Luxury Vacation Rentals Key West
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Best-rated
Key West Villas
- Cookware/ Kitchen utensils
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Car park
US$ 15 per day
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
The 7-room Key West Villas is situated fairly close to the downtown commercial zoned Duval Street and provides a Jacuzzi for additional comfort. This property provides guests with a sunbathing terrace, a shared lounge, and a golf course in the Duval district.
Snorkelling as well as bicycle hire, are available on site.
Key West Villas
- Cookware/ Kitchen utensils
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Car park
US$ 15 per day
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Key West Villas
The 7-room Key West Villas is situated fairly close to the downtown commercial zoned Duval Street and provides a Jacuzzi for additional comfort. This property provides guests with a sunbathing terrace, a shared lounge, and a golf course in the Duval district.
Snorkelling as well as bicycle hire, are available on site.
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Guest favorite
Rose Lane Villas
- Cookware/ Kitchen utensils
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Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Situated merely 600 metres from the waterfront Mallory Square, the 6-room Rose Lane Villas Key West ensures a great leisure experience by offering windsurfing, snorkelling, and diving. Staying at the Key West villa, just around the corner from San Carlos Institute, guests can enjoy Wi-Fi and private car parking.
Rose Lane Villas
- Cookware/ Kitchen utensils
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Car park
US$ 25 per day
- Concierge desk
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Rose Lane Villas
Situated merely 600 metres from the waterfront Mallory Square, the 6-room Rose Lane Villas Key West ensures a great leisure experience by offering windsurfing, snorkelling, and diving. Staying at the Key West villa, just around the corner from San Carlos Institute, guests can enjoy Wi-Fi and private car parking.
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Top location
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Beach access
Villa Bella
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Fitness centre
- Heated swimming pool
Located only an 8-minute walk from Higgs Beach, the 5-bedroom Villa Bella Key West features a heated pool and can accommodate up to 12 guests. This 4-bathroom villa is located not far from the historic Key West Lighthouse and offers guests to relax in a Jacuzzi available on site.
Windsurfing, snorkelling, and canyoning are available.
Villa Bella
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Fitness centre
- Heated swimming pool
Villa Bella
Located only an 8-minute walk from Higgs Beach, the 5-bedroom Villa Bella Key West features a heated pool and can accommodate up to 12 guests. This 4-bathroom villa is located not far from the historic Key West Lighthouse and offers guests to relax in a Jacuzzi available on site.
Windsurfing, snorkelling, and canyoning are available.
Cheap Vacation Rentals in Key West Florida
Zen Villa
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
Positioned 1.2 km from bustling shopping destinations such as the shopping mall "Clinton Square Market", the 4-bedroom Zen Villa Key West offers guests to use free private parking.
Zen Villa
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
Zen Villa
Positioned 1.2 km from bustling shopping destinations such as the shopping mall "Clinton Square Market", the 4-bedroom Zen Villa Key West offers guests to use free private parking.
Center Court-Boutique Old Town Lodging
- BBQ facilities
- Free parking
- Housekeeping
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Located only 600 metres from Key West Butterfly and Nature Conservatory, the 9-room Center Court-Boutique Old Town Lodging Key West villa comes with a year-round outdoor swimming pool, a Jacuzzi. Located in the vicinity of the Harry S. Truman Little White House, the Key West villa features snorkelling.
Center Court-Boutique Old Town Lodging
- BBQ facilities
- Free parking
- Housekeeping
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Center Court-Boutique Old Town Lodging
Located only 600 metres from Key West Butterfly and Nature Conservatory, the 9-room Center Court-Boutique Old Town Lodging Key West villa comes with a year-round outdoor swimming pool, a Jacuzzi. Located in the vicinity of the Harry S. Truman Little White House, the Key West villa features snorkelling.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
The 2-bedroom Vacation Rental Florida Keys Marathon villa can host up to 6 guests and is situated nearly a 5-minute walk from family venues such as Florida Keys Aquarium Encounters.
Vacation Rental Florida Keys
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Vacation Rental Florida Keys
The 2-bedroom Vacation Rental Florida Keys Marathon villa can host up to 6 guests and is situated nearly a 5-minute walk from family venues such as Florida Keys Aquarium Encounters.
Pet Friendly Vacation Rentals Key West
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Private beach
Nautilus...Ocean Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Offering a sundeck and a picnic area for guests' leisure, Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is situated a 19-minute walk from American Shoal Lighthouse. Staying at the 2-bedroom villa, which is 2.1 km from Veterans Memorial Park, guests can enjoy a Jacuzzi, along with a heated pool.
An array of activities, such as snorkelling, canyoning, and fisheries are offered in the area.
Nautilus...Ocean Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Nautilus...Ocean Front Cottage Retreat ~
Offering a sundeck and a picnic area for guests' leisure, Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is situated a 19-minute walk from American Shoal Lighthouse. Staying at the 2-bedroom villa, which is 2.1 km from Veterans Memorial Park, guests can enjoy a Jacuzzi, along with a heated pool.
An array of activities, such as snorkelling, canyoning, and fisheries are offered in the area.
Oceania... Water Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Sauna
- Pool with view
Situated 3.3 km from Summerland Key Island, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. Providing guests with Wi-Fi and parking, this villa is around 15 minutes by car from Cudjoe Bay.
The Cudjoe Key property features a terrace as well as a Jacuzzi and a sauna. The surrounding area offers to enjoy snorkelling, canyoning, and cycling.
Oceania... Water Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Sauna
- Pool with view
Oceania... Water Front Cottage Retreat ~
Situated 3.3 km from Summerland Key Island, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation. Providing guests with Wi-Fi and parking, this villa is around 15 minutes by car from Cudjoe Bay.
The Cudjoe Key property features a terrace as well as a Jacuzzi and a sauna. The surrounding area offers to enjoy snorkelling, canyoning, and cycling.
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Private beach
New Oceanfront Luxury Home - Unit3
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Outdoor swimming pool
Situated around 5 minutes on foot from Spirit Snorkeling, the 5-bedroom New Oceanfront Luxury Home - Unit3 Marathon ensures a great leisure experience by offering snorkelling, canyoning, and mini golf. This accommodation boasts a location in a beach part of Marathon and invites guests to refresh in an outdoor swimming pool.
New Oceanfront Luxury Home - Unit3 has a sunbathing terrace and a golf course for leisure, as well as bicycles for fitness.
New Oceanfront Luxury Home - Unit3
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Outdoor swimming pool
New Oceanfront Luxury Home - Unit3
Situated around 5 minutes on foot from Spirit Snorkeling, the 5-bedroom New Oceanfront Luxury Home - Unit3 Marathon ensures a great leisure experience by offering snorkelling, canyoning, and mini golf. This accommodation boasts a location in a beach part of Marathon and invites guests to refresh in an outdoor swimming pool.
New Oceanfront Luxury Home - Unit3 has a sunbathing terrace and a golf course for leisure, as well as bicycles for fitness.
Key West Vacation Rentals Oceanfront
Ocean View With Pool, 4 Bedroom Vila Near Key West
- Cookware/ Kitchen utensils
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
The 4-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key is nestled only 1 km from Veterans Memorial Park and provides a Jacuzzi. This Cudjoe Key villa can accommodate up to 10 guests, giving access to Sunrise Beach Resort, located merely a 10-minute walk away.
Added amenities include diving, lawn tennis, and mini golf for sport lovers.
Ocean View With Pool, 4 Bedroom Vila Near Key West
- Cookware/ Kitchen utensils
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Ocean View With Pool, 4 Bedroom Vila Near Key West
The 4-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key is nestled only 1 km from Veterans Memorial Park and provides a Jacuzzi. This Cudjoe Key villa can accommodate up to 10 guests, giving access to Sunrise Beach Resort, located merely a 10-minute walk away.
Added amenities include diving, lawn tennis, and mini golf for sport lovers.
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Great deal
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Private beach
Ocean Nest In Key Colony Beach
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Pool with view
Situated just 6 minutes on foot from the spur-and-groove Sombrero Coral Reef, the 3-bedroom Ocean Nest In Key Colony Beach villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a Jacuzzi and a sauna, the Key Colony Beach villa is nestled only 1.6 km from the snug Sunset Park Beach.
Ocean Nest In Key Colony Beach
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Pool with view
Ocean Nest In Key Colony Beach
Situated just 6 minutes on foot from the spur-and-groove Sombrero Coral Reef, the 3-bedroom Ocean Nest In Key Colony Beach villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Featuring a Jacuzzi and a sauna, the Key Colony Beach villa is nestled only 1.6 km from the snug Sunset Park Beach.
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Beach access
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Offering access to entertainment venues such as Key West Golf Club, situated only 1.4 km away, the 3-bedroom Coral Villa By Avantstay Stock Island can host up to 8 guests.
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Coral Villa By Avantstay
Offering access to entertainment venues such as Key West Golf Club, situated only 1.4 km away, the 3-bedroom Coral Villa By Avantstay Stock Island can host up to 8 guests.
