Key West Vacation Rentals - HomeToGo base64Hash Key West Vacation Rentals - HomeToGo

Key West Vacation Rentals

Find 5,059 available offers from 12 partners
Key West
Anytime
Guests
Key West
Anytime
Guests

Popular Filters to find the Perfect Rental in Key West

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

Explore Historic Key West From a Cozy Vacation Rental

Typical Key West vacation rentals are beautiful wooden beach homes. Sit on the porch and watch the waves crash and wind blow through the palm trees at Key West vacation homes.

Show all 5,059 properties

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Key West accommodation with high-speed internet.

Condo  Key West
$991 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo in Key West with Free Parking, Next to Southernmost Point + Beach Nearby

4.5
Excellent (172 ratings)
Key West, Monroe County, Florida, United States
Internet
View deal
View deal
Condo  Key West
$442 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Condo in Key West with Private Parking, Near Southernmost Point + Next to Beach

4.6
Excellent (107 ratings)
Key West, Monroe County, Florida, United States
Internet
View deal
View deal
House  Key West
$1,286 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Key West with Pool, Grill & Patio, Near Mallory Square

4.6
Excellent (83 ratings)
Key West, Monroe County, Florida, United States
Internet
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Key West rental with full kitchen.

House  Key West
$491 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
Kitchen
View deal
View deal
Condo  Key West
$388 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Key West with Pool, Next to Southernmost Point + Enjoy Views

5.0
Outstanding (59 ratings)
Key West, Monroe County, Florida, United States
Kitchen
View deal
View deal
House  Key West
$535 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Key West with Beautiful Pool, Next to West Martello Tower + Garden Views

5.0
Outstanding (11 ratings)
Key West, Monroe County, Florida, United States
Kitchen
View deal
View deal
See all offers

Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Key West with their own private patios and balconies.

Resort  Key West
Dec 28 - Jan 4
$605 per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort in Key West with Patio & Pool, Next to Key West Tropical Forest & Botanical Garden

4.2
Very good (4 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
View deal
Resort  Key West
Oct 26 - Nov 2
$708 per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort in Key West with Pool & Patio, Near Mallory Square

4.7
Excellent (4 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
View deal
House  Key West
Dec 28 - Jan 4
$1,305 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Stock Island with Patio & Pool

Key West, Monroe County, Florida, United States
Free cancellation
Balcony/Patio
View deal
View deal
See all offers

Best Vacation Home Deals in Key West

Save up to 37%

House Key West
Sept 5 - Sept 12
-37%
$507
$320 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Key West, Close to Southernmost Point

4.7
Excellent
Key West, Monroe County, Florida, United States
Free cancellation
View deal
View deal

Compare and find a vacation rental fitting your expectations among the 5,059 beautiful accommodations from more than 12 vacation rental websites in Key West. Every one of the offers from our partner websites are instantly compared by our algorithm , allowing you to save up to 37%.

Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $188 per night

House Key West
$1,343 per night
House ∙ 16 guests ∙ 6 bedrooms

Vacation Home in Key West with Pool, Grill & Yard, Close to Duval Street

Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
Jul 20 - Jul 27
$508 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Key West, Close to Southernmost Point

4.7
Excellent
Key West, Monroe County, Florida, United States
Free cancellation
View deal
View deal
House Key West
$1,250 per night
House ∙ 12 guests ∙ 4 bedrooms

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

4.7
Excellent (46 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$363 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming House in Key West with Private Pool, Next to Southernmost Point

5.0
Outstanding (16 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
Condo Key West
$417 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Large Pool + Ocean View

4.7
Excellent (176 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$1,466 per night
House ∙ 8 guests ∙ 3 bedrooms

Nice House in Key West with Private Pool, Close to Southernmost Point

4.9
Outstanding (142 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$984 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Lagoon-Style Pool

4.8
Outstanding (199 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$924 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Private Balcony, Next to Southernmost Point + Lighthouse View

4.7
Excellent (5 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
Condo Key West
$200 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Key West with Grill, Yard & Pool, Near Southernmost Point

5.0
Outstanding (40 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
See all offers

Budget-friendly Rentals in Key West

Find Fantastic yet Inexpensive Rentals

House Key West
$1,554 per night
House ∙ 12 guests ∙ 5 bedrooms

Family Friendly Vacation Home in Key West with Private Pool

4.9
Outstanding (136 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
Condo Key West
$1,013 per night
Condo ∙ 8 guests ∙ 5 bedrooms

Condo in Key West with Private Pool, Close to Mallory Square

4.9
Outstanding (32 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
Villa Key West
$1,026 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Wonderful Villa in Key West with Private Pool, Close to West Martello Tower

4.6
Excellent (14 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal

Top-Rated Offers and Accommodations in Key West

Book Vacation Rentals with the Highest User Rating

Villa Key West
$1,018 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Nice Villa in Key West with Tropical Garden, Next to Mallory Square

4.9
Outstanding (172 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$1,324 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Key West with Private Pool + Morning Views + Next to Beach

4.9
Outstanding (110 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal
House Key West
$357 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Key West with Grill, Pool & Yard, Near Southernmost Point

