House & Vacation Rentals in Key West - HomeToGo base64Hash House & Vacation Rentals in Key West - HomeToGo

House & Vacation Rentals in Key West

Find 5,185 available offers from 15 partners
Key West
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Key West
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2 Adults
1 Bedroom
4 Adults
Pool
2 Bedrooms
House
2 Bathrooms

Vacation rentals and apartments with air conditioning

Condo  Key West
Nov 22 - Nov 29
-63%
$3,093
$1,157
per night
Condo ∙ 14 guests ∙ 4 bedrooms

Condo with Patio | Next to Mallory Square

5.0
Outstanding (1 rating)
Key West, Monroe County, Florida, United States
Air conditioning
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Condo  Key West
Sep 11 - Sep 18
$292
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Child-Friendly Wonderful Condo with Hot Tub, Grill & Patio | Near Southernmost Point | Next to the Beach | Pets Allowed

4.6
Excellent (113 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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House  Key West
Sep 22 - Sep 29
-73%
$937
$251
per night
House ∙ 9 guests ∙ 3 bedrooms

House | Close to Southernmost Point | Close to the Beach

4.7
Excellent
Key West, Monroe County, Florida, United States
Free cancellation
Air conditioning
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Vacation rentals with Wi-Fi

House  Key West
Aug 31 - Sep 7
$732
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Barbeque, Pool & Terrace | Next to Mallory Square

4.9
Outstanding (28 ratings)
Key West, Monroe County, Florida, United States
Internet
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Villa  Key West
Dec 18 - Dec 25
$531
per night
Villa ∙ 4 guests ∙ 1 bedroom

Villa with Pool & Patio | Next to Southernmost Point

5.0
Outstanding (2 ratings)
Key West, Monroe County, Florida, United States
Internet
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House  Key West
May 14 - May 21
$477
per night
House ∙ 6 guests ∙ 2 bedrooms

House with Terrace & Pool | Near Mallory Square | City View

4.5
Excellent (28 ratings)
Key West, Monroe County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

House  Key West
May 14 - May 21
$404
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home for Perfect Getaway with Terrace & Pool | Near Mallory Square | City View

4.9
Outstanding (83 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
Nov 15 - Nov 22
$349
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Private Pool & Grill

4.7
Excellent (9 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
Aug 31 - Sep 7
$368
per night
Condo ∙ 5 guests ∙ 3 bedrooms

Fully Equipped Condo with Heated Pool | Close to Mallory Square

5.0
Outstanding (1 rating)
Key West, Monroe County, Florida, United States
Kitchen
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Best Vacation Home Deals in Key West

Save up to 54%

Studio flat Key West
Jan 3 - Jan 10
-33%
$590
$396
per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio with Terrace | Near Southernmost Point

4.5
Excellent (231 ratings)
Key West, Monroe County, Florida, United States
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Resort Key West
Jul 26 - Aug 2
-54%
$634
$290
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Pool, Patio & Hot Tub | Close to Southernmost Point

4.5
Excellent
Key West, Monroe County, Florida, United States
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Condo Key West
Sep 11 - Sep 18
-45%
$2,536
$1,406
per night
Condo ∙ 16 guests ∙ 4 bedrooms

Child-Friendly Spacious Condo with Pool, Terrace & Barbecue | City View | Dogs Allowed

4.5
Excellent (19 ratings)
Key West, Monroe County, Florida, United States
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5,185 amazing vacation homes from 15 providers, including VacationRentals.com and Booking.com, are available in Key West. All of the accommodations from our partner websites are instantly compared by the search engine so you can save up to 71%.

Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $164 per night

House Key West
Jul 27 - Aug 3
-66%
$2,630
$893
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Patio, Grill & Private Pool | City View

4.8
Outstanding (200 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Apr 19 - Apr 26
$382
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Heated Pool, Grill & Sauna | Nature View

4.7
Excellent (176 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Apr 19 - Apr 26
$704
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Charming Condo with Pool | Near Mallory Square

4.8
Outstanding (5 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 3 - Aug 10
$1,268
per night
House ∙ 8 guests ∙ 4 bedrooms

Ample Vacation Home with Grill, Patio & Private Pool | Close to Mallory Square | City View

4.6
Excellent (32 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 31 - Sep 7
-59%
$854
$350
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home with Yard, Patio & Pool | Close to Mallory Square | City View

4.8
Outstanding (55 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Sep 11 - Sep 18
-68%
$981
$312
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home with Pool & Terrace | Next to Mallory Square | City View

4.8
Outstanding (39 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Apr 19 - Apr 26
$644
per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home with Barbecue, Terrace & Private Pool | Close to Southernmost Point

4.8
Outstanding (8 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Jun 29 - Jul 6
$790
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Condo with Pool, Yard & Grill | Close to Key West Tropical Forest & Botanical Garden | Next to the Beach

4.9
Outstanding (16 ratings)
Key West, Monroe County, Florida, United States
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Apartment Key West
Sep 14 - Sep 21
-38%
$412
$256
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with Patio & Barbecue | Next to Southernmost Point

4.7
Excellent (6 ratings)
Key West, Monroe County, Florida, United States
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Budget-friendly Vacation Rentals in Key West

Find Fantastic yet Inexpensive Offers

House Key West
Jun 21 - Jun 28
-53%
$1,034
$489
per night
House ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Vacation Home with Pool, Grill & Garden | Near Mallory Square | City View

4.9
Outstanding (36 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Aug 17 - Aug 24
-42%
$494
$288
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Heated Pool & Barbeque

