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2026-06-29
2026-06-30
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Key West holiday rentals

A Palm Tree Haven

118 Admirals Lane, Key West, United States View map

At the 4-bedroom A Palm Tree Haven Villa Key West, guests can enjoy snorkelling and fishing as well as a location a mere 8 minutes' walk from the Ripley's Believe It or Not. More

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Alligator Reef Lighthouse Suite

419 Truman Avenue, Key West, United States View map

Alligator Reef Lighthouse Suite Key West villa offers proximity to such city sites as Southernmost Point of the Continental US Monument, located only a 6-minute walk away. More

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Garden Of Roses - Monthly Rental

Key West, Key West, United States View map

Staying at the 3-bedroom Garden Of Roses - Monthly Rental Key West villa, guests can easily reach the bustling plaza "Mallory Square", located 18 minutes' walk away. Guests can enjoy snorkelling and… More

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Duval Street Fantasy Resort Villa

Key West, United States View map

Duval Street Fantasy Resort Villa Key West offers quick access to such city attractions as the Ernest Hemingway Home and Museum, located merely a 5-minute walk away. More

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Cabana At The Golf Club - Monthly Rental

Key West, Key West, United States View map

Situated about a 25-minute walk from Safe Harbor, the 2-bedroom Cabana At The Golf Club - Monthly Rental Key West entices guests to explore various tourist attractions in the area. More

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Sun, Sea, And Sky

202-5 Southard Street, Key West, United States View map

Situated only 7 minutes' walk from the downtown commercial zoned Duval Street, the 1-bedroom Sun, Sea, And Sky Villa Key West entices guests with snorkelling and fishing in the area. More

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Away From It All

620 Thomas St., #283, Key West, United States View map

Located just 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Away From It All Key West villa offers quick access to various city attractions in the vicinity. More

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Midnight Cowboy By Avantstay

709 Bakers Lane, Key West, United States View map

The 4-bedroom Midnight Cowboy By Avantstay 3 Artistic Spaces Key West villa is located nearly a 5-minute walk from Nancy Forrester's Secret Garden and features a swimming pool and a patio for a… More

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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 the vintage parish "Saint Paul's Episcopal Church of Key… More

From US$ 931 Book Now

Villa Bahama By Last Key Realty

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

Villa Bahama By Last Key Realty Key West, located only 5 minutes' walk from the Front Street, can host up to 6 guests. More

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Sublime Sunsets

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

Located only a 9-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 4-bedroom Sublime Sunsets Villa Key West features a swimming pool and can accommodate up to 8… More

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A Beachy View

620 Thomas St #186, Key West, United States View map

The 2-bedroom A Beachy View Key West villa is located just 1.1 km from the waterfront Mallory Square and welcomes its guests to enjoy snorkelling and fishing. More

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Southernmost Bliss By Last Key Realty

518 Frances Street, Key West, United States View map

Southernmost Bliss By Last Key Realty Key West villa, located 500 metres from the Papa's Pilar Rum Distillery, can host up to 9 guests. More

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Fontana At Azul Mansion Key West

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

Up to 2 guests can stay at the 1-bedroom Fontana At Azul Mansion Key West Villa and enjoy the Minor Saint Mary Star of the Sea Basilica, located nearly a 5-minute walk away. The accommodation… More

From US$ 221 Book Now

Angelfish Reef By Last Key Realty

101 Front Street #8, Key West, United States View map

**Welcome to Angelfish Reef, an exquisite escape nestled in the heart of Key West, where luxury meets coastal charm. This stylish retreat boasts a breathtaking waterfront setting, perfect for… More

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Shang Ri La By Last Key Realty

1800 Atlantic Blvd #A306, Key West, United States View map

Located just 5 minutes' walk from the Higgs Beach Dog Park, Shang Ri La By Last Key Realty Key West villa invites guests to enjoy a Jacuzzi. More

From US$ 466 Book Now

Saltwater Angler

115 Front Street #203, Key West, United States View map

At the 2-bedroom Saltwater Angler Villa Key West, guests can enjoy snorkelling and fishing as well as a location within easy reach of the Harry S. Truman Little White House. More

