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.
President Hotel
South Beach
Price was €1,521, price is now €1,104 per person
€1,104
per person
20 Jul - 27 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (2,390 reviews)
Nice boutique style hotel with nice staff and a great location close to many shops and restaurants
Reviewed on 30 May 2026
The Penguin Hotel
South Beach
Price was €1,552, price is now €1,117 per person
€1,117
per person
20 Jul - 27 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,856 reviews)
Was a small room, but not terrible. It was very convenient to get to dining and the beach.
Reviewed on 30 May 2026
1818 Meridian House Apartments and Suites by Eskape Collection
South Beach
Price was €1,635, price is now €1,214 per person
€1,214
per person
14 Jul - 21 Jul
found 1 day ago
Return flight included
Warsaw (WAW) to Miami (MIA)
8/10 Very Good! (685 reviews)
Parking on the premise is NOT included despite what the listing says. It’s “subject to availability.” I only booked this listing because of the parking so this was disappointing. Parking is also an additional $37.45. The pool available on the listing is almost a half hour walk so we did not go. But the distance to shops and dining, the convention center, and the beach is 10-20 minutes walking and there’s a washer and dryer and full kitchen, which we appreciated. Overall good value besides the parking issue.
Reviewed on 24 May 2026
Kimpton EPIC Hotel by IHG
Downtown Miami
Price was €1,801, price is now €1,338 per person
€1,338
per person
20 Jul - 27 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9/10 Wonderful! (2,480 reviews)
I love the Kimpton. It’s convenient to anything that you need in Midtown. Will definitely stay again,
Reviewed on 30 May 2026
Park Central South Beach
South Beach
Price was €1,871, price is now €1,391 per person
€1,391
per person
20 Jul - 27 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (1,373 reviews)
We had a wonderful trip ! The hotel was very nice and the staff was on point and very kind as well! Great location to everything ( we walked everywhere) and the food and pools were wondered!
Reviewed on 31 May 2026
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 Venture Key.
Top hotels in Summerland Key
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is €201 per night from 7 Jun to 8 Jun
€201
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"What a beautiful, relaxing property. It's a gem, full of great things to do or a little bit of beach time. The staff was very helpful and friendly."
Reviewed on 30 May 2026
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.8/10 Exceptional! (7 reviews)
"I prefer Communication via email or text. This was the plus for me with the resort. It was very easy to check in after hours and the reach the resort. Welcome package with all you need to get to the cottage. Beautiful, clean and just ready to start your vacation. This place is 25 min from Key West! ..."
Reviewed on 26 May 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
€48
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
€34
per adult
88% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
€109
per adult
100% 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.