Key West Vacation Rentals with Private Pool
Aqua Verde Waterfront Gem Dock Game Room
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Table tennis
- Outdoor swimming pool
During the stay at the welcoming Aqua Verde Waterfront Gem Dock Game Room Marathon villa, guests can indulge in table tennis or visit Sombrero Beach, located 25 minutes' walk away. Boasting an aqua park and barbecue, the 3-bedroom villa is located a mere 0.7 km from Monroe County Public Library.
The 3-bathroom villa offers a swimming pool along with bicycles.
Aqua Verde Waterfront Gem Dock Game Room
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Table tennis
- Outdoor swimming pool
Aqua Verde Waterfront Gem Dock Game Room
During the stay at the welcoming Aqua Verde Waterfront Gem Dock Game Room Marathon villa, guests can indulge in table tennis or visit Sombrero Beach, located 25 minutes' walk away. Boasting an aqua park and barbecue, the 3-bedroom villa is located a mere 0.7 km from Monroe County Public Library.
The 3-bathroom villa offers a swimming pool along with bicycles.
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Private beach
Private Estate Pool Ocean View 20 Minutes To Key West
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Offering sea views, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is situated within 600 metres of the Sunrise Beach Resort. Suitable for up to 10 people, the 4-bedroom villa provides a hot tub, as well as windsurfing, snorkelling, and mini golf.
Private Estate Pool Ocean View 20 Minutes To Key West
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Private Estate Pool Ocean View 20 Minutes To Key West
Offering sea views, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is situated within 600 metres of the Sunrise Beach Resort. Suitable for up to 10 people, the 4-bedroom villa provides a hot tub, as well as windsurfing, snorkelling, and mini golf.
Eco Friendly Secluded Oceanview Pool Near Key West
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
Situated approximately 15 minutes' walk from Veterans Memorial Park, Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key provides access to numerous tourist attractions in the area.
Eco Friendly Secluded Oceanview Pool Near Key West
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
Eco Friendly Secluded Oceanview Pool Near Key West
Situated approximately 15 minutes' walk from Veterans Memorial Park, Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key provides access to numerous tourist attractions in the area.
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Beach access
Sunset Harbor Waterfront Villa With Dock Cabana Club
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Located merely 5 minutes' walk from Florida Keys Aquarium Encounters, the welcoming Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon features an outdoor swimming pool and can accommodate up to 7 guests.
Fisheries are possible in the area.
Sunset Harbor Waterfront Villa With Dock Cabana Club
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Sunset Harbor Waterfront Villa With Dock Cabana Club
Located merely 5 minutes' walk from Florida Keys Aquarium Encounters, the welcoming Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon features an outdoor swimming pool and can accommodate up to 7 guests.
Fisheries are possible in the area.
Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
The 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon is located merely a 13-minute walk from the snug Sunset Park Beach and invites guests to join fishing.
Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa
The 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon is located merely a 13-minute walk from the snug Sunset Park Beach and invites guests to join fishing.
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Beach access
Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Pool with view
Located just 13 minutes' walk from Captain Hook s Marina Dive Center, the 3-bedroom Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen Marathon villa has a swimming pool and is ideal for up to 8 guests. Guests can enjoy mini golf, cycling, and pool at the property, located within a few blocks of the snug Sunset Park Beach.
Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Pool with view
Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen
Located just 13 minutes' walk from Captain Hook s Marina Dive Center, the 3-bedroom Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen Marathon villa has a swimming pool and is ideal for up to 8 guests. Guests can enjoy mini golf, cycling, and pool at the property, located within a few blocks of the snug Sunset Park Beach.
Beachfront • Heated Pool • Hot Tub • Oceanview
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
Located a 10-minute drive from Gopher Key, Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa gives access to various tourist sites in the vicinity.
Beachfront • Heated Pool • Hot Tub • Oceanview
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
- Patio
Beachfront • Heated Pool • Hot Tub • Oceanview
Located a 10-minute drive from Gopher Key, Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa gives access to various tourist sites in the vicinity.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Key West, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Key West Villas |
9.7 / 10 (286 Reviews) |
From 219$ | |
| Rose Lane Villas |
8.6 / 10 (289 Reviews) |
From 709$ | |
| Vacation Rental Florida Keys |
10.0 / 10 (7 Reviews) |
From 213$ | |
| Nautilus...Ocean Front Cottage Retreat ~ |
9.3 / 10 (21 Reviews) |
From 426$ | |
| Oceania... Water Front Cottage Retreat ~ |
7.6 / 10 (17 Reviews) |
From 454$ |
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