Find hotels in Summerland Key, FL from ฿2,170

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9 Sep - 10 Sep
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12 Sep - 14 Sep
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Top 10 Summerland Key hotels and places to stay

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, (1003)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is ฿3,398
฿4,858 total
includes taxes & fees
16 Sept - 17 Sept
Parmer's Resort
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1001)
"Great sleep"
The price is ฿3,141
฿3,533 total
includes taxes & fees
10 Sept - 11 Sept
Sugar Loaf Lodge
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1002)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is ฿10,073
฿11,332 total
includes taxes & fees
20 Sept - 21 Sept
Looe Key Reef Resort
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 ฿16,060
฿29,170 total
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool
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
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1042)
"We had a great time and will come back"
The price is ฿7,395
฿10,210 total
includes taxes & fees
10 Sept - 11 Sept
Isla Bella Beach Resort & Spa
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1083)
"Great location, very cute resort, huge rooms, would stay again. "
The price is ฿4,092
฿6,424 total
includes taxes & fees
15 Sept - 16 Sept
Parrot Key Hotel & Villas
Captain Pips Marina & Hideaway
View from property

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1007)
"We enjoyed staying here and will definitely be back! "
The price is ฿2,220
฿3,390 total
includes taxes & fees
10 Sept - 11 Sept
Captain Pips Marina & Hideaway
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1089)
"Great rooms awesome service beautiful pool!"
The price is ฿3,528
฿5,793 total
includes taxes & fees
24 Sept - 25 Sept
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

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 ฿3,567
฿5,096 total
includes taxes & fees
15 Sept - 16 Sept
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1762)
"Loved this place. The vibe was all the way there. I will be visiting again soon and this is where we will be staying."
The price is ฿3,940
฿6,527 total
includes taxes & fees
23 Sept - 24 Sept
Havana Cabana at Key West
Tranquility Bay Beachfront Hotel and Resort
3 outdoor pools, pool loungers

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1001)
"Love the place we had a great time"
The price is ฿7,114
฿10,046 total
includes taxes & fees
30 Sept - 1 Oct
Tranquility Bay Beachfront Hotel and Resort
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1076)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ฿3,478
฿4,806 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Key West / The Keys Collection
Courtyard by Marriott Faro Blanco Resort
2 outdoor pools, free pool cabanas, pool umbrellas

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Todo muy bien "
The price is ฿4,283
฿6,067 total
includes taxes & fees
14 Sept - 15 Sept
Courtyard by Marriott Faro Blanco Resort
Opal Key Resort & Marina, Key West
Front of property – evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1000)
"Wonderful place to stay, beautiful views and walking distance to everywhere. "
The price is ฿7,109
฿9,247 total
includes taxes & fees
10 Sept - 11 Sept
Opal Key Resort & Marina, Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1009)
"Nice resort, great location. "
The price is ฿6,640
฿8,914 total
includes taxes & fees
15 Sept - 16 Sept
Hyatt Vacation Club at Beach House, Key West
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1783)
"Great place to stay"
The price is ฿5,678
฿8,379 total
includes taxes & fees
23 Sept - 24 Sept
Margaritaville Beach House Key West
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1993)
"Great Hotel. "
The price is ฿3,680
฿4,993 total
includes taxes & fees
10 Sept - 11 Sept
Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1714)
"Excellent stay as always stay"
The price is ฿5,361
฿7,876 total
includes taxes & fees
11 Sept - 12 Sept
Oceans Edge Key West Resort, Hotel & Marina
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1003)
"Great location and service. "
The price is ฿2,516
฿4,258 total
includes taxes & fees
16 Sept - 17 Sept
NYAH Key West - Adults Only
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 hotels with a pool in Summerland Key

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, (1003)
The price is ฿3,398
฿4,858 total
includes taxes & fees
16 Sept - 17 Sept
Parmer's Resort

Pet-friendly hotels 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, (1003)
The price is ฿3,398
฿4,858 total
includes taxes & fees
16 Sept - 17 Sept
Parmer's Resort
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. Learn more about Summerland Key
Learn more about Summerland Key

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 Cook Island and Crab Key.

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.

See all hotels in Summerland Key

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 ฿3,398 per night from 16 Sept to 17 Sept
฿3,398
฿4,858 total
16 Sept - 17 Sept
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?

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. Looe Key Reef Resort and Sugar Loaf Lodge 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 609 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.