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 Upper Sugarloaf Key.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Sugarloaf Beach and Upper Sugarloaf Sound.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound 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 Venture Out Keys.
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.
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
The price is AU$237 per night from 14 Oct to 15 Oct
AU$237
14 Oct - 15 Oct
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! (1,001 reviews)
"Excellent laid back property. Close to a good restaurant"
Reviewed on 9 Oct 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
The price is AU$207 per night from 14 Oct to 15 Oct
AU$207
14 Oct - 15 Oct
includes taxes & 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 ...
8/10 Very Good! (998 reviews)
"This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!"
Reviewed on 6 Oct 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! (439 reviews)
"It was great!"
Reviewed on 7 Oct 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 ...
9.4/10 Exceptional! (82 reviews)
"Prime location on water right down the street from Kiki’s restaurant. Close proximity to grocery and other shopping. Negative about property was that you couldn’t turn the air down past 75 degrees and didn’t disclose this information until a few days before check-in. Property had nice big bathrooms ..."
Reviewed on 21 Sept 2025
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cudjoe
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (229 reviews)
"This is by far the best property we have rented in Venture Out. Everything was amazing, everything was well thought out, super clean, and the extra little thoughtful touches went a long way! We really enjoyed the complimentary pie and the book was very well put together and helpful!"
Reviewed on 15 Aug 2025
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
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! (161 reviews)
Peaceful
"Very affordable, quiet right on the water"
Reviewed on 24 July 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
Commune with nature and explore the great outdoors at Upper Sugarloaf 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.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel 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$85
per adult
86% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
AU$104
per traveller
92% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
AU$97
per adult
74% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
AU$61
per adult
86% of travellers recommend
Explore a world of travel with Expedia
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- Flights to Bahia Honda Key
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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
