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

Best Resorts in Key West

Anytime
1 guest
Anytime
1 guest

  • 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 $219 per night!

Resort Key West
-52%
Jul 20 - Jul 27
Resort ∙ 127 guests ∙ 2 bedrooms

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

Key West, Monroe County, Florida, United States
$1,153$287
per night
Very good
$1,153$287
per night
View deal
Resort Key West
Mar 31 - Apr 7
Free cancellation
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
$340
per night
Very good
$340
per night
View deal
Resort Key West
-79%
Jun 1 - Jun 8
Resort ∙ 2 guests ∙ 1 bedroom

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

Key West, Monroe County, Florida, United States
$1,502$571
per night
Excellent
$1,502$571
per night
View deal
Resort Key West
-52%
May 10 - May 17
Free cancellation
Resort ∙ 6 guests ∙ 2 bedrooms

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

Key West, Monroe County, Florida, United States
$880$425
per night
Excellent
$880$425
per night
View deal
Resort Key West
-51%
May 18 - May 25
Resort ∙ 127 guests ∙ 1 bedroom

Resort with terrace, garden & pool | Good for workation

Key West, Monroe County, Florida, United States
$707$319
per night
Very good
$707$319
per night
View deal
Resort Key West
-53%
May 3 - May 10
Resort ∙ 127 guests ∙ 3 bedrooms

Lovely resort with pool, garden & patio | Beach nearby

Key West, Monroe County, Florida, United States
$492$218
per night
Good
$492$218
per night
View deal
Resort Key West
-67%
May 6 - May 13
Resort ∙ 127 guests ∙ 3 bedrooms

Resort with patio, pool & yard

Key West, Monroe County, Florida, United States
$701$223
per night
Very good
$701$223
per night
View deal
Resort Key West
Aug 6 - Aug 13
Resort ∙ 6 guests ∙ 1 bedroom

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

Key West, Monroe County, Florida, United States
$548
per night
Very good(89 ratings)
$548
per night
View deal
Resort Key West
-49%
Jun 14 - Jun 21
Resort ∙ 4 guests ∙ 1 bedroom

Resort with pool & patio | Next to Mallory Square

Key West, Monroe County, Florida, United States
$1,741$748
per night
Excellent(1001 ratings)
$1,741$748
per night
View deal
Resort Key West
-46%
Sep 13 - Sep 20
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
$874$535
per night
Outstanding(1001 ratings)
$874$535
per night
View deal
Resort Key West
May 24 - May 31
Resort ∙ 2 guests ∙ 1 bedroom

Resort with garden & pool

Key West, Monroe County, Florida, United States
$239
per night
$239
per night
View deal
Resort Key West
-45%
Jun 8 - Jun 15
Resort ∙ 4 guests ∙ 1 bedroom

Resort with garden, terrace & pool | Next to Mallory Square

Key West, Monroe County, Florida, United States
$861$554
per night
Very good(1001 ratings)
$861$554
per night
View deal
Resort Key West
-50%
Sep 5 - Sep 12
Resort ∙ 4 guests ∙ 1 bedroom

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

Key West, Monroe County, Florida, United States
$1,144$632
per night
(1000 ratings)
$1,144$632
per night
View deal
Resort Key West
-69%
Aug 16 - Aug 23
Resort ∙ 4 guests ∙ 1 bedroom

Nice resort with patio & pool | Next to Mallory Square

Key West, Monroe County, Florida, United States
$977$436
per night
Very good(1004 ratings)
$977$436
per night
View deal
Resort Key West
Apr 12 - Apr 19
Resort ∙ 6 guests ∙ 2 bedrooms

Resort

Key West, Monroe County, Florida, United States
$663
per night
Outstanding(4 ratings)
$663
per night
View deal
Show all 346 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
Sep 6 - Sep 13
-50%
$654
$325
per night
Resort ∙ 5 guests ∙ 1 bedroom

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

4.8
Outstanding(1003 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Sep 6 - Sep 13
-65%
$1,592
$555
per night
Resort ∙ 4 guests ∙ 1 bedroom

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

4.5
Excellent(1002 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Oct 26 - Nov 2
$429
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with hot tub, terrace & sauna | Sea view

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal

Best Deals and Discounts on Resorts

Save up to 53%

Resort Key West
Jul 5 - Jul 12
-51%
$1,162
$556
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
Sep 21 - Sep 28
-47%
$771
$432
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(1003 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
Jun 7 - Jun 14
-53%
$841
$371
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
View deal

Budget-friendly resorts in Key West

Our top value vacation rentals for resorts

Resort Key West
Dec 13 - Dec 20
$523
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
$276
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

Resorts with Yards

Resort Key West
Aug 10 - Aug 17
-60%
$841
$371
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%
$1,000
$582
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
Resort Key West
Apr 16 - Apr 23
-43%
$1,061
$504
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
Free cancellation
Yard
View deal
See all offers

Resorts with Balconies

Resort Key West
Jun 28 - Jul 5
-53%
$1,162
$556
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%
$771
$432
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%
$905
$679
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

Get cozy: Resorts with fireplace

Resort Key West
Jun 28 - Jul 5
-57%
$1,457
$576
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Patio & Pool | Near Mallory Square | Garden View

4.4
Very good(1000 ratings)
Key West, Monroe County, Florida, United States
Fireplace
View deal
Resort Key West
Jun 28 - Jul 5
-60%
$889
$404
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Pool & Terrace | Next to Mallory Square | Garden View

4.4
Very good(1000 ratings)
Key West, Monroe County, Florida, United States
Fireplace
View deal
Resort Key West
Jun 28 - Jul 5
-60%
$995
$408
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool & Patio | Close to Mallory Square | Garden View

4.4
Very good(1000 ratings)
Key West, Monroe County, Florida, United States
Fireplace
View deal
See all offers

Resorts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

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
Jul 27 - Aug 3
$573
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Pleasant Resort with Hot Tub, Pool & Sauna | Beach View

4.8
Outstanding(4 ratings)
Key West, Monroe County, Florida, United States
View deal
Resort Key West
May 4 - May 11
$611
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Pool, Jacuzzi & Terrace | Close to Mallory Square | Sea View

4.7
Excellent(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. August is the most affordable month to stay in Key West with a large group, when nightly prices for Resorts will range from $484 to $1,081 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 August with prices starting at $219 per day. Browse HomeToGo's best offers for couples in Key West today!

Information about Resorts in Key West

💳 Possible discounts up to 51%
🌙 Nightly prices starting at $219
⭐ Popular amenities Pool, Air conditioning and TV
🐾 Pet friendly homes 145 homes
🏊 Resorts with pools 332 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 $484 and $1,081 per night.

Discover other popular accommodation types

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Check out vacation rentals with popular amenities in Key West

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