Special offers and Exclusive deals

Search Hotels

2026-11-14
2026-11-15
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

Vacation Rentals in Key West

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States View map

During the stay at The Breeze Villa Key West, guests can indulge in windsurfing, snorkelling, and fishing or visit Southernmost Point of the Continental US Monument, located 25 minutes' stroll away. More

Book Now

The Mesa House-Close To Duval!

Simonton Street 220, Key West, United States View map

Situated merely 1.3 km from Southernmost Point of the Continental US Monument, the 3-bedroom The Mesa House-Close To Duval! Key West villa features a patio with views of the city. This Key West… More

From US$ 1393 Book Now

Key West On My Mind

1800 Atlantic Blvd Unit A305, Key West, United States View map

Located only a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West On My Mind Villa features an outdoor swimming pool and can accommodate up to 6 guests. Offering a Jacuzzi and a… More

From US$ 583 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

Matisse Studio The Galleria

1016 Howe Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 13 m² Matisse Studio The Galleria Key West, which is nearly 5 minutes on foot from the Key West Lighthouse and Keeper's Quarters Museum and only 1.4 km… More

From US$ 236 Book Now

Leo'S Lodge

1016 Howe St #7, Key West, United States View map

Along with proximity to Southernmost Point of the Continental US Monument, only a 6-minute walk away, the 1-bedroom Leo'S Lodge Key West offers opportunities for snorkelling and fishing in the area. More

From US$ 392 Book Now

Toon Hall Tropical Village

1400 Alberta St #A, Key West, United States View map

Staying at the 3-bedroom Toon Hall Tropical Village Key West villa, guests can easily reach the arts theater "Red Barn Theatre", located approximately a 25-minute walk away. Guests can enjoy canoeing… More

From US$ 1271 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

Suite Sanctuary By Last Key Realty

1800 Atlantic Blvd #C424, Key West, United States View map

**Experience the Charm of Suite Sanctuary by Last Key Realty in Key West** Nestled in the vibrant heart of Key West, Suite Sanctuary by Last Key Realty offers an inviting escape for travelers seeking… More

From US$ 1420 Book Now

Yellowfin Ledge

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

The 1-bedroom Yellowfin Ledge Key West villa, located merely a 6-minute walk from the historical Key West Lighthouse, can host up to 3 guests. More

From US$ 236 Book Now

Kw335Wk Dancing Palms

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

Located only 6 minutes' walk from the Ernest Hemingway Home and Museum, Dancing Palms Villa Key West offers opportunities for cycling and fishing in the area. More

From US$ 533 Book Now

Turtle Nest Condo - Pool - 2Nd Floor

907 White St 5, Key West, United States View map

More

Book Now

The Mallory Suite At Inn On Fleming Key West!

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

Situated around 5 minutes' walk from the Key West Historic Seaport, 1-bedroom The Mallory Suite At Inn On Fleming Key West! villa entices guests with windsurfing, snorkelling, and fishing in the area. More

From US$ 441 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 located in the very heart of Key West and offers quick access to the US 1 Mile Marker 0, which is just 6 minutes' walk… More

From US$ 565 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 Key West apartment, which is only 1.4 km from the Papa's Pilar Rum Distillery and a mere 10 minutes on… More

From US$ 819 Book Now

The Larks Landing By Last Key Realty

3625 Seaside Drive #402, Key West, United States View map

The Larks Landing By Last Key Realty Key West apartment is located 4.9 km from the downtown commercial zoned Duval Street and 10 minutes by car from the White Street Pier. This apartment is equipped… More

From US$ 747 Book Now

Soul Of Duval By Last Key Realty

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

Offering access to entertainment venues such as the Papa's Pilar Rum Distillery, situated only 1.4 km away, the 2-bedroom Soul Of Duval By Last Key Realty Key West villa can host up to 4 guests. More

From US$ 500 Book Now

Ocean Vista 403E La Brisa

1901 S Roosevelt Blvd, Key West, United States View map

The 108 m² Ocean Vista 403E La Brisa Apartment Key West is located just a 5-minute walk from The Key West Nature Preserve and looks out onto the sea. Offering access to a private swimming pool, this… More

From US$ 376 Book Now

St John - Downtown Waterfront Penthouse Pool Parking Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St John - Downtown Waterfront Penthouse Pool Parking Dock Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2344 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

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

Bahama Gardens - Main House

704 Thomas Street, Key West, United States View map

Welcome to Bahama Gardens - Main House For leisure and convenience, Bahama Gardens - Main House offers a plethora of services, including guided tours and transportation arrangements to nearby… More

From US$ 2304 Book Now

Upper Bayview South

801 Eisenhower Dr. #10, 10, Key West, United States View map

**Discover Coastal Bliss at Upper Bayview South** With complimentary WiFi and private parking available onsite, exploring the captivating attractions around the area becomes effortless. More

From US$ 1763 Book Now

Bonaire Suite

921 Center St #7, Key West, United States View map

Featuring a private pool, the 1-room Bonaire Suite Key West is just 6 minutes' walk from Southernmost Point of the Continental US Monument. The apartment with a patio is located within reach of the… More

From US$ 515 Book Now

Harbor House Penthouse- B

423 Front Street, Key West, United States View map

Located about a 5-minute walk from the bustling plaza "Mallory Square", Harbor House Penthouse- B Villa Key West offers fishing to diversify guests' leisure. More

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

Walking On Sunshine By Last Key Realty

1800 Atlantic Blvd #A406, Key West, United States View map

The 2-room Walking On Sunshine By Last Key Realty Key West apartment is located nearly 5 minutes' walk from The Key West Nature Preserve and overlooks the sea. The Ripley's Believe It or Not is… More

