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Villas to rent in Key West, FL

Search among 379 available villas in Key West from 50+ providers

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1-100 out of 379
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TrumanVilla
4 adults
2 bedrooms
2 beds
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1.8 km from City Centre100 m from Ernest Hemingway House
Situated in the Duval district, the Truman offers quick access to Key West International airport within 10 minutes' drive.
FromC$ 324 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
While staying at the Grand Cayman Suite 309 you are invited to discover Truman Little White House, set approximately 15 minutes away by car, or Southernmost Point, which is 15 minutes' drive away.
FromC$ 1 023 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
The Casa Pap Del Mar Villa with sea views lies only 350 metres from Higgs Beach Dog Park.
FromC$ 1 345 /nightSelect
9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
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1.8 km from City Centre100 m from Fury Water Adventures Key West
Set just 1.5 km from Fort Zachary Taylor, the Villas features an outdoor swimming pool and a continental breakfast.
FromC$ 855 /nightSelect
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500 m from City Centre1000 m from Dog Beach
While staying at the Flagler Station Villa Key West you are invited to discover Saint Mary Star of the Sea, set about a 20-minute stroll away, or The Ernest Hemingway Home and Museum, which is approximately 2.1 km away.
FromC$ 671 /nightSelect
8.8
Great13 reviews
6 adults
3 bedrooms
3 beds
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2.1 km from City Centre400 m from San Carlos Institute Casa Cuba
Located in the Duval district and only 10 minutes on foot from US 1 Mile Marker 0, the Rose Lane Villas Key West features 6 rooms plus a swimming pool.
FromC$ 1 012 /nightSelect
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5.5 km from City Centre1.8 km from Kayak Kings Key West
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9.0
Perfect2 reviews
6 adults
3 bedrooms
3 beds
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2.3 km from City Centre400 m from Mallory Square
This villa in the Duval district is composed of 3 bedrooms, a fully equipped kitchen and 2 bathrooms.
FromC$ 1 202 /nightSelect
6 adults
2 bedrooms
4 beds
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800 m from City Centre1000 m from Smathers Beach
Key West Cemetery and Key West Lighthouse and Keeper's Quarters Museum are located 2.7 km and 2.1 km from the Coconut Palms Villa respectively.
FromC$ 582 /nightSelect
4 adults
2 bedrooms
3 beds
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1.9 km from City Centre200 m from San Carlos Institute Casa Cuba
Set just 10 minutes' walk from The Ernest Hemingway Home and Museum, this villa features a terrace along with a kitchen.
FromC$ 91 /nightSelect
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2.1 km from City Centre300 m from Ernest Hemingway House
FromC$ 481 /nightSelect
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2.2 km from City Centre400 m from San Carlos Institute Casa Cuba
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1.9 km from City Centre300 m from San Carlos Institute Casa Cuba
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Wahoo WayVilla
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1.7 km from City Centre200 m from Duval Street
FromC$ 548 /nightSelect
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
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1.7 km from City Centre200 m from Duval Street
Mel Fisher Maritime Heritage Museum and Memorial Sculpture Garden are located 1.1 km and 1.2 km from the Amelia House Villa respectively.
FromC$ 385 /nightSelect
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1.7 km from City Centre200 m from Duval Street
FromC$ 547 /nightSelect
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200 m from City Centre1.2 km from Dog Beach
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1.5 km from City Centre200 m from Key West Butterfly and Nature Conservatory
FromC$ 1 242 /nightSelect
Conch CasaVilla
6 adults
2 bedrooms
3 beds
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1.7 km from City Centre200 m from Ernest Hemingway House
Mel Fisher Maritime Heritage Museum is only 1.1 km from the Conch Casa Villa Key West and features shopping and dining.
FromC$ 1 145 /nightSelect
4 adults
2 bedrooms
2 beds
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1.4 km from City Centre100 m from Key West Cemetery
Nestled in the Downtown Key West district, the villa is equipped with a kitchen and an outdoor pool.
FromC$ 702 /nightSelect
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900 m from City Centre900 m from Smathers Beach
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6 adults
2 bedrooms
3 beds
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5.7 km from City Centre700 m from Safe Harbor
Located at a 2.2 km distance from Safe Harbor, the intimate Grand Marina Suites Stock Island Yacht Club Key West offers a swimming pool and a fitness area for guests.
FromC$ 464 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
Guests can also enjoy access to Truman Little White House, which is at a 6 km distance from the Margarita Suite 305 Key West.
FromC$ 540 /nightSelect
