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 Venture Out Keys, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Crab Key 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! (547 reviews)
Fantastic place! We stayed in the hotel part of the resort - our apartment was big (even though it was the standard size) and it was spotless. The kitchen had all the plates, cups, and utensils etc you could need, and there was a washer and dryer with detergent. We loved the many USB ports all over ...
Reviewed on Apr 8, 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
The price is CA $260 per night from Apr 27 to Apr 28
CA $260
CA $337 total
Apr 27 - Apr 28
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! (1,010 reviews)
The accommodations that were offered to us were off property, faced a dirty lot with trash receptacles and smelled like mold and mildew! As soon as we saw our accommodations we asked for compensation, in which they blamed Expedia. Expedia told us that it was up to Parker’s to provide a refund. Upon ...
Reviewed on Apr 9, 2026
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
The price is CA $325 per night from May 10 to May 11
CA $325
CA $366 total
May 10 - May 11
includes taxes & fees
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)
Staff was great rooms were clean well worth it
Reviewed on Apr 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.
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! (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 Mar 12, 2026
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
Stay at this vacation home in Summerland Key. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Big Pine Key Flea Market and ...
9.6/10 Exceptional! (103 reviews)
This property is a gem! Better than the pictures. Well equipped kitchen. Although, with Kiki's down the street and Rooster's just South on US1 there is no need for cooking, just snack foods and drinks. The place is much bigger than the pictures depict. Quiet neighborhood. Breath taking views. Easy ...
Reviewed on Mar 27, 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! (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
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
100% of travellers recommend
Explore a world of travel with Expedia
- Cottages in Cudjoe Key
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- Aparthotels in Little Torch Key
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- Houseboats in Little Torch Key
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- Cheap Hotels in Lower Keys
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- 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
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
