Summerland Key Resorts

Overseas highway in the Florida Keys taken by drone

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Thalia

includes taxes & fees

6 July - 7 July

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brendan

includes taxes & fees

29 June - 30 June

Hyatt Centric Key West Resort and Spa

Key West Historic District

JASON

includes taxes & fees

30 June - 1 July

The Reach Key West, Curio Collection by Hilton

Old Town Key West

Matthew

includes taxes & fees

28 June - 29 June

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

Pier House Resort & Spa

Key West Historic District

Viscencio

includes taxes & fees

12 July - 13 July

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

21 June - 22 June

Outdoor pool, free pool cabanas, pool loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Joseph

includes taxes & fees

28 June - 29 June

Santa Maria Suites

Old Town Key West

Steven

includes taxes & fees

21 June - 22 June

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"The property was amazing. 10 out of 10!"

Parmer's Resort

10/10 Excellent

"The staff here are amazing they are so nice and helpful. The breakfast in the morning was much more than we had expected and cookies and lemonade in the afternoon was a special treat again not expected but a nice touch. Our room was somewhat dated but we’re not there to spend time in the room. My only complaint would be to please update the bed it was not comfortable at all. But I would still give this place 5 stars and recommend it to anyone. Lots of great places to eat in the area and close to places of interest."

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

8/10 Good

"Very clean and nice home. Host was quick to respond. There was a lot of seaweed which made it difficult to take our boat in/out. We had to manually pull/push it to avoid seaweed getting into the engine. The community pool is very nice and well maintained."

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"

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

8/10 Good

"The property is on a beautiful view of water, and the communication by the host was excellent. Distance from Key West was good and allowed you to be a little outside of the fray. Three pieces of constructive feedback. We stay a lot in Vrbo‘s and the general expectation is that there is sufficient things like toilet paper, paper towel, dishwasher detergent and coffee pods for a Keurig machine that is there. These were not included, other than a starter roll of TP and paper towel. While it apparently says that in the listing, we didn’t catch it because we have grown accustomed to just having it stocked. Given the price, that would be a simple audition and would make a big difference. Labeling the three remotes in the living room, would’ve been helpful. We never could figure out the TV. And last, the golf cart is a big bonus, especially when you have aging people with you. However, the golf cart is in bad shape, it’s old and the brake needs to be fixed. Other than that, it was worth the stay."

Find out more about Summerland Key

Summerland Key Resort information

Number of reviews	8,314
Accommodation	5 Resort
Lowest Price	NZ$351
Highest Price	NZ$2,593

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: 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 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.

Explore a world of travel with Expedia

More ways to book

Book Resort in Summerland Key on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton