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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 about a 5-minute walk from Nancy Forrester's Secret Garden, which includes bicycles for rent. Situated in the Duval district, this accommodation provides safes for business travellers.
Nice touches to enhance your stay include a Jacuzzi and an outdoor swimming pool. Access to a sunbathing terrace, a shared lounge, and a golf course, as well as opportunities for snorkelling, 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 about a 5-minute walk from Nancy Forrester's Secret Garden, which includes bicycles for rent. Situated in the Duval district, this accommodation provides safes for business travellers.
Nice touches to enhance your stay include a Jacuzzi and an outdoor swimming pool. Access to a sunbathing terrace, a shared lounge, and a golf course, as well as opportunities for snorkelling, 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
Located in the Duval district of Key West, the 6-room Rose Lane Villas Key West offers opportunities for windsurfing, snorkelling, and diving for a more enjoyable stay. Offering a heated outdoor swimming pool, the Key West villa invites guests to visit USCGC Ingham Maritime Museum, located just 1.4 km away.
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
Located in the Duval district of Key West, the 6-room Rose Lane Villas Key West offers opportunities for windsurfing, snorkelling, and diving for a more enjoyable stay. Offering a heated outdoor swimming pool, the Key West villa invites guests to visit USCGC Ingham Maritime Museum, located just 1.4 km away.
Zen Villa
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
Offering a location 800 m from the Key West Aquarium, the 4-bedroom Zen Villa Key West gives access to various tourist spots in the area.
You can indulge in relaxation on a terrace and admire the view of the garden.
Zen Villa
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
Zen Villa
Offering a location 800 m from the Key West Aquarium, the 4-bedroom Zen Villa Key West gives access to various tourist spots in the area.
You can indulge in relaxation on a terrace and admire the view of the garden.
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Top location
Center Court-Boutique Old Town Lodging
- BBQ facilities
- Free parking
- Housekeeping
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
The 9-room Center Court-Boutique Old Town Lodging Key West villa is situated around 15 minutes on foot from the shopping mall "Clinton Square Market" and features a year-round outdoor pool with a hot tub. Located in the Downtown Key West district of Key West, the Key West villa pampers guests with a Jacuzzi.
An array of activities can be enjoyed, including snorkelling at the Key West property.
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
The 9-room Center Court-Boutique Old Town Lodging Key West villa is situated around 15 minutes on foot from the shopping mall "Clinton Square Market" and features a year-round outdoor pool with a hot tub. Located in the Downtown Key West district of Key West, the Key West villa pampers guests with a Jacuzzi.
An array of activities can be enjoyed, including snorkelling at the Key West property.
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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
Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located in a beach area of Cudjoe Key and provides a sundeck and a picnic area for guests to unwind. Suitable for up to 6 guests, this 2-bedroom villa comes with a Jacuzzi.
There is also a heated pool, along with snorkelling, canyoning, and fisheries.
Nautilus...Ocean Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Tennis court
- Pool with view
Nautilus...Ocean Front Cottage Retreat ~
Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located in a beach area of Cudjoe Key and provides a sundeck and a picnic area for guests to unwind. Suitable for up to 6 guests, this 2-bedroom villa comes with a Jacuzzi.
There is also a heated pool, along with snorkelling, canyoning, and fisheries.
Ocean View With Pool, 4 Bedroom Vila Near Key West
- Cookware/ Kitchen utensils
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Staying at the 4-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key, guests can visit Veterans Memorial Park, which is a mere 1 km away. Suitable for up to 10 guests, this Cudjoe Key villa offers a hot tub for additional relaxation.
Diving, lawn tennis, and mini golf are also provided for sports enthusiasts.
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
Staying at the 4-bedroom Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key, guests can visit Veterans Memorial Park, which is a mere 1 km away. Suitable for up to 10 guests, this Cudjoe Key villa offers a hot tub for additional relaxation.
Diving, lawn tennis, and mini golf are also provided for sports enthusiasts.
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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
The 5-bedroom New Oceanfront Luxury Home - Unit3 Marathon is located around 25 minutes on foot from Marathon Skate Park and has a sunbathing terrace and a golf course to ensure a memorable stay. Guests can relax by an outdoor swimming pool and enjoy the proximity to Spirit Snorkeling, which is only 350 metres away.
At the property, activities such as snorkelling, canyoning, and table tennis can be enjoyed.
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
The 5-bedroom New Oceanfront Luxury Home - Unit3 Marathon is located around 25 minutes on foot from Marathon Skate Park and has a sunbathing terrace and a golf course to ensure a memorable stay. Guests can relax by an outdoor swimming pool and enjoy the proximity to Spirit Snorkeling, which is only 350 metres away.
At the property, activities such as snorkelling, canyoning, and table tennis can be enjoyed.
