Browse the Best Summerland Key Resorts from CA $253

A coastal road with a beach on one side and a marina with boats on the other.

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Our top choices for Summerland Key resorts

Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

1. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Chandra

CA $253 total

includes taxes & fees

Aug 20 - Aug 21

2. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

joanne

CA $304 total

includes taxes & fees

Aug 27 - Aug 28

3. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Andrea

CA $341 total

includes taxes & fees

Aug 30 - Aug 31

Oceanfront Walkout Suite - King | View from room

4. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Floyd

CA $401 total

includes taxes & fees

Aug 26 - Aug 27

5. Hyatt Centric Key West Resort and Spa

Key West Historic District

Giuseppa

CA $411 total

includes taxes & fees

Aug 18 - Aug 19

Outdoor pool, free cabanas, sun loungers

6. Ocean Key Resort - A Noble House Resort

Key West Historic District

Stephanie

CA $456 total

includes taxes & fees

Aug 13 - Aug 14

Private beach, white sand, sun loungers, beach umbrellas

7. Pier House Resort & Spa

Key West Historic District

JOSEPH

CA $494 total

includes taxes & fees

Aug 10 - Aug 11

8. Santa Maria Suites

Old Town Key West

Veronica

CA $503 total

includes taxes & fees

Aug 30 - Aug 31

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Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

10/10 Excellent

"That was amazing!"

Sugarloaf Key Hotel at KOA Resort

8/10 Good

"Overall it was a great experience. All staff is really kind. Our room had dogs hair on the floor when I first swept and bed isn’t too comfortable but room overall looks beautiful and is well maintained. Bar and pool close a bit early but like everything else in the keys. Only annoying thing is marina rental closes super early and last call for rental is too early as well but the place is nice especially if you have children. It’s clean, easy to move around, close to Key West. Bartenders are all super nice and there are different activities like smores or live singers. It was a great experience. We will be back."

Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent

"Everything was fantastic! The house was wonderfully furnished, from the kitchen, linens, towels, coolers, bikes, fishing poles, ice machine! The location for us was perfect since my Dad lives right down the road from Venture Out. He picked us up at the store with the boat! The Key Lime pie was a delicious surprise! We will be back!"

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

10/10 Excellent

"This house was great for our whole family! Easy to get to. Quick and easy check in process. Tons to do and the host provided a lot to use if wanted (bikes for kids/adults, kayaks..). Our kids loved the pool more than anything, which was great!! Our host had all the amenities. Full kitchen with all we needed. Sheets/blankets pillows provided; washer/dryer worked well. We loved sitting out on the balcony while there. Overall, great experience!!"

Find out more about Summerland Key

Summerland Key Resorts information

Number of reviews	6,666
Accommodation	2 Resorts
Lowest Price	CA $253
Highest Price	CA $2,038

Frequently asked questions

What can I expect from a resort vacation in Summerland Key?

You deserve some time off, and a resort is just the place to treat yourself to the amenities and services you need for a relaxing stay in Summerland Key. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want great restaurants on site, a state-of-the-art fitness center, or fun activities to try.

What's a top resort in Summerland Key?

Our highest-rated resorts around Summerland Key: Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Family-friendly resort. 1.9 mi (3 km) from Summerland Key. Has a garden, an outdoor pool, and a hot tub. ISLAND PARADISE - Family-friendly resort. 1.8 mi (2.9 km) from Summerland Key. Enjoy the garden, outdoor pool, and hot tub. Hyatt Centric Key West Resort and Spa - Beach resort, 5-minute walk from Florida Keys Beaches. 23.6 mi (38 km) from Summerland Key. Amenities include a full-service spa, a marina, and a 24-hour fitness center. Guests love the great location. Casa Marina Key West, Curio Collection by Hilton - Beach resort, 5-minute walk from Florida Keys Beaches. 23.1 mi (37.1 km) from Summerland Key. Access to 2 outdoor pools, a private beach, and a full-service spa.

How many hotel resorts will I find in Summerland Key?

Choose among Expedia's 5 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 Pye Key.

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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Room 1

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Check prices for these dates

Our top choices for Summerland Key resorts

1. DoubleTree Resort by Hilton Grand Key - Key West

2. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

3. The Reach Key West, Curio Collection by Hilton