4.8
Outstanding (115 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 1 - Aug 8
-68%
$576
$182
per night
House ∙ 3 guests ∙ 1 bedroom

Vacation Home with Pool | Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
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Top-Rated Rentals and Accommodations in Key West

Book Vacation Rental Offers with the Highest User Rating

Condo Key West
Aug 17 - Aug 24
-32%
$1,152
$781
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Child-Friendly Condo with Barbeque, Garden & Sauna | Next to West Martello Tower | Beach Nearby | Good for Workation

5.0
Outstanding (131 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 31 - Sep 7
$942
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation Home with Pool & Terrace | Close to Mallory Square | City View

4.6
Excellent (40 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jul 27 - Aug 3
-66%
$947
$327
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home with Patio, Pool & Garden | Near Mallory Square

4.9
Outstanding (36 ratings)
Key West, Monroe County, Florida, United States
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Popular Rental Amenities in Key West

  • Pool (4,167)
  • Pet-friendly (1,043)
  • Air conditioning (4,977)
  • WiFi (4,713)
  • Kitchen (3,335)
  • Parking (228)
  • Balcony/patio (2,748)
  • TV (4,736)
  • Washing machine (3,020)
  • Microwave (3,224)
  • Grill (1,519)
  • No smoking (4,840)

You will have a large selection of properties to choose from if you are looking for an accommodation offering a pool in Key West. Hotel room with pools in Key West are a fantastic choice for groups of 8 and cost, on average, $720 a night. You can also compare and find a property offering a pool near the water, which is the case for two-thirds of the rentals in this destination.

Price and Availability Index in Key West

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Vacation Rental Price Information in Key West

The price graph will give you the nightly price average for the upcoming months of the year. in Key West, prices can go up to $932 (12/21 – 12/28). Prices decrease in a week of August (8/31 – 9/7), where average prices are $440.

Rental availability information in Key West

The graph shows the weekly availability rate in Key Westfor the next twelve months. Be careful if you plan to go to Key West in May, as it comprises the busiest week of the next 12 months (5/17 – 5/24). The week with the highest percentage of available rentals is in August (8/31 – 9/7).

Choose a Key West Vacation Rental for an Unforgettable Beach Vacation

Key West is the place to go if you're looking for fantastic diving and snorkeling whilst maintaining all the benefits of a city break. It is ideal for any type of stay, from a weekend getaway to a longer vacation. Relish a quiet seaside break and soak up the Caribbean vibes by staying in a Key West vacation rental. Key West has it all, from tranquil seaside nooks to lively entertainment.




What are the top sights in Key West?

History and More

Apart from diving, swimming, snorkeling, and water-based activities, there is plenty to see on land. Visit the attractive Old Town with its pastel-hued, conch-style houses, and don't forget to check out the Fort Zachary Taylor. The latter is a historic state park that is now used as a venue for events such as Civil War reenactments.

Stop at Mallory Square, a plaza known for its "Sunset Celebration." People gather here to view arts and crafts, eat from food carts, enjoy street performances, and watch the remarkable sunset. The New Town, which is on the east side of the island, features malls, shopping centers, schools, and residential zones.

Another famous attraction in Key West is the replica of a buoy made from concrete located at South and Whitehead Streets, which marks the "southernmost point" of the Continental USA.




Where are the unique attractions in Key West?

Best Beaches Near Your Key West Vacation Home

  1. Smathers Beach - Boasting close to 2 miles of shoreline, this mangrove-fringed beach is great for families. There's lots of swimming, parasailing, kayaking, and snorkeling opportunities.
  2. Rest Beach - Although only less than 1,000 feet long, the beach promises a tranquil experience. Visit here on early mornings for spectacular sunrises and beautiful views of the Atlantic. The beach also features a yoga deck where classes are held.

If you're a fan of snorkeling, here top 3 spots in Key West:

  1. Dry Tortugas National Park offers pristine coral reefs and crystal-clear waters teeming with marine life. Accessible by ferry or seaplane, this remote park provides an unforgettable snorkeling experience.
  2. Fort Zachary Taylor State Park boasts a rocky shoreline with shallow waters ideal for snorkeling. There are also sandy beaches, picnic areas, and nature trails for a full day of outdoor adventure.
  3. John Pennekamp Coral Reef State Park is not in Key West, but still worth mentioning for its exceptional snorkeling opportunities. Snorkelers can explore the park's underwater trails, swim alongside tropical fish, and marvel at the beauty of the coral reef ecosystem.


Information about vacation rentals in Key West

🏡 Vacation rentals available 5,185 rentals
💳 Possible discounts up to 71%
🌙 Nightly prices starting at $164
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,043 homes
🏊 Vacation rentals with pools 4,167 homes
10 reviews
Key West vacation rentals have an average rating of 4.2/5 on 10 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation home in Key West?

The average accommodation in Key West is priced at $164 per night. If you would like to stay in a house rental, the average price is $859 per night. A condo Key West will cost on average $625 per night.

How many vacation homes are available to book in Key West?

There are currently 5,185 rentals available for booking for your vacation.

What amenities are most popular for vacation rentals in Key West?

Most travelers look for Pool, Pets allowed, and Air conditioning when booking a vacation rental in Key West.

How many vacation homes with pools are there in Key West?

There are 4,167 rentals across 15 providers in Key West.

Are pets allowed in vacation homes in Key West?

If you are traveling with a pet in Key West - 20% of vacation rentals allow pets.

When is it better to travel to Key West?

If you are choosing a vacation home in Key West, keep in mind that rainy season is usually in September or August, with April often being the driest.

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