Summerland Key
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 Upper Sugarloaf Sound, some noteworthy sights in the nearby area.
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.
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! (516 reviews)
Our stay at this property was amazing! Staff is kind and courteous and tend to our needs. Room was clean and had all we need it to make light breakfast and lunch and dinner if need it.
Reviewed on Mar 22, 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
The price is CA $246 per night from Mar 29 to Mar 30
CA $246
CA $321 total
Mar 29 - Mar 30
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! (1,000 reviews)
The perfect amount of extra touches makes this property the best place to stay in the lower keys.
Reviewed on Mar 18, 2026
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,006 reviews)
No ice machine
Reviewed on Mar 22, 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.
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! (166 reviews)
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, ...
Reviewed on Mar 18, 2026
Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Florida Keys Beaches and Venture Key ...
8.8/10 Excellent! (95 reviews)
Nice community, not far from Key West. However the house was not clean. The sheets and pillows had blood on them and looked like they had not been washed, there was a lot of dust and floors were not vacuumed properly. The bathrooms had hair on the walls. This resulted in us having to sleep on top ...
Reviewed on Mar 3, 2026
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
8.6/10 Excellent! (162 reviews)
Great house, so clean Nicole was so pleasant and responsive
Reviewed on Feb 18, 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.
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
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
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 $55
per adult
88% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
CA $96
per adult
76% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
CA $185
per adult
Explore a world of travel with Expedia
- Cottages in Cudjoe Key
- Beach Hotel Hotels in Cudjoe Key
- Hotel Wedding Venues Hotels in Cudjoe Key
- Cudjoe Key Hotels
- Pet-Friendly Hotels in Cutthroat Harbor Estates
- Aparthotels in Little Torch Key
- B&B in Little Torch Key
- Castles in Little Torch Key
- Guest Houses in Little Torch Key
- Beach Hotel Hotels in Little Torch Key
- Business Hotels in Little Torch Key
- Cheap Hotels in Little Torch Key
- Hotels & Resorts for Couples in Little Torch Key
- Golf Hotels in Little Torch Key
- Historic Hotels in Little Torch Key
- Honeymoon Resorts and in Little Torch Key
- Hotels with Wifi in Little Torch Key
- Hotels with Balconies in Little Torch Key
- Luxury Hotels in Little Torch Key
- Romantic Hotels in Little Torch Key
- Spa Hotels in Little Torch Key
- Little Torch Key Hotels
- Houseboats in Little Torch Key
- Resorts in Little Torch Key
- Cheap Hotels in Lower Keys
- Family Hotels in Lower Keys
- Historic Hotels in Lower Keys
- Hotels with smoking rooms in Lower Keys
- Luxury Hotels in Lower Keys
- Pet-Friendly Hotels in Lower Keys
- Lower Keys Hotels
- Inns in Lower Keys
- Motels in Lower Keys
- Resorts in Lower Keys
- Aparthotels in Melody Key
- B&B in Melody Key
- Cabin Rentals in Melody Key
- Condo Resorts in Melody Key
- Luxury Hotels in Melody Key
- Melody Key Hotels
- Resorts in Melody Key
- Villas in Melody Key
- Middle Torch Key Hotels
- Villas in Middle Torch Key
- Beach Hotel Hotels in Ramrod Key
- Oceanfront Hotels in Ramrod Key
- Ramrod Key Hotels
- Resorts in Ramrod Key
- Visit Bahia Honda Key
- Visit Big Coppitt Key
- Visit Doctor's Arm
- Visit Big Pine Key
- Visit Big Torch Key
- Visit Boca Chica Key
- Visit Cow Key
- Visit Cudjoe Key
- Visit Dredgers Key
- Visit Duck Key
- Visit Fleming Key
- Visit Grassy Key
- Visit Bahama Village
- Visit Downtown Key West
- Visit Historic Seaport
- Visit Key West Historic District
- Visit Northside Resort
- Visit Uptown - Upper Duval
- Visit White Street Gallery District
- Visit Key West
- Visit Little Torch Key
- Visit Lower Florida Keys
- Lower Keys Vacations
- Visit Marathon
- Visit Melody Key
- Visit No Name Key
- Visit No Name Key
- Visit Ramrod Key
- Visit Rockland Key
- Visit Stock Island
- Visit Sugarloaf Key
- Ada Rental Cars in Middle Torch Key
- Budget Israel Rental Cars in Melody Key
- Car rentals near Little Torch Key
- Discount Quebec Rental Cars in Melody Key
- Goldcar Key’n Go Rental Cars in Middle Torch Key
- Pickup Car Rentals in Lower Keys
- Rhodium Rental Cars in Middle Torch Key
- Wiber Rental Cars in Little Torch Key
- Zezgo Rental Cars in Lower Keys
- Zezgo Rental Cars in Ramrod Key
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Sombrero Beach
- Fort Zachary Taylor Historic State Park
- South Beach
- Seven Mile Bridge
- Florida Keys National Marine Sanctuary
- Boca Chica Nude Beach
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
