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 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.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
$160 nightly
The price is $180 total per night from Jul 2 to Jul 3
$180 total
Jul 2 - Jul 3
Total includes 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 ...
8.8/10 Excellent! (1,000 reviews)
Great stay with excellent staff, service, rooms!
"A wonderful stay! Great staff, service, and rooms! Very comfy bed with lamps on both sides for reading. Great shower and kitchen! Breakfast was much more than “Grab and Go. We held a large family event here and Parmer’s couldn’t be more accommodating."
Reviewed on Jun 22, 2025
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star 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 ...
9.6/10 Exceptional! (396 reviews)
"Our hotel suite was perfect. Very clean, stylish, and functional. The pool was amazing and we especially loved the hammocks under the palm trees. There were iguanas hanging by the pool when it wasn’t busy and the bar is open most all day. The beach was okay. Good for sunning I guess but the water ..."
Reviewed on Jun 29, 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $166 total per night from Jul 22 to Jul 23
$166 total
Jul 22 - Jul 23
Total includes taxes and fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
7.4/10 Good! (1,001 reviews)
"Very cute hotel. The rooms are recently renovated."
Reviewed on Jun 12, 2025
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.
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key
Stay at this vacation home in Summerland Key. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Big Pine Key Flea Market ...
9.6/10 Exceptional! (75 reviews)
The awesome house
"Absolutely awesome"
Reviewed on May 22, 2025
Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Venture ...
9/10 Wonderful! (85 reviews)
Cuejoe key waterfront home
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
Reviewed on Jun 2, 2025
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
Book a stay at this beach cottage in Summerland Key. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Big Pine Key Flea Market and ...
8.6/10 Excellent! (182 reviews)
Awesome stay
"Was a great stay. Bigger than expected. Only a couple flaws. #1 - front door definitely needs to be looked at as door easily pushes open without being locked. #2 - bathroom is small and muggy. Shower was great tho! Newer washer and dryer was nice. Back yard is huge dogs loved it. The A/C is alright ..."
Reviewed on Jun 13, 2025
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
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
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.
Venture Key
Commune with nature and explore the great outdoors at Venture Key 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.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$27
per adult
78% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
$140
per adult
98% of travellers recommend
Key West Day Trip & Snorkeling from Miami
$119
per traveler
72% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Sugarloaf Beach
- Saddlebunch Keys
- Upper Sugarloaf Key
- Upper Sugarloaf Sound
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Sombrero Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Seven Mile Bridge
- Key West Golf Club
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Harry S. Truman Little White House
- Vaca Key
- Key West Butterfly and Nature Conservatory
- Calusa Beach
- Florida Keys Eco - Discovery Center