Special offers and Exclusive deals

Search Hotels

2026-11-09
2026-11-10
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Holiday Homes in Key West

Kw255Flr Louisa

522 Louisa St (Lower Level), Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just 0.6 km away, the 1-bedroom Kw255Flr Louisa Villa Key West offers opportunities for snorkelling, diving, and fisheries in the area. More

Book Now

A Fish Bowl Too

620 Thomas Street #157, Key West, United States Show map

A Fish Bowl Too Villa Key West is located a 16-minute walk from Fort Zachary Taylor and provides snorkelling and fisheries for active guests. Located in the vicinity of the performing arts theater… More

Book Now

Blanco Luxury Villa

129 Simonton St, Key West, United States Show map

Overlooking the city, Blanco Luxury Villa Key West enjoys a prime setting 5 minutes' walk from Vandenberg Wreck. Located 2.1 km from the even Southernmost Point, the 4-bedroom villa provides Wi-Fi… More

Book Now

Southernmost Sanctuary All

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

The 6-bedroom Southernmost Sanctuary All Key West villa hosts up to 24 guests and provides proximity to the even Southernmost Point, situated only 5 minutes' stroll away. More

From US$ 6938 Book Now

The Ospreys Nest By Last Key Realty

3625 Seaside Drive #411, Key West, United States Show map

Situated about a 5-minute ride from Key West Tropical Forest and Botanical Garden, the 2-bedroom The Ospreys Nest By Last Key Realty Key West villa includes a swimming pool, as well as a hot tub to… More

From US$ 719 Book Now

Royal Palm Studio At Travelers Palm Inn Key West

815 Catherine St., Key West, United States Show map

Situated a mere 9 minutes' walk from the very unusual Key West Cemetery, the 1-bedroom Royal Palm Studio At Travelers Palm Inn Key West villa is ideal for up to 2 guests. This accommodation features… More

From US$ 390 Book Now

Isle Be Back

620 Thomas Street, #281, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Isle Be Back Villa Key West is located nearly a 5-minute walk from The Ernest Hemingway Home and Museum and is ideal for up to 4 guests. Located… More

Book Now

Kw370Flr Paradise On Packer

914 Packer St, Key West, United States Show map

The 2-bedroom Kw370Flr Paradise On Packer Key West villa is located only 1.3 km from Mile Marker 0 Store and allows guests to enjoy windsurfing, snorkelling, and diving. The property can accommodate… More

Book Now

Paradise Found

Blackbeard Lane, Key West, United States Show map

Situated about 3 km from Veterans Memorial Park, the 3-bedroom Paradise Found Key West villa entices guests to explore various tourist attractions in the area. The holiday home hosts up to 6 guests… More

Book Now

Three Duval Street Suites W Parking And Pool

824 Duval Street, Key West, United States Show map

Located around 5 minutes' walk from the downtown commercial zoned Duval Street, the 3-bedroom Three Duval Street Suites W Parking And Pool Key West villa offers a swimming pool for guests to relax by… More

From US$ 2562 Book Now

Oceanfront Oasis By Last Key Realty

22 Allamanda Terrace, Key West, United States Show map

Offering a Jacuzzi for a relaxing experience, Oceanfront Oasis By Last Key Realty Key West villa is located a 25-minute walk from the newly developed Stock Island Marina Village. Providing guests… More

Book Now

Summer Solstice By Last Key Realty

522-524 Dupont Lane, Key West, United States Show map

Located just a 6-minute walk from Southernmost Point of the Continental US Monument, the 9-bedroom Summer Solstice By Last Key Realty Key West villa boasts a heated pool and can accommodate up to 22.… More

Book Now

Casa Del Sol

716 Elizabeth St, Key West, United States Show map

Situated just 6 minutes' stroll from the even Southernmost Point, Casa Del Sol Villa Key West offers quick access to numerous city landmarks nearby. More

Book Now

Key Lime Cottage

1311 Catherine Street, Key West, United States Show map

Located merely a 9-minute walk from Fleming Street, Key Lime Cottage Key West is suitable for 4 guests and provides a swimming pool to relax in. This 2-bedroom holiday home features opportunities for… More

Book Now

Coconut Cabana

523 Louisa Street, Key West, United States Show map

Along with proximity to Southernmost Point of the Continental US Monument, just 500 metres away, the 3-bedroom Coconut Cabana Key West offers opportunities for windsurfing, snorkelling, and canyoning… More

Book Now

A Sunset And Harbour View

115 Front Street #204, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom A Sunset And Harbour View Villa Key West is located merely 6 minutes' walk from Key West Shipwreck Treasure Museum and is suitable for up to 6 guests… More

