Summerland Key Resorts

Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

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Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Kenier

￥36,551 total

includes taxes & fees

Jun 3 - Jun 4

The Reach Key West, Curio Collection by Hilton

Old Town Key West

Jaime

￥47,906 total

includes taxes & fees

Jun 21 - Jun 22

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brandon

￥53,236 total

includes taxes & fees

Jun 27 - Jun 28

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Terrie

￥63,634 total

includes taxes & fees

Jun 22 - Jun 23

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

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Stacey

￥33,940 total

includes taxes & fees

Jun 24 - Jun 25

Hyatt Centric Key West Resort and Spa

Key West Historic District

Lynn

￥57,509 total

includes taxes & fees

Jun 21 - Jun 22

Private beach, white sand, sun loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

Barry

￥53,314 total

includes taxes & fees

Jun 8 - Jun 9

Santa Maria Suites

Old Town Key West

Jill

￥66,217 total

includes taxes & fees

Jun 21 - Jun 22

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Top Summerland Key Hotel Reviews

Sugar Loaf Lodge

6/10 Okay

"parking is ok. staff is indifferent. facilities is poor. not recommend."

Sugarloaf Key RV Resort & Cottages

10/10 Excellent

"I prefer Communication via email or text. This was the plus for me with the resort. It was very easy to check in after hours and the reach the resort. Welcome package with all you need to get to the cottage. Beautiful, clean and just ready to start your vacation. This place is 25 min from Key West! Love it and will definitely coming back."

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

10/10 Excellent

"The property and Venture Out community were as described and very well maintained. The check in process was smooth and the whole experience is turn key. The house itself was very clean with several extras supplied, including linens, towels, and daily use kitchen items, in addition to Kayaks and bicycles. Highly recommend this home and the community as a base camp if you’re looking for a peaceful setting with an easy commute to Key West or the middle keys"

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

8/10 Good

"Property location is great, and the property itself is quite nice. The dock that runs through the mangrove tunnel is beautiful, offers great fishing, and you get some great sunrises and sunsets. Not really a great spot to swim or snorkel, but if you have kayaks or similar, there’s a decent spot to launch them. Plenty of frogs and lizards, including iguanas, are present around the property if you’re into that. The house itself is good. Being on stilts, you get a beautiful view of the Atlantic side of Cudjoe Key. It’s far enough off the highway that it’s super quiet. Everything was clean when we arrived. There are some quality of life improvements that are easy and cheap for the property owners to make, but didn’t, which kind of left a bad taste in our mouth, particularly for the nightly rate. Nearly all of the faucets are loose in the sinks, especially the kitchen faucet. The air fryer/toaster combo in the kitchen doesn’t close all the way, so you have to find something to prop up against the door if you want to actually cook something. These are minor things, but like I said, they’re cheap and easy to replace, and for over 500/night all-in, I’d expect them to be non-issues. The sliding doors also lock, but there’s a constant gap, which is annoying when you can’t set the AC below 75 degrees. Overall, the house is in a great spot, it was clean, and the beds were decently comfy. It’s not a luxury stay, or super high-end, but makes a great home base for exploring the Keys."

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

6/10 Okay

"Online photos did not match the house. You entered the house through one of the bedrooms. So privacy for those staying in that room did not exist. The extra you pay when checking in for the club amenities was not worth the expense. "

Find out more about Summerland Key

Summerland Key Resorts information

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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?

Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Family-friendly resort. Has a garden, an outdoor pool, and a hot tub. June Discount. Waterfront, Dock ,Kayak, Paddleboard,golf cart, bikes, - Enjoy the garden and hot tub. ISLAND PARADISE - Family-friendly resort. Amenities include a garden, an outdoor pool, and a hot tub. 35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community. - Access to an outdoor pool and a hot tub.

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 Venture Out Keys.

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

Be picky

Check prices for these dates

Our top choices for Summerland Key resorts

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

The Reach Key West, Curio Collection by Hilton