Browse the Best Summerland Key Resorts from CA $285

View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds

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Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Thalia

CA $294 total

includes taxes & fees

Jul 8 - Jul 9

Hyatt Centric Key West Resort and Spa

Key West Historic District

JASON

CA $411 total

includes taxes & fees

Jun 30 - Jul 1

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

CA $278 total

includes taxes & fees

Jun 28 - Jun 29

The Reach Key West, Curio Collection by Hilton

Old Town Key West

Matthew

CA $439 total

includes taxes & fees

Jun 24 - Jun 25

Private beach, white sand, sun loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

James

CA $505 total

includes taxes & fees

Jul 2 - Jul 3

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Joseph

CA $637 total

includes taxes & fees

Jun 29 - Jun 30

Santa Maria Suites

Old Town Key West

Steven

CA $581 total

includes taxes & fees

Jun 21 - Jun 22

Coconut Beach Resort

Old Town Key West

Christopher

CA $533 total

includes taxes & fees

Jun 28 - Jun 29

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Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

10/10 Excellent

"First time staying here it won’t be our last!"

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"The property was very clean and well laid out. Lot of great design thought went into the landscape architecture. That also applied to the rooms as well. From great lighting to a bathroom that was spacious, we felt quite at home. (Apparently, we are meant to stay in semi darkness and have a tiny shower and toilet 6 inches from the ground in the vast majority of high-priced chain hotels!) In terms of amenities, it was perfect for us. Pool, food and bar were great as was the marina where we rented a boat for the day. However the highest praise must go to the staff. They were genuinely caring and extremely friendly. Thank you for making this the best time for us."

Parmer's Resort

10/10 Excellent

"Parmer’s Resort on Little Torch Key is the kind of place you go when you truly want to slow down and unwind—but still have everything you need within reach. The property has a classic“old Florida” charm that is not flashy or overdone—instead, it feels cozy, laid-back, and genuinely welcoming. Parmer's has that homey, relaxed vibe that makes it easy to settle in, unplug, and enjoy the simple pleasures of the Keys. It’s the perfect setting if you’re looking to escape the hustle and just breathe for a while. It’s tucked away in a quiet spot, giving you that “away-from-it-all” feeling, yet you’re still just a short drive from great food and local favorites. Places like Kiki’s, Square Grouper, and Tonio’s are all nearby, and there’s even a fun little taco spot a few miles down the road that’s worth checking out. The amenities really add to the experience without feeling overwhelming. There’s a small private beach where you can relax by the water, plus bicycles, kayaks, and stand-up paddleboards available so you can explore at your own pace. It’s easy to fill your day with outdoor activities—or do nothing at all, which is just as enjoyable here. [parmersresort.com] Another highlight is the daily breakfast, which is such a nice touch. Having that ready each morning makes the stay even more convenient. We will be back!!!"

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."

SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!

8/10 Good

"The bed was overly soft. Making sleeping a challenge. The area and the pool were great. I never did find the beach with in a 6 minute walk. Room was clean could use a comfortable chair to sit in. All in all it was a great place to stay."

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8/10 Good

"We enjoyed the location away from the congestion of Key West. The property is a bit tired, but everything was clean and we had what we needed. The grounds had some broken picnic tables and lounge chairs; items the maintenance crew should have removed for safety reasons months ago. This cottage is great for fishermen and those needing water access; also a quiet spot for our small dog. Nothing fancy, but a good value for the Keys."

Find out more about Summerland Key

Summerland Key Resorts information

Number of reviews	7,625
Accommodation	4 Resorts
Lowest Price	CA $285
Highest Price	CA $2,191

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 5 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?

Here's 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 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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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Hyatt Centric Key West Resort and Spa

DoubleTree Resort by Hilton Grand Key - Key West

The Reach Key West, Curio Collection by Hilton

Pier House Resort & Spa

Ocean Key Resort - A Noble House Resort

Santa Maria Suites

Coconut Beach Resort

Coconut Beach Resort Timeshare

Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key Hotel at KOA Resort

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

Parmer's Resort

Sugar Loaf Lodge

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

Looe Key Reef Resort

SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Find out more about Summerland Key

Summerland Key Resorts information

Frequently asked questions

Explore a world of travel with Expedia

Search Resort Hotels in Summerland Key from CA $285

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

Hyatt Centric Key West Resort and Spa

DoubleTree Resort by Hilton Grand Key - Key West

The Reach Key West, Curio Collection by Hilton

Pier House Resort & Spa

Ocean Key Resort - A Noble House Resort

Santa Maria Suites

Coconut Beach Resort

Coconut Beach Resort Timeshare

Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Find out more about Summerland Key

Summerland Key Resorts information

Frequently asked questions

Explore a world of travel with Expedia