Find hotels in Summerland Key, FL from ¥35,317

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Our top choices for Summerland Key hotels

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1006)
"Great place to stary. Staff was very nice."
United States
norka
The price is ¥31,392
¥35,317 total
includes taxes & fees
Dec 23 - Dec 24
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1004)
"Beautiful and relaxing "
United States
Michael
The price is ¥30,383
¥39,329 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Parmer's Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ¥69,256
¥130,622 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Starlight Serenity - Hideaway w Stunning Views

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
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. "
United States
Preetam
The price is ¥88,735
¥161,942 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Atlantic View Luxury Villa with Pool

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1006)
"Nice place to stay!"
Canada
Baohua
The price is ¥40,226
¥49,693 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Laureate Key West

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1004)
"The location is unbeatable. Room was clean and tidy and the amenities are great."
United States
Jerad
The price is ¥25,428
¥35,704 total
includes taxes & fees
Jan 21 - Jan 22, 2026
NYAH Key West - Adults Only

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1006)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is ¥62,887
¥77,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Beach House, Key West

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1002)
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is ¥20,521
¥27,523 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Captain Pips Marina & Hideaway

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1157)
"Very good location.. Clean room."
United States
Leonor
The price is ¥17,942
¥23,577 total
includes taxes & fees
Dec 23 - Dec 24
Knight's Key Suites

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (280)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1004)
"Food great. Grounds kept prestine"
United States
Donald
The price is ¥37,702
¥48,626 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1072)
"Beautiful property, staff are very friendly "
United States
Leann
The price is ¥48,657
¥64,721 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Isla Bella Beach Resort & Spa

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1271)
"Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon."
United States
William
The price is ¥45,145
¥56,724 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is ¥48,114
¥54,129 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunshine Key RV Resort & Marina

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1006)
"Great staff, hotel and pool."
United States
Lilly
The price is ¥62,887
¥77,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Windward Pointe, Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1204)
"Great place to stay 👌 👍 "
United States
james
The price is ¥29,172
¥41,871 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Parrot Key Hotel & Villas

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1219)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is ¥43,282
¥55,790 total
includes taxes & fees
Dec 23 - Dec 24
The Southernmost Inn - Adults Only

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
"Amenities over the top resort"
United States
Wayne
The price is ¥268,126
¥301,642 total
includes taxes & fees
Dec 25 - Dec 26
Coconut Beach Resort Timeshare

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is ¥31,303
¥38,607 total
includes taxes & fees
Dec 23 - Dec 24
Duval House
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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

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

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

Cudjoe Gardens

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

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.

Breezeswept Beach Estates

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

Stay near popular Summerland Key attractions

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favorite seafood shacks serving fresh-caught Keys lobster.

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

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

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 Parmer's Resort and Sugar Loaf Lodge as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.
What are some of the best vacation rentals in Summerland Key?
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!: Visitors like this Summerland Key vacation home rental. It is located on the waterfront and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near Key West and Old Florida Style, wrap around porch, boat basin for dockage, open water. 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 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 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?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Other good choices to stay with your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodations with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool, and daily. Looe Key Reef Resort and Sugar Loaf Lodge 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 619 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.

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