Summerland Key Hotels from S$146

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Summerland Key hotels

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1006)
"Breakfast options, a heated pool"
United States
Ricardo
The price is S$201
includes taxes & fees
30 Nov - 1 Dec
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very good, (1004)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is S$146
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1003)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
Looe Key Reef Resort

Little Torch Cottages

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

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1156)
"Will be staying here every single time we visit! "
United States
Rebecca
The Perry Hotel & Marina Key West

Captain Pips Marina & Hideaway

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1023)
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is S$182
includes taxes & fees
25 Nov - 26 Nov
Captain Pips Marina & Hideaway

Isla Bella Beach Resort & Spa

5.0 star property
Marathon
9.2 out of 10, Wonderful, (1059)
"Rooms and property were very clean . "
United States
Jessica
The price is S$436
includes taxes & fees
1 Dec - 2 Dec
Isla Bella Beach Resort & Spa

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1017)
"Very very nice stay! "
United States
Chloe
The price is S$225
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1170)
"Great staff, clean rooms"
United States
Andrew
The price is S$299
includes taxes & fees
30 Nov - 1 Dec
Parrot Key Hotel & Villas

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1744)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is S$260
includes taxes & fees
2 Dec - 3 Dec
Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very good, (1132)
"Nice hotel 🏨 staff was very helpful."
United States
MICHAEL Z
The price is S$165
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1007)
"Beautiful room, great staff, relaxing atmosphere "
United States
Carol
The price is S$418
includes taxes & fees
30 Nov - 1 Dec
Opal Key Resort & Marina, Key West

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
Marathon
8.8 out of 10, Excellent, (1002)
"We enjoyed our stay"
United States
Kathleen
The price is S$481
includes taxes & fees
8 Dec - 9 Dec
Tranquility Bay Beachfront Hotel and Resort

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1007)
"Clean great staff and perfect pool!! "
United States
Kristy
The price is S$322
includes taxes & fees
27 Nov - 28 Nov
NYAH Key West - Adults Only

Courtyard by Marriott Faro Blanco Resort

3.0 star property
Marathon
9.2 out of 10, Wonderful, (1000)
"Nice hotel"
United States
Ivonne
The price is S$274
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Faro Blanco Resort

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1011)
"It was peaceful and great location"
United States
Kevin
The price is S$458
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Beach House, Key West

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
New Town
8.6 out of 10, Excellent, (1002)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is S$194
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1745)
"Wonderful customer service, beautiful resort, and outstanding amenities"
United States
Patrick
The price is S$319
includes taxes & fees
1 Dec - 2 Dec
Oceans Edge Key West Resort, Hotel & Marina

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1789)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is S$345
includes taxes & fees
9 Dec - 10 Dec
Margaritaville Beach House Key West

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1011)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is S$271
includes taxes & fees
1 Dec - 2 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.

Black Friday Sale

Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

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.

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.

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 favourite 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

Hotels in Summerland Key with star rating

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 625 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.

Explore a world of travel with Expedia