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2026-05-13
2026-05-14
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Key West holiday rentals

Porter Paradise

417 Porter Court, Key West, United States View map

Situated only 5 minutes' walk from Mile Marker 0 Store, Porter Paradise Key West villa entices guests with snorkelling and fishing in the area. More

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A Sunset Celebration

95 Golf Club Drive, Key West, United States View map

A Sunset Celebration Villa Stock Island is located approximately 5 minutes' walk from the Key Haven, giving access to various tourist spots nearby. More

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Olivia'S Landing

828 White Street #2, Key West, United States View map

Located just 1.7 km from the historical Key West Lighthouse, Olivia'S Landing Villa Key West gives access to various tourist sites in the vicinity. More

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Mermaid Cove

1219 Duval Street, Key West, United States View map

**Discovering the Allure of Mermaid Cove Villa Key West** Positioned ideally in the lively aspect of Duval, the villa places you mere steps away from the island's premier attractions, shops, and… More

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Casa Blanca

1112 Watson Street, Key West, United States View map

The 3-bedroom Casa Blanca Villa Key West is located about a 25-minute walk from Mallory Square and provides windsurfing, snorkelling, and canoeing for active guests. More

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A Fish Bowl Too

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

A Fish Bowl Too Villa Key West is located around a 15-minute walk from Southernmost Point of the Continental US Monument and provides snorkelling and fishing for active guests. More

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Diamond Girl By Last Key Realty

62 Front Street, Key West, United States View map

Offering a location only 1.9 km from Key West Lighthouse, Diamond Girl By Last Key Realty Key West villa gives access to various tourist spots in the area. More

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The Zesty Lime By Last Key Realty

421 Simonton Street, Key West, United States View map

The Zesty Lime By Last Key Realty Key West villa is located just 1.8 km from USCGC Ingham Maritime Museum and provides a private swimming pool, ensuring a relaxing stay. More

From US$ 2356 Book Now

Star Of The Seaport By Last Key Realty

621 Caroline Street, Key West, United States View map

Star Of The Seaport By Last Key Realty Key West villa is located 2 km from Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

From US$ 2893 Book Now

Driftwood Dreams By Last Key Realty

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

Located around 25 minutes' walk from the even Southernmost Point, the 2-bedroom Driftwood Dreams By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

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The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Key West, United States View map

Located nearly a 20-minute walk from Bayview Park, the 8-bedroom The Ibis & The Crane By Last Key Realty Key West villa provides access to various tourist attractions in the vicinity. More

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Atlantic Paradise Escape

1800 Atlantic Blvd, Unit C322, Key West, United States View map

Located just 0.8 km from the Higgs Beach Dog Park, the 2-bedroom Atlantic Paradise Escape Key West villa provides a swimming pool, a sauna for additional comfort. Staying at the property, a few… More

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Heron House - Luxury Waterfront Home

Bamboo Terrace 12, Key West, United States View map

Situated only 5 minutes' stroll from Key Haven, Heron House - Luxury Waterfront Home Key West offers quick access to numerous city landmarks nearby. More

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Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Key West, United States View map

Nestled in the heart of Key West, the Bayview South 801 Eisenhower Dr. #6 Villa offers an idyllic retreat for those seeking both relaxation and adventure. This coastal chic sanctuary boasts… More

From US$ 1670 Book Now

Mango Cottage

1019 Varela St, Key West, United States View map

Located nearly a 5-minute walk from The Unitarian Universalist Fellowship of Key West, the 2-bedroom Mango Cottage Key West offers quick access to various city attractions in the vicinity. This… More

From US$ 650 Book Now

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

Southernmost Retreat

1124 Duval Street, Key West, United States View map

Welcome to the Southernmost Retreat, a luxurious haven nestled in the vibrant heart of Duval Street. This exquisite retreat captures the essence of Key West's charm, blending chic decor with a… More

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Brand New Build Larkshine House - Pool

Mangrove Lane 9, Key West, United States View map

With its prime location, just a short drive from the lively streets and beautiful beaches of Key West, Larkshine House is the ideal base for exploring all that this enchanting destination has to… More

From US$ 2514 Book Now

Road'S End - Old Town Garden Villas

921 Center Street #2, Key West, United States View map

Road'S End - Old Town Garden Villas Key West is located about a 10-minute walk from the Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

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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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Sugar Palm Studio At Travelers Palm Inn Key West

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

Sugar Palm Studio At Travelers Palm Inn Key West villa is located only 1.6 km from the West Martello Tower and welcomes its guests to enjoy windsurfing, snorkelling, and fishing. More

From US$ 567 Book Now

Blue Gem

5 Sapphire Dr, Key West, United States View map

Located approximately 10 minutes' walk from the Big Coppitt Key, the 3-bedroom Blue Gem-Waterfront W/Dock Villa Key West gives easy access to various tourist attractions in the area. More

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Elegant Escape By Last Key Realty

500 Emma Street, Key West, United States View map

**Welcome to the Elegant Escape By Last Key Realty, where luxury meets natural beauty in vibrant Key West.** Nestled just 10 km from Key West International Airport, this remarkable destination offers… More

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Conch Easy Livin'

617 Simonton Street, Key West, United States View map

Situated about a 5-minute stroll from the Vandenberg Wreck, the 3-bedroom Conch Easy Livin' Villa Key West offers quick access to numerous city landmarks nearby. More

