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

Key West Vacation Rentals

Find 5,545 available home rentals from 12 partners
Anytime
Guests
Anytime
Guests

  • Price per night

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

  • Accommodation types

    • Cabin
    • House
    • Apartment

  • Distance to center

    • 2 km
    • 5 km
    • Any

  • 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 $162 per night!

House Key West
House ∙ 7 guests ∙ 3 bedrooms

139 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, a spacious yard, and family-friendly amenities, perfect for 7 guests.
from $447
per night
Very good(6 ratings)
from $447
per night
View deal
House Key West
House ∙ 12 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
This Key West house rental accommodates 12 and features a private pool, kitchen, balcony, and pet-friendly amenities.
from $617
per night
from $617
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, balcony, yard, and kitchen, perfect for a memorable getaway.
from $714
per night
from $714
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

House

Key West, Monroe County, Florida, United States
This Key West house rental features a private pool, beach access, and room for 10, perfect for a memorable family getaway.
from $735
per night
Excellent(18 ratings)
from $735
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, yard, and balcony, perfect for a family getaway with pets.
from $597
per night
Outstanding(8 ratings)
from $597
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

201 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, balcony, and kitchen, perfect for 10 guests seeking relaxation.
from $690
per night
Outstanding(2 ratings)
from $690
per night
View deal
Condo Key West
Condo ∙ 5 guests ∙ 2 bedrooms

109 m² Condo

Key West, Monroe County, Florida, United States
This Key West condo features a kitchen, heated pool, jacuzzi, and balcony, making it perfect for a family getaway.
from $318
per night
Excellent(4 ratings)
from $318
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, jacuzzi, and a yard, perfect for family fun with pets welcome.
from $313
per night
Outstanding(12 ratings)
from $313
per night
View deal
House Key West
House ∙ 4 guests ∙ 2 bedrooms

60 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a pool, kitchen, parking, and direct beach access for an unforgettable getaway.
from $222
per night
Excellent(4 ratings)
from $222
per night
View deal
House Key West
House ∙ 8 guests ∙ 3 bedrooms

153 m² House

Key West, Monroe County, Florida, United States
This house rental in Key West features ocean views, beach access, a pool, and space for eight, perfect for a memorable getaway.
from $423
per night
Outstanding(1 rating)
from $423
per night
View deal
House Key West
House ∙ 6 guests ∙ 2 bedrooms

126 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a private pool, a yard, and a balcony, perfect for families seeking a memorable getaway.
from $817
per night
Outstanding(64 ratings)
from $817
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, yard, and kitchen, perfect for an unforgettable getaway with six guests.
from $342
per night
Outstanding(12 ratings)
from $342
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

202 m² House

Key West, Monroe County, Florida, United States
This Key West house rental features a private heated pool, kitchen, and balcony, welcoming up to 8 guests and pets.
from $719
per night
Outstanding(8 ratings)
from $719
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

139 m² Condo

Key West, Monroe County, Florida, United States
This waterfront condo in Key West features a heated pool, beach access, and a balcony for a perfect family getaway.
from $351
per night
Outstanding(25 ratings)
from $351
per night
View deal
House Key West
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

Key West, Monroe County, Florida, United States
This waterfront house rental in Key West features a kitchen, yard, and parking, accommodating up to 8 guests and pets.
from $282
per night
Outstanding(4 ratings)
from $282
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Key West
from $206 per night
Condo ∙ 2 guests ∙ 1 bedroom

60 m² Condo

5.0
Outstanding(41 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
from $285 per night
House ∙ 6 guests ∙ 3 bedrooms

125 m² House

5.0
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House Key West
from $305 per night
House ∙ 4 guests ∙ 2 bedrooms

House

5.0
Outstanding(10 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 $253 per night
House ∙ 4 guests ∙ 2 bedrooms

73 m² House

5.0
Outstanding(6 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House Key West
from $225 per night
House ∙ 4 guests ∙ 2 bedrooms

73 m² House

4.4
Very good(6 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House Key West
from $683 per night
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(269 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 $340 per night
House ∙ 4 guests ∙ 2 bedrooms

71 m² House

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
Yard
View deal
House Key West
from $259 per night
House ∙ 2 guests ∙ 1 bedroom

102 m² House

Key West, Monroe County, Florida, United States
Yard
View deal
House Key West
from $235 per night
House ∙ 4 guests ∙ 2 bedrooms

75 m² House

Key West, Monroe County, Florida, United States
Yard
View deal
See all offers

Budget-friendly Rentals in Key West

Find Fantastic yet Inexpensive Rentals

House Key West
from $272 per night
House ∙ 6 guests ∙ 3 bedrooms

House

5.0
Outstanding(1 rating)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $337 per night
House ∙ 6 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
View deal
House Key West
from $468 per night
House ∙ 6 guests ∙ 3 bedrooms

117 m² House

4.9
Outstanding(14 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

Apartment Key West
from $162 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
from $673 per night
Condo ∙ 6 guests ∙ 3 bedrooms

149 m² Condo

4.9
Outstanding(107 ratings)
Key West, Monroe County, Florida, United States
View deal
Apartment Key West
from $190 per night
Apartment ∙ 2 guests ∙ 1 bedroom

44 m² Apartment

5.0
Outstanding(35 ratings)
Key West, Monroe County, Florida, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Key West

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 $372 per night
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(810 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 $297 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(809 ratings)
Key West, Monroe County, Florida, United States
View deal

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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 (4,417)
  • WiFi (5,090)
  • Air conditioning (5,301)
  • Parking (390)
  • Pet-friendly (1,922)
  • Kitchen (3,729)
  • Balcony/patio (2,766)
  • TV (5,055)
  • Washing machine (3,167)
  • Dishwasher (2,396)
  • Grill (1,882)
  • Microwave (3,419)

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 4 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 (12/26 – 1/2). Prices reach an average of $1,378 per night. The week with the lowest average prices is in July (7/11 – 7/18).

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 (12/26 – 1/2). On the other hand, the week with the most available offers is in July (7/4 – 7/11).

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.

Information about vacation rentals in Key West

🏡 Vacation rentals available 5,545 rentals
🌙 Nightly prices starting at $162
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,900 homes
🏊 Vacation rentals with pools 4,423 homes

Frequently Asked Questions

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

At the moment, there are 5,545 vacation homes from 13 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 1,900 pet-friendly vacation rentals in Key West, with an average nightly price of $1,464.

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 $162.

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