Find hotels in Summerland Key, FL from ￥14,556

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Aug 30 - Aug 31
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Aug 31 - Sep 1
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Sep 5 - Sep 7
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Sep 12 - Sep 14

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Compare 607 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Summerland Key hotels

Authors of Key West Guest House
Sundeck

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1008)
"It was very peaceful to stay there as well as very clean! "
Authors of Key West Guest House
Caribbean House
Terrace/patio

Caribbean House

3.0 star property
9.0 out of 10, Wonderful, (258)
"Great stay!"
The price is ￥16,546
￥22,291 total
includes taxes & fees
Sep 2 - Sep 3
Caribbean House
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

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 ￥15,749
￥22,516 total
includes taxes & fees
Sep 8 - Sep 9
Parmer's Resort
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (884)
"This place is terrific! They were very accommodating to our early arrival. I will definitely be staying there again "
The price is ￥14,265
￥16,048 total
includes taxes & fees
Sep 1 - Sep 2
L'Habitation Guest House
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
The price is ￥14,556
￥16,376 total
includes taxes & fees
Sep 4 - Sep 5
Sugar Loaf Lodge
Looe Key Reef Resort
Exterior

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 ￥45,506
￥51,194 total
includes taxes & fees
Sep 20 - Sep 21
Looe Key Reef Resort
Little Torch Cottages
Exterior

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
Swim-up bar

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 ￥74,444
￥135,218 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic View Luxury Villa with Pool
Captain Pips Marina & Hideaway
View from property

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1012)
"It was a great place to stay!"
The price is ￥9,881
￥15,252 total
includes taxes & fees
Sep 7 - Sep 8
Captain Pips Marina & Hideaway
Knight's Key Suites
1 bedroom, premium bedding, soundproofing, iron/ironing board

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1143)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is ￥9,851
￥14,244 total
includes taxes & fees
Sep 8 - Sep 9
Knight's Key Suites
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1045)
"Property is beautiful, clean and staff was very friendly. We will definitely return and stay more days!!!"
The price is ￥31,514
￥44,127 total
includes taxes & fees
Sep 10 - Sep 11
Isla Bella Beach Resort & Spa
Courtyard by Marriott Faro Blanco Resort
2 outdoor pools, free cabanas, pool umbrellas

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
The price is ￥19,849
￥28,119 total
includes taxes & fees
Sep 3 - Sep 4
Courtyard by Marriott Faro Blanco Resort
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is ￥13,993
￥40,392 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Lodges at Hurricane Hole Marina
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1003)
"Great place and a great value. Very clean & a comfortable bed."
The Grand Guesthouse
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
2 outdoor pools, pool umbrellas, sun loungers

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1291)
"Great stay "
The price is ￥22,374
￥30,961 total
includes taxes & fees
Sep 8 - Sep 9
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (110)
"Awesome place! Will stay again!"
The price is ￥18,393
￥24,889 total
includes taxes & fees
Sep 14 - Sep 15
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Great hotel and service "
The price is ￥26,322
￥33,750 total
includes taxes & fees
Sep 1 - Sep 2
The Laureate Key West
Tranquility Bay Beachfront Hotel and Resort
3 outdoor pools, sun loungers

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1010)
"Beautiful property and wonderful staff!!"
The price is ￥32,976
￥46,568 total
includes taxes & fees
Sep 21 - Sep 22
Tranquility Bay Beachfront Hotel and Resort
Weatherstation Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (952)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is ￥24,851
￥27,957 total
includes taxes & fees
Sep 8 - Sep 9
Weatherstation Inn
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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Check out resorts in Summerland Key

Canal front lot only. No house or RV. You need to bring your RV.
Marina

Canal front lot only. No house or RV. You need to bring your RV.

The price is ￥21,910
￥27,591 total
includes taxes & fees
Aug 31 - Sep 1
Canal front lot only. No house or RV. You need to bring your RV.

Hotels with an ocean view in Summerland Key you'll enjoy

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

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
The price is ￥15,749
￥22,516 total
includes taxes & fees
Sep 8 - Sep 9
Parmer's Resort

These family-friendly hotels in Summerland Key may fit your trip

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Beach

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (162)
The price is ￥19,852
￥39,152 total
includes taxes & fees
Sep 1 - Sep 2
Private Oceanfront Cottage with dockage, pool just minutes to 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.

Where to stay in Summerland Key

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

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 featuring a bay or harbor

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

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

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

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 favorite seafood shacks serving fresh-caught Keys lobster.

See all hotels in Summerland Key
Sugarloaf Shores showing a house, a sunset and a bay or harbor

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

More cheap stays in Summerland Key

Parmer's Resort

Parmer's Resort

565 Barry Avenue, Summerland Key, FL
The price is ￥15,749 per night from Sep 8 to Sep 9
￥15,749
￥22,516 total
Sep 8 - Sep 9
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Summerland Key?

Sugar Loaf Lodge is a favorite property for Expedia customers. This hotel offers a marina and a restaurant. Looe Key Reef Resort is another top choice for your stay based on traveler reviews. 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 like this Summerland Key vacation home rental. 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 Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West and Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!. 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 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 Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.

What are some accommodations 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 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 606 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.