Find hotels in Summerland Key, FL from CA $206

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 595 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"I like evrything....live music Parking is private."
The price is CA $206
CA $231 total
includes taxes & fees
May 5 - May 6
Looe Key Reef Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"The decor was 1960s including the integrated bed radio! Loved our stay here and would stay again. Great view from our door over the water."
The price is CA $224
CA $252 total
includes taxes & fees
May 4 - May 5
Sugar Loaf Lodge

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1005)
"We had a good time."
The price is CA $252
CA $330 total
includes taxes & fees
Apr 7 - Apr 8
Parmer's Resort

Little Torch Cottages

2.0 star property
9.0 out of 10, Wonderful, (8)
"Easy walk to Kiki's Sandbar for food drinks and live entertainment "
The price is CA $760
CA $1,172 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $792
CA $1,384 total
includes taxes & fees
Apr 5 - Apr 6
Atlantic View Luxury Villa with Pool

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1619)
"Very nice "
The price is CA $310
CA $431 total
includes taxes & fees
Apr 8 - Apr 9
Oceans Edge Key West Resort, Hotel & Marina

Mastway House by Brightwild Pool Dock

2.0 star property
The price is CA $1,586
CA $2,922 total
includes taxes & fees
Apr 16 - Apr 17
Mastway House by Brightwild Pool Dock

Evershore House Pool Parking Dock

2.0 star property
The price is CA $1,570
CA $2,902 total
includes taxes & fees
Apr 21 - Apr 22
Evershore House Pool Parking Dock

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
The price is CA $1,467
CA $2,770 total
includes taxes & fees
Apr 13 - Apr 14
Aquaria House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
The price is CA $1,487
CA $3,019 total
includes taxes & fees
Apr 13 - Apr 14
Suncoast House by Brightwild Pool Boat Dock

Springtide House by Brightwild Waterfront Pool

2.0 star property
The price is CA $1,467
CA $2,770 total
includes taxes & fees
Apr 13 - Apr 14
Springtide House by Brightwild Waterfront Pool

Seagate House by Brightwild Waterfront w Dock

2.0 star property
The price is CA $1,614
CA $2,958 total
includes taxes & fees
Apr 22 - Apr 23
Seagate House by Brightwild Waterfront w Dock

Spindrift House by Brightwild Huge Pool Dock

2.0 star property
The price is CA $1,467
CA $2,770 total
includes taxes & fees
Apr 13 - Apr 14
Spindrift House by Brightwild Huge Pool Dock

Waterlane House by Brightwild Pool Boat Dock

2.0 star property
The price is CA $1,467
CA $2,770 total
includes taxes & fees
Apr 14 - Apr 15
Waterlane House by Brightwild Pool Boat Dock

Mirador House by Brightwild Pool Dock

2.0 star property
The price is CA $2,163
CA $3,879 total
includes taxes & fees
Apr 9 - Apr 10
Mirador House by Brightwild Pool Dock

New Crestwood House by Brightwild Huge Pool

2.0 star property
The price is CA $1,586
CA $3,251 total
includes taxes & fees
Apr 13 - Apr 14
New Crestwood House by Brightwild Huge Pool

New Altair House by Brightwild Pool Pets

2.0 star property
The price is CA $2,228
CA $4,068 total
includes taxes & fees
May 5 - May 6
New Altair House by Brightwild Pool Pets

New Windrose House by Brightwild Pool

2.0 star property
The price is CA $1,586
CA $3,251 total
includes taxes & fees
Apr 22 - Apr 23
New Windrose House by Brightwild Pool

Floralee House in Key West

2.0 star property
The price is CA $1,884
CA $3,631 total
includes taxes & fees
Apr 7 - Apr 8
Floralee House in Key West

Palmgale House in Key West

2.0 star property
The price is CA $2,035
CA $3,822 total
includes taxes & fees
Apr 29 - Apr 30
Palmgale House in 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.
Don't see what you're looking for?
See all available properties in Summerland Key
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Summerland Key

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

Find out more about Summerland Key

Find out more about Summerland Key

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?

Old Florida Style, wrap around porch, boat basin for dockage, open water: Visitors review this Summerland Key vacation home rental favorably. It is located by the ocean and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Other favorite homes for rent in Summerland Key are Cudjoe Cottages, swimming pool, just 20 miles from Key West and Just 20 miles from Key West! Oceanfront, dockage, swimming pool. 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?

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 Sugarloaf Key Hotel at KOA Resort and Parmer's 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 are some accommodations with pools in Summerland Key?

Looe Key Reef Resort: Features free self parking, an outdoor pool, and complimentary wireless internet access. Sugarloaf Key Hotel at KOA Resort and Parmer's Resort 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 593 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.