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2026-02-27
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Hotels in Key West near Red Barn Theatre

Sky Suite On Duval

Duval Street 718, Key West, United States View map

Located approximately 10 minutes' walk from San Carlos Institute, the spacious 3-bedroom Sky Suite On Duval Key West is a great option to stay right in the centre of Key West. Staying in this 120 m^2… More

From US$ 856 Book Now

Conch Cove

720 Rr Simonton Lane, Key West, United States View map

Featuring a heated swimming pool for guests' relaxation, the 3-bedroom Conch Cove Villa Key West is located approximately a 25-minute stroll from Key West Wildlife Center. Offering a prime location… More

From US$ 1612 Book Now

Secret Garden

Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Secret Garden Apartment Key West, which is 15 minutes' walk from Memorial Sculpture Garden and around a 5-minute ride from US 1 Mile Marker 0. More

From US$ 249 Book Now

Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only

620 Thomas St Unit 210-4, Key West, United States View map

Located on a private beach, Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only apartment overlooks the pool and is 6 minutes' walk from the San Carlos… More

From US$ 576 Book Now

Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays

620 Thomas St, Key West, United States View map

The 2-room Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays Key West is located just 450 m from Mile Marker 0 Store and just 1.1 km from the waterfront… More

From US$ 388 Book Now

Nyah - Adult Exclusive

420 Margaret Street, Key West, United States View map

Welcome to the exceptional experience awaiting at the Nyah - Adult Exclusive located near the culturally vibrant Duval Street on an island paradise filled with historical landmarks and exciting… More

From US$ 79 Book Now

Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 23

700 Thomas Street, Key West, United States View map

**Bahama Gardens - A Tropical Retreat in Key West** Situated a mere 10 km from Key West International Airport, Bahama Gardens strikes the perfect balance between accessibility and seclusion, offering… More

From US$ 4655 Book Now

Noonas Mansion By Last Key Realty

510 Noah Lane, Key West, United States View map

Offering a location 2.6 km from Saint Mary Star of the Sea, the 6-bedroom Noonas Mansion By Last Key Realty Key West villa gives access to various tourist spots in the area. More

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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

Happy Hour Haven

620 Thomas St #285, Key West, United States View map

Located a 6-minute walk from the downtown commercial zoned Duval Street and San Carlos Institute, the spacious Happy Hour Haven Apartment Key West features views of the pool. Also, there is an… More

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Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States View map

Offering pool views, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa is situated a mere 5 minutes' walk from the Ernest… More

From US$ 438 Book Now

Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only

620 Thomas St #249, Key West, United States View map

Located in the historical Downtown Key West district, merely 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only… More

From US$ 223 Book Now

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays

620 Thomas St #263, Key West, United States View map

Staying at the 1-bedroom A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays villa, guests can visit the US 1 Mile Marker 0, which is only 500 metres away. More

From US$ 351 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays Key West Charming By Avantstay

210-7 Southard St, Key West, United States View map

The 0-bedroom Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa offers proximity to such city sites as Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

Renovated Corner Unit

620 Thomas Unit 150, Key West, United States View map

Located about 20 minutes' walk from Higgs Beach, Renovated Corner Unit Villa Key West provides access to various tourist attractions in the vicinity. More

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Shipyard Seaclusion

Key West, United States View map

Located about a 5-minute ride from Key West Historic Seaport, the 1-room Shipyard Seaclusion Apartment Key West is within 1 km of a top family-friendly place like Key West Aquarium. More

From US$ 500 Book Now

Always Your Paradise By Avantstay Shared Pool Near Zachary Beach Month-Long Stays Only

620 Thomas Street #164, Key West, United States View map

Staying at the 1-bedroom Always Your Paradise By Avantstay Shared Pool Near Zachary Beach Month-Long Stays Only Key West villa, guests can visit the Key West Aquarium, which is just 1 km away. More

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The Cozy Starfish By Last Key Realty

204 Southard Street #6, Key West, United States View map

**Discover the Charm of The Cozy Starfish By Last Key Realty** Nestled in the heart of Key West, The Cozy Starfish By Last Key Realty offers an unforgettable escape for travelers seeking relaxation… More

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Serenity On Southard By Last Key Realty

102 Southard Street #3, Key West, United States View map

Situated about 2 km from Truman Little White House, the 48 m^2 Serenity On Southard By Last Key Realty Apartment Key West provides guests with Wi-Fi for either business or leisure. Offering access to… More

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Bahama Gardens - Main House

704 Thomas Street, Key West, United States View map

Bahama Gardens - Main House Villa is located merely 1.2 km from the secluded pocket Dog Beach and 15 minutes' drive to Key West International airport. Guests, staying at the 4-bedroom villa, can use… More

From US$ 2304 Book Now

A Slice Of Paradise -Shipyard Palms

102-2 Southard Street, Key West, United States View map

The spacious 2-bedroom A Slice Of Paradise -Shipyard Palms Key West apartment is in the centre of Key West, just 7 minutes' walk from Fort Zachary Taylor. Such activities as windsurfing, snorkelling,… More

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New Orleans House - Gay Male Adult Guesthouse

724 Duval Street, Key West, United States View map

**Discover New Orleans House - Gay Male Adult Guesthouse in Key West** More

From US$ 163 Book Now

Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays

104 Southard Street #3, Key West, United States View map

Offering pool views, the 0-bedroom Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays Key West villa is situated a mere 10 minutes' walk from the Ernest… More

From US$ 369 Book Now

La Petite Penthouse By Last Key Realty

206 Southard Street #6, Key West, United States View map

The 1-room La Petite Penthouse By Last Key Realty Apartment Key West is situated only minutes from Key West Lighthouse and Keeper's Quarters Museum and 10 km from Key West International airport. More

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Traveler'S Palm

Whitehead Street 729, Key West, United States View map

The 74 m^2 Traveler'S Palm Apartment Key West is located merely 0.8 km from Southernmost Point of the Continental US and nearly 15 minutes on foot from Key West Firehouse Museum. Situated within a… More

From US$ 470 Book Now

Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Key Lime Calypso Villa is situated in Key West, within a 5-minute walk of the downtown commercial zoned Duval Street and 15 minutes on foot from the secluded pocket Dog Beach. While staying at the 2… More

From US$ 333 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States View map

**Coconut Palm Villa Key West** invites guests to experience the vibrant ambiance of Duval Street, where island-inspired charm meets contemporary luxury. Nestled amid a lively backdrop, this oasis… More

From US$ 1683 Book Now

Southern Palms

Whitehead Street 729, Key West, United States View map

The 5-bedroom Southern Palms Villa is located in the Duval district a few metres from the 19-acre Key West Cemetery and offers complimentary parking and an outdoor swimming pool. The Key West villa… More

From US$ 2203 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

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Courtney'S Place Historic Cottages & Inns

720 Whitmarsh Lane, Key West, United States View map

Located 2.8 km from Smathers Beach, the 2-star Courtney'S Place Historic Cottages & Inns Key West offers Wi-Fi in public areas and parking. Boasting a swimming pool, this Key West hotel is nestled at… More

From US$ 279 Book Now

Bahama Gardens - Cigar House

712 Thomas Street, Key West, United States View map

The 2-bedroom Bahama Gardens - Cigar House Villa in the Downtown Key West district of Key West offers a golf course, a Jacuzzi and a sundeck as well as the access to Truman Beach, which is just 900… More

From US$ 813 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 Book Now

Casa Del Sol

716 Elizabeth St, Key West, United States View map

Located only a 7-minute walk from the downtown commercial zoned Duval Street, Casa Del Sol Villa Key West offers windsurfing, cycling, and fisheries to diversify guests' leisure. Situated in the… More

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Bahama Gardens - Turtle House

714 Thomas Street, Key West, United States View map

Set in the Downtown Key West district, the 2-bedroom Bahama Gardens - Turtle House Villa is within 15 minutes' walk of Simonton Beach. The Key West villa has a fully furnished kitchen provided with… More

From US$ 1053 Book Now

Porchside Paradise Conch Republic Cottage

510 Petronia St #3, Key West, United States View map

Situated approximately 10 minutes' walk from San Carlos Institute, the 1-room Porchside Paradise Conch Republic Cottage Key West provides guests with Wi-Fi for either business or leisure. The… More

From US$ 473 Book Now

Orange Blossom Suite Conch Republic Cottage

510 Petronia St #2, Key West, United States View map

The 1-room Orange Blossom Suite Conch Republic Cottage Key West welcomes travellers right in the centre of Key West, located just 1.2 km from Key West Aquarium. The opportunity for snorkelling… More

From US$ 527 Book Now

Deckside Suite Conch Republic Cottage

510 Petronia St #1, Key West, United States View map

Located a 17-minute walk from 7 Artists & Friends Gallery, the 1-room Deckside Suite Conch Republic Cottage Key West is 1.2 km from a top family-friendly place like Key West Aquarium. Guests can… More

From US$ 458 Book Now

Conch Republic Cottage

510 Petronia St, Key West, United States View map

During the stay at Conch Republic Cottage Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit Mel Fisher Maritime Heritage Museum, located 14 minutes' walk away. More

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Westwinds Inn

914 Eaton Street, Key West, United States View map

Located amid the striking allure of Old Town Key West, the Westwinds Inn is a Caribbean paradise bestowing an array of exceptional and unique amenities. With only a stone's throw away, it drastically… More

From US$ 210 Book Now

Margarets Magic Compound By Last Key Realty

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

Nestled in the vibrant heart of Key West, Margarets Magic Compound By Last Key Realty offers an enchanting retreat just 10 km from the bustling Key West International Airport. More

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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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Grinnell Street Getaway

1010 Grinnell St. A, Key West, United States View map

**Grinnell Street Getaway Key West** offers a unique blend of timeless charm and contemporary comfort in the heart of Key West. Nestled just 10 km from Key West International Airport, this inviting… More

From US$ 270 Book Now

11 Cottage Close To Duval St

709 Emma Street #3, Key West, United States View map

Staying at the 1-bedroom 11 Cottage Close To Duval St Key West, guests can visit Mallory Square, which is 16 minutes' walk away. More

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Duval House

815 Duval Street, Key West, United States View map

**Discover Tranquility at Duval House Bed & Breakfast** With complete concierge services at your fingertips, exploring the island is a breeze. More

From US$ 94 Book Now

Tropical Inn

812 Duval Street, Key West, United States View map

**Welcome to Tropical Inn Key West** Conveniently located just 10 kilometers from Key West International Airport, the property ensures easy access to the local attractions. More

From US$ 158 Book Now

The Pirates Penthouse By Last Key Realty

300 Petronia Street #3, Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room The Pirates Penthouse By Last Key Realty Apartment Key West, which is a 13-minute stroll from Key West Firehouse Museum and a mere 1 km from… More

From US$ 1098 Book Now

Carsten Lane Cottage

816 Carsten Lane, Key West, United States View map

The 2-bedroom Carsten Lane Cottage Key West offers swift access to various city sites, such as Key West Historic Seaport, situated nearly 5 minutes' walk away. More

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Heavenly Zen By Last Key Realty

404 Grinnell Street, Key West, United States View map

Nestled in the vibrant heart of Key West, Heavenly Zen by Last Key Realty offers an idyllic retreat just 10 kilometers from Key West International Airport. More

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Two Duval Street Suites W Pool

Duval Street 824, Key West, United States View map

The spacious 2-bedroom Two Duval Street Suites W Pool Key West is situated right in the centre of Key West, nearly a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 979 Book Now

Two Duval Street Suites W Parking And Pool

Duval Street 824, Key West, United States View map

Situated in the vibrant heart of Duval Street, Two Duval offers an exceptional escape steeped in the spirit of the Florida Keys. This premier destination is designed to provide guests with an… More

From US$ 807 Book Now