Best Resorts in Summerland Key in 2026

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Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Thalia

includes taxes & fees

26 Jul - 27 Jul

The Reach Key West, Curio Collection by Hilton

Old Town Key West

Matthew

includes taxes & fees

12 Jul - 13 Jul

Hyatt Centric Key West Resort and Spa

Key West Historic District

JASON

includes taxes & fees

12 Jul - 13 Jul

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brendan

includes taxes & fees

12 Jul - 13 Jul

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

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Clara

includes taxes & fees

12 Jul - 13 Jul

Private beach, white sand, sun-loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

James

includes taxes & fees

6 Jul - 7 Jul

Outdoor pool, free pool cabanas, pool loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Joseph

includes taxes & fees

12 Jul - 13 Jul

Coconut Beach Resort

Old Town Key West

Christopher

includes taxes & fees

29 Jun - 30 Jun

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Top Summerland Key Hotel Reviews

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

10/10 Excellent

"Property was great with a perfect location. The host was as very responsive with any of our questions throughout the week. Great place and would definitely stay again."

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"I’ve got to say the room was the cleanest I’ve ever seen. When I can take off my shoes and walk barefooted and my feet stay clean I’m happy. The staff was marvelous, esp the bartenders. The ones that did Bingo and Kareokee were a lot of fun. I also ran into an older worker who was so very nice. The pool was clean and very nice as always the grounds. We really enjoyed ourselves and was very comfortable."

Looe Key Reef Resort

8/10 Good

"Very "Florida Keys" type of place to stay. The good: Very convenient, super friendly staff, big pool, the overall "Keys" vibe. Rooms were decent and clean. Dive and snorkeling trips daily and a very convenient Shell station next door. The not so great: Rooms a bit dated and in need of some minor repairs here and there. The Tiki Hut ran out of food for a couple of days so we had to search out other places to eat in the evenings. Nothing was bad enough for us to not want to go back! Outstanding staff!"

Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

10/10 Excellent

"Our stay was wonderful. The house had everything we needed; beach towels, bikes, kayaks, ice machine, umbrellas and chairs. They thought of everything. The beds were super comfy, and there were plenty of board games and cards. The pool at the complex was nice and the community was friendly. Highly recommend!"

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

10/10 Excellent

"Had a great 5 night stay wish it was longer. Very clean and well appointed. Tonios was amazing. Great coffee and sandwiches at 5 brothers just down the street Pool was perfect for my morning laps. Definitely would rent again"

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

10/10 Excellent

"We were a group of two adults, one teenager, and two children. The house was perfect for us. It was spacious, had private spaces for quiet time and communal spaces for togetherness. The kitchen was fantastic with views of the water and sunrise--lots of windows. The screened porch allowed for bug-free family dinners. The property's pool was sparkling clean and refreshing and the private dock with chairs/lounge was idyllic."

Find out more about Summerland Key

Summerland Key Resorts information

Number of reviews	8,340
Accommodation	3 Resorts
Lowest Price	£151
Highest Price	£1,127

Frequently asked questions

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

You deserve a holiday, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing time in Summerland Key. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, shopping possibilities or nightly entertainment options.

What's a favourite resort in Summerland Key?

Our top-rated resort near Summerland Key: Pier House Resort & Spa - Beach resort steps from Mallory Square. 23.8 mi (38.2 km) from Summerland Key. Popular for its pool. Access to a private beach, 2 bars and a full-service spa.

How many hotel resorts can I expect to find in Summerland Key?

Take your pick from Expedia's 5 resorts in Summerland Key, where you'll find great entertainment, fantastic 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 Crab Key.

What's the weather like in Summerland Key?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.

What's the best way to get to and around Summerland Key?

Fly into Key West, FL (EYW-Key West Intl.), which is located 20.9 mi (33.6 km) from the city centre. You can also search for flights into 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, you may want a rental car for your journey.

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Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton