Summerland Key
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.
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.
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, Big Pine Key Flea Market and Cook Island are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundable
The price is CA $203 per night from Jul 26 to Jul 27
CA $203
CA $274 total
Jul 26 - Jul 27
includes taxes & 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)
"Not the room that was showing on the web!!"
Reviewed on Jul 10, 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! (595 reviews)
"I stayed in the hotel and it was 10/10. Very clean and pleasant."
Reviewed on Jul 7, 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! (16 reviews)
"A hidden gem near key west ,we have such a good weekend in this place,the staff was super supportive,the cottage was moder decor and clean and have meny activities for the entire family,we surely will be there again!"
Reviewed on Jul 5, 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! (16 reviews)
"A hidden gem near key west ,we have such a good weekend in this place,the staff was super supportive,the cottage was moder decor and clean and have meny activities for the entire family,we surely will be there again!"
Reviewed on Jul 5, 2026
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! (205 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
Private Oceanfront Cottage with dockage, pool 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 ...
8.6/10 Excellent! (177 reviews)
"Great location and price. 20 ish mins from Key West. Private dock and boat ramp shared with the other rentals on the property."
Reviewed on Jul 9, 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
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
CA $57
per adult
88% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
CA $99
per adult
76% of travellers recommend
Full-Day Trip to Key West from Miami
CA $106
per traveller
80% of travellers recommend
Explore a world of travel with Expedia
- Beach Hotel Hotels in Key West
- Marathon Hotels
- Tree Top Paradise
- Summerland Key Hotels
- Resorts in Cudjoe Key
- 5 Star Hotels in Big Pine Key
- Key West Hotels
- Ed & Ellen's Lodging Big Pine Key
- Hilton Hotels in Big Pine Key
- All Inclusive Resorts and in Key West
- Beautiful Family
- Villas in Summerland Key
- Beachfront 3B/3B Fishing Oasis
- Deer Run Bed & Breakfast
- Slice of Paradise
- Big Pine Key Hotels
- Cabin Rentals in No Name Key
- Barnacle Resort
- Hotel Wedding Venues Hotels in Big Pine Key
- Cheap Hotels in Big Pine Key
- Resorts in Big Pine Key
- Cheap Hotels in Key West
- Palm COTTAGE
- Villa Jekjak
- Old Florida Style
- Apartments in Sugarloaf Key
- Beach Hotel Hotels in Cutthroat Harbor Estates
- Save BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2
- Hotel Wedding Venues Hotels in Cudjoe Key
- Adults Only Resorts & in Eden Pines
- Flights from Miami (MIA) to Key West (EYW)
- Flights to Key West
- Flights from Ottawa (YOW) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Summerland Key
- Flights from Ramrod Key
- Flights to Melody Key
- Flights from Melody Key
- Flights to Summerland Key
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Montreal (YUL) to Key West (EYW)
- Flights to Big Pine Key
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Visit Downtown Key West
- Visit Beachside
- Visit Ramrod Key
- Visit Northside Resort
- Visit Key West Historic District
- Visit Lower Matecumbe Key
- Visit Long Key
- Visit Boca Chica Key
- Visit Little Torch Key
- Visit Cow Key
- Visit Duck Key
- Visit Cudjoe Key
- Visit Key West
- Visit Layton
- Beach Vacation Packages Cudjoe Key
- Visit Upper Matecumbe Key
- Visit Marathon
- Visit Fleming Key
- All inclusive Vacation Packages Sugarloaf Key
- Visit Doctor's Arm
- Visit Bahama Village
- Key West Vacations
- Visit Sugarloaf Key
- Visit Uptown - Upper Duval
- Visit Historic Seaport
- Sombrero Beach
- Calusa Beach
- Visit Islamorada
- Visit Big Pine Key
- All inclusive Vacation Packages Key West
- Visit Poinciana Plaza
- Visit Big Torch Key
- Visit White Street Gallery District
- Duval Street
- Southernmost Point
- Sombrero Beach
- Smathers Beach
- Mallory Square
- Fort Zachary Taylor Historic State Park
- South Beach
- Seven Mile Bridge
- Clarence S. Higgs Memorial Beach Park
- Florida Keys National Marine Sanctuary
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach
