Summerland Key Holidays
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Top Flight + Hotel Deals in Summerland Key
Price found within the past 48 hours. Click for updated prices.
ABAE Hotel by Eskape Collection
South Beach
Price was €1,616, price is now €899 per person
€899
per person
11 Feb - 17 Feb
found 19 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.8/10 Excellent! (1,000 reviews)
We love the ABAE. I live in the area and it’s my preferred hotel for visiting friends and family. Think of it like a very nice modern apartment. Rob and Nicolas at the registration desk are very friendly and accommodating.
Reviewed on 24 Dec 2025
1 Hotel South Beach
South Beach
Price was €5,831, price is now €3,162 per person
€3,162
per person
11 Feb - 17 Feb
found 19 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
The hotel is super fancy and pretty. Our room was big, decent size. Everything you buy at the hotel is outrageously expensive. We ate at the restaurant, (Mediterranean) and it was super expensive for what you're getting and the menu is limited. Go across the street, (Tons of restaurants). They do have a cute coffee shop in the lobby but note the sandwiches are already made, but their pastries are yummy. Don't expect great service. The food by the pool is "meh".
Reviewed on 29 Dec 2025
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! (1,002 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 €225 per night from 11 Jan to 12 Jan
€225
11 Jan - 12 Jan
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
Staff was very friendly and the amenities were great! We loved the bikes and the paddle boards.
Reviewed on 31 Dec 2025
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is €191 per night from 4 Jan to 5 Jan
€191
4 Jan - 5 Jan
includes taxes & fees
8/10 Very Good! (1,004 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
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€52
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
€23
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.
