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.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was €1,998, price is now €1,056 per person
€1,056
per person
3 Dec - 10 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
The staff greeted us wonderfully. The room is clean. The VIP perk was pleasant. Would definitely stay here again.
Reviewed on 25 Sept 2025
Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was €2,764, price is now €1,439 per person
€1,439
per person
3 Dec - 10 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (334 reviews)
THE FACILITY AND STAFF WERE GREAT. ONLY SMALL ISSUE IS THE BREAKFAST WAS NOT WORTHY
Reviewed on 30 Sept 2025
Park Central South Beach
South Beach
Save 100% on your flight
Price was €2,501, price is now €1,335 per person
€1,335
per person
3 Dec - 10 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (116 reviews)
It's a great location, right on Ocean Drive with lots of bars and restaurants. The rooms were really bright and nice. The rating is for the fact I got eaten alive by bedbugs. I can post my room number, but if it's in one room it's likely in the others. But just in case, I was in 315 I think. Bedbugs aren't a reflection of cleanliness, it's an infestation, and once it's there it's tough to eradicate. they would need to close and get it treated.
Reviewed on 1 Oct 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 Out Keys and Upper Sugarloaf Key.
Top hotels in Summerland Key
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
The price is €130 per night from 2 Oct to 3 Oct
€130
2 Oct - 3 Oct
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Clean room , many options for guests to do around property. Close to key west and marathon"
Reviewed on 10 Sept 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is €95 per night from 2 Oct to 3 Oct
€95
2 Oct - 3 Oct
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Everything was fine even better as it was there for longer"
Reviewed on 27 Sept 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is €190 per night from 20 Oct to 21 Oct
€190
20 Oct - 21 Oct
includes taxes & fees
7.4/10 Good! (1,004 reviews)
"This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is ..."
Reviewed on 15 Sept 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.
What to do in Summerland Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€47
per adult
86% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
€23
per adult
80% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
€34
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
