Vacation homes in Key West

Key West

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Over 940 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

Vacation Homes in Key West

5. Center Court-Boutique Old Town Lodging

6. Nautilus...Ocean Front Cottage Retreat ~

7. Vacation Rental Florida Keys

Vacation Homes in Key West,Florida with Private Pool

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

9. New Oceanfront Luxury Home - Unit3

10. Oceania... Water Front Cottage Retreat ~

Best-rated

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

9.7

315 reviews

~ US$519 / 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

9.7

315 reviews

Average price US$ 519 / night

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

8.4

298 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

8.4

298 reviews

Average price US$ 709 / night

Popular Vacation homes destinations

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Great deal

Villa Bella

1309 Villa Mill Alley

1.3 km (0.8 mi) from city center

336

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Golf course
Heated swimming pool

Villa Bella

1.3 km (0.8 mi) from city center

336

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Golf course
Heated swimming pool

Villa Bella

Vacation Homes in Key West

Private beach

Zen Villa

400 Aronovitz Lane

2.0 km (1.3 mi) from city center

Cookware/ Kitchen utensils
Free parking
Air conditioning
Flat-screen TV
Bar/ Lounge area
Plunge pool

Zen Villa

2.0 km (1.3 mi) from city center

Cookware/ Kitchen utensils
Free parking
Air conditioning
Flat-screen TV
Bar/ Lounge area
Plunge pool

Zen Villa

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 course
Outdoor swimming pool

Center Court-Boutique Old Town Lodging

1.7 km (1.1 mi) from city center

BBQ facilities
Free parking
Housekeeping
Flat-screen TV
Golf course
Outdoor swimming pool

Center Court-Boutique Old Town Lodging

Vacation homes near Key West

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

Private beach

Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive

33.2 km (20.6 mi) from Key West

BBQ facilities
Free parking
24-hour security
Air conditioning
Tennis court
Pool with view

9.5

20 reviews

~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West

BBQ facilities
Free parking
24-hour security
Air conditioning
Tennis court
Pool with view

Nautilus...Ocean Front Cottage Retreat ~

9.5

20 reviews

Average price US$ 426 / night

Vacation Homes in Key West,Florida with Private Pool

Vacation Rental Florida Keys

11202 3Rd Avenue Ocean

78.0 km (48.5 mi) from Key West

Cookware/ Kitchen utensils
Free parking
Security
Air conditioning
Flat-screen TV
Sun loungers

5 reviews

~ US$245 / night

Vacation Rental Florida Keys

78.0 km (48.5 mi) from Key West

Cookware/ Kitchen utensils
Free parking
Security
Air conditioning
Flat-screen TV
Sun loungers

Vacation Rental Florida Keys

5 reviews

Average price US$ 245 / night

Private beach

Ocean View With Pool, 4 Bedroom Vila Near Key West

125 Colson Drive

30.9 km (19.2 mi) from Key West

260

BBQ facilities
Free parking
24-hour security
Air conditioning
Fitness centre
Pool with view

4 reviews

~ US$1128 / night

Ocean View With Pool, 4 Bedroom Vila Near Key West

30.9 km (19.2 mi) from Key West

260

BBQ facilities
Free parking
24-hour security
Air conditioning
Fitness centre
Pool with view

Ocean View With Pool, 4 Bedroom Vila Near Key West

4 reviews

Average price US$ 1128 / night

Private beach

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 course
Outdoor swimming pool

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 course
Outdoor swimming pool

New Oceanfront Luxury Home - Unit3

1 reviews

Average price US$ 848 / night

Luxury Vacation Homes in Key West

Oceania... Water Front Cottage Retreat ~

701 Spanish Main Drive

33.2 km (20.6 mi) from Key West

BBQ facilities
Free parking
24-hour security
Air conditioning
Sauna
Pool with view