Book Now

Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

Featuring an outdoor swimming pool, the 2-bedroom Botanical Island Delight Villa Key West is located only 5 minutes' walk from The Key West Nature Preserve and is suitable for up to 4 guests. More

From US$ 455 Book Now

Key West Large Waterfront Condo With Boat Slip, Sleeps 8

915 Eisenhower Drive, Key West, United States View map

During the stay at Key West Large Waterfront Condo With Boat Slip, Sleeps 8 villa, guests can indulge in cycling and fishing or visit the vintage parish "Saint Paul's Episcopal Church of Key West"… More

From US$ 383 Book Now

Flaglers Oasis By Avantstay

2209 Flagler Ave Is #B, Key West, United States View map

Guests can enjoy a seaside sea view from a terrace at the welcoming Flaglers Oasis By Avantstay Key West villa, 3 km from the Ripley's Believe It or Not. More

From US$ 181 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m² Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to the US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated 350 metres… More

From US$ 342 Book Now

Kw72A Old Town Garden Villas - Abaco Suite

921 Center St., Key West, United States View map

More

Book Now

Sundial On The Atlantic Ocean View

1800 Atlantic Blvd, Unit C328, Key West, United States View map

**Sundial On The Atlantic Ocean View is an idyllic retreat where luxury meets the vibrant spirit of Key West. Just 5 kilometers from Key West International, this stunning oceanfront haven offers… More

From US$ 561 Book Now

Mango Hideaway Eyebrow House

516 Olivia St Rear, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Mango Hideaway Eyebrow House Apartment Key West, which is a mere 0.8 km from the San Carlos Institute and about 300 metres from the historic Key… More

Book Now

Casita De Catherine By Avantstay

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

Located around 5 minutes' walk from the Key West Butterfly and Nature Conservatory, the 0-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West villa offers quick access to… More

From US$ 446 Book Now

Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States View map

Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa is located around 5 minutes' walk from the Wreckers Sloop Mary and offers guests to relish a patio as well as an outdoor… More

From US$ 776 Book Now

Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States View map

Set in the vibrant heart of Key West, Bayview North One Villa offers an idyllic retreat for travelers seeking comfort and convenience. Just 2 kilometers from the picturesque shores of South Beach and… More

From US$ 1220 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States View map

### Ocean Hideaway On The Atlantic - Your Coastal Retreat Nestled just minutes away from the stunning shores of Smathers Beach, Ocean Hideaway On The Atlantic is a serene and luxurious getaway for… More

From US$ 621 Book Now

Parrotville

606 Truman Ave #12, Key West, United States View map

The spacious Parrotville Key West apartment is located within 500 metres of the historic Saint Mary Star of the Sea Church and a 14-minute walk from the fully accredited Mel Fisher Maritime Heritage… More

Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is located only 1.6 km from the Key West Firehouse Museum and just an 11-minute walk from the US 1 Mile Marker 0. Offering access to a… More

From US$ 400 Book Now

The Margaret Suite

1501 Truman Avenue, Key West, United States View map

The Margaret Suite Key West offers easy access to such tourist sites as the C. B. Harvey Rest Beach Park, located nearly 5 minutes' walk away. Situated 0.7 km from the Key West Firehouse Museum, this… More

From US$ 292 Book Now

Lavender Jungle By Avantstay

104 Southard Street #1, Key West, United States View map

Lavender Jungle By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Harry S. Truman Little White House, situated 8 minutes' walk away. Located just 1.7 km from the Key… More

From US$ 425 Book Now

Welcome Matt'S - Truman @ Duval Unit B

Truman Avenue, Key West, United States View map

Located about 20 minutes' walk from the Fort Zachary Taylor, the 39 m² Welcome Matt'S - Truman @ Duval Unit B Key West apartment is 1.2 km from a top family-friendly place like the Key West Aquarium. More

From US$ 422 Book Now

A Cuban Club Suite Cuban Club

1102 Duval St, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 118 m² A Cuban Club Suite Key West, which is only 1.1 km from the USCGC Ingham Maritime Museum and just 550 metres from the downtown… More

From US$ 678 Book Now

Seas The Breeze, Poolside Condo Near The Beach

3625 Seaside Drive 25105, Key West, United States View map

More

From US$ 1246 Book Now

Casa De Cuba

518 Virginia Street, Key West, United States View map

Situated about 5 minutes' walk from the Ernest Hemingway Home and Museum, the 3-bedroom Casa De Cuba Villa Key West entices guests with windsurfing, snorkelling, and canoeing in the area. More

Book Now

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States View map

Offering a Jacuzzi, Crawl To Duval W/ Hot Tub Villa Key West is situated just 150 m from the Higgs Beach Dog Park and can accommodate 6 people. Featuring free private parking on site, this 2-bedroom… More

From US$ 1642 Book Now

Parking Pool & Dock - Shellstone House

16 Andrea Lane, Key West, United States View map

Featuring a private swimming pool, the 8-bedroom Parking Pool & Dock - Shellstone House Villa Key West is suitable for up to 18 people and is located around 25 minutes' walk from the Key West Golf… More

From US$ 4425 Book Now

Tropical Heron Hideaway With Hot Tub, Pool

907 White St 4, Key West, United States View map

Located nearly a 25-minute walk from the Key West First Legal Rum Distillery, the 58 m² Heron Hideaway Key West apartment is 2.3 km from a top family-friendly place like the Key West Aquarium. More

From US$ 608 Book Now

Key West'S Best

1800 Atlantic Blvd, Unit C326, Key West, United States View map

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa invites guests to enjoy a Jacuzzi and a sauna. The holiday home features opportunities for snorkelling… More

From US$ 644 Book Now