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 Venture 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, Venture Out Keys and Munson Island 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 30 to Aug 31
$145 total
Aug 30 - Aug 31
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 ...
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! (614 reviews)
"Pool and hot tub"
Reviewed on Aug 14, 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 ...
9.4/10 Exceptional! (25 reviews)
"This facility was clean and beautiful. The "bungalow" was spacious, immaculate, and beautifully maintained. Although we only took advantage of the use of the bungalow, it was superior to staying at a big, name-brand hotel. What a gem!"
Reviewed on Aug 13, 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.
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 ...
9.4/10 Exceptional! (25 reviews)
"This facility was clean and beautiful. The "bungalow" was spacious, immaculate, and beautifully maintained. Although we only took advantage of the use of the bungalow, it was superior to staying at a big, name-brand hotel. What a gem!"
Reviewed on Aug 13, 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
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
8.8/10 Excellent! (162 reviews)
"Property was fine for what we used it for. Could use some updating and maintenance. Thanks"
Reviewed on Jul 14, 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
- Southernmost Point
- Sombrero Beach
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- South Beach
- Seven Mile Bridge
- Clarence S. Higgs Memorial Beach Park
- Florida Keys National Marine Sanctuary
- Boca Chica Nude Beach
- Stock Island Yacht Club & Marina
- Key West Golf Club
- Vaca Key
- Key West Butterfly and Nature Conservatory
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach
- Key West Tropical Forest and Botanical Garden