Find hotels in Summerland Key, FL from ¥13,088

    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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 600 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Beautiful place and not far from Key West. Very quiet & clean. Loved the Kayaking there also."
The price is ¥17,740
¥24,686 total
includes taxes & fees
Jun 29 - Jun 30
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1006)
"Good to stay for a night ! "
The price is ¥20,147
¥22,666 total
includes taxes & fees
Jun 26 - Jun 27
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1002)
"Basic motel room with a fun tiki bar on the property. Catering to divers and snorkeling. "
The price is ¥22,351
¥25,144 total
includes taxes & fees
Jul 15 - Jul 16
Looe Key Reef Resort

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

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 ¥86,290
¥147,805 total
includes taxes & fees
Jul 5 - Jul 6
Atlantic View Luxury Villa with Pool

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1000)
"Great experience...amazing private beachside location. We had a great time!"
The price is ¥40,312
¥54,772 total
includes taxes & fees
Jun 29 - Jun 30
Tranquility Bay Beachfront Hotel and Resort

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Enjoyed our stay"
The price is ¥23,045
¥31,632 total
includes taxes & fees
Jul 6 - Jul 7
Courtyard by Marriott Faro Blanco Resort

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1292)
"Great resort!"
The price is ¥24,893
¥33,712 total
includes taxes & fees
Jul 24 - Jul 25
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1006)
"The property was good , the staff was extremely friendly, and is well located, highly recommended "
The price is ¥13,088
¥18,800 total
includes taxes & fees
Jun 26 - Jun 27
Captain Pips Marina & Hideaway

Isla Bella Beach Resort & Spa

5.0 star property
9.0 out of 10, Wonderful, (1001)
"Had a great stay"
The price is ¥38,050
¥51,591 total
includes taxes & fees
Jul 6 - Jul 7
Isla Bella Beach Resort & Spa

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1124)
"It was reasonable and near where we were going."
The price is ¥13,632
¥18,451 total
includes taxes & fees
Jun 29 - Jun 30
Knight's Key Suites

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (241)
"price - clean and newly renovated boats - nice staff - easy check in/out."
Old Wooden Bridge Resort and Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1665)
"Great stay!!!!"
The price is ¥22,052
¥33,209 total
includes taxes & fees
Jun 29 - Jun 30
Oceans Edge Key West Resort, Hotel & Marina

Parking Pool Dock - Shellstone House

2.0 star property
The price is ¥393,671
¥583,762 total
includes taxes & fees
Jul 15 - Jul 16
Parking Pool Dock - Shellstone House

Mastway House by Brightwild Pool Dock

2.0 star property
The price is ¥184,279
¥304,170 total
includes taxes & fees
Jul 15 - Jul 16
Mastway House by Brightwild Pool Dock

Waterfront Luxury Home - Tidelands House

2.0 star property
Waterfront Luxury Home - Tidelands House

Evershore House Pool Parking Dock

2.0 star property
Evershore House Pool Parking Dock

New Waterfront Home - Sunray House

2.0 star property
New Waterfront Home - Sunray House

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
The price is ¥150,511
¥266,180 total
includes taxes & fees
Jun 30 - Jul 1
Aquaria House by Brightwild Pool Boat Dock

Springtide House by Brightwild Waterfront Pool

2.0 star property
The price is ¥150,511
¥266,180 total
includes taxes & fees
Jun 27 - Jun 28
Springtide House by Brightwild Waterfront Pool
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

Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most.
Cutthroat Harbor Estates map

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 map

Sugarloaf Shores

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

Cudjoe Gardens map

Cudjoe Gardens

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

Breezeswept Beach Estates map

Breezeswept Beach Estates

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

Learn more about Summerland Key

Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

Sugarloaf Shores showing a house, a sunset and a bay or harbor

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 Sugar Loaf Lodge and Looe Key Reef Resort 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?

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill: Visitors like this Summerland Key vacation home rental. It is located near the beach and has a balcony, a pool table, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind. Other favorite homes for rent in Summerland Key are Old Florida Style, wrap around porch, boat basin for dockage, open water and Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel . 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 hotel for a romantic getaway to Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favorite resort for couples, and features jetted bathtubs and a full-service spa. See all romantic hotels in Summerland Key.

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?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people traveling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Other good choices to stay with your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.

Where is the best hotel to stay with easy access to Reel Deal Fishing Charters?

Looe Key Reef Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an outdoor pool. It's located 2.5 mi (4 km) from Reel Deal Fishing Charters. Other good options within 5 miles include Oceanfront Million $$ View and Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West.

What about the best place to stay close to MiLo Watersports?

One of the top choices for your stay is Looe Key Reef Resort, located 2.4 mi (3.8 km) from MiLo Watersports, and this hotel offers a restaurant and an outdoor pool. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Bo's Tropical Get-away- 3yaks,1 Paddleboard,4bikes, Fastwifi, Hbo, Starz,sho&max are other good choices within a few miles.

What's the best hotel for a beach vacation in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a top resort located on the beach. Parmer's Resort is another good option for your beach trip. See more stays near the beach in Summerland Key.

What's the best luxury accommodation in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a luxury resort with a private beach and a beachfront restaurant, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Summerland Key.

What are some accommodations with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugarloaf Key Hotel at KOA Resort and Looe Key Reef Resort are two additional hotels with an onsite pool. View all hotels with pools in Summerland Key.

What is the best spa hotel in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a top beachfront spa hotel featuring a fitness center, a hair salon, a bar, and an outdoor pool. Spend an afternoon at Spa Terre where you’ll find facials, body scrubs, and Swedish massages and more. See all spa hotels 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 600 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.