Summerland Key Travel Guide
Tourist Guide
Visit Summerland Key
Where to stay in Summerland Key
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out Keys and Cook Island.
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.8/10 Exceptional! (555 reviews)
Place is spectacular!! 2 years in a row!
Reviewed on 17 Apr 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
The price is AU$324 per night from 27 Apr to 28 Apr
AU$324
27 Apr - 28 Apr
includes taxes & fees
Stay at this beach motel in Summerland Key. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9/10 Wonderful! (1,002 reviews)
Can’t say enough good things about the staff location and amenities. All around best place to stay one night or a whole week. From kayaking to relaxing in the hammocks , to cozying up in your cottage, to the nice little breakfast, all things considered best place. Convenient to good places to eat ...
Reviewed on 18 Apr 2026
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
The price is AU$262 per night from 11 May to 12 May
AU$262
11 May - 12 May
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (1,004 reviews)
We asked to speak to a manager and could not until we were leaving. I would not stay here
Reviewed on 18 Apr 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.
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 coffee maker. Popular attractions Florida Keys Beaches and Venture Key ...
8.8/10 Excellent! (96 reviews)
The photo shot from above from the outside of the building is abit misleading. The lower building on the left is the apartment and the high building next to it is a large separate home, so you can’t actually see the bay unless you walk to the water edge for a slight bay view. The houses across the ...
Reviewed on 12 Mar 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
8.6/10 Excellent! (168 reviews)
Inside home was clean. Location and grounds were good. The home itself was in need. A large tear in the screened porch, unpatched holes in bathroom wall, missing cabinet door in kitchen, needs porch pressure washed, interior could use fresh paint. But nice pool and grounds and the home interior was ...
Reviewed on 4 Apr 2026
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
Stay at this holiday home in Summerland Key. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Big Pine Key Flea Market and ...
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.
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.
Activities
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
AU$79
per adult
88% of travellers recommend
Key West Mangrove Kayak Eco Tour
AU$114
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
AU$192
per adult
100% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
AU$171
per adult
98% of travellers recommend
Full-Day Trip to Key West from Miami
AU$107
per traveller
80% of travellers recommend
All-Inclusive Key West Beach Pass with Parasailing, Kayaks, Paddleboards
AU$133
per adult
Explore a world of travel with Expedia
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- Flights to Bahia Honda Key
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- Flights to Rockland Key
- Flights from Key West Intl.
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- Flights from Charlotte to Sugarloaf Key
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- Flights from Melody Key
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- Flights from New York (JFK) to Key West (EYW)
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- Visit Eden Pines
- Visit Big Pine Key
- Visit Coral Gables
- Cow Key Holidays
- Visit Cow Key
- Visit Cutler Bay
- Visit Dredgers Key
- Visit Duck Key
- Visit Florida City
- Visit Key Biscayne
- Visit Key Colony Beach
- Visit Key Largo
- Visit Key West
- Visit Lignumvitae Key Botanical State Park
- Visit Long Key
- Visit Marco Island
- Visit Coconut Grove
- Visit Downtown Miami
- Visit Little Havana
- Visit Olympia Heights
- Visit Palmetto Bay
- Visit South Miami
- Visit Miami Springs
- Visit Miami
- Visit Sapphire Lakes
- Visit Ochopee
- Visit Ramrod Key
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Visit Stock Island
- Visit Ten Thousand Islands
