Summerland Key, FL
Travel Guide
Visit Summerland Key
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
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.
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.
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 Pye Key are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue Summerland Key FL
$173 nightly
The price is $194 total per night from Oct 4 to Oct 5
$194 total
Oct 4 - Oct 5
Total with taxes and 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 ...
9/10 Wonderful! (1,002 reviews)
"The location is nice and staff was friendly and helpful. Breakfast was OK. The rooms are in need of updating and the beds are frumpy/uncomfortable. Nice to have KIKI's Tiki Bar & restaurant nearby and on the water!"
Reviewed on Sep 21, 2026
Sugarloaf Key Hotel at KOA Resort
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. ...
9.8/10 Exceptional! (635 reviews)
"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"
Reviewed on Sep 19, 2026
Sugarloaf Key RV Resort & Cottages
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 ...
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
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 ...
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 ...
8.6/10 Excellent! (208 reviews)
"Air in the master bedroom not working properly, kitchen feels like oven hot"
Reviewed on Aug 27, 2026
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Cudjoe FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (259 reviews)
"The house was clean with plenty of room for everyone."
Reviewed on Sep 7, 2026
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
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend
Key West 2-Hour Guided Jet Ski Island Tour – 28-Mile Full Lap
$225
per traveler
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$161
per adult
100% of travellers recommend
Explore a world of travel with Expedia
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- Visit Cow Key
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- Big Pine Key Flea Market
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- Visit New Town
- Visit Bahama Village
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- Where to stay in Lower Sugarloaf Key
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- Upper Sugarloaf Key
- Sugarloaf Beach
- Upper Sugarloaf Sound
- Duval Street
- Southernmost Point
- Mallory Square
- Sombrero Beach
- Smathers Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Florida Keys National Marine Sanctuary
- Key West Golf Club
- Stock Island Yacht Club & Marina
- Harry S. Truman Little White House
- Boca Chica Nude Beach
- Key West Butterfly and Nature Conservatory
- Vaca Key
- Calusa Beach
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