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Dos Casitas By Last Key Realty

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

During the stay at Dos Casitas By Last Key Realty Key West villa, guests can indulge in a Jacuzzi or visit the Higgs Beach, located a 20-minute walk away. More

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Foster'S Folly

Snapper Lane, Key West, United States View map

Located 950 m from the National Key Deer Refuge, the 3-bedroom Foster'S Folly Villa Key West has a swimming pool and is ideal for up to 6 guests. More

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Jasmine Jule By Last Key Realty

108 Admirals Lane, Key West, United States View map

Jasmine Jule By Last Key Realty Key West villa accommodates up to 6 guests and offers proximity to the Key West Aquarium, located around 5 minutes' walk away. More

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Perfect Harmony By Last Key Realty

1200 Florida Street, Key West, United States View map

Situated merely a 5-minute stroll from Glad Tidings Community Church, Perfect Harmony By Last Key Realty Key West villa offers easy access to numerous tourist spots in the area. More

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Pineapple Cottage

1118 Varela Street, Key West, United States View map

At the 2-bedroom Pineapple Cottage Key West, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location merely 7 minutes' walk from the Key West Firehouse Museum. This property… More

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A Wave From It All

504 Porter Lane, Key West, United States View map

Situated just 9 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom A Wave From It All Key West villa ensures a great leisure experience by offering snorkelling and fishing… More

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Amberjack

253 Southard Street, Key West, United States View map

Offering a location a mere 1.5 km from the Key West Butterfly and Nature Conservatory, the 2-bedroom Amberjack Villa Key West gives access to various tourist spots in the area. More

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Cozy Key West Beach Cottage: Walk To Beaches!

2623 Flagler Ave, Key West, United States View map

The welcoming Cozy Key West Beach Cottage: Walk To Beaches! offers easy access to such tourist spots as Grace Lutheran Church, located nearly a 5-minute walk away. Providing guests with Wi-Fi and a… More

From US$ 589 Book Now

Scarlet At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

Up to 2 guests can stay at Scarlet At Scarlet Mango Inn Key West villa and enjoy the San Carlos Institute, located 5 minutes' walk away. The 1-bedroom holiday home features opportunities for… More

From US$ 785 Book Now

Old Town Home W/Pool & Park. 5 Min To Duval/Beach

1025 Catherine Street, Key West, United States View map

Staying at Old Town Home W/Pool & Park. 5 Min To Duval/Beach Key West, guests can easily reach the Smathers Beach, located approximately a 20-minute walk away. More

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Aqua Breeze

105 Front Street #219, Key West, United States View map

Featuring a swimming pool, the 2-bedroom Aqua Breeze Villa Key West is located approximately 5 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum and is suitable for up to 5… More

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Heron House - Monthly Rental

12 Bamboo Terrace, Key West, United States View map

Heron House - Monthly Rental Key West villa provides easy access to various city attractions, such as the Key Haven, situated 5 minutes' walk away. More

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Claro At Azul Mansion Key West

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

The 1-bedroom Claro At Azul Mansion Key West Villa is located around a 15-minute walk from the South Beach and provides windsurfing, snorkelling, and fishing for active guests. More

From US$ 410 Book Now

Sugar Palm Studio At Travelers Palm Inn Key West

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

Up to 2 guests can stay at the 1-bedroom Sugar Palm Studio At Travelers Palm Inn Key West villa and enjoy Saint Mary Star of the Sea Basilica, located approximately a 5-minute walk away. The property… More

From US$ 567 Book Now

Blue Horizon Hideaway

3029 North Roosevelt Blvd 30, Key West, United States View map

The 2-bedroom Blue Horizon Hideaway Villa Key West, located merely a 6-minute walk from Dive Key West, can host up to 6 guests. More

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Key West Caribbean Cottage - On Duval St W Private Pool

Key West, United States View map

Staying at Key West Caribbean Cottage - On Duval St W Private Pool, guests can easily reach the C. B. Harvey Rest Beach Park, located approximately 25 minutes' walk away. More

From US$ 775 Book Now

Alhambra

620 Thomas Street #170, Key West, United States View map

Featuring a swimming pool, Alhambra Villa Key West is suitable for up to 4 people and is located a 15-minute walk from Southernmost Point of the Continental US Monument. More

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A Bella Capri

1423 Patricia Street, Key West, United States View map

Situated nearly a 25-minute walk from the 19 - acre Key West Cemetery, A Bella Capri Villa Key West provides access to numerous tourist attractions in the area. More

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Soul Of The South By Last Key Realty

623 Grinnell Street, Key West, United States View map

Located just a 5-minute stroll from the Key West Express, Soul Of The South By Last Key Realty Villa Key West gives easy access to various tourist attractions in the area. More

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Golden Nugget At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

The 1-bedroom Golden Nugget At Scarlet Mango Inn Key West villa offers quick access to such city attractions as the San Carlos Institute, located approximately a 5-minute walk away. The holiday home… More

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Driftwood Dreams By Last Key Realty

1800 Atlantic Blvd #C323, Key West, United States View map

Featuring a Jacuzzi, Driftwood Dreams By Last Key Realty Key West villa is located about 5 minutes' walk from the Higgs Beach Dog Park and can host up to 6 guests. More

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Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Key West, United States View map

The 5-bedroom Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub Villa Key West accommodates up to 16 guests and offers proximity to the South Beach, located only 9 minutes' walk away. More

From US$ 1984 Book Now

Sugarpoppy Cottage By Last Key Realty

412 Louisa Street, Key West, United States View map

Offering a location about a 15-minute walk from Front Street, the 2-bedroom Sugarpoppy Cottage By Last Key Realty Key West gives access to various tourist spots in the area. More

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Luxury 4Bdr/4Ba Penthouse

Front Street, Key West, United States View map

Located about 25 minutes' walk from the Southernmost Point, the 4-bedroom Luxury 4Bdr/4Ba Penthouse Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 2431 Book Now

Royal Poinciana Weekly Rental!

620 Thomas Street #292, Key West, United States View map

During the stay at Royal Poinciana Weekly Rental! Key West villa, guests can indulge in snorkelling and fishing or visit the waterfront Mallory Square, located a 14-minute walk away. More

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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

Colors Of The Keys By Last Key

101 Front Street #19, Key West, United States View map

Located within 5 minutes' walk of the Front Street, Colors Of The Keys By Last Key Key West villa gives easy access to various tourist attractions in the area. More

From US$ 663 Book Now

Lazy Gecko By Avantstay

817 Eaton Street #2, Key West, United States View map

The welcoming Lazy Gecko By Avantstay Key West villa offers swift access to various city sites, such as the Grinnell Caroline Street, situated about a 5-minute walk away. More

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Blue Herons Cove By Last Key Realty

406 Porter Court, Key West, United States View map

**Experience the charm of Key West at Blue Herons Cove by Last Key Realty**. Nestled in an idyllic location, this haven offers stunning views and a warm, welcoming atmosphere. Just 10 km from Key… More

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Bungalows Beach Key West - Azucar

15760 Old State Road 4A, Key West, United States View map

The beachfront Bungalows Beach Key West - Azucar offers proximity to nearby tourist spots, such as Sugarloaf Key, situated 25 minutes' walk away. More

From US$ 1579 Book Now

Seascape

620 Thomas Street #159, Key West, United States View map

The 2-bedroom Seascape Villa Key West hosts up to 4 guests and provides proximity to the Ernest Hemingway Home and Museum, situated merely 0.6 km away. More

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Windsor Cottage - Quaint Old Town Home

Windsor Lane 703, Key West, United States View map

Offering a location 17 minutes' walk from the even Southernmost Point, Windsor Cottage - Quaint Old Town Home Key West gives access to various tourist spots in the area. More

From US$ 418 Book Now

Tropical Oasis, Huge Pool In Old Town Sleeps 12+

1310 Catherine Street, Key West, United States View map

Nestled just 1 km from the Key West Firehouse Museum, Tropical Oasis, Huge Pool In Old Town Sleeps 12+ Villa Key West features a heated pool along with a pool bar and towels to help guests unwind. More

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