Find hotels in Summerland Key, FL from ₩103,548

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Compare 595 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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 ₩110,840
₩186,961 total
includes taxes & fees
Aug 6 - Aug 7
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 ₩124,954
₩179,491 total
includes taxes & fees
Aug 17 - Aug 18
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 ₩136,993
₩154,124 total
includes taxes & fees
Aug 10 - Aug 11
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 ₩166,882
₩232,895 total
includes taxes & fees
Aug 26 - Aug 27
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, (1012)
"Great location , close to attractions , great price and good breakfast "
The price is ₩123,294
₩169,858 total
includes taxes & fees
Jul 31 - Aug 1
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 ₩147,515
₩165,954 total
includes taxes & fees
Aug 3 - Aug 4
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 ₩827,090
₩1,416,715 total
includes taxes & fees
Aug 2 - Aug 3
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 "
The price is ₩173,110
₩389,341 total
includes taxes & fees
Aug 10 - Aug 11
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 ₩103,548
₩146,237 total
includes taxes & fees
Aug 3 - Aug 4
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 ₩198,779
₩278,118 total
includes taxes & fees
Aug 10 - Aug 11
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 ₩186,809
₩264,640 total
includes taxes & fees
Aug 10 - Aug 11
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 ₩364,208
₩493,632 total
includes taxes & fees
Aug 27 - Aug 28
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 ₩268,935
₩391,196 total
includes taxes & fees
Aug 18 - Aug 19
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 ₩168,984
₩227,303 total
includes taxes & fees
Jul 31 - Aug 1
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, (1048)
"Great location, food and space"
The price is ₩198,156
₩302,326 total
includes taxes & fees
Aug 17 - Aug 18
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 ₩187,432
₩210,859 total
includes taxes & fees
Aug 12 - Aug 13
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, (1144)
"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 ₩173,151
₩233,720 total
includes taxes & fees
Jul 30 - Jul 31
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 ₩160,517
₩219,507 total
includes taxes & fees
Aug 24 - Aug 25
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 ₩147,814
₩166,287 total
includes taxes & fees
Aug 12 - Aug 13
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 ₩142,805
₩199,580 total
includes taxes & fees
Aug 24 - Aug 25
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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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Sugarloaf Shores featuring a bay or harbor
Sugarloaf Shores map

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

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
Sugarloaf Shores showing a house, a sunset and a bay or harbor

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Reviews here are spot on. Loved the quality of this Villa. Staff is so friendly. Will stay here again anytime we visit the Keys. "
Elizabeth 5-night trip
Posted 6 days ago
Sugarloaf Key Hotel at KOA Resort

Frequently asked questions

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

Sugarloaf Key Hotel at KOA Resort is a favorite 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.

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

Yes! The majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.

Where can I learn more about changing or cancelling my trip to Summerland Key?

For additional details about updating your trip to Summerland Key or cancelling it, click here.

What's the best hotel for a romantic getaway to Summerland Key?

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

What's the best LGBTQ-friendly hotel 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 pet-friendly accommodation in Summerland Key?

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

Where is the best hotel to stay with easy access to Reel Deal Fishing Charters?

Looe Key Reef Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an outdoor pool. It's located 2.5 mi (4 km) from Reel Deal Fishing Charters. Other good options within 5 miles include Oceanfront Million $$ View and Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West.

What about the best place to stay close to MiLo Watersports?

One of the top choices for your stay is Looe Key Reef Resort, located 2.4 mi (3.8 km) from MiLo Watersports, and this hotel offers a restaurant and an outdoor pool. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Bo's Tropical Get-away- 3yaks,1 Paddleboard,4bikes, Fastwifi, Hbo, Starz,sho&max are other good choices within a few miles.

What are some accommodations 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 with an onsite pool. View all hotels with pools in Summerland Key.

What is the best accommodation for staying close to Miami International Airport (MIA)?

Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.

What is staying in Summerland Key like?

Those traveling to Summerland Key are sure to enjoy the sights to see and things to do. In Summerland Key, there are 606 hotels and other accommodations 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 agenda are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Check out what more to see and do in Expedia's Summerland Key guide.

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.