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600 m from City Centre900 m from Dog Beach
FromC$ 3 807 /nightSelect
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1.7 km from City Centre100 m from Duval Street
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1.9 km from City Centre600 m from San Carlos Institute Casa Cuba
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6 adults
2 bedrooms
3 beds
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3.0 km from City Centre1.1 km from Kayak Kings Key West
The Tortuga Suite 301 Key West is set a 5-minute walk from Cow Key Channel and merely 1.9 km from Fort East Martello Museum.
FromC$ 849 /nightSelect
8 adults
3 bedrooms
4 beds
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1.8 km from City Centre100 m from Ernest Hemingway House
The Hemingway'S View Villa, located 5 minutes' walk from Key West Butterfly and Nature Conservatory, is also at a proximity to The Ernest Hemingway Home and Museum.
FromC$ 2 087 /nightSelect
8 adults
3 bedrooms
4 beds
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1.7 km from City Centre300 m from Ernest Hemingway House
Ripley's Believe It or Not is 1.6 km from the Casa Key West At Duval Square Villa that features a swimming pool.
FromC$ 2 457 /nightSelect
6 adults
2 bedrooms
3 beds
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1.8 km from City Centre300 m from Ernest Hemingway House
Composed of 2 bedrooms and 1 bathrooms, this villa is set only 1.4 km from Mallory Square.
FromC$ 639 /nightSelect
6 adults
2 bedrooms
2 beds
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1.7 km from City Centre300 m from Ernest Hemingway House
Florida Keys Eco-Discovery Center is at a 0.8 km distance from the Leeward Isle Villa Key West, while Red Barn Theatre is a 10-minute walk away.
FromC$ 604 /nightSelect
4 adults
1 bedroom
2 beds
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1.8 km from City Centre300 m from San Carlos Institute Casa Cuba
Offering an outdoor swimming pool, the holiday home is 550 metres from The Ernest Hemingway Home and Museum.
FromC$ 1 350 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
The Trinidad Suite 105 is located 5 km from Key West International airport and just walking distance from Oceanwalk / Las Salinas bus stop.
FromC$ 524 /nightSelect
TradewindsVilla
12 adults
4 bedrooms
6 beds
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1.7 km from City Centre300 m from Ernest Hemingway House
Set within 1.1 km of Fort Zachary Taylor, the Tradewinds Villa lies in the Duval district of Key West.
FromC$ 3 116 /nightSelect
6 adults
2 bedrooms
3 beds
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1.9 km from City Centre200 m from Fury Water Adventures Key West
Southernmost Point of the Continental US is 0.8 km from the Key Lime Calypso Villa Key West and Florida Keys Eco-Discovery Center is nearly a 10-minute stroll away.
FromC$ 475 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
Set 1 km from State Harbor, this 2-bedroom property boasts an outdoor pool.
FromC$ 421 /nightSelect
8.8
Great4 reviews
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1.7 km from City Centre400 m from Key West Cemetery
The Curry House Room 9 is set merely 1.3 km from Duval Street and just 350 metres from San Carlos Institute.
FromC$ 864 /nightSelect
8 adults
3 bedrooms
4 beds
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1.7 km from City Centre200 m from Duval Street
Located 450 metres from Duval Street and nearly 15 minutes on foot from Mel Fisher Maritime Heritage Museum, the Bahama House Villa Key West features entertainment activities and barbeque grills.
FromC$ 1 806 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 263 /nightSelect
8.4
Great10 reviews
6 adults
2 bedrooms
2 beds
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1.7 km from City Centre300 m from Ernest Hemingway House
The Windward Isle Villa Key West is set only 0.8 km from Florida Keys Eco-Discovery Center and within a 10-minute walk of US 1 Mile Marker 0.
FromC$ 445 /nightSelect
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1.8 km from City Centre100 m from Ernest Hemingway House
The Just Steps To Duval- Sleeps 10- Heated Pool House Villa is a perfect vacation spot 15 minutes' walk from Ripley's Believe It or Not and other Key West landmarks.
FromC$ 1 689 /nightSelect
4 adults
1 bedroom
2 beds
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1.8 km from City Centre200 m from Duval Street
While staying at the Duval Corner Villa you are invited to discover Key West Aquarium, set about a 15-minute stroll away, or Fort Zachary Taylor, which is a mere 1.1 km away.
FromC$ 965 /nightSelect
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1.6 km from City Centre300 m from Ernest Hemingway House
The New Casa Caribe - Two-Story Condo Rooftop Pool is situated in the centre of Key West 850 metres of USCGC Ingham Maritime Museum.
FromC$ 490 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
The Sunrise On The Atlantic Villa is a good starting point to Key West's sights including West Martello Tower, which is just a 10-minute walk away.
FromC$ 919 /nightSelect
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2.4 km from City Centre300 m from Jackson Square
San Carlos Institute is at 950 metres from the Lavender Jungle By Avantstay Great Location W Patio Shared Pool Week Long Stays Only Key West.
FromC$ 628 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 1 235 /nightSelect
