Find hotels in Summerland Key, FL from ฿3,224

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21 Aug - 22 Aug
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22 Aug - 24 Aug
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Top 10 Summerland Key hotels and places to stay

Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1014)
"Great place!!!"
The price is ฿6,801
฿9,117 total
includes taxes & fees
1 Sept - 2 Sept
Hyatt Vacation Club at Windward Pointe, Key West
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, (1000)
"Great place all around, will be going back in the future!"
The price is ฿3,488
฿4,987 total
includes taxes & fees
21 Sept - 22 Sept
Parmer's Resort
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1009)
"Great place "
NYAH Key West - Adults Only
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Great sleep"
The price is ฿3,224
฿3,627 total
includes taxes & fees
2 Sept - 3 Sept
Sugar Loaf Lodge
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)
"Great place"
The price is ฿6,616
฿8,909 total
includes taxes & fees
9 Sept - 10 Sept
Hyatt Vacation Club at Beach House, Key West
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 ฿16,487
฿29,946 total
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is ฿10,078
฿11,338 total
includes taxes & fees
20 Sept - 21 Sept
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
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, (1142)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is ฿2,345
฿3,338 total
includes taxes & fees
8 Sept - 9 Sept
Knight's Key Suites
Captain Pips Marina & Hideaway
View from property

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1000)
"It was a great place to stay!"
The price is ฿2,279
฿3,480 total
includes taxes & fees
1 Sept - 2 Sept
Captain Pips Marina & Hideaway
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)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
The price is ฿4,397
฿6,228 total
includes taxes & fees
26 Aug - 27 Aug
Courtyard by Marriott Faro Blanco Resort
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
2 outdoor pools, pool umbrellas, pool loungers

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1286)
"Great stay "
The price is ฿5,232
฿7,168 total
includes taxes & fees
27 Aug - 28 Aug
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1030)
"Beautiful place!"
The price is ฿7,591
฿10,482 total
includes taxes & fees
7 Sept - 8 Sept
Isla Bella Beach Resort & Spa
Tranquility Bay Beachfront Hotel and Resort
Terrace/patio

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1001)
"Excellent stay. "
The price is ฿7,303
฿10,313 total
includes taxes & fees
11 Sept - 12 Sept
Tranquility Bay Beachfront Hotel and Resort
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, (1000)
"Great place!!!"
The price is ฿5,829
฿7,474 total
includes taxes & fees
24 Aug - 25 Aug
The Laureate Key West
Authors of Key West Guest House
Sun deck

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1000)
"It was very peaceful to stay there as well as very clean! "
Authors of Key West Guest House
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1056)
"Great view. Great staff and very clean"
The price is ฿4,201
฿6,595 total
includes taxes & fees
1 Sept - 2 Sept
Parrot Key Hotel & Villas
Waterfront Luxury Home - Tidelands House
House | 8 bedrooms, Internet

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is ฿73,814
฿114,696 total
includes taxes & fees
7 Sept - 8 Sept
Waterfront Luxury Home - Tidelands House
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, (1068)
"Laid back atmosphere with gorgeous marina views!"
The price is ฿4,143
฿6,539 total
includes taxes & fees
7 Sept - 8 Sept
The Perry Hotel & Marina Key West
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1008)
"Staff was very helpful and we enjoyed our stay"
The price is ฿2,902
฿5,463 total
includes taxes & fees
24 Aug - 25 Aug
Silver Palms 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 hotels with a pool in Summerland Key

Little Torch Cottages
Exterior

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
Little Torch Cottages

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, (1000)
The price is ฿3,488
฿4,987 total
includes taxes & fees
21 Sept - 22 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 Newfound Harbor Keys and Cook Island.

Learn more about Summerland Key

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

See all hotels in Summerland Key

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Staff was very nice and friendly. The resort itself if clean and spacious. There’s a lot of good spots to eat at within a 15 minute drive. The beach was nice and clean "
Fernanda 2-night trip
Posted 8 days ago
Sugarloaf Key Hotel at KOA Resort
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

10/10 Excellent
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Preetam 1-night trip
Posted 7 months ago
Atlantic View Luxury Villa with Pool

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?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef 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 Sugarloaf Key Hotel at KOA 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 608 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.