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

Resorts in Key West

Anytime
1 guest
Anytime
1 guest

Resorts in Key West: Recommended rentals

Resorts in Key West: find your perfect rental from just $221 per night!

Resort Key West
-65%
Apr 22 - Apr 29
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Yard, Pool & Terrace | Good for Workation

Key West, Monroe County, Florida, United States
$881$383
per night
Very good
$881$383
per night
View deal
Resort Key West
-75%
Aug 8 - Aug 15
Free cancellation
Resort ∙ 127 guests ∙ 2 bedrooms

Ample Resort with Hot Tub, Pool & Sauna | Close to Mallory Square | Good for Workation

Key West, Monroe County, Florida, United States
$1,825$512
per night
Excellent
$1,825$512
per night
View deal
Resort Key West
-31%
Apr 3 - Apr 10
Free cancellation
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Pool, Patio & Hot Tub | Close to Southernmost Point

Key West, Monroe County, Florida, United States
$716$600
per night
Excellent
$716$600
per night
View deal
Resort Key West
-47%
Apr 13 - Apr 20
Free cancellation
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Yard & Pool | Next to Southernmost Point

Key West, Monroe County, Florida, United States
$1,113$447
per night
Very good
$1,113$447
per night
View deal
Resort Key West
-76%
Jan 23 - Jan 30
Resort ∙ 127 guests ∙ 3 bedrooms

Nice Resort with Terrace, Pool & Yard | Beach Nearby

Key West, Monroe County, Florida, United States
$357$265
per night
Good
$357$265
per night
View deal
Resort Key West
-57%
Aug 8 - Aug 15
Free cancellation
Resort ∙ 127 guests ∙ 3 bedrooms

Resort with Terrace, Yard & Pool

Key West, Monroe County, Florida, United States
$748$308
per night
Very good
$748$308
per night
View deal
Resort Key West
-53%
Jul 19 - Jul 26
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Terrace, Garden & Pool | Perfect for Remote Work | Pets Allowed

Key West, Monroe County, Florida, United States
$612$410
per night
Very good
$612$410
per night
View deal
Resort Key West
-30%
Jan 26 - Feb 2
Resort ∙ 127 guests ∙ 3 bedrooms

Resort with Jacuzzi, Pool & Terrace | Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
$753$400
per night
Very good
$753$400
per night
View deal
Resort Key West
Jun 13 - Jun 20
Free cancellation
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Jacuzzi & Pool | Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
$391
per night
$391
per night
View deal
Resort Key West
-48%
Jan 26 - Feb 2
Resort ∙ 8 guests ∙ 3 bedrooms

Lovely Resort with Pool & Hot Tub | Next to Mallory Square | Pets Allowed

Key West, Monroe County, Florida, United States
$854$504
per night
Very good(1 rating)
$854$504
per night
View deal
Resort Key West
-35%
Aug 30 - Sep 6
Free cancellation
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool & Hot Tub | Close to Mallory Square

Key West, Monroe County, Florida, United States
$797$426
per night
$797$426
per night
View deal
Resort Key West
-49%
Aug 10 - Aug 17
Resort ∙ 5 guests ∙ 1 bedroom

Resort with Terrace, Fast Internet & Garden | Near Southernmost Point | Pool View | Suitable for Remote Work

Key West, Monroe County, Florida, United States
$934$676
per night
Outstanding(1001 ratings)
$934$676
per night
View deal
Resort Key West
Nov 1 - Nov 8
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Grill, Hot Tub & Pool | Close to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
$460
per night
$460
per night
View deal
Resort Key West
Jun 13 - Jun 20
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool

Key West, Monroe County, Florida, United States
$502
per night
$502
per night
View deal
Resort Key West
Jul 19 - Jul 26
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Garden & Pool

Key West, Monroe County, Florida, United States
$293
per night
$293
per night
View deal
Show all 328 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
May 24 - May 31
$512
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Charming Resort with Pool, Jacuzzi & Sauna | Sea View

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Mar 8 - Mar 15
$862
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Charming Resort with Sauna, Jacuzzi & Patio | Near Mallory Square

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Jun 8 - Jun 15
$611
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Hot Tub, Patio & Pool | Close to Mallory Square | Sea View

4.7
Excellent(4 ratings)
Key West, Monroe County, Florida, United States
View deal

Best Deals and Discounts on Resorts

Save up to 52%

Resort Key West
May 2 - May 9
-46%
$1,001
$530
per night
Resort ∙ 127 guests ∙ 1 bedroom

