Find hotels in Summerland Key, FL from ￥17,354

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Dec 14 - Dec 15
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Dec 15 - Dec 16
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Summerland Key hotels

Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1003)
"Great place to stary. Staff was very nice."
United States
norka
The price is ￥15,425
￥17,354 total
includes taxes & fees
Dec 19 - Dec 20
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Room was clean and comfortable."
United States
Barbara K
The price is ￥20,894
￥28,590 total
includes taxes & fees
Dec 15 - Dec 16
Parmer's Resort
Swim-up bar
Atlantic View Luxury Villa with Pool

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 ￥78,879
￥143,273 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Atlantic View Luxury Villa with Pool
House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ￥41,589
￥98,849 total
includes taxes & fees
Dec 15 - Dec 16
Starlight Serenity - Hideaway w Stunning Views
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

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 ￥27,890
￥35,760 total
includes taxes & fees
Dec 15 - Dec 16
The Laureate Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1762)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is ￥18,409
￥29,474 total
includes taxes & fees
Dec 15 - Dec 16
Blue Flamingo Resort Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is ￥42,507
￥57,413 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Perry Hotel & Marina Key West
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1156)
"Room were clean and staff was very helpful "
United States
Leonard
The price is ￥13,213
￥18,215 total
includes taxes & fees
Dec 17 - Dec 18
Knight's Key Suites
View from property
Captain Pips Marina & Hideaway

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 ￥13,040
￥19,053 total
includes taxes & fees
Dec 17 - Dec 18
Captain Pips Marina & Hideaway
2 outdoor pools, free cabanas, pool umbrellas
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

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, (1005)
"Nice hotel"
United States
Ivonne
The price is ￥26,020
￥35,407 total
includes taxes & fees
Dec 18 - Dec 19
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (278)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina
4 outdoor pools, pool umbrellas, sun loungers
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

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, (1274)
"Excellent experience. Excellent staff Ultra clean All in all, great location, ambiance and value. "
United States
Joseph
The price is ￥28,526
￥37,955 total
includes taxes & fees
Dec 18 - Dec 19
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Kayaking
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (159)
"Todo perfect"
Mexico
Rachel
The price is ￥47,522
￥53,463 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunshine Key RV Resort & Marina
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1153)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is ￥18,492
￥25,187 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Key West / The Keys Collection
Outdoor spa tub
NYAH Key West - Adults Only

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, (1002)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
Beach
Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
The price is ￥26,799
￥30,149 total
includes taxes & fees
Dec 17 - Dec 18
Coconut Beach Resort Timeshare
Property grounds
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1069)
"Rooms and property were very clean . "
United States
Jessica
The price is ￥44,733
￥60,072 total
includes taxes & fees
Dec 15 - Dec 16
Isla Bella Beach Resort & Spa
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

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, (1012)
"We enjoyed the beautiful property."
United States
Susan
The price is ￥55,936
￥69,939 total
includes taxes & fees
Dec 15 - Dec 16
Hyatt Vacation Club at Beach House, Key West
View from property
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1007)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is ￥21,034
￥27,013 total
includes taxes & fees
Dec 15 - Dec 16
Duval House
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

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

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

Sugarloaf Beach

3.6/5 (7 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
See properties

Upper Sugarloaf Key

4.1/5 (37 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
See properties

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.

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

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Room was clean and comfortable."
Barbara K 1-night trip
Posted 4 days ago
Parmer's Resort

More cheap stays in Summerland Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is ￥15,425 per night from Dec 19 to Dec 20
￥15,425
￥17,354 total
Dec 19 - Dec 20
includes taxes & fees
8/10 Very Good! (1,001 reviews)

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?
Private Secluded Ocean View & Pool Near Key West: Visitors like this Summerland Key vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a hot tub, and foosball so you can immerse yourself in your vacation. Other favorite homes for rent in Summerland Key are Relax by Florida Keys Beaches, just a 7-min drive away 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 618 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 Upper Sugarloaf Key, Florida Keys Beaches, and Sugarloaf Beach. A couple of additional sights to add to your agenda are Venture Out Keys 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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