Special offers and Exclusive deals

Search Hotels

2026-02-26
2026-02-27
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

King Suite Balcony - At James House

Caroline Street 511, Key West, United States View map

King Suite Balcony - At James House Key West hotel, located merely 9 minutes' walk from Duval Street and within 10 minutes' drive of Smathers Beach, features an outdoor swimming pool for guests to… More

From US$ 242 Book Now

Classic King Balcony At The James House

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King Balcony at The James House** in the heart of Key West. This charming retreat is ideally located just 500 meters from the pristine Simonton Street Beach, offering guests… More

From US$ 561 Book Now

Deluxe Queen At The Curry Mansion - Parking & Heated Pool!

Caroline Street 511, Key West, United States View map

Deluxe Queen At The Curry Mansion - Parking & Heated Pool! Hotel Key West, located only 9 minutes' walk from Duval Street, offers an outdoor pool and Wi-Fi throughout the property. The inn is a good… More

From US$ 533 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States View map

Featuring a patio and an outdoor pool, Deluxe King - Curry Mansion With Pool! Hotel Key West lies 17 minutes' walk from USCGC Ingham Maritime Museum. Wi-Fi is available throughout the property. More

From US$ 318 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States View map

Classic King- Curry Mansion With Heated Pool! Hotel Key West, located about 10 minutes' drive from West Martello Tower, offers an outdoor swimming pool and Wi-Fi throughout the property. The inn is a… More

From US$ 694 Book Now

Deluxe King With Balcony - At James House With Parking!

Caroline Street 511, Key West, United States View map

Deluxe King With Balcony - At James House With Parking! Hotel Key West, located 7 minutes' walk from Mile Marker 0 Store, offers an outdoor swimming pool and Wi-Fi throughout the property. The inn is… More

From US$ 763 Book Now

Classic Queen - Curry Mansion With Heated Pool

Caroline Street 511, Key West, United States View map

Classic Queen - Curry Mansion With Heated Pool Hotel Key West, located about 5 minutes on foot from Mel Fisher Maritime Heritage Museum, offers an outdoor swimming pool and Wi-Fi throughout the… More

From US$ 403 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Featuring a patio and an outdoor swimming pool, Blue Room At The Grand Maloney Key West hotel lies 25 minutes' stroll from Higgs Beach Dog Park. The inn provides guests with Wi-Fi throughout the… More

From US$ 516 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located around 500 metres from Key West Aquarium, Green Room At The Grand Maloney Key West hotel includes an outdoor swimming pool and a patio. The inn provides guests with Wi-Fi throughout the… More

From US$ 673 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Bunk Room At The Grand Maloney Key West hotel, located 550 metres from Mallory Square and 0.6 km from Jackson Square, features an outdoor swimming pool for guests to take a dip in. Wi-Fi is offered… More

From US$ 768 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States View map

**Discover an Oasis in the Heart of Key West** Nestled amidst the vibrant energy of downtown Key West, the Grand Maloney offers a contemporary retreat in a historically restored two-story brick home. More

From US$ 680 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States View map

Carriage House At Grand Maloney Hotel Key West, located just a 7-minute walk from Mallory Square and merely 500 metres from Nancy Forrester's Secret Garden, features an outdoor swimming pool for… More

From US$ 459 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located right in the centre of Key West, The Grand Maloney Hotel- Great For Large Groups! offers fast access to Key West Aquarium, which helps break from routine and stands just 350 metres away. More

From US$ 4224 Book Now

The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room The Bartlum-Luxurious Studio Apartment Key West, which is a 17-minute stroll from USCGC Ingham Maritime Museum and about 5 minutes by car from… More

From US$ 186 Book Now

Margaret Street Retreat

628 Margaret St, Key West, United States View map

The 2-bedroom Margaret Street Retreat Villa is located within 15 minutes' walk of South Beach and offers quick access to the downtown commercial zoned Duval Street. A fully equipped kitchen with… More