5.0
Outstanding (7 ratings)
Key West, Monroe County, Florida, United States
View deal
View deal

Popular Rental Amenities in Key West

  • Pool (4,022)
  • WiFi (4,569)
  • Air conditioning (4,860)
  • Parking (223)
  • Pet-friendly (965)
  • Kitchen (3,201)
  • Balcony/patio (2,732)
  • TV (4,601)
  • Washing machine (2,829)
  • Dishwasher (2,025)
  • Grill (1,533)
  • Microwave (3,152)

You will have a large selection of vacation homes to choose from if you are looking for a property including a pool in Key West. Interestingly, HomeToGo's data shows that more hotel room include a pool than condo. Additionally, they can welcome 7 vacationers, on average, while condo with pools can accommodate an average of 5 guests. two-thirds of Key West's vacation rentals offering a pool are situated within two kilometres of water, divide your time between the pool and the waterfront

Price and Availability Index in Key West

Click on any bar to see price and availability information

Vacation Rental Price Information in Key West

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Key West. The most expensive prices are in December (12/21 – 12/28). Prices reach an average of $1,444 per night. The week with the lowest average prices is in June (6/1 – 6/8).

Rental availability information in Key West

This graph shows the vacation rental availability rate for the next twelve months. The week with the lowest percentage of available vacation homes is in March (3/15 – 3/22). On the other hand, the week with the most available offers is in July (7/6 – 7/13).

The Weather in Key West

max.
Min.
24°
18°
5 days 5
max.
Min.
25°
19°
5 days 5
max.
Min.
26°
21°
4 days 4
max.
Min.
28°
23°
3 days 3
max.
Min.
30°
25°
6 days 6
max.
Min.
31°
26°
9 days 9
max.
Min.
32°
27°
8 days 8
max.
Min.
32°
27°
11 days 11
max.
Min.
31°
26°
12 days 12
max.
Min.
29°
24°
8 days 8
max.
Min.
26°
21°
5 days 5
max.
Min.
25°
19°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Key West. During August, maximum temperatures go up to more than 32° On the other hand, you could have temperatures dropping under 18° in January. The month of April has nice weather with only 3 rainy days.

7-Day Weather Forecast in Key West

Tue., 21 May
28°
28°

0%

5 h

6 km/h

Wed., 22 May
29°
28°

0%

6 h

6 km/h

Thu., 23 May
31°
29°

0%

5 h

18 km/h

Fri., 24 May
31°
29°

0%

5 h

16 km/h

Sat., 25 May
30°
29°

0%

5 h

13 km/h

Sun., 26 May
30°
30°

0%

5 h

15 km/h

Mon., 27 May
31°
30°

0%

5 h

18 km/h

Accommodations for your vacation in Key West

976 of the 5,059 vacation homes in Key West are house rental. They account for one-third of the accommodation types in this destination (39.9%). In addition, the average size of vacation accommodations in Key West is 150 m² with a median price of $1,207 per night. Furthermore, this type of accommodation is an excellent option for large groups, as most of the house rental can welcome 7 people. Users looking for something other than house rental will also find many condo, which are the other most popular type of accommodation in Key West. The average size of vacation rentals in Key West is 103 m², and the average price is $891 per night.
Where to find the best food in Key West?

Dig Into Key Lime Pie and Conch Fritters

There may be no food more closely associated with Key West then key lime pie. Made from local limes, which are known for their bittersweet and acidic taste, this dessert is a favorite the world over. The best key lime pies have a perfectly flaky pastry and creamy center piled high with meringue.

Try conch fritters, found on most Key West bar menus. The mollusk of the region's iconic conch shell is chopped, battered, and deep fried for the ultimate bar snack.

What are the best places to discover the arts and culture of Key West?

Visit the Ernest Hemingway House and the Key West Lighthouse

The Ernest Hemingway House was home to the famous author of A Farewell to Arms and For Whom the Bell Tolls for about ten years. The rooms in the house contain artifacts detailing the authors' life and works.

The Key West Lighthouse is tiny, but the climb up the 88 steps to its top rewards you with incredible views. The museum houses photographs and other items related to the history of lighthouses in the Florida Keys.

What are the best events and festivals in Key West?

Hemingway Days and New Year's Eve

The New Year's Eve celebrations in Key West are world famous. The biggest party is on Duval Street, where you can watch a conch shell drop at midnight at Sloppy Joe's or head to Bourbon Street Pub to watch a drag queen named Sushi lowered from the rooftop in a giant red high heel.

Hemingway Days, held in July, celebrate the famous author. The festival includes writing, fishing, and look-a-like contests.

Information about vacation rentals in Key West

🏡 Vacation rentals available 5,059 rentals
💳 Possible discounts up to 37%
🌙 Nightly prices starting at $188
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 891 homes
🏊 Vacation rentals with pools 4,086 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 typical availability of vacation rentals in Key West?

At the moment, there are 5,059 vacation homes from 12 different providers in Key West.

What are the most popular vacation home amenities in Key West?

The most popular amenities for rentals in Key West include vacation homes with Pool, Internet, or Air conditioning.

Are there pet-friendly vacation rentals in Key West?

Yes, there are 891 pet-friendly vacation rentals in Key West, with an average nightly price of $1,097.

What's the best month to visit Key West?

The warmest time of year in Key West is August and July, with the nightly price of a vacation home starting at $188.

Find the perfect Key West home to match your style

Top cities to visit

Show more

Vacation Destinations Near Key West

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag