Find hotels in Summerland Key, FL from ฿4,272

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Tonight
9 Dec - 10 Dec
Tomorrow
10 Dec - 11 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Our top choices for Summerland Key hotels

Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1003)
"Breakfast options, a heated pool"
United States
Ricardo
The price is ฿4,279
฿5,855 total
includes taxes & fees
10 Dec - 11 Dec
Parmer's Resort
Restaurant
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 ฿3,797
฿4,272 total
includes taxes & fees
10 Dec - 11 Dec
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort
Swim-up bar
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 ฿16,154
฿29,341 total
includes taxes & fees
16 Dec - 17 Dec
Atlantic View Luxury Villa with Pool
House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

2.0 star property
Summerland Key
The price is ฿13,823
฿26,212 total
includes taxes & fees
22 Dec - 23 Dec
Starlight Serenity - Hideaway w Stunning Views
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1009)
"Very very nice stay! "
United States
Chloe
The price is ฿3,804
฿5,356 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1168)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is ฿8,276
฿11,270 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
Property grounds
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5.0 star property
Marathon
9.2 out of 10, Wonderful, (1060)
"Rooms and property were very clean . "
United States
Jessica
The price is ฿9,268
฿12,426 total
includes taxes & fees
11 Dec - 12 Dec
Isla Bella Beach Resort & Spa
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1732)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is ฿6,677
฿9,672 total
includes taxes & fees
6 Jan - 7 Jan 2026
Havana Cabana at Key West
View from property
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1005)
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is ฿2,872
฿4,128 total
includes taxes & fees
16 Dec - 17 Dec
Captain Pips Marina & Hideaway
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1187)
"Great hotel"
United States
Patrice
The price is ฿5,940
฿8,513 total
includes taxes & fees
16 Dec - 17 Dec
Parrot Key Hotel & Villas
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
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, (1142)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is ฿3,770
฿5,139 total
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Key West / The Keys Collection
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1021)
"Great location and accommodations… great all around"
United States
Jose
The price is ฿8,903
฿11,272 total
includes taxes & fees
10 Dec - 11 Dec
Opal Key Resort & Marina, Key West
3 outdoor pools, pool loungers
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
Marathon
8.8 out of 10, Excellent, (1000)
"We enjoyed our stay"
United States
Kathleen
The price is ฿7,438
฿10,426 total
includes taxes & fees
10 Dec - 11 Dec
Tranquility Bay Beachfront Hotel and Resort
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1004)
"Great little hotel in the heart of Old Town."
United States
Robert
The price is ฿10,852
฿13,644 total
includes taxes & fees
2 Jan - 3 Jan 2026
NYAH Key West - Adults Only
2 outdoor pools, free pool cabanas, pool umbrellas
Courtyard by Marriott Faro Blanco Resort

Courtyard by Marriott Faro Blanco Resort

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1001)
"Nice hotel"
United States
Ivonne
The price is ฿4,818
฿6,677 total
includes taxes & fees
15 Dec - 16 Dec
Courtyard by Marriott Faro Blanco Resort
Outdoor pool
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, (1005)
"We enjoyed the beautiful property."
United States
Susan
The price is ฿11,136
฿13,964 total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Vacation Club at Beach House, Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1760)
"Great stay"
United States
james
The price is ฿4,610
฿6,802 total
includes taxes & fees
16 Dec - 17 Dec
Beachside Resort & Residences
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1789)
" Great location "
United States
Kristen
The price is ฿6,860
฿9,734 total
includes taxes & fees
18 Dec - 19 Dec
Margaritaville Beach House Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1008)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ฿5,712
฿7,323 total
includes taxes & fees
15 Dec - 16 Dec
The Laureate Key West
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 for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key

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

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

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.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Saddlebunch Keys.

Breezeswept Beach Estates

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

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 favourite 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

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"The staff was great! At one point, we couldn’t get our washing machine started, only because of our error, and we had three people at our door, trying to help before we even got back to our room! Office staff always had a smile on their face! Beautiful park!"
Roxanne 5-night trip
Posted 1 month ago
Sugarloaf Key Hotel at KOA Resort
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

10/10 Excellent
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Preetam 1-night trip
Posted 11 months ago
Atlantic View Luxury Villa with Pool

More cheap stays in Summerland Key

Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
The price is ฿4,279 per night from 10 Dec to 11 Dec
฿4,279
฿5,855 total
10 Dec - 11 Dec
includes taxes & fees
9/10 Wonderful! (1,012 reviews)

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 Parmer's Resort and Sugar Loaf Lodge 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 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 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?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Two other good options for you and 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 accommodation options with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge and Looe Key Reef 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 622 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 Upper Sugarloaf Key, Florida Keys Beaches and Venture Out Keys. A couple of additional sights to add to your itinerary are Coupon Bight Aquatic Preserve and Upper Sugarloaf Sound. 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.

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