The Best Summerland Key, FL Resorts from $186

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Frank

$188 nightly

Jul 14 - Jul 15

Total with taxes and fees

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brendan

$259 nightly

Jul 12 - Jul 13

Total with taxes and fees

The Reach Key West, Curio Collection by Hilton

Old Town Key West

IVISLEIDYS

$269 nightly

Jul 14 - Jul 15

Total with taxes and fees

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

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Clara

$165 nightly

Aug 9 - Aug 10

Total with taxes and fees

Hyatt Centric Key West Resort and Spa

Key West Historic District

Giuseppa

$275 nightly

Aug 10 - Aug 11

Total with taxes and fees

Private beach, white sand, sun loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

christine Lee

$376 nightly

Aug 10 - Aug 11

Total with taxes and fees

Santa Maria Suites

Old Town Key West

Steven

$361 nightly

Jul 13 - Jul 14

Total with taxes and fees

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Joseph

$459 nightly

Jul 27 - Jul 28

Total with taxes and fees

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Top Summerland Key Hotel Reviews

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

10/10 Excellent

"The house is very clean and cozy. We enjoyed our stay and highly recommended."

Direct Oceanfront Cottage-Sunrise View- #2,

8/10 Good

"The property is listed accurately. It is a very basic fishing cottage, but clean. It could be a better experience if they would fix a couple things: > Most Importantly for safety, repair the back stairs. The 2x4 holding up the left side is ready to fall off. I was tempted to fix it. > Clean the kitchen cupboard with the pot & pans more often. > Replace the Microwave, the inside bottom is rusting. > Connect the very nice refrigerator's ice maker to a water line. > As it is Mid Summer in the Florida Keys, the little window AC units were struggling to keep up. The kitchen could use it's own window AC unit. > The driveway could use a load of gravel, since it is muddy. My recommendation is for the owner to put a little more TLC into the property, and we may stay there again."

A Tropical Luxury Getaway, Your own private resort!!

10/10 Excellent

"We're a family of 13 and go somewhere different every two years for our family vacation. This year we decided to go to Florida and enjoy the Keys. What an amazing time we had. Everything about our trip and this property was perfect, so much so that no one wanted to go home. We started our mornings and ended our days in the pool. No matter the heat, it was always cool with a breeze while we were enjoying the pool or watching the World Cup. The home was beautifully appointed and so comfortable, all of the bedrooms were spacious with en-suites. The grounds were lovely and private, the sunsets were amazing, the kids were able to fish each day off the dock, boating & deep sea fishing is also available, we took advantage of both, and the sheer beauty of the area can take your breath away. Also, kayaks, paddleboards, bikes, ping pong, darts, corn hole, etc., etc., is available, especially the ice machine, it was loved by all. There wasn't anything we needed that wasn't there. Just a short walk can take you to the KiKi Sandbar for some delicious rum drinks, food and live music. It was frequented many times by all of us. This truly felt like a home away from home. We loved it!"

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!"

Find out more about Summerland Key

Summerland Key Resorts information

Number of reviews	8,431
Accommodation	2 Resorts
Lowest Price	$186
Highest Price	$1,552

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?

Here's 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 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 Crab 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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Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton