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2025-06-14
2025-06-15
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Hotels in Key West near Smathers Beach

Truman Hotel

611 Truman Avenue, Key West, United States View map

Located amidst the lively color and charm of Key West's Old Town, Truman hotel is a trendy boutique property exceptional in both style and service. Distinguished as one of the area's hipper havens… More

From US$ 224 Book Now

A Royal Affair By Last Key Realty

512 Catherine Street 1-3, Key West, United States View map

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Olivia Street Retreat

Key West, United States View map

The 1-bedroom Olivia Street Retreat Villa is nestled in the centre of Key West, within 5 minutes' walk of The Ernest Hemingway Home and Museum. An equipped kitchen with fridges, an oven and… More

From US$ 298 Book Now

Breezy Key West First-Floor Condo With Pool Access

Key West, United States View map

Breezy Key West First-Floor Condo With Pool Access is situated in the centre of Key West, 12 minutes' walk from the waterfront Mallory Square. More

From US$ 192 Book Now

Southernmost Hospitality V By Last Key Realty

1224 Duval St, Key West, United States View map

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Southernmost Hospitality VII By Last Key Realty

1224 Duval St, Key West, United States View map

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The Inn On Fleming

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

Discover a serene haven right in the heart of Key West at the Inn On Fleming. Embrace your inner author and recharge in one of the nine distinctly styled rooms or suites. Each room is a peaceful… More

From US$ 347 Book Now

Casa Grande By Avantstay Dt Key West Near South Beach W Pool

515 Amelia Street, Key West, United States View map

Key West Aquarium is 1.4 km from Casa Grande By Avantstay Dt Key West Near South Beach W Pool, while Higgs Beach is 15 minutes on foot from here. The villa comprises 5 bedrooms and a fully equipped… More

From US$ 1074 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

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From US$ 589 Book Now

Kingfish Keep

1201 Duval Street 3, Key West, United States View map

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From US$ 421 Book Now

Wahoo Way

1201 Duval Street 1, Key West, United States View map

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From US$ 227 Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States View map

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Eden House

1015 Fleming Street, Key West, United States View map

The Eden House is the original Key West hotel laden with art-deco designs and nestled amid lush landscapes. This historic hotel offers a peaceful haven amid beautiful surroundings and brims with… More

From US$ 258 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

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool

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

This 2-bathroom villa is at 300 metres from The Ernest Hemingway Home and Museum and walking distance from the even Southernmost Point. The Key West villa also features a kitchen and amenities such… More

From US$ 914 Book Now

New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

Duval Street 1075, Key West, United States View map

About 10 minutes' walk from the 3-bedroom New Villa Duval By Brightwild - On Duval Street Pool & Parking takes guests to the secluded pocket Dog Beach, while Southernmost Point of the Continental US… More

From US$ 458 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

1075 Duval St #30, Key West, United States View map

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1013 Book Now

Sea Esta Suite - Duval Square

1075 Duval Street R11, Key West, United States View map

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Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Key West, United States View map

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La Te Da - Adult Only, 21 Or Older

1125 Duval St, Key West, United States View map

Experience the unparalleled beauty and charm of the La Te Da Hotel, an adult-only retreat nestled on the historic 1125 Duval Street. The property, crafted in 1892, is an establishment soaked in Key… More

From US$ 360 Book Now

The Green Gawdess

1325 Whitehead Street, Key West, United States View map

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Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States View map

Located in the Duval district with South Beach nearby, the 4-bedroom Southernmost View Villa lies 1.2 km from the vintage parish "Saint Paul's Episcopal Church of Key West". Offering free parking and… More

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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$ 1265 Book Now

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States View map

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Speakeasy Inn (Adults Only)

1117 Duval Street, Key West, United States View map

Located 10 minutes by car from Smathers Beach, the 3-star Speakeasy Inn Key West offers spacious rooms 19 minutes' walk from the top family-friendly place like Key West Aquarium. This budget inn… More

From US$ 253 Book Now

Heron House Court (Adults Only)

412 Frances St, Key West, United States View map

Heron House Court Hotel Key West, located just 650 metres from The Oldest House and a 20-minute stroll from Jackson Square, features a swimming pool for guests to take a dip in. This 3-star hotel… More

From US$ 339 Book Now

The Speakeasy Inn And Rum Bar

1117 Duval Street, Key West, United States View map

The Speakeasy Inn And Rum Bar Key West offers a terrace, located merely 1.8 km from White Street Pier. Featuring 7 rooms with views of the city, the hotel is a few minutes' drive from Florida Keys… More

