Special offers and Exclusive deals

Search Hotels

2026-06-03
2026-06-04
Guests

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels in Key West near Classic Harbor Line

Southernmost Hospitality VII By Last Key Realty

1224 Duval St, Key West, United States View map

The 8-bedroom Southernmost Hospitality VII By Last Key Realty Key West villa offers proximity to such city sites as Key West Lighthouse and Keeper's Quarters Museum, located nearly 5 minutes' walk… More

From US$ 3730 Book Now

Petes Cottages

505-507 Louisa Street, Key West, United States View map

During the stay at Petes Cottages Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit Ripley's Believe It or Not Museum, located a 17-minute walk away. More

From US$ 937 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States View map

Situated merely a 5-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Petes East Cottage Key West ensures a great leisure experience by offering snorkelling, canoeing, and… More

Book Now

Duke Of Catherine By Last Key Realty

512 Catherine Street #2, Key West, United States View map

Offering guests to unwind in a Jacuzzi, Duke Of Catherine By Last Key Realty Key West villa is located 13 minutes' walk from the secluded pocket Dog Beach. More

From US$ 1203 Book Now

Peak Of Duval

617 Duval Street, Key West, United States View map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 2-bedroom Peak Of Duval Villa Key West offers easy access to numerous tourist spots in the area. More

Book Now

The Duke And The Duchess By Last Key Realty

512 Catherine Street #1 & #2, Key West, United States View map

**Experience the Elegance at The Duke And The Duchess By Last Key Realty** More

Book Now

Duchess Of Catherine By Last Key Realty

512 Catherine Street #1, Key West, United States View map

The 5-bedroom Duchess Of Catherine By Last Key Realty Key West villa offers proximity to such city sites as Southernmost Point of the Continental US Monument, located just 500 metres away. More

From US$ 2680 Book Now

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

Dos Casitas By Last Key Realty

512 Catherine #2 & 516 Catherine Street, Key West, United States View map

Dos Casitas By Last Key Realty Key West villa provides an opportunity to stay just near Key West Lighthouse and Keeper's Quarters Museum and offers a Jacuzzi, perfect for decompressing. More

Book Now

Casa Amarilla By Last Key Realty

516 Catherine Street, Key West, United States View map

The 2-bedroom Casa Amarilla By Last Key Realty Key West offers easy access to such tourist spots as Key West Lighthouse and Keeper's Quarters Museum, located a mere 5 minutes' walk away. More

From US$ 761 Book Now

Casa Loca

535 Petronia Street, Key West, United States View map

At the 2-bedroom Casa Loca Villa Key West, guests can enjoy canoeing, hiking, and cycling as well as a location just 5 minutes' walk from The Ernest Hemingway Home and Museum. More

Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States View map

Situated in Key West, at 750 metres of Key West Firehouse Museum, the 4-bedroom New Listing Palm Escape- Luxury Home W Pool provides accommodation with complimentary parking and a swimming pool. This… More

From US$ 1909 Book Now

Mermaid Cove

1219 Duval Street, Key West, United States View map

**Discovering the Allure of Mermaid Cove Villa Key West** Positioned ideally in the lively aspect of Duval, the villa places you mere steps away from the island's premier attractions, shops, and… More

Book Now

Porter Paradise

Key West, United States View map

Located nearly a 25-minute stroll from the Key West Garden Club, Porter Paradise Key West hotel offers access to tourist attractions throughout Key West. More

From US$ 535 Book Now

Sea Captains Haven By Last Key Realty

413 Porter Court, Key West, United States View map

The 3-bedroom Sea Captains Haven By Last Key Realty Key West villa is located around a 25-minute walk from US 1 Mile Marker 0 and provides a Jacuzzi. More

From US$ 742 Book Now

Catherine House

518 Catherine Street, Key West, United States View map

Catherine House Key West villa is located a 7-minute walk from Key West Butterfly and Nature Conservatory and offers guests to enjoy windsurfing, snorkelling, and canoeing. More

From US$ 759 Book Now

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States View map

The 3-bedroom Dance Of The Butterflies By Last Key Realty Key West villa offers quick access to such city attractions as Southernmost Point of the Continental US, located just 6 minutes' walk away. More

Book Now

Paradise Inn (Adults Only)

819 Simonton Street, Key West, United States View map

Located nearly 15 minutes' walk from the Ripley's Believe It or Not, the 4-star Paradise Inn Key West offers access to tourist attractions throughout Key West. Additionally, guests can enjoy a golf… More

Book Now

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

Book Now

Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

Situated just 6 minutes' stroll from Southernmost Point of the Continental US Monument, Soul Of Duval By Last Key Realty Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 500 Book Now

Queen Of Louisa By Last Key Realty

515 Louisa Street, Key West, United States View map

Situated just a 5-minute stroll from The Ernest Hemingway Home and Museum, the 4-bedroom Queen Of Louisa By Last Key Realty Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 1649 Book Now

Porter Paradise

417 Porter Court, Key West, United States View map

Situated only 5 minutes' walk from Mile Marker 0 Store, Porter Paradise Key West villa entices guests with snorkelling and fishing in the area. More

Book Now

Paradise Inn - Adult Exclusive

819 Simonton Street, Key West, United States View map

**Welcome to Paradise Inn - Adult Exclusive Key West, where tranquility meets adventure in one of Florida's most enchanting destinations.** Nestled within the vibrant essence of Old Town, this… More

