Summerland Key, FL

Travel Guide
Sugarloaf Shores showing a house, a sunset and a bay or harbor

Where to stay in Summerland Key

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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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
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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, Big Pine Key Flea Market and Newfound Harbor Keys are some notable places to visit nearby.

Breezeswept Beach Estates
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is SAR 503 per night from Nov 17 to Nov 18
SAR 503
SAR 673 total
includes taxes & fees
17 Nov - 18 Nov
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! (1,002 reviews)
"Very quiet and private"

Reviewed on 10 November 2024

Parmer's 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 ...
9.6/10 Exceptional! (267 reviews)
"OMG. Is this really a KOA? This is better than most 5 star resorts I have ever stayed at. Yes it is a RV resort, but they have two "wings" with small and large type apartments, I was in the smaller one #103 in the North building. First of all check in was a breeze and the girls at the front desk ..."

Reviewed on 14 November 2024

Get rates
Sugarloaf Key Hotel at KOA Resort
Looe Key Reef Resort
Looe Key Reef Resort
2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
The price is SAR 455 per night from Nov 17 to Nov 18
SAR 455
SAR 496 total
includes taxes & fees
17 Nov - 18 Nov
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! (1,001 reviews)
"Great place to stay in the Keys."

Reviewed on 14 November 2024

Looe Key Reef Resort
See all 579 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.
Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
Stay at this vacation home in Summerland Key. Enjoy free WiFi, patios, and air conditioning. Popular attractions Venture Key and Venture Out Keys are located ...
Little Paradise
"Check in was super easy.Over all was a very comfortable place.Air condition was nice and cold..Everything worked properly.Located just South of Boondocks Bar&Grille which os one of our favorite spots.Easy to get back and forth to Key West.Would definately stay here again."

Reviewed on 7 November 2024

Kelly's Kabin - Adorable Private Summerland Key Cottage
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
8.8/10 Excellent! (67 reviews)
Quiet place
"Very quiet, clean, and overall great experience. I’ve been staying at properties in the Keys for over 20 years and this is one of the best experiences I have had."

Reviewed on 29 August 2024

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the property condition ...
Old keys charm
"Great property. Brought our boat and had a great time. Quick drive to Key Wedt."

Reviewed on 17 July 2024

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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

Venture Out Keys

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

Venture Out Keys

Venture Key

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

Venture Key

Squirrel Key

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

Squirrel Key