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 Key and Venture Out Keys.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.
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 Upper Sugarloaf Sound.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Newfound Harbor Keys.
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the bar and the helpful staff in their reviews. ...
7.6/10 Good! (1,002 reviews)
Clean, very hospitable, will return.
Reviewed on 27 Feb 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ₹25,301 per night from 29 Mar to 30 Mar
₹25,301
₹31,432 total
29 Mar - 30 Mar
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! (1,003 reviews)
Clean, quiet. Waterfront. Minimal “breakfast”. Plenty parking. Pricey. Standard room very small but functional. Showing some wear but freshly painted, well landscaped. Free bikes.
Reviewed on 28 Feb 2026
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! (495 reviews)
The property is immaculate. The room is more like an apartment and it feels brand new. So spacious and just perfect for a family. The staff could not have been nicer!
Reviewed on 28 Feb 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.
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (4,728 reviews)
Been Staying at this resort for years . Never seems to disappoint. Staff was extremely helpful and friendly. Grounds, common areas and our villa was extremely clean. Has been updated since our last stay. Love this property it has so much to do without leaving the grounds . Games and activities for ...
Reviewed on 1 Mar 2026
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
Stay at this family-friendly condo in Kissimmee. Enjoy free Wi-Fi, 7 outdoor pools and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (3,495 reviews)
Just perfect.
Reviewed on 1 Mar 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Stay at this spa hotel in Orlando. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (3,952 reviews)
I loved everything about it, the only problem was that I was only staying for the night( wish it was a week).
Reviewed on 1 Mar 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 Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Upper Sugarloaf Key
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.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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- Car hire near Doctor's Arm
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- Duval Street
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- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Golf Club
- Florida Keys Eco - Discovery Center
- Calusa Beach
