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

Key West Vacation Rentals

Find 6,825 available home rentals from 15 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Cabin
    • House
    • Apartment

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Parking
    • Kitchen
    • Balcony/patio
    • TV
    • Washing machine
    • Dishwasher
    • Microwave
    • Jacuzzi
    • Yard
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Key West

Find your perfect vacation rental in Key West from just $275 per night!

House Key West
House ∙ 8 guests ∙ 4 bedrooms

242 m² House

Key West, Monroe County, Florida, United States
from $655
per night
Outstanding(16 ratings)
from $655
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

Key West, Monroe County, Florida, United States
from $664
per night
Outstanding(1 rating)
from $664
per night
View deal
House Key West
House ∙ 8 guests ∙ 5 bedrooms

151 m² House

Key West, Monroe County, Florida, United States
from $1,432
per night
Excellent(182 ratings)
from $1,432
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

255 m² House

Key West, Monroe County, Florida, United States
from $511
per night
Outstanding(2 ratings)
from $511
per night
View deal
House Key West
House ∙ 12 guests ∙ 4 bedrooms

House

Key West, Monroe County, Florida, United States
from $1,233
per night
Excellent(38 ratings)
from $1,233
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

House

Key West, Monroe County, Florida, United States
from $484
per night
Excellent(2 ratings)
from $484
per night
View deal
Condo Key West
Condo ∙ 6 guests ∙ 3 bedrooms

89 m² Condo

Key West, Monroe County, Florida, United States
from $856
per night
Excellent(40 ratings)
from $856
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

248 m² House

Key West, Monroe County, Florida, United States
from $469
per night
Excellent(9 ratings)
from $469
per night
View deal
Condo Key West
Condo ∙ 6 guests ∙ 3 bedrooms

55 m² Condo

Key West, Monroe County, Florida, United States
from $552
per night
Excellent(13 ratings)
from $552
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

176 m² House

Key West, Monroe County, Florida, United States
from $495
per night
from $495
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

Key West, Monroe County, Florida, United States
from $614
per night
from $614
per night
View deal
House Key West
House ∙ 12 guests ∙ 6 bedrooms

139 m² House

Key West, Monroe County, Florida, United States
from $1,529
per night
from $1,529
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
from $276
per night
from $276
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Key West, Monroe County, Florida, United States
from $519
per night
Outstanding(35 ratings)
from $519
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Key West, Monroe County, Florida, United States
from $273
per night
Outstanding(25 ratings)
from $273
per night
View deal

Vacation rentals and apartments with air conditioning

House Key West
from $1,430 per night
House ∙ 8 guests ∙ 4 bedrooms

138 m² House

Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
from $656 per night
House ∙ 8 guests ∙ 4 bedrooms

368 m² House

4.9
Outstanding(141 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Condo Key West
from $1,076 per night
Condo ∙ 8 guests ∙ 4 bedrooms

186 m² Condo

4.6
Excellent(193 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House Key West
from $1,050 per night
House ∙ 8 guests ∙ 4 bedrooms

276 m² House

5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House Key West
from $839 per night
House ∙ 8 guests ∙ 3 bedrooms

93 m² House

4.7
Excellent(76 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
Cottage Key West
from $612 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

112 m² Cottage

4.8
Outstanding(50 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and cottages with a garden

House Key West
from $464 per night
House ∙ 11 guests ∙ 5 bedrooms

172 m² House

5.0
Outstanding(18 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
House Key West
from $417 per night
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
Yard
View deal
Houseboat Key West
from $986 per night
Houseboat ∙ 11 guests ∙ 5 bedrooms

139 m² Houseboat

5.0
Outstanding(97 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Key West

Save up to 77%

Resort Key West
Apr 23 - Apr 30
-77%
$1,670
$390 per night
Resort ∙ 127 guests ∙ 3 bedrooms

Ibis Bay Resort

3.8
Good
Key West, Monroe County, Florida, United States
View deal

Compare and find a vacation rental fitting your expectations among the 6,825 beautiful accommodations from more than 15 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 77%.

Budget-friendly Rentals in Key West

Find Fantastic yet Inexpensive Rentals

House Key West
from $804 per night
House ∙ 8 guests ∙ 4 bedrooms

133 m² House

4.8
Outstanding(40 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $569 per night
House ∙ 6 guests ∙ 3 bedrooms

89 m² House

5.0
Outstanding(92 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
from $904 per night
Condo ∙ 8 guests ∙ 3 bedrooms

116 m² Condo

4.8
Outstanding(99 ratings)
Key West, Monroe County, Florida, United States
View deal

Top-Rated Offers and Accommodations in Key West

Book Vacation Rentals with the Highest User Rating

House Key West
from $789 per night
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(232 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
from $569 per night
Condo ∙ 6 guests ∙ 3 bedrooms

126 m² Condo

4.6
Excellent(156 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $584 per night
6 guests ∙ 3 bedrooms

House

4.7
Excellent(62 ratings)
Key West, Monroe County, Florida, United States
View deal

Customer ratings and reviews

How are reviews collected?
Molly B.
Guest verified by HomeToGo

Check-in was a bit touchy, as the office was locked & unoccupied, despite the fact that the hours stated on the door said it should be open. Got that resolved. Condo unit was PERFECT! Beds were very comfortable! We loved the back deck & spent much time there! Staff was very friendly & accomodating!

Reviewed on 2/18/2024 | Group
Condo Key West
from $357 per night
HomeToGo
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(802 ratings)
Key West, Monroe County, Florida, United States
View deal
Cynthia F.
Guest verified by HomeToGo

Our 8 night stay at coconut Mallory was a 10/10. The room was just what we expected. Clean, very attractive landscaping, it was so nice to eat our self-prepared meals on our own little porch area. The kitchen was stocked with all of the cooking essentials we needed. A/c was cold The pools were perfect. Staff was awesome. We will definitely be coming back to this location.

Reviewed on 6/2/2023 | Couple
Condo Key West
from $276 per night
HomeToGo
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Key West

  • Pool (4,976)
  • WiFi (6,260)
  • Air conditioning (6,396)
  • Parking (383)
  • Pet-friendly (2,033)
  • Kitchen (4,942)
  • Balcony/patio (2,881)
  • TV (5,899)
  • Washing machine (3,986)
  • Dishwasher (2,368)
  • Grill (1,890)
  • Microwave (4,264)

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 8 vacationers, on average, while condo with pools can accommodate an average of 5 guests. more than half 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 (12/27 – 1/3). Prices reach an average of $1,012 per night. The week with the lowest average prices is in September (9/27 – 10/4).

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 April (4/11 – 4/18). On the other hand, the week with the most available offers is in July (7/19 – 7/26).

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.

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.

Information about vacation rentals in Key West

🏡 Vacation rentals available 6,743 rentals
🌙 Nightly prices starting at $278
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,998 homes
🏊 Vacation rentals with pools 4,926 homes
1,400,920 reviews
Key West vacation rentals have an average rating of 4.5/5 on 1,400,920 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Key West?

At the moment, there are 6,743 vacation homes from 15 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 1,998 pet-friendly vacation rentals in Key West, with an average nightly price of $1,144.

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 $278.

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