Book Now

A Bird'S Eye View

102-7 Southard Street, Key West, United States Show map

The 2-bedroom A Bird'S Eye View Villa Key West entices guests to enjoy snorkelling and fisheries and offers proximity to The Ernest Hemingway Home and Museum, located just 9 minutes' stroll away. More

Book Now

Carysfort Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Situated around 5 minutes on foot from The Ernest Hemingway Home and Museum, the 2-bedroom Carysfort Reef Light Suite Key West villa is suitable for 6 guests and provides a swimming pool to relax in.… More

Book Now

Grinnell Street Getaway

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

Located a mere 6 minutes on foot from The Studios of Key West Cultural Association, Grinnell Street Getaway Key West villa gives easy access to various tourist attractions in the area. More

From US$ 270 Book Now

Island Time

202-6 Southard Street, Key West, United States Show map

Situated a mere 8 minutes' stroll from the Harry S. Truman Little White House, the 2-bedroom Island Time Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. More

Book Now

Coastal Loving By Last Key Realty

1011 Eaton Street, Key West, United States Show map

The 4-bedroom Coastal Loving By Last Key Realty Key West villa is located only 0.8 km from US 1 Mile Marker 0, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, the… More

Book Now

Sublime Sunsets

107 Front St #214, Key West, United States Show map

During the stay at Sublime Sunsets Villa Key West, guests can indulge in snorkelling and fisheries or visit Key West Butterfly and Nature Conservatory, located a 25-minute walk away. Offering a… More

Book Now

Mccartneys Manor K Suite Private Spa 2 Heated Pools

918 Center Street, Key West, United States Show map

Situated just 5 minutes' walk from the downtown commercial zoned Duval Street, Mccartneys Manor K Suite Private Spa 2 Heated Pools Key West villa offers a Jacuzzi and can accommodate up to 2 guests. More

Book Now

Sunset North

801 Eisenhower Dr. #3, 3, Key West, United States Show map

Featuring an outdoor swimming pool as well as views of the city, Sunset North Villa Key West offers a prime location 9 minutes' walk from Fleming Street. Guests of the 4-bedroom holiday home, located… More

From US$ 1501 Book Now

Upper Sunset South

801 Eisenhower Dr. #9, 9, Key West, United States Show map

During the stay at Upper Sunset South Villa Key West, guests can indulge in snorkelling and fisheries or visit Key West First Legal Rum Distillery, located 25 minutes' walk away. Located 1.8 km from… More

From US$ 951 Book Now

The Joyrise House At Solaire Lunara Bay

12 Andrea Lane, Key West, United States Show map

The 6-bedroom The Joyrise House At Solaire Lunara Bay Key West villa is located nearly a 25-minute walk from Key West Golf Club and provides fisheries for active guests. The property boasts a patio… More

From US$ 11367 Book Now

Afternoon Delight

401 Emma Street Apt F, Key West, United States Show map

During the stay at Afternoon Delight Villa Key West, guests can indulge in snorkelling and fisheries or visit Fort Zachary Taylor, located a 15-minute walk away. Offering private parking as well as… More

Book Now

Island Breezes Weekly Rental

620 Thomas Street #271, Key West, United States Show map

Located just a 6-minute walk from the downtown commercial zoned Duval Street, the 2-bedroom Island Breezes Weekly Rental Key West villa features a heated pool and can accommodate up to 4 guests. More

Book Now

Kw49C Papa

309 Louisa St. #3, Key West, United States Show map

Situated in the Downtown Key West district of Key West, nearly 25 minutes' walk from C. B. Harvey Rest Beach Park, the 1-bedroom Kw49C Papa'S Hideaway #3 - For Whom The Bell Tolls Villa Key West… More

Book Now

A Palm Tree Haven

118 Admirals Lane, Key West, United States Show map

The 4-bedroom A Palm Tree Haven Villa Key West is located 19 minutes' walk from the very unusual Key West Cemetery and provides snorkelling and fisheries for active guests. This 3-bathroom villa… More

Book Now

Shipyard Poolside

106-9 Southard Street, Key West, United States Show map

The 1-bedroom Shipyard Poolside Villa Key West hosts up to 2 guests and provides proximity to the natural history museum "Florida Keys Eco-Discovery Center", situated a mere 400 metres away. This Key… More

Book Now

Middle Sunset

801 Eisenhower Dr. #2, 2, Key West, United States Show map

Located just 1.6 km from Nancy Forrester's Secret Garden, the 3-bedroom Middle Sunset Villa Key West has an outdoor swimming pool and is ideal for up to 6 guests. Along with an ATM machine and a lift… More

Book Now

Kw49A Papa

309 Louisa St #1, Key West, United States Show map

Situated in the Downtown Key West district of Key West, only 1.4 km from USCGC Ingham Maritime Museum, the 1-bedroom Kw49A Papa Villa Key West comes with a swimming pool for guests to unwind. More