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1.8 km from City Centre100 m from Ernest Hemingway House
Situated in the Duval district, the Crawl To Duval W/ Hot Tub Villa offers quick access to Key West International airport within 10 minutes' drive.
FromC$ 1 512 /nightSelect
5 adults
2 bedrooms
3 beds
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2.2 km from City Centre300 m from Jackson Square
USCGC Ingham Maritime Museum is within 10 minutes' stroll of the Bahama Gardens - Conch House Villa Key West.
FromC$ 855 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 455 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
Situated near Higgs Beach Dog Park, the villa has 2 bedrooms and 2 bathrooms.
FromC$ 1 300 /nightSelect
Baya HouseVilla
4 adults
2 bedrooms
3 beds
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1.6 km from City Centre400 m from Ernest Hemingway House
The Baya House Villa Key West with a swimming pool is at 500 metres from Southernmost Point of the Continental US.
FromC$ 458 /nightSelect
4 adults
1 bedroom
1 bed
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1.6 km from City Centre300 m from Ernest Hemingway House
Offering a terrace and views of garden, this villa is set near Duval Street.
FromC$ 373 /nightSelect
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1.5 km from City Centre300 m from Duval Street
Set approximately 15 minutes on foot from Mel Fisher Maritime Heritage Museum, the Amelia Home By Avantstay In Historic Old Town W Pool lies in the Duval district of Key West.
FromC$ 1 289 /nightSelect
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2.1 km from City Centre500 m from San Carlos Institute Casa Cuba
Set in Duval district and 0.4 km from Nancy Forrester's Secret Garden, this villa provides a kitchen with dishwasher, refrigerator and kitchenware.
FromC$ 816 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
The Papaya Place By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub is a mere 550 metres from Key West AIDS Memorial and has a quick access to The Key West Nature Preserve.
FromC$ 794 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
The Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub is a good starting point to Key West's sights including Higgs Beach Dog Park, which is only a 5-minute walk away.
FromC$ 2 150 /nightSelect
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900 m from City Centre800 m from Smathers Beach
The villa has 2 bedrooms together with a full kitchen and is located near Smathers Beach.
FromC$ 1 238 /nightSelect
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2.3 km from City Centre300 m from Jackson Square
Set about a 15-minute stroll from Mallory Square, the Parrot Perch By Avantstay Old Town Key West W Shared Pool Week Long Stays Only lies in the Downtown Key West district of Key West.
FromC$ 318 /nightSelect
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2.4 km from City Centre300 m from Jackson Square
The Found By Avantstay Close To Shops W Patio Shared Pool Week Long Stays Only is situated right in the centre of Key West 450 metres of Ripley's Believe It or Not.
FromC$ 659 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
The Somewhere On The Beach Villa is merely 1.8 km from Southernmost Point and has a quick access to The Key West Nature Preserve.
FromC$ 1 513 /nightSelect
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4.9 km from City Centre1.1 km from Kayak Kings Key West
The Coral Hammock Poolside Home is set at a 7 km distance from San Carlos Institute and approximately 15 minutes' walk from Key West Tropical Forest and Botanical Garden.
FromC$ 1 265 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
Higgs Beach Dog Park is only 350 metres from the Mar Y Sol Ocean Front Villa Key West, while Saint Mary Star of the Sea is just 1.6 km away.
FromC$ 1 166 /nightSelect
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2.1 km from City Centre300 m from Ernest Hemingway House
FromC$ 368 /nightSelect
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1.6 km from City Centre100 m from Duval Street
The Keys Please Villa has a swimming pool and lies 450 metres from Duval Street which is worth visiting.
FromC$ 2 726 /nightSelect
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2.3 km from City Centre300 m from Jackson Square
FromC$ 625 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
Key West Butterfly and Nature Conservatory is around 10 minutes by car from the Saint Martin Suite 207, while Truman Little White House is about 6 km away.
FromC$ 621 /nightSelect
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3.0 km from City Centre1.1 km from Kayak Kings Key West
The New Grenada Suite - Parking Pool & Pets 209 is set within 6 km of Duval Street and 20 minutes' walk from Key West Tropical Forest and Botanical Garden.
FromC$ 474 /nightSelect
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1.9 km from City Centre200 m from Ernest Hemingway House
The Julia Whitehead Guest Suites is situated in the centre of Key West nearly 10 minutes on foot from Southernmost Point.
FromC$ 654 /nightSelect
4 adults
2 bedrooms
3 beds
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2.1 km from City Centre300 m from Fury Water Adventures Key West
The Bahama Gardens - Cigar House Villa Key West is nestled in the Downtown Key West district, USCGC Ingham Maritime Museum is 850 metres away.
FromC$ 1 160 /nightSelect
6 adults
3 bedrooms
4 beds
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2.0 km from City Centre200 m from Fury Water Adventures Key West
Staying at the Coconut Palm Villa Key West means you will be a mere 1 km from Truman Little White House, while enjoying an outdoor pool onsite.
FromC$ 1 527 /nightSelect
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2.3 km from City Centre300 m from Jackson Square
Key West Cemetery and The Ernest Hemingway Home and Museum are respectively 0.8 km and 150 metres from the A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays Only.
FromC$ 367 /nightSelect
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1.6 km from City Centre300 m from Ernest Hemingway House
The Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool Key West is nestled in the Duval district, Audubon House and Tropical Gardens is a mere 1.1 km away.
FromC$ 1 140 /nightSelect
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2.3 km from City Centre300 m from Jackson Square
Red Barn Theatre is at 950 metres of the Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Week Long Stays Only Key West.
FromC$ 1 279 /nightSelect
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1.7 km from City Centre300 m from Duval Street
The Casa Grande By Avantstay Dt Key West Near South Beach W Pool is set a mere 1.2 km from Ripley's Believe It or Not and around 15 minutes on foot from Key West Aquarium.
FromC$ 1 533 /nightSelect
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2.4 km from City Centre300 m from Jackson Square
Located right in the centre of Key West, the Conch Adventure By Avantstay Great Location W Patio Outdoor Dining And Shared Pool Week Long Stays offers fast access to Duval Street, a 15-minute walk away.
FromC$ 527 /nightSelect
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1.6 km from City Centre300 m from Ernest Hemingway House
While staying at the Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays you are invited to discover Ripley's Believe It or Not, set 1.2 km away, or Key West Lighthouse and Keeper's Quarters Museum, which is a mere 100 metres away.
FromC$ 2 484 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
Higgs Beach Dog Park is set within a 5-minute walk of the Botanical Island Delight Villa.
FromC$ 791 /nightSelect
The BreezeVilla
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900 m from City Centre700 m from Smathers Beach
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 547 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 1 250 /nightSelect
10 adults
3 bedrooms
5 beds
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2.2 km from City Centre500 m from Mallory Square
The Mesa House Villa is a perfect vacation spot nearly a 15-minute stroll from Florida Keys Eco-Discovery Center and other Key West landmarks.
FromC$ 774 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 2 292 /nightSelect
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1.6 km from City Centre300 m from Ernest Hemingway House
The New Villa Duval - On Duval Street Pool & Parking is placed in a central area of Key West, a mere 450 metres from Duval Street and within 0.7 km of Nancy Forrester's Secret Garden.
FromC$ 654 /nightSelect
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2.2 km from City Centre500 m from San Carlos Institute Casa Cuba
Key West Cemetery and Truman Little White House are respectively 0.9 km and 450 metres from the Grand Maloney Hotel- Great For Large Groups!.
FromC$ 6 029 /nightSelect
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1.7 km from City Centre300 m from Ernest Hemingway House
FromC$ 779 /nightSelect
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2.2 km from City Centre200 m from Jackson Square
FromC$ 547 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
FromC$ 779 /nightSelect
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800 m from City Centre1000 m from Smathers Beach
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800 m from City Centre1000 m from Smathers Beach
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1.2 km from City Centre400 m from Key West Cemetery
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 1 280 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
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1.4 km from City Centre200 m from Key West Cemetery
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 2 485 /nightSelect
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700 m from City Centre1000 m from Key West Cemetery
FromC$ 1 864 /nightSelect
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5.4 km from City Centre600 m from Lower Keys Medical Center
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1.5 km from City Centre400 m from Key West Cemetery
FromC$ 3 867 /nightSelect
Ocean ViewVilla
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700 m from City Centre1000 m from Smathers Beach
FromC$ 741 /nightSelect
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5.0 km from City Centre1.3 km from Kayak Kings Key West
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900 m from City Centre800 m from Smathers Beach
The Dune Wind South by AvantStay Communal Pool Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only is set at 350 metres of Higgs Beach Dog Park and within 5 minutes' walk of The Key West Nature Preserve.
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FAQs about villas in Key West

