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

Key West Vacation Rentals

Find 7,185 available home rentals from 16 partners
Anytime
1 guest
Anytime
1 guest

  • 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 $178 per night!

Resort Key West
-17%
Feb 1 - Feb 8
Free cancellation
Resort ∙ 127 guests ∙ 3 bedrooms

Ibis Bay Resort

Key West, Monroe County, Florida, United States
$660$511
per night
Good
$660$511
per night
View deal
House Key West
-33%
Jun 14 - Jun 21
House ∙ 8 guests ∙ 3 bedrooms

130 m² House

Key West, Monroe County, Florida, United States
$1,396$958
per night
$1,396$958
per night
View deal
House Key West
Jun 20 - Jun 27
House ∙ 5 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
$645
per night
Outstanding(90 ratings)
$645
per night
View deal
House Key West
-11%
Jun 20 - Jun 27
House ∙ 7 guests ∙ 2 bedrooms

House

Key West, Monroe County, Florida, United States
$534$475
per night
Outstanding(25 ratings)
$534$475
per night
View deal
House Key West
-8%
Dec 21 - Dec 28
House ∙ 6 guests ∙ 3 bedrooms

149 m² House

Key West, Monroe County, Florida, United States
$830$765
per night
Excellent(193 ratings)
$830$765
per night
View deal
Cottage Key West
-8%
Dec 21 - Dec 28
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage

Key West, Monroe County, Florida, United States
$578$534
per night
Excellent(85 ratings)
$578$534
per night
View deal
House Key West
Jun 20 - Jun 27
House ∙ 6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
$775
per night
Excellent(64 ratings)
$775
per night
View deal
House Key West
-44%
Jun 20 - Jun 27
House ∙ 6 guests ∙ 3 bedrooms

105 m² House

Key West, Monroe County, Florida, United States
$1,091$612
per night
Outstanding(94 ratings)
$1,091$612
per night
View deal
Cottage Key West
Jun 20 - Jun 27
Cottage ∙ 6 guests ∙ 3 bedrooms

112 m² Cottage

Key West, Monroe County, Florida, United States
$760
per night
Outstanding(49 ratings)
$760
per night
View deal
House Key West
-52%
Jun 20 - Jun 27
House ∙ 8 guests ∙ 4 bedrooms

132 m² House

Key West, Monroe County, Florida, United States
$1,882$900
per night
Outstanding(91 ratings)
$1,882$900
per night
View deal
House Key West
-4%
Jun 20 - Jun 27
House ∙ 6 guests ∙ 2 bedrooms

65 m² House

Key West, Monroe County, Florida, United States
$623$598
per night
Outstanding(25 ratings)
$623$598
per night
View deal
House Key West
-55%
Jun 20 - Jun 27
House ∙ 10 guests ∙ 5 bedrooms

153 m² House

Key West, Monroe County, Florida, United States
$4,434$1,987
per night
Outstanding(216 ratings)
$4,434$1,987
per night
View deal
House Key West
-7%
Jun 20 - Jun 27
House ∙ 2 guests ∙ 1 bedroom

House

Key West, Monroe County, Florida, United States
$397$368
per night
Outstanding(72 ratings)
$397$368
per night
View deal
House Key West
-4%
Jun 20 - Jun 27
House ∙ 6 guests ∙ 2 bedrooms

65 m² House

Key West, Monroe County, Florida, United States
$623$598
per night
Outstanding(55 ratings)
$623$598
per night
View deal
Houseboat Key West
-8%
Dec 21 - Dec 28
Houseboat ∙ 5 guests ∙ 2 bedrooms

Houseboat

Key West, Monroe County, Florida, United States
$477$441
per night
Very good(21 ratings)
$477$441
per night
View deal

Apartments with a balcony or patio

House Key West
Sept 6 - Sept 13
-51%
$1,138
$558 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House Key West
May 17 - May 24
-64%
$2,464
$697 per night
House ∙ 4 guests ∙ 2 bedrooms
Key West, Monroe County, Florida, United States
Free cancellation
Balcony/Patio
View deal
House Key West
Aug 13 - Aug 20
-77%
$3,115
$572 per night
House ∙ 4 guests ∙ 2 bedrooms
Key West, Monroe County, Florida, United States
Free cancellation
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in Key West

Save up to 8%

Condo Key West
Dec 21 - Dec 28
-8%
$847
$782 per night
Condo ∙ 6 guests ∙ 4 bedrooms
4.8
Outstanding(44 ratings)
Key West, Monroe County, Florida, United States
View deal

Compare and find a vacation rental fitting your expectations among the 7,185 beautiful accommodations from more than 16 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 35%.

Budget-friendly Rentals in Key West

Find Fantastic yet Inexpensive Rentals

House Key West
Dec 21 - Dec 28
$1,731 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent(169 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $237 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $855 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(12 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 $1,484 per night
House ∙ 8 guests ∙ 5 bedrooms
4.7
Excellent(180 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $510 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent(40 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $1,345 per night
House ∙ 12 guests ∙ 4 bedrooms
4.6
Excellent(38 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 $363 per night
HomeToGo
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
View deal
from $363 per night
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
HomeToGo
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 $290 per night
HomeToGo
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(800 ratings)
Key West, Monroe County, Florida, United States
View deal
from $290 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(800 ratings)
Key West, Monroe County, Florida, United States
HomeToGo
View deal

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Verified reviews

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

Price clarity, no surprises

Price clarity, no surprises

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

Smart search made simple

Smart search made simple

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 (5,171)
  • WiFi (6,555)
  • Air conditioning (6,731)
  • Parking (451)
  • Pet-friendly (2,186)
  • Kitchen (5,090)
  • Balcony/patio (2,898)
  • TV (6,232)
  • Washing machine (3,492)
  • Dishwasher (2,468)
  • Grill (1,853)
  • Microwave (4,316)

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. 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 October (10/18 – 10/25). Prices reach an average of $1,603 per night. The week with the lowest average prices is in September (9/20 – 9/27).

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 December (12/13 – 12/20). On the other hand, the week with the most available offers is in May (5/31 – 6/7).

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 7,185 rentals
💳 Possible discounts up to 35%
🌙 Nightly prices starting at $178
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 2,179 homes
🏊 Vacation rentals with pools 5,172 homes
1,455,017 reviews
Key West vacation rentals have an average rating of 4.5/5 on 1,455,017 reviews left by travelers.

Frequently Asked Questions

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

At the moment, there are 7,185 vacation homes from 16 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 2,179 pet-friendly vacation rentals in Key West, with an average nightly price of $1,295.

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 $178.

Find the perfect Key West home to match your style

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