From US$ 615 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States View map

Creme Brulee Suite Key West hotel, located around 20 minutes' walk from Southernmost Point, features Wi-Fi throughout the property. This inn also includes a patio with a barbeque grill. More

From US$ 223 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States View map

Located within 5 minutes' drive of Ripley's Believe It or Not Museum, Key Lime Cottage Key West hotel includes an outdoor swimming pool and a patio. Wi-Fi is offered throughout the property at this… More

From US$ 363 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States View map

Honey Bun Hideaway Hotel Key West, located merely 400 metres from Ripley's Believe It or Not Museum, offers an outdoor pool, Wi-Fi throughout the property. The inn is within walking distance of many… More

From US$ 237 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Sugar Pie Suite Key West hotel, located about 5 minutes by car from Fort Zachary Taylor, offers an outdoor swimming pool, Wi-Fi throughout the property. The inn is a good starting point for exploring… More

From US$ 486 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 932 Book Now

Bananas Foster Guesthouse

Caroline Street 537, Key West, United States View map

Set close to The Oldest House, the 7-bedroom Bananas Foster Guesthouse is merely 650 metres from Duval Street. The villa provides guests with free parking and an outdoor swimming pool in the Duval… More

From US$ 4595 Book Now

Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay

906-2 Truman Avenue, Key West, United States View map

The 2-bedroom Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay Key West villa offers quick access to such city attractions as the Key West Firehouse Museum, located about a… More

Book Now

Caroline On My Mind

616 Caroline St #4, Key West, United States View map

The 2-bedroom Caroline On My Mind Villa Key West is located just 300 metres from Key West Historic Seaport and features a swimming pool as well as a terrace for guests' pleasure. More

Book Now

The Garden House

329 Elizabeth St, Key West, United States View map

The Garden House Hotel Key West is located a mere 1.3 km from Duval Street, in the very heart of Key West, and offers rooms with pool views. The guest house in the historic district of Key West has… More

From US$ 119 Book Now

Tranquility On Ann Street

219 Ann Street #1, Key West, United States View map

The 1-bedroom Tranquility On Ann Street Villa Key West entices guests to enjoy windsurfing, snorkelling, and canoeing and offers proximity to Key West First Legal Rum Distillery, located just 8… More

From US$ 931 Book Now

Bali Hideaway

217 Ann Street Rear, Key West, United States View map

Escape to the Bali Hideaway, a tranquil oasis nestled in the vibrant heart of Duval Street. This exquisite villa invites you to indulge in an authentic Key West experience, where island-inspired… More

Book Now

Ann Street Cottage

219 Ann Street #2, Key West, United States View map

The 2-bedroom Ann Street Cottage Key West is located only a 6-minute walk from The Studios of Key West Cultural Association and offers guests to relish a patio as well as a heated swimming pool. At… More

From US$ 711 Book Now

Azul Key West

907 Truman Avenue, Key West, United States View map

The 2-star Azul Key West Bed & Breakfast is located a mere 7 minutes' walk from Dog Beach and comprises 11 rooms with modern comforts. Nestled in the Downtown Key West district of Key West, the… More

From US$ 174 Book Now

Namaste

219 Ann Street Rear, Key West, United States View map

The 2-bedroom Namaste Villa Key West is located about a 25-minute walk from Southernmost Point and provides windsurfing, snorkelling, and canoeing for active guests. More

From US$ 828 Book Now

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 74 m^2 Mesa House, Uno-Perfect Location Apartment Key West, which is just 1.4 km from Florida Keys Eco-Discovery Center and within a 5-minute… More

From US$ 474 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States View map

The spacious 1-bedroom Mesa House, Dos -Unreal Location Apartment Key West is situated right in the centre of Key West, only 6 minutes' walk from Nancy Forrester's Secret Garden. This 65 m^2… More

From US$ 565 Book Now

The Mesa House-Close To Duval!

Simonton Street 220, Key West, United States View map

The 3-bedroom Mesa House Villa is nearly 8 minutes on foot from Truman Little White House and walking distance from the bustling plaza "Mallory Square". A fully furnished kitchen with a microwave… More

From US$ 1379 Book Now

Curry House- 3Rd Floor, King Bed, & Balcony Room 8

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel is a mere 1.3 km from The Ernest Hemingway Home and Museum. Indulge in this inn's garden… More

From US$ 205 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States View map

Nestled in the picturesque island of Key West, the Curry House offers a charming blend of tropical elegance and modern comfort. Just 10 km from the bustling Key West International Airport, this… More

From US$ 184 Book Now

Curry House - Room 1

Fleming Street 806, Key West, United States View map

Notable for its location only 1.3 km from South Beach in the Downtown Key West district, the 1-room Curry House Room 1 apartment is placed within a 5-minute walk of Key West Express. The apartment… More

From US$ 234 Book Now

Curry House - Pool, King Bed & Balcony! Room 7

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House - Pool, King Bed & Balcony! Room 7 Key West hotel is within a 5-minute drive of Dog Beach. Indulge in this inn's garden, offering guests a private… More

From US$ 301 Book Now

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States View map

Featuring a patio and a swimming pool, Curry House - Rooms 3 & 4 Key West hotel lies approximately 10 minutes' drive from Smathers Beach. Immerse yourself in this Key West inn's garden, complete with… More

From US$ 622 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States View map

Located merely 350 metres from The Oldest House, Curry House - Room 5 Key West hotel includes an outdoor swimming pool and a patio. More

From US$ 346 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States View map

The 1-room Curry House Room 6 Key West is situated in the Downtown Key West district of Key West, just 5 minutes' stroll from the performing arts theater "Red Barn Theatre". Set right near Key West… More

From US$ 340 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m^2 Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated at a distance… More

From US$ 342 Book Now

The Curry House - Entire Complex

Fleming Street 806, Key West, United States View map

Offering a swimming pool, The Curry House - Entire Complex is set in the Downtown Key West district of Key West only 1.3 km from Mallory Square. More

From US$ 1415 Book Now

Island Hideaway

1216 Margaret St., Key West, United States View map

More

Book Now

Tropical Vibes

1216 Margaret St., Key West, United States View map

The 6-bedroom Tropical Vibes Villa is set in Key West, approximately 14 minutes' walk from The Ernest Hemingway Home and Museum and around 11 minutes' walk from the very unusual Key West Cemetery. More

Book Now

Cortez At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

More

Book Now

Island Retreat

1216 Margaret St., Key West, United States View map

Island Retreat Villa Key West is located merely 5 minutes' walk from the Key West Firehouse Museum and offers guests to relish a patio as well as a private swimming pool. At this property, located… More

From US$ 572 Book Now

Seashell Motel

718 South Street, Key West, United States View map

Providing guests with bicycles for rent, Seashell Motel Key West hostel is located within 1 km of the Southernmost Point. Offering a car park nearby, the Key West motel is not far from the Higgs… More

From US$ 61 Book Now

Paradise On Packer

914 Packer St Unit 1, Key West, United States View map

Welcome to Paradise On Packer, your serene escape in the heart of Key West. Just a brief 5 km from Key West International Airport, this enchanting destination offers an ideal blend of tranquility and… More

From US$ 139 Book Now

Casa Cayo Hueso

609 Caroline Street, Key West, United States View map

At the 2-bedroom Casa Cayo Hueso Villa, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location approximately a 5-minute walk from Key West Historic Seaport. Offering a Jacuzzi,… More

Book Now

The Polynesian House Bylast Key Realty

1415 Alberta Street, Key West, United States View map

Nestled in the Downtown Key West district of Key West, the 5-bedroom The Polynesian House Bylast Key Realty Key West villa is about 20 minutes' walk from Nancy Forrester's Secret Garden and offers a… More

Book Now