
Longboat Key Vacation Packages
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Your Longboat Key Vacation
With a reputation for its laid-back lifestyle and spectacular views, Longboat Key is an ideal getaway destination. Lock in one of our Longboat Key vacation packages and experience all that this fascinating city has to offer. IMG Academy, Coquina Beach and Cortez Beach are just a few of the attractions worth checking out during your trip to Longboat Key. Expedia will help you escape your daily routine. Tailor your vacation to Longboat Key to suit your travel style, whatever that may be.
Top Longboat Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Ramada by Wyndham Venice Hotel Venezia
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
7.2/10 Good! (1,008 reviews)
My husband and I stayed for 2 nights and we had to get our key cards replaced 3x! My daughter and family stayed in the suite and had ants in the bed. Pool was excellent
Reviewed on Aug. 1, 2025


Kompose Boutique Hotel
per person
Oct 17 - Oct 23
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (4,087 reviews)
I spent 2 nights here with my best friend for a birthday getaway and it exceeded our expectations. Every aspect of our stay was a 10 +! The front desk & housekeeping were all smiles at every interaction! Would most definitely recommend and I would stay there again if I am back in the area.
Reviewed on Jul. 30, 2025

Longboat Key Hotel Deals

The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $964 per night from Aug 19 to Aug 20
CA $964
CA $1,175 total
Aug 19 - Aug 20
includes taxes & fees
9.6/10 Exceptional! (34 reviews)
"Amazing"
Reviewed on Jul. 22, 2025

Zota Beach Resort
4711 Gulf of Mexico Dr, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $343 per night from Sep 2 to Sep 3
CA $343
CA $450 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Live it!"
Reviewed on Jul. 27, 2025

The Resort at Longboat Key Club
220 Sands Point Road, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $556 per night from Sep 1 to Sep 2
CA $556
CA $691 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (660 reviews)
"/"
Reviewed on Jul. 31, 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

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
CA $89
per adult

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
CA $75
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.