Summerland Key

Travel Guide

A coastal road with a beach on one side and a marina with boats on the other.
A coastal pier extending into the sea, surrounded by rocky shores and greenery.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and vehicles.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and surrounding landscape.
A long bridge over turquoise waters with clear skies.

Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

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.

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.

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.
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
The price is CA $213 per night from Nov 30 to Dec 1
CA $213
CA $286 total
Nov 30 - Dec 1
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 ...
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 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 reviews. ...
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 CA $226 per night from Nov 9 to Nov 10
CA $226
CA $254 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Looe Key Reef 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.
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (41 reviews)
"Clean and quiet bungalow that is convenient to Key West but far enough away to enjoy the quiet."

Reviewed on Nov 4, 2026

Sugarloaf Key RV Resort & Cottages
Keys Beach houses with a daily, rental license. Just remodeled

Keys Beach houses with a daily, rental license. Just remodeled

Summerland Key FL
Book a stay at this beach vacation home in Summerland Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Crab Key and Pye Key are located ...
Keys Beach houses with a daily, rental license. Just remodeled
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Boondocks Grille & Draft House and Big Pine Key ...
8.4/10 Very good! (210 reviews)
"This entire home should be condemned We left Wouldn’t stay the night We were forced to change for a wedding came back and checked into a decent place The ac non existent in 1/2 the house Windows with cardboard and duct tape Place was absolute trash Apparently zero standard to be in VRBO"

Reviewed on Oct 18, 2026

Direct Oceanfront Cottage-Sunrise View- #2,
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.

Stay near popular Summerland Key attractions

Things to do

Cities near Summerland Key

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