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 $151 per night!

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 $247
per night
Excellent
from $247
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 $206
per night
Very good
from $206
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 $436
per night
Outstanding(978 ratings)
from $436
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 $301
per night
Very good
from $301
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 $379
per night
Very good(89 ratings)
from $379
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 $604
per night
Very good(89 ratings)
from $604
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

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

Key West, Monroe County, Florida, United States
from $373
per night
Very good(957 ratings)
from $373
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 $453
per night
Very good(89 ratings)
from $453
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Resort with terrace & pool | Next to Mallory Square | Sea view

Key West, Monroe County, Florida, United States
from $422
per night
Very good(957 ratings)
from $422
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool | City view

Key West, Monroe County, Florida, United States
from $339
per night
Good(911 ratings)
from $339
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Beautiful resort with terrace, fast internet & pool | Next to Southernmost Point | Close to the beach

Key West, Monroe County, Florida, United States
from $322
per night
Very good(859 ratings)
from $322
per night
View deal
Resort Key West
Resort ∙ 5 guests ∙ 1 bedroom

Resort with yard, fast internet & patio | Near Southernmost Point | Pool view | Perfect for remote work

Key West, Monroe County, Florida, United States
from $547
per night
Outstanding(978 ratings)
from $547
per night
View deal
Resort Key West
Resort ∙ 2 guests ∙ 1 bedroom

Children-friendly resort with garden, pool & terrace | Close to Southernmost Point | City view | Close to the beach

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

Beautiful resort with terrace & pool | Close to Mallory Square

Key West, Monroe County, Florida, United States
from $464
per night
Excellent(947 ratings)
from $464
per night
View deal
Resort Key West
Resort ∙ 4 guests ∙ 1 bedroom

Resort with yard, fast internet & patio | Close to Southernmost Point | Beach nearby

Key West, Monroe County, Florida, United States
from $383
per night
Very good(859 ratings)
from $383
per night
View deal
Show all 334 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 $380
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 $492
per night
Resort ∙ 5 guests ∙ 1 bedroom

Resort with terrace, pool & fast internet | Next to Southernmost Point | Garden view | Suitable for remote work

4.8
Outstanding(978 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $550
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with patio & pool | Close to Mallory Square

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 $340
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with garden, patio & fast internet | Close to Southernmost Point

4.1
Very good(859 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $374
per night
Resort ∙ 2 guests ∙ 1 bedroom

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

4.4
Very good(957 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
from $465
per night
Resort ∙ 2 guests ∙ 1 bedroom

Family-oriented resort with patio, yard & pool | Close to Southernmost Point | Sea view | Close to the beach

3.4
(926 ratings)
Key West, Monroe County, Florida, United States
View deal

Stay Cool: Resorts with Air Conditioning

Resort Key West
from $393
per night
Resort ∙ 4 guests ∙ 1 bedroom

Children-friendly pleasant resort with garden, pool & terrace | Near Southernmost Point | City view | Next to the beach

3.4
(926 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort Key West
from $237
per night
Resort ∙ 2 guests ∙ 1 bedroom

Beautiful resort with pool | City view

3.9
Good(911 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort Key West
from $543
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with pool, patio & yard | Near Mallory Square

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 $414
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
Resort Key West
from $1,069
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 $425
per night
Resort ∙ 4 guests ∙ 1 bedroom

Nice resort with patio & pool | Next to Mallory Square | Sea view

4.4
Very good(957 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Resorts with Yards

Resort Key West
from $174
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 $187
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 $383
per night
Resort ∙ 2 guests ∙ 1 bedroom

Child-friendly charming resort with jacuzzi, yard & pool | 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 $358
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 $413
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
Resort Key West
from $741
per night
Resort ∙ 2 guests ∙ 1 bedroom

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

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 $518 to $711 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 $151 per day. Browse HomeToGo's best offers for couples in Key West today!

Information about Resorts in Key West

🌙 Nightly prices starting at $151
⭐ Popular amenities Pool, Air conditioning and TV
🐾 Pet friendly homes 140 homes
🏊 Resorts with pools 322 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 $518 and $711 per night.

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