Oceania... Water Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Sauna
- Pool with view
Nestled around 4 km from Kemp Channel, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key entices guests to explore various tourist destinations nearby. The villa can host up to 6 guests, enticing them to relax in a Jacuzzi and a sauna.
Guests are welcome to relax by an outdoor swimming pool, or enjoy snorkelling, diving, and canyoning.
Oceania... Water Front Cottage Retreat ~
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Sauna
- Pool with view
Oceania... Water Front Cottage Retreat ~
Nestled around 4 km from Kemp Channel, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key entices guests to explore various tourist destinations nearby. The villa can host up to 6 guests, enticing them to relax in a Jacuzzi and a sauna.
Guests are welcome to relax by an outdoor swimming pool, or enjoy snorkelling, diving, and canyoning.
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Beach access
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
The 3-bedroom Coral Villa By Avantstay Stock Island can host up to 8 guests and offers quick access to FYT Fitness Center, located about a 5-minute stroll away.
Coral Villa By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Golf centre
- Golf course
- Outdoor swimming pool
Coral Villa By Avantstay
The 3-bedroom Coral Villa By Avantstay Stock Island can host up to 8 guests and offers quick access to FYT Fitness Center, located about a 5-minute stroll away.
Aqua Verde Waterfront Gem Dock Game Room
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Table tennis
- Outdoor swimming pool
Boasting an aqua park and barbecue for guests' enjoyment, the welcoming Aqua Verde Waterfront Gem Dock Game Room Marathon villa is located just around the corner from Marathon Church Of Christ.
There is a swimming pool to relax, as well as ping-pong. Fitness facilities feature 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
Boasting an aqua park and barbecue for guests' enjoyment, the welcoming Aqua Verde Waterfront Gem Dock Game Room Marathon villa is located just around the corner from Marathon Church Of Christ.
There is a swimming pool to relax, as well as ping-pong. Fitness facilities feature 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 guests to unwind in a Jacuzzi, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is located a 15-minute walk from Veterans Memorial Park.
Guests will enjoy windsurfing, snorkelling, and horseback riding offered for active rest.
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 guests to unwind in a Jacuzzi, Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is located a 15-minute walk from Veterans Memorial Park.
Guests will enjoy windsurfing, snorkelling, and horseback riding offered for active rest.
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 Villa Cudjoe Key is located nearly 15 minutes' walk from Veterans Memorial Park, giving access to various tourist spots nearby.
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
Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key is located nearly 15 minutes' walk from Veterans Memorial Park, giving access to various tourist spots nearby.
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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
Nestled around a 15-minute walk from San Pablo Catholic Church, the welcoming Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon entices guests to explore various tourist destinations nearby. Providing opportunities for fisheries, this 3-bedroom villa can accommodate 7 guests and also boasts an outdoor swimming pool for extra relaxation.
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
Nestled around a 15-minute walk from San Pablo Catholic Church, the welcoming Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon entices guests to explore various tourist destinations nearby. Providing opportunities for fisheries, this 3-bedroom villa can accommodate 7 guests and also boasts an outdoor swimming pool for extra relaxation.
Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Located about a 25-minute walk from the Florida Keys Wildlife and Environmental Area, the 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon gives access to various tourist sites in the vicinity.
Guests can swim in a swimming pool or be entertained during sport activities such as fishing when they stay at this Marathon accommodation.
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
Located about a 25-minute walk from the Florida Keys Wildlife and Environmental Area, the 3-bedroom Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa Marathon gives access to various tourist sites in the vicinity.
Guests can swim in a swimming pool or be entertained during sport activities such as fishing when they stay at this Marathon accommodation.
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Great deal
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Beach access
Coral Palm By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Outdoor swimming pool
- Patio
Located nearly 5 minutes' walk from FYT Fitness Center, the 3-bedroom Coral Palm By Avantstay Stock Island villa offers quick access to various city attractions in the vicinity. This welcoming villa hosts up to 6 guests and provides them with private parking.
Coral Palm By Avantstay
- Cookware/ Kitchen utensils
- Car park
- Air conditioning
- Outdoor swimming pool
- Patio
Coral Palm By Avantstay
Located nearly 5 minutes' walk from FYT Fitness Center, the 3-bedroom Coral Palm By Avantstay Stock Island villa offers quick access to various city attractions in the vicinity. This welcoming villa hosts up to 6 guests and provides them with private parking.
Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities-
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Infinity pool
Located within 7 km of San Pablo Catholic Church, the 6-bedroom Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities- Marathon features an infinity pool, a Jacuzzi, ensuring a relaxing stay. Featuring access to a terrace, the property is located about a 10-minute drive from Spirit Snorkeling.
The surroundings are perfect for snorkelling, cycling, and table tennis. This Marathon accommodation offers toys and board games for guests' entertainment.
Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities-
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Infinity pool
Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities-
Located within 7 km of San Pablo Catholic Church, the 6-bedroom Luxury Villa-60 Ft Pool-Jacuzzi-Endless Amenities- Marathon features an infinity pool, a Jacuzzi, ensuring a relaxing stay. Featuring access to a terrace, the property is located about a 10-minute drive from Spirit Snorkeling.
The surroundings are perfect for snorkelling, cycling, and table tennis. This Marathon accommodation offers toys and board games for guests' entertainment.
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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
Located merely a 5-minute stroll from Florida Keys Aquarium Encounters, the 3-bedroom Ocean Nest In Key Colony Beach villa comes with an outdoor swimming pool, a Jacuzzi and a sauna. Featuring a car park, the accommodation is located a short way from Key Colony Beach Marina.
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
Located merely a 5-minute stroll from Florida Keys Aquarium Encounters, the 3-bedroom Ocean Nest In Key Colony Beach villa comes with an outdoor swimming pool, a Jacuzzi and a sauna. Featuring a car park, the accommodation is located a short way from Key Colony Beach Marina.
Deep Blue Waterfront Gem Pool Kayaks Dock
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Located approximately 5 minutes' walk from Florida Keys Aquarium Encounters, the 4-bedroom Deep Blue Waterfront Gem Pool Kayaks Dock Villa Key Colony Beach offers opportunities for cycling and fisheries in the area. Nestled in the Key Colony district of Key Colony Beach, this welcoming villa provides a hot tub, along with an outdoor swimming pool.
Deep Blue Waterfront Gem Pool Kayaks Dock
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Deep Blue Waterfront Gem Pool Kayaks Dock
Located approximately 5 minutes' walk from Florida Keys Aquarium Encounters, the 4-bedroom Deep Blue Waterfront Gem Pool Kayaks Dock Villa Key Colony Beach offers opportunities for cycling and fisheries in the area. Nestled in the Key Colony district of Key Colony Beach, this welcoming villa provides a hot tub, along with an outdoor swimming pool.
Are you in a hurry?
Here is a quick list of hotels 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$ | |
| Nautilus...Ocean Front Cottage Retreat ~ |
9.3 / 10 (21 Reviews) |
From 426$ | |
| Ocean View With Pool, 4 Bedroom Vila Near Key West |
7.0 / 10 (6 Reviews) |
From 1128$ | |
| New Oceanfront Luxury Home - Unit3 |
10.0 / 10 (1 Reviews) |
From 848$ |
More accommodations in Key West
Frequently Asked Questions
Which vacation rentals with pools are best for relaxing near Key West?
The Ocean View with Pool and Luxury Villa with 60 Ft Pool are great choices. Both offer beautiful pool areas to unwind after a day of exploring Key West.
Consider booking a stay during weekdays when rates are typically lower than on weekends.
Are there family-friendly vacation rentals with pools in Key West?
Yes, the Coral Palm By Avantstay provides a shared pool and is located in a gated community. It's ideal for families who want a safe environment.
Reserve your rental close to schools or parks for kid-friendly activities nearby.
What are the best luxury rentals with pools in Key West?
The Waterfront Luxury Villa 62 offers stunning sunset views along with a beautiful pool. The Private Estate Pool Ocean View is also a luxurious option.
Book your luxury rental at least three months in advance for better rates and availability.
Where can I find vacation rentals with pools near the beach in Key West?
The Ocean Nest In Key Colony Beach features a pool and is close to the beach. It's perfect for beach lovers wanting to enjoy both swimming options.
Look for rentals that are within walking distance to the beach to save on parking fees.
Which Key West vacation rentals offer private pools for a quiet getaway?
The Eco Friendly Secluded Oceanview Pool is a wonderful rental with a private pool. A secluded environment ensures a peaceful retreat.
Choose rentals with private pools located further from busy streets for added tranquility.
Are there affordable vacation rentals with pools in Key West?
Yes, Corals Villa By Avantstay is a budget-friendly rental with a shared pool. It's a great way to enjoy the sun without breaking the bank.
Consider traveling during off-peak seasons, like September, for the best rental rates.
What are the most popular areas for vacation rentals with pools in Key West?
The Historic District and near the beach are popular locations for vacation rentals with pools. Staying here offers a mix of relaxation and local attractions.
Visit local markets and restaurants on foot to discover hidden gems nearby.
How can I find the best events during my stay in Key West?
Check out the annual Fantasy Fest every October and the famous Hemingway Days in July. Both events showcase local culture and attract many visitors.
Reserve accommodation early during festival dates, as hotels fill quickly in the area.
What is the best way to explore Key West?
Bicycles and scooters are popular for getting around Key West. They allow you to explore the island at your own pace.
Rent bikes near Duval Street, where many shops offer affordable rates, especially for longer rentals.
Are there any safety tips for travelers in Key West?
Key West is generally safe, but stay mindful of your belongings in crowded areas. Always lock your rental and secure valuables.
Avoid walking alone on less-traveled streets after dark for added safety.