Key West
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Key West

Nov 03 - Nov 04 ·
2 guests

Key West Vacation Rentals

Key West
2 guests

Adults:

2

Children:

0

Child’s age:

Over 880 stays assessed to highlight the standout picks
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1. Key West Villas

2. Rose Lane Villas

3. Villa Bella

4. Zen Villa

Cheap Key West Vacation Rentals

5. Center Court-Boutique Old Town Lodging

6. Vacation Rental Florida Keys

7. Nautilus...Ocean Front Cottage Retreat ~

Pet Friendly Vacation Rentals Key West

8. Oceania... Water Front Cottage Retreat ~

9. New Oceanfront Luxury Home - Unit3

10. Ocean View With Pool, 4 Bedroom Vila Near Key West

Best Key West Vacation Rentals

  • Best-rated
Key West Villas Key West Villas

Key West Villas

512 Angela Street
1.8 km (1.1 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 15 per day
  • Express check-in/ -out
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

The 7-room Key West Villas is nestled within 5 minutes' walk of San Carlos Institute and entices guests with a Jacuzzi. Featuring a heated pool, this Key West villa is located within a few blocks of Audubon House and Tropical Gardens.

Bicycles can be rented on site, and you can also enjoy a sundeck, a shared lounge, and a golf course. A variety of outdoor activities such as snorkelling can be enjoyed in the surroundings.

9.7
286 reviews
~ US$219 / night

Key West Villas

1.8 km (1.1 mi) from city center
  • Cookware/ Kitchen utensils
  • 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 nestled within 5 minutes' walk of San Carlos Institute and entices guests with a Jacuzzi. Featuring a heated pool, this Key West villa is located within a few blocks of Audubon House and Tropical Gardens.

Bicycles can be rented on site, and you can also enjoy a sundeck, a shared lounge, and a golf course. A variety of outdoor activities such as snorkelling can be enjoyed in the surroundings.

9.7
286 reviews
From US$ 219 / night
  • Guest favorite
Rose Lane Villas Rose Lane Villas

Rose Lane Villas

511 Eaton Street (Check-In Location)
2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Offering a location 17 minutes' walk from Alan S Maltz Gallery, Rose Lane Villas Key West gives access to various tourist spots in the area.

Spend the day enjoying windsurfing, snorkelling, and diving, as well as a heated outdoor swimming pool.

8.6
289 reviews
~ US$709 / night

Rose Lane Villas

2.1 km (1.3 mi) from city center
  • Cookware/ Kitchen utensils
  • Car park
    US$ 25 per day
  • Concierge desk
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool

Rose Lane Villas

Offering a location 17 minutes' walk from Alan S Maltz Gallery, Rose Lane Villas Key West gives access to various tourist spots in the area.

Spend the day enjoying windsurfing, snorkelling, and diving, as well as a heated outdoor swimming pool.

8.6
289 reviews
From US$ 709 / night
  • Top location
  • Beach access
Villa Bella Villa Bella

Villa Bella

1309 Villa Mill Alley
1.3 km (0.8 mi) from city center
336
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Located approximately 25 minutes' walk from the bustling plaza "Mallory Square", the 5-bedroom Villa Bella Key West boasts a heated pool with a Jacuzzi. Nestled in the Downtown Key West district of Key West, the accommodation offers guided snorkelling trips to diversify guests' leisure.

An array of such activities as windsurfing, snorkelling, and canyoning is offered.

Villa Bella

1.3 km (0.8 mi) from city center
336
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Villa Bella

Located approximately 25 minutes' walk from the bustling plaza "Mallory Square", the 5-bedroom Villa Bella Key West boasts a heated pool with a Jacuzzi. Nestled in the Downtown Key West district of Key West, the accommodation offers guided snorkelling trips to diversify guests' leisure.

An array of such activities as windsurfing, snorkelling, and canyoning is offered.

Cheap Key West Vacation Rentals

Zen Villa Zen Villa

Zen Villa

400 Aronovitz Lane
2.0 km (1.3 mi) from city center
24
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities

Featuring a private swimming pool for guests' relaxation, the 4-bedroom Zen Villa Key West is located only 14 minutes' walk from the South Beach. Featuring a terrace, the property is situated within reach of the historic Saint Mary Star of the Sea Church.

Zen Villa

2.0 km (1.3 mi) from city center
24
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities

Zen Villa

Featuring a private swimming pool for guests' relaxation, the 4-bedroom Zen Villa Key West is located only 14 minutes' walk from the South Beach. Featuring a terrace, the property is situated within reach of the historic Saint Mary Star of the Sea Church.

Center Court-Boutique Old Town Lodging Center Court-Boutique Old Town Lodging

Center Court-Boutique Old Town Lodging

916 Center Street
1.7 km (1.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Flat-screen TV
  • Golf centre
  • Outdoor swimming pool

Center Court-Boutique Old Town Lodging Key West villa is located just 5 minutes' walk from The Ernest Hemingway Home and Museum and offers a hot tub, ensuring guests a relaxing stay. Nestled in the Downtown Key West district, the 9-room villa has a year-round outdoor swimming pool with a hot tub.

Snorkelling are available.

Center Court-Boutique Old Town Lodging

1.7 km (1.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Flat-screen TV
  • Golf centre
  • Outdoor swimming pool

Center Court-Boutique Old Town Lodging

Center Court-Boutique Old Town Lodging Key West villa is located just 5 minutes' walk from The Ernest Hemingway Home and Museum and offers a hot tub, ensuring guests a relaxing stay. Nestled in the Downtown Key West district, the 9-room villa has a year-round outdoor swimming pool with a hot tub.

Snorkelling are available.

Vacation rentals near Key West

Vacation Rental Florida Keys Vacation Rental Florida Keys

Vacation Rental Florida Keys

11202 3Rd Avenue Ocean
78.0 km (48.5 mi) from Key West
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Hosting up to 6 guests, the 2-bedroom Vacation Rental Florida Keys Marathon villa offers a quiet location fairly close to the Vaca Cut Bridge.

10
7 reviews
~ US$213 / night

Vacation Rental Florida Keys

78.0 km (48.5 mi) from Key West
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Vacation Rental Florida Keys

Hosting up to 6 guests, the 2-bedroom Vacation Rental Florida Keys Marathon villa offers a quiet location fairly close to the Vaca Cut Bridge.

10
7 reviews
From US$ 213 / night

Pet Friendly Vacation Rentals Key West

  • Private beach
Nautilus...Ocean Front Cottage Retreat ~ Nautilus...Ocean Front Cottage Retreat ~

Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive
33.2 km (20.6 mi) from Key West
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

The 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key entices guests to enjoy snorkelling, canyoning, and fisheries and is located 3.3 km from such natural sites as Summerland Key Island. Boasting a sunbathing terrace and a picnic area, the villa is located approximately 10 minutes' drive from Kemp Channel.

Guests may also relax in an outdoor swimming pool, a Jacuzzi provided on site.

9.3
21 reviews
~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Nautilus...Ocean Front Cottage Retreat ~

The 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key entices guests to enjoy snorkelling, canyoning, and fisheries and is located 3.3 km from such natural sites as Summerland Key Island. Boasting a sunbathing terrace and a picnic area, the villa is located approximately 10 minutes' drive from Kemp Channel.

Guests may also relax in an outdoor swimming pool, a Jacuzzi provided on site.

9.3
21 reviews
From US$ 426 / night
Oceania... Water Front Cottage Retreat ~ Oceania... Water Front Cottage Retreat ~

Oceania... Water Front Cottage Retreat ~

701 Spanish Main Drive
33.2 km (20.6 mi) from Key West
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Featuring a heated pool for guests' relaxation, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located about a 10-minute ride from Knockemdown Key.

A Jacuzzi and a sauna are available on-site. Diving, canyoning, and cycling are offered in the vicinity of this accommodation.

7.6
17 reviews
~ US$454 / night

Oceania... Water Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Oceania... Water Front Cottage Retreat ~

Featuring a heated pool for guests' relaxation, the 2-bedroom Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located about a 10-minute ride from Knockemdown Key.

A Jacuzzi and a sauna are available on-site. Diving, canyoning, and cycling are offered in the vicinity of this accommodation.

7.6
17 reviews
From US$ 454 / night
  • Private beach
New Oceanfront Luxury Home - Unit3 New Oceanfront Luxury Home - Unit3

New Oceanfront Luxury Home - Unit3

630 12Th Street Gulf Unit 3
69.9 km (43.4 mi) from Key West
244
  • 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 3.9 km from the 63 - acre Crane Point Museum and Nature Center and provides snorkelling, canyoning, and mini golf for active guests.

The property also comes with an outdoor swimming pool as well as a sundeck and a golf course. Sport lovers can benefit from bicycles.

10
1 reviews
~ US$848 / night

New Oceanfront Luxury Home - Unit3

69.9 km (43.4 mi) from Key West
244
  • 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 3.9 km from the 63 - acre Crane Point Museum and Nature Center and provides snorkelling, canyoning, and mini golf for active guests.

The property also comes with an outdoor swimming pool as well as a sundeck and a golf course. Sport lovers can benefit from bicycles.

10
1 reviews
From US$ 848 / night

Key West Vacation Rentals Oceanfront

Ocean View With Pool, 4 Bedroom Vila Near Key West Ocean View With Pool, 4 Bedroom Vila Near Key West

Ocean View With Pool, 4 Bedroom Vila Near Key West

125 Colson Drive
30.9 km (19.2 mi) from Key West
260
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key is situated just a 10-minute walk from Sunrise Beach Resort and offers a fitness room for guests to stay fit. Suitable for up to 10 people, this 4-bedroom villa provides a Jacuzzi, as well as diving, lawn tennis, and mini golf.

7
6 reviews
~ US$1128 / night

Ocean View With Pool, 4 Bedroom Vila Near Key West

30.9 km (19.2 mi) from Key West
260
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Ocean View With Pool, 4 Bedroom Vila Near Key West

Ocean View With Pool, 4 Bedroom Vila Near Key West Cudjoe Key is situated just a 10-minute walk from Sunrise Beach Resort and offers a fitness room for guests to stay fit. Suitable for up to 10 people, this 4-bedroom villa provides a Jacuzzi, as well as diving, lawn tennis, and mini golf.

7
6 reviews
From US$ 1128 / night
  • Great deal
  • Private beach
Ocean Nest In Key Colony Beach Ocean Nest In Key Colony Beach

Ocean Nest In Key Colony Beach

381 2Nd Street
79.9 km (49.6 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Pool with view

Located just 5 minutes' walk from Florida Keys Aquarium Encounters, the 3-bedroom Ocean Nest In Key Colony Beach villa entices guests with a Jacuzzi and a sauna. With a maximum capacity of 6 guests, the villa offers parking.

10
2 reviews

Ocean Nest In Key Colony Beach

79.9 km (49.6 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Pool with view

Ocean Nest In Key Colony Beach

Located just 5 minutes' walk from Florida Keys Aquarium Encounters, the 3-bedroom Ocean Nest In Key Colony Beach villa entices guests with a Jacuzzi and a sauna. With a maximum capacity of 6 guests, the villa offers parking.

10
2 reviews
  • Beach access
Coral Villa By Avantstay Coral Villa By Avantstay

Coral Villa By Avantstay

23 Coral Way
4.9 km (3.0 mi) from Key West
129
  • Cookware/ Kitchen utensils
  • Car park
  • Air conditioning
  • Golf centre
  • Golf course
  • Outdoor swimming pool

Situated 18 minutes' walk from Key West Golf Club, the welcoming Coral Villa By Avantstay Stock Island entices guests to explore various tourist attractions in the area.

7.3
3 reviews
~ US$514 / night

Coral Villa By Avantstay

4.9 km (3.0 mi) from Key West
129
  • Cookware/ Kitchen utensils
  • Car park
  • Air conditioning
  • Golf centre
  • Golf course
  • Outdoor swimming pool

Coral Villa By Avantstay

Situated 18 minutes' walk from Key West Golf Club, the welcoming Coral Villa By Avantstay Stock Island entices guests to explore various tourist attractions in the area.

