Key Realty Key West villa provides access to numerous tourist attractions in the area. More

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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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Hyatt Vacation Club At Sunset Harbor

200 Sunset Lane, Key West, United States View map

The luxurious Hyatt Residence Club Key West is Sunset Harbor, an oasis nestled in the heart of Old Town Key West. Immerse yourself in the relaxed Key West lifestyle as you enjoy the resort's prime… More

From US$ 490 Book Now

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

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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The Contented Crane By Last Key Realty

909 Windsor Lane, Key West, United States View map

The 4-bedroom The Contented Crane By Last Key Realty Key West villa offers proximity to such city sites as Southernmost Point of the Continental US, located just a 6-minute walk away. More

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The Smiling Ibis By Last Key Realty

911 Windsor Lane, Key West, United States View map

Nestled in the vibrant heart of Key West, The Smiling Ibis By Last Key Realty offers guests a charming escape just 5 km from Key West International Airport. More

From US$ 1650 Book Now

Last Minute

Key West, United States View map

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From US$ 861 Book Now

Runaway Bills

812 Johnson Lane, Key West, United States View map

The 1-bedroom Runaway Bills Key West villa offers proximity to such city sites as Key West Lighthouse and Keeper's Quarters Museum, located a mere 5 minutes' walk away. More

From US$ 297 Book Now

Old Town Getaway

730 Passover Lane, Key West, United States View map

The 1-bedroom Old Town Getaway Villa Key West offers quick access to such city attractions as Key West Historic Seaport, located nearly a 5-minute walk away. More

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Windsor Townhomes #5

806 Johnson Lane, Key West, United States View map

The spacious 4-bedroom Windsor Townhomes #5 Key West is in the centre of Key West, only 7 minutes' walk from the Key West Butterfly and Nature Conservatory. More

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La Pensione Inn - Adult Exclusive

809 Truman Avenue, Key West, United States View map

**Discover the Charm of La Pensione Inn - Adult Exclusive** La Pensione Inn also offers complimentary guided tours of iconic sites such as the historic Ernest Hemingway House and Museum, where the… More

From US$ 139 Book Now

Passover Cottage

Key West, United States View map

Passover Cottage is located merely 1.2 km from the waterfront Mallory Square and within 15 minutes' walk of Key West Garden Club. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 564 Book Now

Windsor Townhomes #6

808 Johnson Lane, Key West, United States View map

The spacious Windsor Townhomes #6 Key West is located 0.8 km from the US 1 Mile Marker 0 and a 6-minute stroll from the even Southernmost Point. Guests can make the most of their stay at this… More

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Starfish

803 Catherine Street, Key West, United States View map

The 2-bedroom Starfish Villa Key West entices guests to enjoy windsurfing, snorkelling, and canoeing and offers proximity to Higgs Beach, located only 8 minutes' stroll away. The Key West holiday… More

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Passover Cottage

Passover Lane, Key West, United States View map

The 2-bedroom Passover Cottage Key West offers easy access to such tourist spots as Key West Room Escape, located just a 6-minute walk away. More

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A Windsong Delight

1017 Windsor Lane #2, Key West, United States View map

Situated just 8 minutes on foot from Higgs Beach, the 3-bedroom A Windsong Delight Villa Key West ensures a great leisure experience by offering windsurfing, snorkelling, and canoeing. Featuring… More

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Simonton Court Historic Inn & Cottages

320 Simonton Street, Key West, United States View map

**Welcome to Simonton Court Historic Inn & Cottages, a charming haven nestled in the heart of Key West.** This quaint property stretches over two acres, offering a serene retreat characterized by… More

From US$ 175 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

The spacious 84 m² New Coastal Rose - Bright Loft With High Ceilings Apartment Key West offers a central location nearly 5 minutes' walk from the Vandenberg Wreck. At the 1-bedroom apartment, guests… More

From US$ 858 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States View map

Featuring an outdoor swimming pool and a patio, the spacious 74 m² New Rose Petal Petite Suite - Pool & Parking Key West is situated in a historic area, just 1.3 km from the Key West Firehouse Museum… More

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New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States View map

The 2-bedroom New Rose Retreat - Pool & Parking Villa Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West First Legal Rum Distillery, located merely an 8-minute… More

From US$ 741 Book Now

Casa Victoria By Last Key Realty

806 Truman Ave, Key West, United States View map

The 6-bedroom Casa Victoria By Last Key Realty Key West is located about a 5-minute stroll from Key West Firehouse Museum and offers a Jacuzzi for guests' relaxation. More

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