
Longboat Key Holidays
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Top Flight + Hotel Deals in Longboat Key
Price found within the past 48 hours. Click for updated prices.




The Capri at Siesta
Save 100% on your flight
per person
12 Sept - 15 Sept
found 1 day ago
Return flight included
Providence (PVD) to Sarasota (SRQ)
9.6/10 Exceptional! (669 reviews)
Clean, comfortable accommodations and so conveniently located. We have stayed here many times and love the staff as well as the location.
Reviewed on 17 Jul 2025

Siesta Key Palms Resort
Save 100% on your flight
per person
12 Sept - 15 Sept
found 1 day ago
Return flight included
Providence (PVD) to Tampa (TPA)
9.2/10 Wonderful! (1,004 reviews)
This was a great place to stay. Wonderful tropical vibe in a relaxed atmosphere. Helpful, friendly staff. Very clean room and many unexpected amenities. Lovely experience.
Reviewed on 10 Aug 2025
Top hotels in Longboat Key

The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is €732 per night from 26 Aug to 27 Aug
€732
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (35 reviews)
"Amazing"
Reviewed on 22 Jul 2025

Zota Beach Resort
4711 Gulf of Mexico Dr, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is €281 per night from 1 Sept to 2 Sept
€281
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"The location was perfect. Centrally located, making trips north and south along the key easy. We were able to quickly go to Sarasota or Ana Maria. The private beach was great. It would have been better without the uncharges for umbrellas and additional lounge chairs. Only 2 lounge chairs per room ..."
Reviewed on 8 Aug 2025

The Resort at Longboat Key Club
220 Sands Point Road, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is €428 per night from 1 Sept to 2 Sept
€428
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (661 reviews)
Great exclusive place
"At $500 / night the place had better be 5* and more !! Service was great !!"
Reviewed on 2 Aug 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 Longboat Key

Fly Above Water, eFoil Adventure in Sarasota
€215
per adult

Fly Above Ocean Adventure on a Flite Scooter!
€216
per adult

Fly Above Water Adventure in Sarasota. A Must Experience!
€215
per adult
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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.