From US$ 152 Book Now

The Gardens Hotel

526 Angela Street, Key West, United States View map

Nestled in the heart of Key West, The Gardens Hotel offers an exquisite escape for guests seeking the ultimate luxury vacation. Originally purchased by Peggy Mills in 1930, her vision transformed the… More

From US$ 309 Book Now

Conch Casa Grande By Last Key Realty

58 Front Street, Key West, United States View map

**Conch Casa is where Sunshine Meets Sophistication** Nestled in the vibrant heart of Key West, Conch Casa Grande By Last Key Realty provides an exquisite blend of luxury and comfort just 10… More

Book Now

Conch Cove

Simonton Lane 720, Key West, United States View map

The 2-bedroom Helen'S Hideaway Villa is set in Key West, a mere 300 metres from Nancy Forrester's Secret Garden and 0.9 km from South Beach. It includes WiFi throughout the property along with free… More

From US$ 2574 Book Now

Louisas Hideaway

508 Louisa Street #4, Key West, United States View map

The 3-bedroom Louisas Hideaway Villa Key West offers proximity to such city sites as The Ernest Hemingway Home and Museum, located nearly 5 minutes' walk away. This holiday home features… More

Book Now

Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Key West, United States View map

Southernmost Vistas By Last Key Realty Key West villa offers proximity to nearby tourist spots, such as San Carlos Institute, situated around 800 metres away. More

From US$ 528 Book Now

Pegasus International Hotel

501 Southard Street, Key West, United States View map

Ideally located in the heart of Key West, the Pegasus International Hotel offers a remarkable hospitality experience, combining the comforts of home with the convenience of a sophisticated Florida… More

From US$ 114 Book Now

Keys Please!

Louisa Street 514, Key West, United States View map

The 3-bedroom Keys Please Villa is set in the Duval district of Key West and offers accommodation with a free carpark and an outdoor swimming pool. Mile Marker 0 Store is merely 1 km away, and Duval… More

From US$ 1910 Book Now

The Green Gawdess

1325 Whitehead Street, Key West, United States View map

The 3-bedroom The Green Gawdess Key West villa is located about 200 metres from The Ernest Hemingway Home and Museum and features a swimming pool as well as a terrace for guests' pleasure. This Key… More

Book Now

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

Book Now

Louisa House

521 Louisa Street, Key West, United States View map

**Welcome to Louisa House Villa Key West,** a vibrant oasis nestled in the heart of Duval Street. This enchanting retreat offers an unrivaled blend of island-inspired charm and modern amenities… More

From US$ 1399 Book Now

Ecco Domani By Avantstay

1011-2 Simonton St, Key West, United States View map

The 0-bedroom Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only Key West is located in close proximity to the Key West Lighthouse and Keeper's Quarters… More

Book Now

Absolutely Paradise

1011 Simonton Street #3, Key West, United States View map

During the stay at Absolutely Paradise Key West villa, guests can indulge in canoeing, cycling, and fishing or visit the Fort Zachary Taylor, located 20 minutes' walk away. More

From US$ 1973 Book Now

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

Book Now

Marreros Guest Mansion - Adult Only

410 Fleming Street, Key West, United States View map

**Experience the Charm of Marreros Guest Mansion - Adult Only Bed & Breakfast in Key West** More

From US$ 235 Book Now

Dancing Palms

606 Truman Ave 9, Key West, United States View map

The enchanting Dancing Palms Villa is ideally nestled in the heart of Duval. This exquisite retreat seamlessly combines the vibrant energy of Key West with the tranquility you crave, making it a… More

From US$ 533 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

Book Now

Baya House

606 Truman Ave, #13, Key West, United States View map

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Weatherstation Inn Circa 1911

57 Front Street, Key West, United States View map

Situated about a 5-minute drive from the Key West First Legal Rum Distillery, the comfortable 2-star Weatherstation Inn Circa 1911 Key West offers a peaceful retreat at a swimming pool with a hot tub… More

From US$ 169 Book Now

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

Dolphin Watch

100-1 Eaton Street, Key West, United States View map

Staying at Dolphin Watch Villa Key West, guests can easily reach the Key West Shipwreck Treasure Museum, located only 8 minutes' walk away. More

Book Now

Key West Conch

707 Simonton Street, Key West, United States View map

**Welcome to Key West Conch Villa**, a luxurious oasis nestled in the vibrant heart of Duval Street. This exquisite retreat is designed to provide guests with an unforgettable escape, seamlessly… More

Book Now

Sirens Serenade By Last Key Realty

66 Front Street, Key West, United States View map

Located 6 km from Fort East Martello Museum, Sirens Serenade By Last Key Realty Key West villa gives access to various tourist sites in the vicinity. More

Book Now

Avalon Bed And Breakfast (Adults Only)

1317 Duval Street, Key West, United States View map

**Welcome to The Avalon Bed And Breakfast, a quintessentially charming escape located at the quieter end of Duval Street in Key West.** This historic property, with roots dating back to 1920… More

From US$ 273 Book Now

Azure Vista Penthouse

401 Emma Street H, Key West, United States View map

More

Book Now

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

New Kamp - Rooftop Penthouse

Fleming Street 430, Key West, United States View map

**Welcome to New Kamp - Rooftop Penthouse Key West**, where luxury meets the vibrant charm of Duval Street. Nestled in the heart of Key West, this exquisite retreat elevates your getaway with its… More

From US$ 1477 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