Summerland Key, FL

Travel Guide

Sugarloaf Shores showing a house, a sunset and a bay or harbor
Sugarloaf Shores which includes a bay or harbor and a house
Sugarloaf Shores featuring a sunset and tropical scenes
Sugarloaf Shores showing a house, a sunset and a bay or harbor
Sugarloaf Shores which includes a bay or harbor and a house

Where to stay in Summerland Key

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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.

Cutthroat Harbor Estates
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.

Sugarloaf Shores
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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.

Cudjoe Gardens
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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.

Breezeswept Beach Estates
Looe Key Reef Resort
Looe Key Reef Resort
2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
The price is AED 537 per night from May 1 to May 2
AED 537
AED 604 total
includes taxes & fees
1 May - 2 May
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
7.4/10 Good! (1,002 reviews)
"I like evrything....live music Parking is private."

Reviewed on 30 March 2025

Looe Key Reef Resort
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
3 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
9.8/10 Exceptional! (347 reviews)
"As always, a great stay at this KOA."

Reviewed on 30 March 2025

Get rates
Sugarloaf Key Hotel at KOA Resort
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is AED 658 per night from Apr 9 to Apr 10
AED 658
AED 860 total
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,001 reviews)
"We were there only for one night, the room was clean, although small but enough for sleeping. The resort also has a pool which we did not use and there are other activities you can do there, the breakfast I have to say was a bit disappointing, there is not much to choose from. The resort is nice ..."

Reviewed on 1 April 2025

Parmer's Resort
See all 594 properties in Summerland Key
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.
Direct Oceanfront Cottage-Sunrise View- #2,
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
Book a stay at this beach cottage in Summerland Key. Enjoy a beach locale, a garden, and patios. Popular attractions Big Pine Key Flea Market and Blue Hole are ...
8.6/10 Excellent! (169 reviews)
Great location
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."

Reviewed on 2 February 2025

Direct Oceanfront Cottage-Sunrise View- #2,
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
8.4/10 Very Good! (132 reviews)
Paradise in the keys.
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"

Reviewed on 10 January 2025

Cottage with Pool and Boat Dockage just minutes to Key West!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key
Stay at this vacation home in Summerland Key. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Big Pine Key Flea Market ...
9.6/10 Exceptional! (71 reviews)
Bike week in the keys.
"We really enjoyed our short stay in your cute cottage style home. Great views of the water and comfortable, pretty decor. What a nice surprise Kiki Sand Bar restaurant was! Overall very nice, relaxing couple of days."

Reviewed on 10 March 2025

Old Florida Style, wrap around porch, boat basin for dockage, open water
See all properties in Summerland Key
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.

Popular places to visit

Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Upper Sugarloaf Sound

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Sugarloaf Beach

Upper Sugarloaf Key

4/5(21 reviews)

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

Upper Sugarloaf Key

Crab Key

Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.

Crab Key

Pye Key

Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.

Pye Key

Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.

Squirrel Key