Lovely Resort with Pool, Terrace & Garden | Close to Mallory Square | Dogs Allowed

4.4
Very good
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Jul 5 - Jul 12
-51%
$1,118
$662
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool & Patio | Next to Mallory Square | Sea View

4.4
Very good(1002 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Jun 8 - Jun 15
-52%
$1,048
$1,048
per night
Resort ∙ 2 guests ∙ 1 bedroom

Lovely Resort with Patio & Pool | Next to Mallory Square

4.5
Excellent(1000 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
Dec 13 - Dec 20
$575
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Pool, Patio & Sauna | Near Mallory Square

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
May 25 - Jun 1
$472
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Pool, Jacuzzi & Patio | Close to Mallory Square

4.7
Excellent(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
May 3 - May 10
$232
per night
Resort ∙ 2 guests ∙ 1 bedroom

Children-Friendly Nice Resort with Yard & Pool | Close to the Beach

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

Stay Cool: Resorts with Air Conditioning

Resort  Key West
Mar 15 - Mar 22
$581
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Charming Resort with Patio, Pool & Sauna | Beach View

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort  Key West
Apr 20 - Apr 27
$611
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Pleasant Resort with Patio & Pool | Near Key West Tropical Forest & Botanical Garden | Pool View | Close to the Beach

4.7
Excellent(4 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Resort  Key West
Apr 12 - Apr 19
$784
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Sauna, Pool & Terrace | Close to Mallory Square | Water View

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Resorts with Yards

Resort  Key West
Feb 1 - Feb 8
$893
per night
Resort ∙ 2 guests ∙ 1 bedroom

Lovely Resort with Jacuzzi & Yard | Close to Mallory Square

Key West, Monroe County, Florida, United States
Free cancellation
Yard
View deal
Resort  Key West
Aug 10 - Aug 17
-60%
$818
$674
per night
Resort ∙ 4 guests ∙ 1 bedroom

Child-Friendly Wonderful Resort with Yard, Terrace & Pool | Near Southernmost Point | City View | Next to the Beach

3.4
(1000 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
Resort  Key West
Jun 11 - Jun 18
-46%
$1,086
$440
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Terrace, Yard & Pool | Next to Mallory Square

4.4
Very good(1006 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
See all offers

Resorts with Balconies

Resort  Key West
Jun 28 - Jul 5
-53%
$1,118
$662
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool & Patio | Next to Mallory Square | Sea View

4.4
Very good(1000 ratings)
Key West, Monroe County, Florida, United States
Balcony
View deal
Resort  Key West
Aug 10 - Aug 17
-53%
$858
$573
per night
Resort ∙ 5 guests ∙ 1 bedroom

Resort with Patio, Fast Internet & Pool | Next to Southernmost Point | Pool View | Close to the Beach | Perfect for Remote Work

4.8
Outstanding(1001 ratings)
Key West, Monroe County, Florida, United States
Balcony
View deal
Resort  Key West
Aug 8 - Aug 15
-59%
$1,247
$705
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Yard, Terrace & Pool | Close to Mallory Square | Pet-Friendly

4.4
Very good(1006 ratings)
Key West, Monroe County, Florida, United States
Balcony
View deal
See all offers

Resorts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Resort Key West
Mar 2 - Mar 9
$611
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Terrace, Jacuzzi & Pool | Next to Mallory Square

4.7
Excellent(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Dec 13 - Dec 20
$854
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Beautiful Resort with Sauna, Hot Tub & Terrace | Next to Mallory Square

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Mar 16 - Mar 23
$529
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Sauna, Jacuzzi & Patio | Beach View

4.8
Outstanding(4 ratings)
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 $443 to $1,815 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 $221 per day. Browse HomeToGo's best offers for couples in Key West today!

Information about Resorts in Key West

💳 Possible discounts up to 45%
🌙 Nightly prices starting at $221
⭐ Popular amenities Pool, Air conditioning and TV
🐾 Pet friendly homes 144 homes
🏊 Resorts with pools 313 homes

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 $443 and $1,815 per night.

Discover other popular accommodation types

Check out other vacation accommodation options in Key West

Check out more vacation options

Check out vacation rentals with popular amenities in Key West

Vacation rentals near Key West with popular amenities

Searching for something else?

Find more interesting places to stay in Key West

House

House

Apartment

Apartment

Hotel

Hotel

Bed and breakfast

Bed and breakfast

image-tag