Summerland Key Holidays
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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 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.
Top hotels in Summerland Key
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
7.4/10 Good! (1,005 reviews)
The management was new and friendly and helpful. The hotel needs a lot of updates. In our opinion, they need a better staff for housekeeping. The drinks at the bar were very reasonably priced. The location is great. Across the street, you can play miniature golf.
Reviewed on 27 Dec 2025
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is Rp3.450.114 per night from 11 Jan to 12 Jan
Rp3.450.114
Rp4.427.605 total
11 Jan - 12 Jan
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
The room was clean. The staff was very friendly and helpful. The resort fel calm and relaxing, but had plenty to do. We had a great time and would definitely go there again.
Reviewed on 2 Jan 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is Rp3.328.275 per night from 7 Jan to 8 Jan
Rp3.328.275
Rp3.744.393 total
7 Jan - 8 Jan
includes taxes & fees
8/10 Very Good! (1,005 reviews)
The room was spacious well proportioned very clean and friendly staff only drawback was no coffee pot in the room
Reviewed on 1 Jan 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.
What to do in Summerland Key
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Rp1.205.246
per traveller
92% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Rp1.019.238
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Rp459.620
per adult
90% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
