Summerland Key Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Summerland Key
Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about 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.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (529 reviews)
Friendly & helpful staff, great drinks and food at the cafe, clean rooms!
Reviewed on 2026/3/30
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is NT$6,029 per night from Apr 27 to Apr 28
NT$6,029
NT$7,828 total
Apr 27 - Apr 28
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
Everything about Parmer’s resort was great! The staff was incredibly kind and helpful, the amenities were fun, the space around rooms were filled with lots of seating and areas to relax. There was a variety of breakfast items as well.
Reviewed on 2026/3/30
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is NT$7,526 per night from May 1 to May 2
NT$7,526
NT$8,467 total
May 1 - May 2
includes taxes & fees
7.6/10 Good! (1,008 reviews)
This was a great little affordable nest that we could stay at as we explored both ends of Keys. The staff was wonderful and very accommodating. The tiki bar on the property was fun and entertaining with karaoke, trivia night, & live bands. Bed was super comfortable. Back door to the channel to watch ...
Reviewed on 2026/3/28
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
