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2026-06-30
2026-07-01
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Hotels in Key West near Smathers Beach

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

Ashe Street Serenade

613 Ashe Street, Key West, United States View map

**Ashe Street Serenade: A Tropical Retreat in Key West** Nestled just 5 km from the sparkling shores of Key West International, Ashe Street Serenade offers a charming escape infused with vibrant… More

From US$ 390 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States View map

Casa Serendipity By Last Key Realty Key West accommodates up to 6 guests and offers proximity to the Fleming Street, located 9 minutes' walk away. More

From US$ 1544 Book Now

Beachside Resort & Residences

3841 North Roosevelt Boulevard, Key West, United States View map

Offering a lush location about a -minute stroll from Key West Tropical Forest & Botanical Garden, the 4-star smoke-free Beachside Resort & Residences Key West boasts a gym facility, a spa salon. The… More

From US$ 277 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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Southernmost Sanctuary

Key West, United States View map

The spacious Southernmost Sanctuary Apartment Key West lies in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood and offers swift access to the Key… More

From US$ 2452 Book Now

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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Southernmost Sanctuary

1330 Simonton Street, Key West, United States View map

Located 850 metres from the historical Key West Lighthouse, Southernmost Sanctuary Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 118 Book Now

Conch Republic Cooler

840 Olivia Street, Key West, United States View map

Situated 750 metres from the Ernest Hemingway Home and Museum, the 3-bedroom Conch Republic Cooler Villa Key West is ideal for up to 6 guests. More

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The Contented Crane By Last Key Realty

909 Windsor Lane, Key West, United States View map

The Contented Crane By Last Key Realty Key West villa accommodates up to 8 guests and offers proximity to Southernmost Point of the Continental US Monument, located only 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

The Ibis & The Crane By Last Key Realty

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

The Ibis & The Crane By Last Key Realty Key West villa accommodates up to 16 guests and offers proximity to the Ernest Hemingway Home and Museum, located about a 5-minute walk away. More

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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 quick access to such city attractions as the secluded pocket Dog Beach, located just a 5-minute walk away. More

From US$ 945 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

Offering access to entertainment venues such as the Papa's Pilar Rum Distillery, situated just 1.4 km away, the 1-bedroom Heron Suite - Southernmost Sanctuary Key West villa can host up to 4 guests. More

From US$ 219 Book Now

Egret Suite - Southernmost Sanctuary

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

The 1-bedroom Egret Suite - Southernmost Sanctuary Key West villa hosts up to 4 guests and provides proximity to the Key West Butterfly and Nature Conservatory, situated approximately a 5-minute… More

From US$ 354 Book Now

Pelican Suite - Southernmost Sanctuary

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

The 1-bedroom Pelican Suite - Southernmost Sanctuary Key West villa accommodates up to 4 guests and offers proximity to the even Southernmost Point, located just a 5-minute walk away. More

From US$ 620 Book Now

Seagull Suite - Southernmost Sanctuary

Simonton Street, Key West, United States View map

Situated only a 5-minute walk from Southernmost Point of the Continental US Monument, Seagull Suite - Southernmost Sanctuary Key West villa is ideal for up to 4 guests. More

From US$ 461 Book Now

Southernmost Sanctuary All

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

Southernmost Sanctuary All Key West villa accommodates up to 24 guests and offers proximity to Southernmost Point of the Continental US Monument, located approximately 5 minutes' walk away. More

From US$ 6938 Book Now

Runaway Bills

812 Johnson Lane, Key West, United States View map

Up to 6 guests can stay at the 3-bedroom Runaway Bills Key West villa and enjoy the Key West Lighthouse and Keeper's Quarters Museum, located a mere 5 minutes' walk away. More

From US$ 297 Book Now

Angelas Eclectic Gallery By Last Key Realty

1017 Angela Street, Key West, United States View map

During the stay at Angelas Eclectic Gallery By Last Key Realty Key West villa, guests can indulge in a Jacuzzi or visit The Oldest House Historical Place Museum, located a 19-minute walk away. More

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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

Best Western Hibiscus Motel

1313 Simonton Street, Key West, United States View map

Boasting the chance to relax by Key West Bight, situated approximately a -minute walk away, the 2-star Best Western Hibiscus Motel Key West also invites guests to go fishing. Located just 1.4 km from… More

From US$ 99 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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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

Blue Marlin Motel

1320 Simonton Street, Key West, United States View map

**Welcome to Blue Marlin Motel Key West,** an ideal sanctuary that promises a delightful getaway with easy access to all that this vibrant island has to offer. Renowned for its relaxed atmosphere and… More

From US$ 143 Book Now

Key To Paradise

903 Windsor Ln, Key West, United States View map

**Welcome to Key To Paradise Key West**, a serene escape that perfectly combines luxury with the vibrant charm of Florida's southernmost point. Situated just 5 km from Key West International Airport,… More

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A Bit Of Heaven

1115 Southard Street, Key West, United States View map

The 3-bedroom A Bit Of Heaven Villa Key West offers easy access to such tourist spots as The Unitarian Universalist Fellowship of Key West, located nearly a 5-minute walk away. This property features… More

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Villa Olivietta By Last Key Realty

803 Olivia Street, Key West, United States View map

Located approximately 5 minutes' walk from Saint Mary Star of the Sea Basilica, the 4-bedroom Villa Olivietta By Last Key Realty Key West offers quick access to various city attractions in the… More

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Casa Oliviana By Last Key Realty

