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 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 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 Cook Island and Venture Out Keys.
Parmer's Resort
565 Barry Avenue Summerland Key FL
The price is AU$235 per night from 2 Dec to 3 Dec
AU$235
2 Dec - 3 Dec
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! (1,010 reviews)
Staff was very friendly and accommodating. Our first room had some mechanical issues that couldn’t be repaired so they graciously changed our room
Reviewed on 28 Nov 2025
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. ...
7.4/10 Good! (1,004 reviews)
Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect
Reviewed on 9 Nov 2025
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
The price is AU$170 per night from 2 Dec to 3 Dec
AU$170
2 Dec - 3 Dec
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very Good! (1,005 reviews)
nice water front in the backyard
Reviewed on 26 Nov 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.
Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, private pools and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
8.2/10 Very Good! (98 reviews)
A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!
Reviewed on 18 Nov 2025
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 cable/satellite TV service. Popular attractions Big Pine Key Flea Market ...
9.6/10 Exceptional! (85 reviews)
This property is fantastic and we highly recommend. Whether bringing your own boat, or renting one from next door from Dawn at Lower Keys Boat Rental - this is the perfect place to stay if you are planning to spend time on the water. There are pros and cons with every rental, so I have listed ours ...
Reviewed on 29 Oct 2025
Cottage with swimming pool and 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 located ...
9/10 Wonderful! (158 reviews)
Everything was there that I needed. Very nice area for my dog.
Reviewed on 14 Nov 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.
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to 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.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Activities
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
AU$89
per adult
86% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
AU$185
per adult
98% of travellers recommend
2-Hour Sunset Sailing With Wine In Stock Island
AU$177
per adult
Full-Day Trip to Key West from Miami
AU$116
per traveller
78% of travellers recommend
Explore a world of travel with Expedia
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- Flights to Bahia Honda Key
- Flights to Boca Chica Key
- Flights to Lower Florida Keys
- Flights to Rockland Key
- Flights from Key West Intl.
- Flights from Little Torch Key
- Flights from Charlotte to Sugarloaf Key
- Flights from Boca Chica Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Big Pine Key
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
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- Flights from Sydney (SYD) to Key West (EYW)
- 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
