Best Resorts in Summerland Key

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Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Summerland Key resorts

Exterior
Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.
Cudjoe Key
$169 nightly
The price is $188
Dec 21 - Dec 22
Total with taxes and fees
Canal front lot only. No house or RV. You need to bring your RV.
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1002)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
$269 nightly
The price is $303
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
2 bars/lounges, poolside bar
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1270)
"Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon."
United States
William
$320 nightly
The price is $360
Jan 4 - Jan 5, 2026
Total with taxes and fees
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1001)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
$382 nightly
The price is $430
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (475)
"Clean, great staff and location."
United States
Vincent
$422 nightly
The price is $475
Dec 21 - Dec 22
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
Private beach, scuba diving, sailing, kayaking
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1004)
"Great view, amazing room and friendly staff"
United States
Kristine
$401 nightly
The price is $451
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1006)
"Clean and spacious room, staff "
United States
Parikshit
$589 nightly
The price is $663
Jan 5 - Jan 6, 2026
Total with taxes and fees
Ocean Key Resort - A Noble House Resort
Private beach, white sand, sun loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1007)
"Clean room, great amenities, very nice staff and close by foot to restaurants and stores."
United States
Claudia
$433 nightly
The price is $487
Dec 23 - Dec 24
Total with taxes and fees
Pier House Resort & Spa
Pool
Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
"Amenities over the top resort"
United States
Wayne
$1,394 nightly
The price is $1,569
Dec 29 - Dec 30
Total with taxes and fees
Coconut Beach Resort Timeshare
2 outdoor pools, sun loungers
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Awesome place we loved it"
United States
Josh
$565 nightly
The price is $636
Jan 15 - Jan 16, 2026
Total with taxes and fees
Santa Maria Suites
Studio, Ocean View | Beach/ocean view
Coconut Beach Resort

Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (146)
"Delightful beachfront property. Time share units, well maintained. "
United States
Darlene
$584 nightly
The price is $658
Jan 5 - Jan 6, 2026
Total with taxes and fees
Coconut Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Summerland Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Exceeded expectations. Nothing to complain about. Nice water scenery back of rooms. Spacious parking. Quiet, off road. "
john 1-night trip
Posted 4 days ago
Sugar Loaf Lodge

Find out more about Summerland Key

Summerland Key Resorts information

Number of reviews
7,927
Accommodation
7 Resorts
Lowest Price
$188
Highest Price
$1,569

Frequently asked questions

What can I expect from a resort vacation in Summerland Key?
Dreaming of a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip from convenient dining options to entertainment and shopping. Pick from 8 resorts in Summerland Key and discover the best one for you, whether you see yourself sitting down to fine dining or checking out the on-site boutiques.
What's a top resort in Summerland Key?
Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Family-friendly resort. Features a garden and a hot tub. Canal front lot only. No house or RV. You need to bring your RV. - Has an outdoor pool and a hot tub. January Availability Waterfront, Boat Dock,Kayak, Paddleboard,golf cart, bikes, - Enjoy the garden and hot tub. 35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community. - Amenities include an outdoor pool and a hot tub. Tropical Island Getaway - Access to a hot tub.
How many hotel resorts will I find in Summerland Key?
Choose among Expedia's 8 resorts in Summerland Key where you'll find top-notch bars, beautiful guest rooms, and more.
What can I do in Summerland Key?
For some time by the water, you can head to Florida Keys Beaches and Sugarloaf Beach. Additional attractions in the area include Upper Sugarloaf Key and Venture Out Keys.
What's the weather like in Summerland Key?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.
What's the best way to get to and around Summerland Key?
Fly into Key West Intl. Airport (EYW), which is located 20.9 mi (33.6 km) from the city center. Otherwise, you can search for flights to Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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