Summerland Key, FL
Travel Guide
Visit Summerland Key
Where to stay in 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.
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
$161 nightly
The price is $181 total per night from May 27 to May 28
$181 total
May 27 - May 28
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! (1,000 reviews)
"Staff was helpful and friendly. The only complaint I have is not enough soap/shampoo for more than 1 night. Other than that, excellent place to stay...nothing fancy but clean, comfortable and close to Key West and other points of interest. I would definitely stay here again."
Reviewed on May 19, 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! (574 reviews)
"Spotless, beautiful, accomodations. Easy in/easy out parking.The digital cable and semi-useful stove top could be improved. The pool was beautiful but the music blasting that started early a.m. limited our time at the pool. Cannot relax with constant blasting music. Staff was excellent."
Reviewed on May 19, 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
$169 nightly
The price is $190 total per night from May 25 to May 26
$190 total
May 25 - May 26
Total with taxes and fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (1,001 reviews)
"Free parking. The hotel is very dated, but we had a great time."
Reviewed on May 19, 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 ...
10/10 Exceptional! (5 reviews)
"I enjoyed every bit of it. I will say! I was terrified of the wildlife. But other then that I look forward to coming back"
Reviewed on May 16, 2026
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
Stay at this vacation home in Summerland Key. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Big Pine Key Flea Market and ...
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 Big Pine Key Flea Market and Blue Hole are located ...
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.
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
4/5(21 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Things to do
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$120
per adult
98% of travellers recommend
Guided Night Kayak Adventure Tour in Luminous Lagoon
$90
per adult
78% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$170
per adult
100% of travellers recommend
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- Upper Sugarloaf Key
- Sugarloaf Beach
- Upper Sugarloaf Sound
- Duval Street
- Southernmost Point
- Smathers Beach
- Mallory Square
- Sombrero Beach
- South Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- Stock Island Yacht Club & Marina
- Florida Keys National Marine Sanctuary
- Boca Chica Nude Beach
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Vaca Key
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Golf Club
- Florida Keys Eco - Discovery Center
- Key West Visitors Center