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, Cook Island and Munson Island are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue Summerland Key FL
$197 nightly
The price is $221 total per night from Sep 20 to Sep 21
$221 total
Sep 20 - Sep 21
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! (1,008 reviews)
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
Reviewed on Sep 2, 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. ...
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! (29 reviews)
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."
Reviewed on Aug 28, 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! (29 reviews)
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."
Reviewed on Aug 28, 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! (258 reviews)
"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our ..."
Reviewed on Aug 11, 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
$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
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$145
per adult
96% 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
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Seven Mile Bridge
- Clarence S. Higgs Memorial Beach Park
- Florida Keys National Marine Sanctuary
- Key West Golf Club
- Stock Island Yacht Club & Marina
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Boca Chica Nude Beach
- Key West Lighthouse and Keeper's Quarters Museum
- Vaca Key
- Florida Keys Eco - Discovery Center
- Calusa Beach
- Key West Tropical Forest and Botanical Garden