7.3
3 reviews
From US$ 514 / night

Key West Vacation Rentals with Private Pool

Aqua Verde Waterfront Gem Dock Game Room Aqua Verde Waterfront Gem Dock Game Room

Aqua Verde Waterfront Gem Dock Game Room

715 26Th Street Ocean
71.1 km (44.2 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Table tennis
  • Outdoor swimming pool

Aqua Verde Waterfront Gem Dock Game Room Marathon villa, located about 5 minutes' walk from Shady Palm Art Gallery & Photography, can host up to 8 guests. Providing a swimming pool, this 3-bedroom welcoming villa also offers ping-pong for active guests.

There is an aqua park and barbecue provided for leisure, as well as bicycles for those, keeping fit.

3
1 reviews
~ US$814 / night

Aqua Verde Waterfront Gem Dock Game Room

71.1 km (44.2 mi) from Key West
121
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Table tennis
  • Outdoor swimming pool

Aqua Verde Waterfront Gem Dock Game Room

Aqua Verde Waterfront Gem Dock Game Room Marathon villa, located about 5 minutes' walk from Shady Palm Art Gallery & Photography, can host up to 8 guests. Providing a swimming pool, this 3-bedroom welcoming villa also offers ping-pong for active guests.

There is an aqua park and barbecue provided for leisure, as well as bicycles for those, keeping fit.

3
1 reviews
From US$ 814 / night
  • Private beach
Private Estate Pool Ocean View 20 Minutes To Key West Private Estate Pool Ocean View 20 Minutes To Key West

Private Estate Pool Ocean View 20 Minutes To Key West

124 Colson Drive
30.9 km (19.2 mi) from Key West
297
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Welcoming guests with a hot tub, the 4-bedroom Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is located only 10 minutes' walk from the Sunrise Beach Resort and can host up to 10 guests.

Windsurfing, snorkelling, and mini golf are also available to be organised on-site.

1
1 reviews
~ US$824 / night

Private Estate Pool Ocean View 20 Minutes To Key West

30.9 km (19.2 mi) from Key West
297
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Private Estate Pool Ocean View 20 Minutes To Key West

Welcoming guests with a hot tub, the 4-bedroom Private Estate Pool Ocean View 20 Minutes To Key West Villa Summerland Key is located only 10 minutes' walk from the Sunrise Beach Resort and can host up to 10 guests.

Windsurfing, snorkelling, and mini golf are also available to be organised on-site.

1
1 reviews
From US$ 824 / night
Eco Friendly Secluded Oceanview Pool Near Key West Eco Friendly Secluded Oceanview Pool Near Key West

Eco Friendly Secluded Oceanview Pool Near Key West

125 Colson Drive
30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool

Staying at Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key, guests can visit the Bow Channel, which is nearly a 10-minute ride away.

~ US$873 / night

Eco Friendly Secluded Oceanview Pool Near Key West

30.9 km (19.2 mi) from Key West
260
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Heating
  • Outdoor swimming pool

Eco Friendly Secluded Oceanview Pool Near Key West

Staying at Eco Friendly Secluded Oceanview Pool Near Key West Villa Cudjoe Key, guests can visit the Bow Channel, which is nearly a 10-minute ride away.

From US$ 873 / night
  • Beach access
Sunset Harbor Waterfront Villa With Dock Cabana Club Sunset Harbor Waterfront Villa With Dock Cabana Club

Sunset Harbor Waterfront Villa With Dock Cabana Club

260 1St Street
79.9 km (49.7 mi) from Key West
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

The 3-bedroom Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon accommodates up to 7 guests and offers proximity to Florida Keys Aquarium Encounters, located just 5 minutes' walk away. Providing an outdoor swimming pool, this welcoming villa also offers fisheries for active guests.

7
1 reviews
~ US$923 / night

Sunset Harbor Waterfront Villa With Dock Cabana Club

79.9 km (49.7 mi) from Key West
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Outdoor swimming pool

Sunset Harbor Waterfront Villa With Dock Cabana Club

The 3-bedroom Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon accommodates up to 7 guests and offers proximity to Florida Keys Aquarium Encounters, located just 5 minutes' walk away. Providing an outdoor swimming pool, this welcoming villa also offers fisheries for active guests.

7
1 reviews
From US$ 923 / night

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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