Check 10 answers in our FAQ if you want to stay in one of [BRAND] vacation villas in Key West.

What are the top cheap holiday villas in Key West?

If you're on a smaller budget, iBooked.ca provides 100 holiday properties to select from. Among the best budget deals, you may book Conch Cottages Of Villas with an outdoor swimming pool and a heated swimming pool. It's set 850 metres from Southernmost Point of the Continental US. Visitors can book this accommodation for 426C$ per night. As an alternative, book Sunrise Suites Barbados Suite #204 for about 418C$ per night. This holiday rental offers a tennis court, an outdoor swimming pool and a Jacuzzi on site.

What are the top beachfront villas in Key West?

If you're searching for a beachfront accommodation, iBooked.ca provides many options to consider. We recommend Luxury Vacation Rental with an outdoor swimming pool, a golf course and cycling. It's set 5 minutes' walk from White Street Pier and costs 546C$ per night.

What are the top villas in Key West with a pool?

To relax around a pool, iBooked.ca offers 3 accommodations to select from. We recommend Key West Villas with prices from 426C$ per night, providing an outdoor swimming pool, canoeing and a Jacuzzi. As an alternative, book Sunrise Suites Cristobal Suite #411 for 513C$ per night, featuring a tennis court, an outdoor swimming pool and a Jacuzzi on site.

How much does it cost to book a 1-bedroom, 2-bedroom, 3-bedroom villa in Key West?

For instance, check Fishtail Hideaway for 148C$ per night. One of the best 2-bedroom villas is Salt Pond Hideaway, it costs 148C$ per night. Also visitors like staying at the 3-bedroom villa — Sapphire Sabbatical for 268C$ per night.

What are the best holiday villas in Key West near Vandenberg Wreck?

If you want to explore Vandenberg Wreck, there are 3 deals to select from. You may book Sunrise Suites - Sea Breeze Suite 101 from 426C$ per night with a tennis court, an outdoor swimming pool and snorkelling on site. More spa deals include Sunrise Suites Cristobal Suite #411, Aqua Pearl Crest and A Key Escape.

What are the most popular central holiday villas in Key West?

To enjoy the bustle of the city, iBooked.ca offers 3 options to select from. Check Sunrise Suites - Sea Breeze Suite 101 with a tennis court, snorkelling and cycling on site, located 3 km from Fort Zachary Taylor Historic State Park. Another perfect central holiday villa is Key West Villas (rating: 8.8/10) with a tennis court, an outdoor swimming pool and a golf course. It costs 560C$ per night. Other great deals are Sunrise Suites Cristobal Suite #411, Aqua Pearl Crest and A Key Escape.

What are the best family villas in Key West?

You may like Gulf Getaway, set 0.8 km from Truman Little White House for 294C$ per night.

What are the most popular pet-friendly holiday villas in Key West?

If you want to stay in Key West with your pet, iBooked.ca offers 89 accommodations to select from. You may book Rose Lane Villas at the cost of 641C$ per night, providing an outdoor swimming pool and concierge service on site. Also you may check Sunrise Suites Barbados Suite #204 with a tennis court, an outdoor swimming pool and a Jacuzzi at the price of 418C$ per night.

What are the top holiday villas in Key West with hot tubs?

Select a villa with jacuzzi among 84 options on iBooked.ca. Alternatively, check Windward Isle with a Jacuzzi and complimentary private parking on site for 496C$ per night.

What are the top holiday villas near a lake in Key West?

If you want to stay near a lake, check Sunrise Suites Cozumel Suite #112 at the price of 293C$ per night.

Villas to rent in Key West essential information

🏨 Villas to rent in Key West 379
👛 Lowest price 87 CAD
✍️ Villas to rent Reviews 66