803 Olivia Street, Key West, United States View map

Casa Oliviana By Last Key Realty Key West hosts up to 12 guests and provides proximity to the downtown commercial zoned Duval Street, situated just a 7-minute walk away. More

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Casita Olivietta By Last Key Realty

805 Olivia Street, Key West, United States View map

Situated only a 7-minute walk from the Key West Butterfly and Nature Conservatory, Casita Olivietta By Last Key Realty Key West villa is ideal for up to 8 guests. More

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La Mer Hotel & Dewey House (Adults Only)

506 South Street, Key West, United States View map

The unique 4-star La Mer Hotel & Dewey House Key West is located about a 15-minute stroll from Key West Garden Club, offering 19 rooms, Wi-Fi, and parking. Thanks to its oceanfront location, the… More

From US$ 560 Book Now

H2O Suites- Adults Only

1212 Simonton Street, Key West, United States View map

Welcome to H2O Suites - Adults Only, a serene oasis nestled in the vibrant heart of Key West's Historic District. This tranquil retreat is just moments away from the bustling energy of Duval Street… More

From US$ 299 Book Now

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$ 139 Book Now

The Porch On Frances Inn - Adults Exclusive

535 Frances St, Key West, United States View map

Offering a luggage room and a barber shop, the smoke-free The Porch On Frances Inn - Adults Exclusive Key West lies in the Downtown Key West district, nearly 20 minutes' walk from the USCGC Ingham… More

From US$ 230 Book Now

Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States View map

Located in the Downtown Key West district of Key West, merely 6 minutes' walk from the Papa's Pilar Rum Distillery, the 1-bedroom Land Of Love By Avantstay Key West villa offers pool views. More

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A Slice Of Paradise In The Florida Keys

5016 5Th Avenue, Key West, United States View map

**Welcome to A Slice of Paradise in the Florida Keys**, a recently renovated boat in the heart of Key West. This unique getaway embraces the serenity of island life, featuring a stunning private… More

From US$ 152 Book Now

The Guesthouses At Southernmost Beach Resort (Adults Only)

1317 Duval Street, Kley West, Fl 33040, Usa, Key West, United States View map

Located 19 minutes' walk from the Key West First Legal Rum Distillery, The Guesthouses At Southernmost Beach Resort Key West offers two beaches. Situated within a few blocks of the historic Key West… More

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Chelsea House Hotel - Key West

709 Truman Ave, Key West, United States View map

The 3-star Chelsea House Hotel - Key West, located in the museum district of Key West, just 0.9 km from the downtown commercial zoned Duval Street, offers bicycles for rent. Boasting a location… More

From US$ 168 Book Now

Southernmost Inn Adult Exclusive

525 United Street, Key West, United States View map

**Southernmost Inn Adult Exclusive is a tranquil oasis nestled in the heart of Old Town Key West.** At this historic inn, adults can indulge in a unique blend of island charm and rich heritage while… More

From US$ 109 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States View map

Nestled only a 12-minute walk from the San Carlos Institute, the welcoming Tropical Dreaming By Avantstay Key West villa features a swimming pool along with a patio to help guests unwind. Boasting… More

From US$ 2051 Book Now

Old Town Main House Guest House Close To Duval

614 Virginia Street, Key West, United States View map

Situated 1.6 km from the Harry S. Truman Little White House, Old Town Main House Guest House Close To Duval Key West villa invites guests to relax at a patio. More

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Amelia Home By Avantstay

605 Amelia Street, Key West, United States View map

Located around 10 minutes' walk from the downtown commercial zoned Duval Street, the 0-bedroom Amelia Home By Avantstay Key West boasts a swimming pool with a patio for additional relaxation. More

From US$ 903 Book Now

Hyatt Vacation Club At Beach House

5051 Overseas Hwy, Key West, United States View map

Set on the northeastern corner of Key West, where the Gulf of Mexico kisses the Atlantic Ocean, the Beach House offers a lushly landscaped getaway ideal for both relaxation and adventure. More

From US$ 356 Book Now

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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Southernmost House Hotel (Adults Only)

1400 Duval Street, Key West, United States View map

The Southernmost House Hotel Key West is a remarkable Victorian mansion overlooking the enchanting Atlantic Ocean, situated on the quiet end of Duval Street where art galleries and fine-dining… More

From US$ 450 Book Now

Alexander'S Guesthouse-Adult Exclusive, Lgbtq Friendly

1118 Fleming Street, Key West, United States View map

The 3-star smoke-free Alexander'S Guesthouse-Adult Exclusive, Lgbtq Friendly Key West, located just 1.6 km from the Ernest Hemingway Home and Museum, offers a swimming pool, Wi-Fi in public areas. More

From US$ 344 Book Now

Ole' Olivia

716 Olivia Street, Key West, United States View map

Offering a location nearly a 15-minute walk from the Harry S. Truman Little White House, Ole' Olivia Villa Key West gives access to various tourist spots in the area. Guests can enjoy windsurfing… More

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Tranquility By Avantstay

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

Located in the Downtown Key West district of Key West, a mere 6 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, the 0-bedroom Tranquility By Avantstay Key West villa offers patio… More

From US$ 448 Book Now

Kw37 Oceana Suite

Key West, United States View map

Located 19 minutes' walk from the Harry S. Truman Little White House, Oceana Suite Key West is a mere 1.5 km from a top family-friendly place like the Key West Aquarium. Situated a short way from the… More

From US$ 286 Book Now