Summerland Key Hotels from S$143

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Summerland Key hotels

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great place all around, will be going back in the future!"
The price is S$196
includes taxes & fees
8 Sept - 9 Sept
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1001)
"Great sleep"
The price is S$143
includes taxes & fees
1 Sept - 2 Sept
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is S$446
includes taxes & fees
20 Sept - 21 Sept
Looe Key Reef Resort

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 S$1,178
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1034)
"Beautiful hotel with fantastic facilities and stunning views. Great spot for some family downtime - the kids loved the pools and the linked fishing charters were awesome "
The price is S$412
includes taxes & fees
25 Aug - 26 Aug
Isla Bella Beach Resort & Spa

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1060)
"Great view. Great staff and very clean"
The price is S$232
includes taxes & fees
2 Sept - 3 Sept
Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1071)
"easy access to fishing, shuttle to key west, great rooms"
The price is S$257
includes taxes & fees
8 Sept - 9 Sept
The Perry Hotel & Marina Key West

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1001)
"It was a great place to stay!"
The price is S$137
includes taxes & fees
1 Sept - 2 Sept
Captain Pips Marina & Hideaway

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1002)
"Great property. "
The price is S$218
includes taxes & fees
26 Aug - 27 Aug
DoubleTree Resort by Hilton Grand Key - Key West

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1003)
"Excellent stay. "
The price is S$406
includes taxes & fees
14 Sept - 15 Sept
Tranquility Bay Beachfront Hotel and Resort

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1758)
"Best hotel in Key West super affordable and great hotel. The pool and the bar are the best "
The price is S$261
includes taxes & fees
8 Sept - 9 Sept
Havana Cabana at Key West

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Great stay! "
The price is S$424
includes taxes & fees
25 Aug - 26 Aug
Opal Key Resort & Marina, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great place"
The price is S$345
includes taxes & fees
9 Sept - 10 Sept
Hyatt Vacation Club at Beach House, Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1070)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is S$182
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Key West / The Keys Collection

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
The price is S$245
includes taxes & fees
28 Aug - 29 Aug
Courtyard by Marriott Faro Blanco Resort

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1991)
"Great Hotel. "
The price is S$195
includes taxes & fees
17 Sept - 18 Sept
Ibis Bay Beach Resort

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1775)
"The best place to stay"
The price is S$338
includes taxes & fees
7 Sept - 8 Sept
Margaritaville Beach House Key West

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1003)
"Great place "
NYAH Key West - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1726)
"Amazing place to stay! "
The price is S$316
includes taxes & fees
2 Sept - 3 Sept
Oceans Edge Key West Resort, Hotel & Marina
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.
Save an average of 15% on thousands of hotels when you're signed in

Check out pet-friendly hotels in Summerland Key

Hotels with a pool in Summerland Key you'll enjoy

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.

Where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.

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.

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.

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.

Top Summerland Key Hotel 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?

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 608 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.