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 Out Keys and Upper Sugarloaf Key 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.
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.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Big Pine Key Flea Market and Venture Out Keys are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue Summerland Key FL
$129 nightly
The price is $145 total per night from Aug 11 to Aug 12
$145 total
Aug 11 - Aug 12
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! (1,009 reviews)
"Room was small but we booked last minute for lobster season but everything else was great!!"
Reviewed on Aug 6, 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! (611 reviews)
"Overall it was a great experience. All staff is really kind. Our room had dogs hair on the floor when I first swept and bed isn’t too comfortable but room overall looks beautiful and is well maintained. Bar and pool close a bit early but like everything else in the keys. Only annoying thing is marina ..."
Reviewed on Jul 29, 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! (206 reviews)
"The property is listed accurately. It is a very basic fishing cottage, but clean. It could be a better experience if they would fix a couple things: > Most Importantly for safety, repair the back stairs. The 2x4 holding up the left side is ready to fall off. I was tempted to fix it. > Clean the kitchen ..."
Reviewed on Jul 8, 2026
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
9/10 Wonderful! (174 reviews)
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This ..."
Reviewed on Jul 24, 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
$145
per adult
98% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$153
per adult
96% of travellers recommend
Full-Day Trip to Key West from Miami
$75
per traveler
80% of travellers recommend
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- Ernest Hemingway Home and Museum
- Visit Raccoon Key
- Visit Bahama Village
- Visit Lower Florida Keys
- Visit Downtown Key West
- Visit Key West Historic District
- Visit Marathon
- All inclusive Vacation Packages Key West
- Visit No Name Key
- Visit Doctor's Arm
- Visit Geiger Key
- Visit Lower Keys
- Visit Cudjoe Key
- Visit Fleming Key
- Visit Rockland Key
- Visit Dredgers Key
- Visit Monroe County
- Visit Sugarloaf Shores
- Visit Eden Pines
- Sombrero Beach
- Visit Key West
- Visit Sugarloaf Key
- Visit Bahia Honda Key
- Visit Melody Key
- Visit Cow Key
- Visit Big Torch Key
- Visit Stock Island
- Visit New Town
- Visit Old Town Key West
- Visit Boca Chica Key
- Visit Little Torch Key
- Visit Big Pine Key
- Visit Ramrod Key
- Key West Vacations
- Upper Sugarloaf Key
- Sugarloaf Beach
- Upper Sugarloaf Sound
- Duval Street
- Mallory Square
- Sombrero Beach
- Southernmost Point
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Florida Keys National Marine Sanctuary
- Boca Chica Nude Beach
- Vaca Key
- Stock Island Yacht Club & Marina
- Key West Butterfly and Nature Conservatory
- Key West Golf Club
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach
- Pigeon Key