8.2

19 reviews

~ US$392 / night

Oceania... Water Front Cottage Retreat ~

33.2 km (20.6 mi) from Key West

BBQ facilities
Free parking
24-hour security
Air conditioning
Sauna
Pool with view

Oceania... Water Front Cottage Retreat ~

8.2

19 reviews

Average price US$ 392 / night

Beach access

Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio

23 Coral Way

4.9 km (3.0 mi) from Key West

129

Cookware/ Kitchen utensils
Free parking
Air conditioning
Tea and coffee facilities
Golf course
Outdoor swimming pool

7.3

3 reviews

~ US$514 / night

Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio

4.9 km (3.0 mi) from Key West

129

Cookware/ Kitchen utensils
Free parking
Air conditioning
Tea and coffee facilities
Golf course
Outdoor swimming pool

Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio

7.3

3 reviews

Average price US$ 514 / night

Aqua Verde Waterfront Gem Dock Game Room

715 26Th Street Ocean

71.1 km (44.2 mi) from Key West

121

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Tea and coffee facilities
Outdoor swimming pool

~ US$814 / night

Aqua Verde Waterfront Gem Dock Game Room

71.1 km (44.2 mi) from Key West

121

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Tea and coffee facilities
Outdoor swimming pool

Aqua Verde Waterfront Gem Dock Game Room

Average price US$ 814 / night

Cheap Vacation Homes in Key West,Florida

Private beach

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

~ 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

Average price US$ 824 / night

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

~ 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

Average price US$ 873 / night

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

11600 1St Avenue Gulf Villa 62 Unit 62

78.3 km (48.7 mi) from Key West

163

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Tea and coffee facilities
Outdoor swimming pool

~ US$1310 / night

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

78.3 km (48.7 mi) from Key West

163

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Tea and coffee facilities
Outdoor swimming pool

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

Average price US$ 1310 / night

Pet Friendly Vacation Homes in Key West

Beachfront • Heated Pool • Hot Tub • Oceanview

125 Colson Drive

30.9 km (19.2 mi) from Key West

177

Cookware/ Kitchen utensils
Ironing facilities
Tea and coffee facilities
Patio

Beachfront • Heated Pool • Hot Tub • Oceanview

30.9 km (19.2 mi) from Key West

177

Cookware/ Kitchen utensils
Ironing facilities
Tea and coffee facilities
Patio

Beachfront • Heated Pool • Hot Tub • Oceanview

Marathon Key - Hot Tub, Pool & Boat Dock

810 39Th Street

72.3 km (44.9 mi) from Key West

483

BBQ facilities
Free parking
Air conditioning
Flat-screen TV
Mini-bar
Patio

Marathon Key - Hot Tub, Pool & Boat Dock

72.3 km (44.9 mi) from Key West

483

BBQ facilities
Free parking
Air conditioning
Flat-screen TV
Mini-bar
Patio

Marathon Key - Hot Tub, Pool & Boat Dock

Surfstream Edge

9008 Aviation Boulevard

76.5 km (47.5 mi) from Key West

204

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Golf course
Outdoor swimming pool

Surfstream Edge

76.5 km (47.5 mi) from Key West

204

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Golf course
Outdoor swimming pool

Surfstream Edge

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 (315 Reviews)	From 519$
Rose Lane Villas	8.4 / 10 (298 Reviews)	From 709$
Nautilus...Ocean Front Cottage Retreat ~	9.5 / 10 (20 Reviews)	From 426$
Vacation Rental Florida Keys	10.0 / 10 (5 Reviews)	From 245$
Ocean View With Pool, 4 Bedroom Vila Near Key West	10.0 / 10 (4 Reviews)	From 1128$

Key West is a charming destination renowned for its stunning sunsets, balmy weather, and rich history. The collection of vacation homes here offers a range of options for travelers seeking a memorable getaway. From quaint cottages to luxurious waterfront villas, these properties provide the perfect base to explore the local culture, dining, and aquatic adventures. Whether you're looking for a romantic retreat or a family-friendly environment, Key West's vacation homes cater to every individual need and taste. Planning your stay in this tropical paradise has never been easier with such a diverse selection of accommodations.

Key West Accommodation lists:

Key West Resorts
Key West Beach hotels
Key West Hotels
Key West Bed and Breakfast
Key West Vacation rentals
Key West hotels near Duval Street
Key West Cabin rentals
Key West 3 Star hotels
Key West hotels near Mallory Square
Key West Pet friendly hotels
Key West Family Hotels https://worldhotels.guru/family-hotels-key-west/
Key West Cheap hotels https://hotelsresearch.com/cheap-hotels-key-west/
Key West Luxury hotels https://5starhotels.guide/luxury-hotels-key-west/
Key West 5 star hotels https://cityhotelsres.com/five-star-hotels-key-west/
Key West Boutique hotels https://5starhotels.guide/boutique-hotels-key-west/

Frequently Asked Questions

Which Vacation homes are popular among city visitors?

These Vacation homes are known for their convenient locations, and positive customer reviews:

What are the cheapest villas in Key West?

According to keywestpapa.com travel data, there are 171 budget accommodations to choose from. Among the best cheap villas, find out Sunrise Suites - Sea Breeze Suite 101 with a tennis court, an outdoor swimming pool and snorkelling. It costs about 388US$ per night and is set 750 metres from Alvin Frasier III Memorial Park. Another option is Sunrise Suites Tierra Bomba Suite #403 for 418US$ per night, located 400 metres from Thompson Island.

What is the top cheap villa in Key West with weekly rates?

According to keywestpapa.com travel data, Hemingway'S View is a perfect choice with a Jacuzzi, complimentary private parking and free parking. It costs 7623US$ per week.

What are the best cottages in Key West offering a pool?

According to keywestpapa.com travel data, there are many deals offering a pool.

What are the best family holiday houses in Key West?

For a perfect family stay, find out one of available deals on keywestpapa.com.

What are the best pet-friendly holiday houses in Key West?

If you want to stay with pets, keywestpapa.com offers 66 options to choose from. Book Sunrise Suites Barbados Suite #204 rated 7.2/10 for about 422US$ per night. It's set 3.9 km from Key West Garden Club and features a tennis court, an outdoor swimming pool and a Jacuzzi. Also find out Flagler'S Crossing rated 7.8/10 with an outdoor swimming pool, windsurfing and diving. It will cost you 182US$ per night. Other suitable properties are Passover Cottage and Sunrise Suites Tahiti Suite #104.

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

If you want to relax during your stay, keywestpapa.com offers some deals with a jacuzzi for you. You may like Sunrise Suites - Sea Breeze Suite 101 offering a tennis court, an outdoor swimming pool and a Jacuzzi at the price of 388US$ per one night. Alternatively, you may find out Key West Villas rated 8.8/10 with a tennis court, an outdoor swimming pool and a golf course. It costs 291US$ per night.

What are the best lakeside holiday houses in Key West?

Find out Rose Lane Villas at the price of 505US$ per night.

What are the most popular holiday houses among couples in Key West?

If you're searching for a romantic stay, find out one of 185 holiday houses on keywestpapa.com. To make your stay comfortable, book Sunrise Suites Cristobal Suite #411 with a tennis court, an outdoor swimming pool and a heated pool. This top-rated holiday house is set 500 metres from Art Space and costs 341US$ per night. Alternatively, find out Rose Lane Villas (rating: 9.2/10) with an outdoor swimming pool and concierge service. Find out other suitable options for couples: Key West Villas, Sunrise Suites Barbados Suite #204 and Flagler'S Crossing.

What are the best holiday houses in Key West with kitchens?

Guests who enjoy cooking may like Southernmost Sanctuary (rating: 7.8/10) with a Jacuzzi, fitness and ironing at the cost of 342US$ per night.