Best Resorts in Key West - HomeToGo base64Hash Best Resorts in Key West - HomeToGo

Best Resorts in Key West

Anytime
Guests
Anytime
Guests

  • Price per night

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

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

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

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Resorts in Key West: Recommended rentals

Resorts in Key West: find your perfect rental from just $202 per night!

Resort Key West
Resort ∙ 127 guests ∙ 3 bedrooms

Lovely resort with pool, garden & patio | Beach nearby

Key West, Monroe County, Florida, United States
from $203
per night
Good
from $203
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with yard, terrace & pool | Perfect for remote work | Dogs allowed

Key West, Monroe County, Florida, United States
from $308
per night
Very good
from $308
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 3 bedrooms

Resort with pool, patio & hot tub | Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
from $284
per night
Very good
from $284
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 2 bedrooms

Lovely resort with pool, jacuzzi & terrace | Next to Mallory Square | Perfect for remote work

Key West, Monroe County, Florida, United States
from $390
per night
Excellent
from $390
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 3 bedrooms

Resort with patio, pool & yard

Key West, Monroe County, Florida, United States
from $225
per night
Very good
from $225
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 1 bedroom

Resort with terrace, garden & pool | Good for workation

Key West, Monroe County, Florida, United States
from $209
per night
Very good
from $209
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool & barbeque | Close to Southernmost Point

Key West, Monroe County, Florida, United States
from $341
per night
from $341
per night
View deal
Resort Key West
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with pool, terrace & hot tub | Next to Southernmost Point

Key West, Monroe County, Florida, United States
from $261
per night
Excellent
from $261
per night
View deal
Resort Key West
Resort ∙ 127 guests ∙ 1 bedroom

Resort with yard, pool & patio | Close to Southernmost Point

Key West, Monroe County, Florida, United States
from $343
per night
Very good
from $343
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool & barbeque | Near Southernmost Point | Close to the beach

Key West, Monroe County, Florida, United States
from $491
per night
Very good(87 ratings)
from $491
per night
View deal
Resort Key West
Resort ∙ 8 guests ∙ 3 bedrooms

Beautiful resort with jacuzzi & pool | Near Mallory Square | Pets allowed

Key West, Monroe County, Florida, United States
from $360
per night
Very good(1 rating)
from $360
per night
View deal
Resort Key West
Resort ∙ 5 guests ∙ 1 bedroom

Resort with pool, fast internet & patio | Close to Southernmost Point | Pool view | Close to the beach | Perfect for remote work

Key West, Monroe County, Florida, United States
from $439
per night
Outstanding(978 ratings)
from $439
per night
View deal
Resort Key West
Resort ∙ 6 guests ∙ 1 bedroom

Resort with pool & grill | Next to Southernmost Point | Sea view

Key West, Monroe County, Florida, United States
from $708
per night
Very good(87 ratings)
from $708
per night
View deal
Resort Key West
Resort ∙ 4 guests ∙ 1 bedroom

Resort with pool & grill | Near Southernmost Point | Sea view | Next to the beach

Key West, Monroe County, Florida, United States
from $538
per night
Very good(87 ratings)
from $538
per night
View deal
Resort Key West
Resort ∙ 4 guests ∙ 1 bedroom

Resort with terrace & pool | Close to Mallory Square | Garden view

Key West, Monroe County, Florida, United States
from $407
per night
Very good(957 ratings)
from $407
per night
View deal
Show all 376 properties

Popular amenities for Resorts in Key West

Find the perfect home for your stay

Resorts with pools

Resorts with pools

Pet-Friendly Resorts

Pet-Friendly Resorts

Resorts with air conditioning

Resorts with air conditioning

Resorts with internet

Resorts with internet

Top-rated resorts in Key West

Browse our top rated resorts offers

Resort Key West
from $382
per night
Resort ∙ 5 guests ∙ 1 bedroom

Resort with patio, garden & pool | Near Southernmost Point | Garden view

4.8
Outstanding(978 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $1,055
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with terrace & pool | Near Mallory Square | Sea view