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The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Turk Suite 404 is 4.8 km from the even Southernmost Point, while Sheriff s Animal Farm is approximately 20 minutes' walk away. The Key West villa has a kitchen provided with… More

From US$ 295 Book Now

Key Lime Cottage

1311 Catherine Street, Key West, United States View map

Located approximately a 5-minute walk from The Unitarian Universalist Fellowship of Key West, the 3-bedroom Key Lime Cottage Key West gives easy access to various tourist attractions in the area. The… More

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Coconut Cabana

523 Louisa Street, Key West, United States View map

Featuring a private swimming pool for guests' enjoyment, Coconut Cabana Key West is nestled in the centre of Key West, 13 minutes' walk from the secluded pocket Dog Beach. More

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Tropical Village

708 South St & 1400 Alberta St, Key West, United States View map

Tropical Village Key West villa is located 16 minutes' walk from Key West Cemetery and provides windsurfing, snorkelling, and canoeing for active guests. More

From US$ 2632 Book Now

Afternoon Delight

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

Staying at Afternoon Delight Villa Key West, guests can easily reach Southernmost Point of the Continental US Monument, located 18 minutes' walk away. More

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Tarpon Canal

Mariposa Road, Key West, United States View map

Situated around 7 km from the American Shoal Lighthouse, the 2-bedroom Tarpon Canal Key West villa provides access to numerous tourist attractions in the area. More

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Lighthouse Villa By Avantstay

921 Whitehead Street, Key West, United States View map

The 3-bedroom Lighthouse Villa By Avantstay Walk To Southernmost Point W Private Pool Patio Month Long Stays Key West is located a mere 650 metres from the Key West Butterfly and Nature Conservatory… More

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Saltwater Angler

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

Saltwater Angler Villa Key West provides easy access to various city attractions, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated nearly a 5-minute walk away. More

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Azure Vista Penthouse

401 Emma Street H, Key West, United States View map

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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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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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The Enchanted Rose By Last Key Realty

1613 Rose Street, Key West, United States View map

Situated approximately 5 minutes' walk from The Key West Nature Preserve, the 2-bedroom The Enchanted Rose By Last Key Realty Key West villa offers easy access to numerous tourist spots in the area. More

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Old Town Key West Hot Tub Duval 4 Blocks

901 Eaton Street, Key West, United States View map

Old Town Key West Hot Tub Duval 4 Blocks villa offers swift access to various city sites, such as the Papa's Pilar Rum Distillery, situated just 6 minutes' walk away. More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, Lighthouse Suites Collection Key West villa is nestled in the very heart of Key West, just 1.8 km from the Bayview Park. More

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The Duke And The Duchess By Last Key Realty

512 Catherine Street #1 & #2, Key West, United States View map

**Experience the Elegance at The Duke And The Duchess By Last Key Realty** More

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Key Lime Hideaway

1108 Truman Avenue, Key West, United States View map

The 2-bedroom Key Lime Hideaway Villa Key West offers quick access to such city attractions as Wreckers Sloop Mary, located about a 5-minute walk away. More

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Key West Conch

707 Simonton Street, Key West, United States View map

**Welcome to Key West Conch Villa**, a luxurious oasis nestled in the vibrant heart of Duval Street. This exquisite retreat is designed to provide guests with an unforgettable escape, seamlessly… More

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Seagull Suite - Southernmost Sanctuary

Simonton Street, Key West, United States View map

Situated just a 5-minute walk from Southernmost Point, Seagull Suite - Southernmost Sanctuary Key West villa entices guests to explore various tourist attractions in the area. More

From US$ 461 Book Now

Villa Olivietta By Last Key Realty

803 Olivia Street, Key West, United States View map

The 4-bedroom Villa Olivietta By Last Key Realty Key West offers proximity to such city sites as Key West Cemetery, located just 5 minutes' walk away. More

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Papa'S Casita

405 Olivia Street, Key West, United States View map

Papa'S Casita Villa Key West offers swift access to various city sites, such as the Ernest Hemingway Home and Museum, situated nearly 5 minutes' walk away. More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States View map

Located in the Downtown Key West district, within 200 metres of The Ernest Hemingway Home and Museum, The Lighthouse Penthouse Suite Key West villa offers sea views. More

From US$ 1303 Book Now

Sunset Dalite

109 Front Street #212, Key West, United States View map

Sunset Dalite Villa Key West offers swift access to various city sites, such as the Harry S. Truman Little White House, situated only 50 metres away. More

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Truman

Key West, United States View map

Truman Key West is an idyllic retreat that captures the essence of laid-back island living. Nestled in the heart of Duval, this charming studio destination is only a short stroll from the vibrant… More

From US$ 227 Book Now

Angelas Eclectic Gallery By Last Key Realty

1017 Angela Street, Key West, United States View map

Angelas Eclectic Gallery By Last Key Realty Key West villa provides an opportunity to stay a 5-minute walk from The Unitarian Universalist Fellowship of Key West and offers a Jacuzzi, perfect for… More

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Forever Young

115 Front Street, #202, Key West, United States View map

Situated only 6 minutes' stroll from the US 1 Mile Marker 0, Forever Young Key West villa offers quick access to numerous city landmarks nearby. More

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Meyers Island Oasis On Atlantic

1800 Atlantic Blvd #B316, Key West, United States View map

Situated only 1.1 km from Higgs Beach in Key West, the 2-bedroom Meyers Island Oasis On Atlantic Villa stands close to Fort Zachary Taylor Historic State Park. An equipped kitchenette area with a… More

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