Book Now

An Ocean Serenity

109 Front Street #211, Key West, United States Show map

Situated just a 9-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 2-bedroom An Ocean Serenity Key West villa offers guests to relax by an outdoor swimming pool. More

Book Now

The Admirals Estate By Last Key Realty

324 Whitehead Street, Key West, United States Show map

Offering a heated pool, the 4-bedroom The Admirals Estate By Last Key Realty Key West villa is situated a mere 8 minutes' walk from US 1 Mile Marker 0 and can accommodate up to 8 guests. Located a… More

Book Now

Tranquility On Ann Street

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

Situated in the Duval district of Key West, within 25 minutes' walk of the even Southernmost Point, the 1-bedroom Tranquility On Ann Street Villa Key West comes with a heated pool for guests to… More

From US$ 931 Book Now

Walkable Home W/ Deck, Office & More In Key West

1121 Watson St Unit 1, Key West, United States Show map

Located approximately 25 minutes' walk from Key West First Legal Rum Distillery, the 1-bedroom Walkable Home W/ Deck, Office & More In Key West has an outdoor swimming pool and is ideal for up to 4… More

Book Now

Valhalla - Southernmost Oasis

641 United St, Key West, United States Show map

Situated just a 6-minute stroll from Key West Butterfly and Nature Conservatory, the 2-bedroom Valhalla - Southernmost Oasis Key West villa is suitable for 4 guests and provides a swimming pool to… More

Book Now

Sago Palm

536 Porter Lane, Key West, United States Show map

Located a mere 10 minutes' walk from the downtown commercial zoned Duval Street, Sago Palm Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located in the vicinity… More

Book Now

Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 20

700 Thomas Street, Key West, United States Show map

Located merely 500 metres from the even Southernmost Point, the 8-bedroom Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 20 provides a heated pool, a Jacuzzi for a more relaxing… More

From US$ 4655 Book Now

Byrd Nest By Avantstay

831 Georgia St, Key West, United States Show map

Located within 5 minutes' walk of Wreckers Sloop Mary, Byrd Nest By Avantstay Key West villa offers quick access to various city attractions in the vicinity. More

Book Now

Walk To Southernmost Point! Conch Cottage W/ Patio

205 Julia St, Key West, United States Show map

Offering a terrace and a dining table to ensure a memorable stay, the 3-bedroom Walk To Southernmost Point! Conch Cottage W/ Patio Key West is located a mere 9 minutes' stroll from Southernmost Point… More

Book Now

Villa Bahama By Last Key Realty

101 Front Street #11, Key West, United States Show map

Located 9 minutes' walk from Mile Marker 0 Store, Villa Bahama By Last Key Realty Key West is suitable for 6 guests and provides a swimming pool to relax in. Located 2.3 km from Key West Garden Club,… More

Book Now

Casa Cayo Hueso

609 Caroline Street, Key West, United States Show map

Situated 18 minutes' walk from The Ernest Hemingway Home and Museum, Casa Cayo Hueso Villa entices guests to explore various tourist attractions in the area. More

Book Now

Conch Get Enough

546 Porter Lane, Key West, United States Show map

Situated only a 9-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch Get Enough Villa Key West is ideal for up to 4 guests. This holiday home features opportunities for… More

Book Now

All Together Now By Last Key Realty

522-524-526 Dupont Lane, Key West, United States Show map

Staying at the 13-bedroom All Together Now By Last Key Realty Key West villa, guests can visit the Harry S. Truman Little White House, which is just 1.2 km away. Offering parking as well as Wi-Fi… More

From US$ 6883 Book Now

Kw143Flr Olivia Street Retreat

630 Olivia Street, Key West, United States Show map

The 1-bedroom Kw143Flr Olivia Street Retreat Villa Key West offers quick access to such city attractions as the 19 - acre Key West Cemetery, located just a 6-minute walk away. Offering a prime… More

Book Now

Brand New Build Larkshine House - Pool

Mangrove Lane 9, Key West, United States Show map

Featuring an outdoor swimming pool, the 8-bedroom Brand New Build Larkshine House - Pool Villa Key West is suitable for up to 18 people and is located about 15 minutes' walk from Key West Tropical… More

From US$ 11581 Book Now

New Waterfront Home - Dreamside House

10 Key Haven Terrace, Key West, United States Show map

The 8-bedroom New Waterfront Home - Dreamside House Key West is located about 25 minutes' walk from Key West Golf Club and provides fisheries for active guests. This property boasts a patio and a… More

From US$ 9785 Book Now

Maison Tropicale By Last Key Realty

510 Frances Street, Key West, United States Show map

Maison Tropicale By Last Key Realty Key West enjoys a prime location, a 12-minute walk from the bustling plaza "Mallory Square", and offers guests to unwind in a Jacuzzi. Offering parking as well as… More

From US$ 367 Book Now