4.5
Excellent(947 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $539
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with patio & pool | Next to Mallory Square | City view

4.5
Excellent(947 ratings)
Key West, Monroe County, Florida, United States
View deal

Budget-friendly resorts in Key West

Our top value vacation rentals for resorts

Resort Key West
from $407
per night
Resort ∙ 4 guests ∙ 1 bedroom

Pleasant resort with pool & patio | Near Mallory Square | Garden view

4.4
Very good(957 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $227
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool | City view

3.9
Good(911 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $585
per night
Resort ∙ 4 guests ∙ 3 bedrooms

Lovely resort with pool | Next to Southernmost Point | Close to the beach

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

Stay Cool: Resorts with Air Conditioning

Resort Key West
from $579
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with terrace, pool & garden | Near Mallory Square

4.4
Very good(872 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort Key West
from $591
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with patio, pool & yard | Close to Southernmost Point | Sea view

3.4
(926 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort Key West
from $964
per night
Resort ∙ 4 guests ∙ 1 bedroom

Charming resort with patio, pool & garden | Close to Mallory Square | Sea view

4.4
Very good(872 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Soak Up the Sun: Resorts with Patios

Resort Key West
from $322
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with pool | Pool view

3.9
Good(911 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
Resort Key West
from $1,053
per night
Resort ∙ 4 guests ∙ 1 bedroom

Family-friendly resort with pool, garden & terrace | Next to Southernmost Point | Sea view | Next to the beach

3.4
(926 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
Resort Key West
from $429
per night
Resort ∙ 2 guests ∙ 1 bedroom

Lovely resort with patio, garden & pool | Next to Mallory Square | Pet-friendly

4.4
Very good(872 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Resorts with Yards

Resort Key West
from $223
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool & yard

Key West, Monroe County, Florida, United States
Yard
View deal
Resort Key West
from $237
per night
Resort ∙ 2 guests ∙ 1 bedroom

Child-friendly resort with yard & pool

Key West, Monroe County, Florida, United States
Yard
View deal
Resort Key West
from $344
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool & yard | Near Mallory Square

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

Resorts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Resort Key West
from $323
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool, barbeque & hot tub | Close to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $360
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool & hot tub | Near Mallory Square

Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $460
per night
Resort ∙ 2 guests ∙ 1 bedroom

Family-friendly pleasant resort with jacuzzi & pool | Next to Mallory Square

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

Resorts in Key West for Any Type of Traveler

Searching for cabins to house a medium-sized or large group in Key West?

HomeToGo has numerous Resorts in Key West that can sleep ten or more guests and seven or more bathrooms. Book unique Resorts for large groups in Key West, complete with private pool, large kitchen, and plenty of space to relax. September is the most affordable month to stay in Key West with a large group, when nightly prices for Resorts will range from $534 to $718 per night. Start searching our top Resorts for large groups and plan the perfect getaway!

Looking for a remote getaway in Key West with your spouse?

Reserve amazing Resorts in Key West for a private retreat, equipped with hot tub, spa, and a picturesque view of Key West's surrounding scenery. There are tons of romantic things to try with your partner during your couples trip, including swimming, hiking, biking, and many other outdoor activities. The most affordable month to book is September with prices starting at $202 per day. Browse HomeToGo's best offers for couples in Key West today!

Information about Resorts in Key West

🌙 Nightly prices starting at $202
⭐ Popular amenities Pool, Air conditioning and TV
🐾 Pet friendly homes 141 homes
🏊 Resorts with pools 351 homes
255,335 reviews
Key West vacation rentals have an average rating of 4.2/5 on 255,335 reviews left by travelers.

Resorts in Key West: frequently asked questions

Resorts in Key West: What is the price per night for a stay?

The average price for a vacation rental in Key West is usually around $534 and $718 per night.

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