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 Venture Out Keys, 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, Newfound Harbor Keys and Cook Island 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
Fully refundableReserve now, pay when you stay
The price is ₩167,620 per night from Aug 26 to Aug 27
₩167,620
₩233,924 total
Aug 26 - Aug 27
includes taxes & fees
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! (1,003 reviews)
"Sarah was AWESOME"

Reviewed on Jul 29, 2025

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! (420 reviews)
"We stayed for July 4th and it was perfect! Loved the suite and as a family it was very convenient to have a kitchen, washer and dryer!"

Reviewed on Jul 29, 2025

Get rates
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
The price is ₩137,599 per night from Aug 10 to Aug 11
₩137,599
₩154,806 total
Aug 10 - Aug 11
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,002 reviews)
Good value
"I will stay here again. Good value. One of the biggest rooms I have ever stayed in."

Reviewed on Jul 21, 2025

Sugar Loaf Lodge
See all 595 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.
Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (2,641 reviews)
"Great place for family and friends"

Reviewed on Jul 29, 2025

Vacation Village at Parkway
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
9300 Emerald Coast Pkwy W, Miramar Beach, Miramar Beach, FL
Stay at this 4-star beach condo in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition ...
7.8/10 Good! (3,755 reviews)
"The property was wonderful. Clean, quiet, walkable and friendly. I will be staying again soon."

Reviewed on Jul 26, 2025

Sandestin Golf and Beach Resort
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3.5 out of 5
9309 S Orange Blossom Trail, Orlando, FL
Stay at this 3.5-star aparthotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,222 reviews)
"Very clean place"

Reviewed on Jul 27, 2025

The View Studio Suites and Event Venue
See all 246,491 properties in Florida
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

Squirrel Key

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

Squirrel Key

Pye Key

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

Pye Key

Cities near Summerland Key

South Beach featuring tropical scenes, general coastal views and a beach

Key West