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Top hotels and accommodation in Summerland Key

NYAH Key West - Adults Only
Relax by the pool with lounge chairs and umbrellas, surrounded by a spacious pool area and multiple balconies.

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1014)
"Great location "
The price is NZ$228
includes taxes & fees
12 Aug - 13 Aug
NYAH Key West - Adults Only
Captain Pips Marina & Hideaway
Escape to a serene coastal haven surrounded by lush greenery and the vast ocean.

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1009)
"It was a great place to stay!"
The price is NZ$202
includes taxes & fees
20 Aug - 21 Aug
Captain Pips Marina & Hideaway
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1005)
"Good to stay for a night ! "
The price is NZ$185
includes taxes & fees
17 Aug - 18 Aug
Sugar Loaf Lodge
Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Very nice place."
The price is NZ$280
includes taxes & fees
24 Aug - 25 Aug
Parmer's Resort
Authors of Key West Guest House
Relax on the deck with a lounge chair and enjoy the serene views of the lush landscape.

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great location , close to attractions , great price and good breakfast "
Authors of Key West Guest House
Looe Key Reef Resort
Relax amidst lush greenery and palm trees, surrounded by serene structures and a peaceful walkway.

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1004)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is NZ$249
includes taxes & fees
17 Aug - 18 Aug
Looe Key Reef Resort
Atlantic View Luxury Villa with Pool
Relax by the serene pool surrounded by lush greenery and a white picket fence.

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is NZ$1,695
includes taxes & fees
2 Aug - 3 Aug
Atlantic View Luxury Villa with Pool
Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Knight's Key Suites
Two single beds with white bedding and pillows, a nightstand with a lamp and remote control, and a window with blue curtains.

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1130)
"It was an amazing place with a nice pool, close to Key West. The kitchen and the needs were good ! The employees are really nice ! I highly recommend this place !"
The price is NZ$178
includes taxes & fees
3 Aug - 4 Aug
Knight's Key Suites
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Relax by the serene pool surrounded by lush greenery and modern architecture.

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1308)
"It was a beautiful resort. "
The price is NZ$334
includes taxes & fees
13 Aug - 14 Aug
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Courtyard by Marriott Faro Blanco Resort
Relax by the ocean with a serene pool surrounded by palm trees and lounge chairs.

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1017)
"Very nice resort! Felt very much like a resort:)"
The price is NZ$318
includes taxes & fees
13 Aug - 14 Aug
Courtyard by Marriott Faro Blanco Resort
Isla Bella Beach Resort & Spa
Dine under the shade of tall palm trees with ocean views.

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1017)
"Enjoyed our weekend stay at this property!!"
The price is NZ$597
includes taxes & fees
27 Aug - 28 Aug
Isla Bella Beach Resort & Spa
Tranquility Bay Beachfront Hotel and Resort
Enjoy a meal with ocean views from our beachfront patio, surrounded by palm trees and comfortable wicker seating.

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1012)
"Very peaceful, quiet resort close to everything. Staff and service was terrific throughout the resort and responded quickly when needed. Would love to visit again. "
The price is NZ$526
includes taxes & fees
20 Aug - 21 Aug
Tranquility Bay Beachfront Hotel and Resort
Ibis Bay Beach Resort
Guests can dine and relax at the resort's restaurant and bar, surrounded by lush greenery and a marina with docked boats.

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2027)
"Good resort "
The price is NZ$273
includes taxes & fees
31 July - 1 Aug
Ibis Bay Beach Resort
Parrot Key Hotel & Villas
Relax on the sandy beach with a swing chair, surrounded by palm trees and a clear ocean view.

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1050)
"Great location, food and space"
The price is NZ$355
includes taxes & fees
21 Aug - 22 Aug
Parrot Key Hotel & Villas
Artist House Key West
Enjoy a cold beer on our outdoor seating area with a taste of Key West's history.

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (405)
"Very nice B&B close to everything."
The price is NZ$253
includes taxes & fees
21 Aug - 22 Aug
Artist House Key West
Southwinds Motel
Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1145)
"It was a great place to stay right in the mix of everything to do!! Staff was great love smaller mom and pop places to stay"
The price is NZ$264
includes taxes & fees
31 July - 1 Aug
Southwinds Motel
Fairfield Inn and Suites by Marriott Key West
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1135)
"It was clean and friendly!"
The price is NZ$264
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn and Suites by Marriott Key West
L'Habitation Guest House
Relax on the covered porch with comfortable wicker furniture and lush greenery.

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (870)
"beautiful place in the perfect spot!"
The price is NZ$200
includes taxes & fees
12 Aug - 13 Aug
L'Habitation Guest House
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1051)
"Good hotel and it includes breakfast!"
The price is NZ$240
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Key West / The Keys Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our guide on where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.
Cutthroat Harbor Estates map

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores map

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens map

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

Stay near top Summerland Key attractions

Upper Sugarloaf Sound
Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

See properties in Upper Sugarloaf Sound

Learn more about Summerland Key

Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

See all hotels in Summerland Key

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Cool spot named Kiki’s sand bar in walking distance of the hotel plus, you get 10% off on food and drinks. Just show your parking pass. "
Quinn 3-night trip
Posted 8 hours ago
Parmer's Resort

Frequently asked questions

What's the best place to stay in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a favourite property for Expedia customers. This hotel offers a marina and a private beach. Reviews from our site also recommend Sugar Loaf Lodge and Looe Key Reef Resort as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.

What are some of the best holiday rentals that Summerland Key has to offer?

Old Florida Style, wrap around porch, boat basin for dockage, open water: This highly rated holiday home rental in Summerland Key is located by the ocean, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Other favourite homes for rent in Summerland Key are JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community! and Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West. See all vacation rentals in Summerland Key.

If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?

Yes! The majority of hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.

What's the best accommodation for a couple visiting Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favourite resort for couples, and features jetted baths and a full-service spa. See all romantic hotels in Summerland Key.

What's the best LGBTQ-friendly place to stay in Summerland Key?

Parmer's Resort is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Summerland Key.

What's the best dog-friendly accommodation option in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.

What are some accommodation options with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge and Sugarloaf Key Hotel at KOA Resort are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.

What is staying in Summerland Key like?

Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 606 hotels and other accommodation options to choose from. Find out more about Summerland Key.

What are the top places to visit in Summerland Key?

Natural beauty is on display at Florida Keys Beaches, Sugarloaf Beach and Venture Out Keys. A couple of additional sights to add to your itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.

What's the seasonal weather 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.