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

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House & Vacation Rentals in Key West

Find 5,207 available offers from 15 partners
Key West
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Key West
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Popular Filters to find the Perfect Home Rental in Key West

2 Adults
1 Bedroom
4 Adults
Pool
2 Bedrooms
House
2 Bathrooms

Vacation rentals with Wi-Fi

House  Key West
May 12 - May 19
$1,632
per night
House ∙ 12 guests ∙ 5 bedrooms

Family Friendly Vacation Home in Key West with Private Pool

4.9
Outstanding (141 ratings)
Key West, Monroe County, Florida, United States
Internet
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House  Key West
Jul 27 - Aug 3
$751
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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House  Key West
Aug 20 - Aug 27
-37%
$1,459
$925
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Vacation Home with Private Pool, BBQ & Patio | Close to the Beach | Pet-Friendly

4.8
Outstanding (66 ratings)
Key West, Monroe County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

House  Key West
Aug 10 - Aug 17
$482
per night
House ∙ 6 guests ∙ 2 bedrooms

Wonderful House in Key West with Pool & Patio, Next to Mallory Square

4.4
Very good (42 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
Jun 20 - Jun 27
$305
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Heated Pool, Garden & Grill

4.7
Excellent (229 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
Nov 25 - Dec 2
$353
per night
Condo ∙ 4 guests ∙ 1 bedroom

Stylish Condo in Key West, Close to Southernmost Point + Close to Beach

4.9
Outstanding (159 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Vacation rentals and apartments with air conditioning

Studio flat  Key West
May 24 - May 31
-56%
$590
$262
per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio with Terrace | Near Southernmost Point

4.5
Excellent (232 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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House  Key West
Sep 17 - Sep 24
-70%
$948
$282
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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House  Key West
Aug 21 - Aug 28
$403
per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House with Botanical Garden, Close to Key West Tropical Forest & Botanical Garden

4.7
Excellent (183 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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Best Vacation Home Deals in Key West

Save up to 70%

House Key West
Aug 3 - Aug 10
-70%
$1,813
$540
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Patio, BBQ & Private Pool | Near Mallory Square | City View

4.9
Outstanding (78 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Jun 20 - Jun 27
-39%
$718
$442
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Charming Condo with Yard, Heated Pool & Patio | Close to Mallory Square | City View

4.7
Excellent (212 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Nov 10 - Nov 17
-28%
$804
$577
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Grill, Patio & Pool

4.9
Outstanding (119 ratings)
Key West, Monroe County, Florida, United States
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5,207 amazing vacation homes from 15 providers, including Vrbo 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 61%.

Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $204 per night

Condo Key West
Oct 8 - Oct 15
-39%
$874
$532
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony, Close to West Martello Tower

4.7
Excellent (153 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Nov 23 - Nov 30
-20%
$524
$417
per night
House ∙ 7 guests ∙ 2 bedrooms

Family Friendly House with Pool

5.0
Outstanding (7 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Nov 2 - Nov 9
$592
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Key West with Patio & Grill, Near Duval Street

4.3
Very good (28 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Nov 23 - Nov 30
$476
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Pool & BBQ

4.9
Outstanding (8 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Oct 8 - Oct 15
$341
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Wonderful Condo with Heated Pool | Beach Nearby

4.9
Outstanding (70 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Jul 27 - Aug 3
-28%
$1,139
$825
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
Nov 23 - Nov 30
$381
per night
House ∙ 6 guests ∙ 1 bedroom

Children-Friendly Beautiful House with Patio, Pool & BBQ | Close to Key West Tropical Forest & Botanical Garden | Nature View | Perfect for Remote Work

5.0
Outstanding (11 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jun 21 - Jun 28
$560
per night
House ∙ 4 guests ∙ 1 bedroom

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

4.8
Outstanding (9 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 17 - Aug 24
$462
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Botanical Garden

5.0
Outstanding (281 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
Jul 27 - Aug 3
$520
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key West with Private Pool, Next to Mallory Square + Tropical Views

4.7
Excellent (95 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jul 27 - Aug 3
$554
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home with Terrace, Garden & Heated Pool

5.0
Outstanding (430 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jul 27 - Aug 3
$355
per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key West with Pool, Grill & Yard, Near Mallory Square

4.9
Outstanding (36 ratings)
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

Cottage Key West
Sep 17 - Sep 24
$289
per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Key West with Grill, Pool & Yard, Close to Southernmost Point

4.7
Excellent (180 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 20 - Aug 27
$491
per night
House ∙ 8 guests ∙ 2 bedrooms

Child-Friendly House with Yard, Patio & BBQ | Near Mallory Square

4.8
Outstanding (73 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jul 27 - Aug 3
$310
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Key West with Patio, Pool & Yard, 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 (4,172)
  • Pet-friendly (1,026)
  • Air conditioning (5,001)
  • WiFi (4,763)
  • Kitchen (3,382)
  • Parking (227)
  • Balcony/patio (2,785)
  • TV (4,757)
  • Washing machine (3,029)
  • Microwave (3,253)
  • Grill (1,549)
  • No smoking (4,889)

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 7 and cost, on average, $715 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 $979 (10/19 – 10/26). Prices decrease in a week of July (7/27 – 8/3), where average prices are $443.

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 June, as it comprises the busiest week of the next 12 months (6/14 – 6/21). 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 5,207 rentals
💳 Possible discounts up to 61%
🌙 Nightly prices starting at $204
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 1,027 homes
🏊 Vacation rentals with pools 4,171 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 $204 per night. If you would like to stay in a house rental, the average price is $863 per night. A condo Key West will cost on average $623 per night.

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

There are currently 5,207 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 4,171 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.

Find the perfect Key West home to match your style

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