From US$ 189 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$ 1848 Book Now

First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only

1106 Eaton Street, Key West, United States View map

The 3-bedroom villa is just 1.2 km from Truman Little White House and less than 10 minutes on foot from from the Minor Saint Mary Star of the Sea Basilica. Guests, staying at this villa, can use an… More

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Amelia House

Key West Florida 33040, Key West, United States View map

The 3-bedroom Amelia House Villa is located near the downtown commercial zoned Duval Street, at a 1.2 km distance from the fully accredited Mel Fisher Maritime Heritage Museum. The property also has… More

From US$ 270 Book Now

New Green Pineapple Palloza - Bright & Modern On Duval

Duval Street 1130, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 84 m² New Green Pineapple Palloza - Bright & Modern On Duval Apartment Key West, which is a mere 1.7 km from Key West Historic Seaport and… More

From US$ 227 Book Now

Casa Bonita - Duval Square

1075 Duval Street R1, Key West, United States View map

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From US$ 951 Book Now

Duval Hideaway

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

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From US$ 2261 Book Now

Duval Street Retreat

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

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Southernmost Retreat

1124 Duval Street, Key West, United States View map

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Sugarpoppy Cottage By Last Key Realty

412 Louisa Street, Key West, United States View map

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Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub

427 B Catherine St, Key West, United States View map

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… More

From US$ 446 Book Now

Nassau Suite Key West

921 Center Street #12, Key West, United States View map

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From US$ 546 Book Now

Court Cottages

Key West, United States View map

Court Cottages is set in Key West, within 12 minutes' walk of the vintage parish "Saint Paul's Episcopal Church of Key West" and nearly 6 minutes' walk from The Ernest Hemingway Home and Museum. More

From US$ 261 Book Now

Duval Delight

1108 Duval St, Key West, United States View map

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Old Town Garden Villas - Abaco Suite

Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room Old Town Garden Villas - Abaco Suite Key West, which is only 9 minutes' walk from Mile Marker 0 Store and just 1.9 km from Key West Express. More

From US$ 415 Book Now

Casa Havana @ Duval Square R22

1075 Duval St Unit R22, Key West, United States View map

Situated in the centre of Key West, the spacious 3-bedroom Casa Havana @ Duval Square R22 Apartment Key West is just 5 minutes on foot from The Ernest Hemingway Home and Museum. More

From US$ 390 Book Now

Margarets Magic Compound By Last Key Realty

515-517 Margaret Street, Key West, United States View map

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The Cozy Little Cottage

910 Simonton Street, Key West, United States View map

The 27 m² The Cozy Little Cottage Key West is located 800 metres from Key West Cemetery and 13 minutes on foot from Key West Firehouse Museum. There are rental bicycles for guests to explore the… More

From US$ 350 Book Now

Duval Corner

Amelia Street 422, Key West, United States View map

The 1-bedroom Duval Corner Villa is situated in the centre of Key West only 1.5 km from Mallory Square. Located in the Duval district, this property provides guests with a fully equipped kitchen with… More

From US$ 676 Book Now

Beautiful Houseboat In Key West

5110 Overseas Highway, Key West, United States View map

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From US$ 149 Book Now

Douglas House

419 Amelia Street, Key West, United States View map

Welcome to the enchanting historic Casa De Luces condominium complex, where the Douglas House Key West presents an exciting oasis, offering the perfect blend of comfort, location, and value. This… More

From US$ 205 Book Now

Almond Tree Inn - Adults Only

512 Truman Ave, Key West, United States View map

Situated 900 metres from Dog Beach, the lovely 3-star Almond Tree Inn - Adults Only Key West also offers an outdoor swimming pool. Located just a minute's drive from a convenient place to shop such… More

From US$ 201 Book Now

Old Town Suites

517 Truman Avenue, Key West, United States View map

Indulge in a home-away-from-home experience at the Old Town Suites, immaculately nestled in Old Town Key West at the corner of Thomas and Angela Streets. This true Floridian gem is situated blocks… More

From US$ 114 Book Now

Spanish Lime Cottage By Avantstay Ideal Old Town Key West Location Month Long Stays Only

1215 Whitehead Street, Key West, United States View map

The 1-bedroom and 1-bathroom villa is within 5 minutes' walk of Southernmost Point, and a few steps from South Beach. An equipped kitchen with fridges, an oven and kitchenware is included at this… More

From US$ 100 Book Now