Longboat Key Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Longboat Key Holiday

Our pick of the best Longboat Key Hotel Deals

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$1,377 per night from 23 Sept to 24 Sept
NZ$1,377
23 Sept - 24 Sept
includes taxes & fees
9.8/10 Exceptional! (47 reviews)
"Great customer service, excell"

Reviewed on 7 Sept 2025

The St. Regis Longboat Key Resort
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$461 per night from 23 Sept to 24 Sept
NZ$461
23 Sept - 24 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The room and staff were great! 2 issues we had that you charge another 6.00 for a teabag, never had to pay for a 2nd cup. Based on how luxury all was thought that was petty. The other item is that we are forced to use valet parking."

Reviewed on 8 Sept 2025

Zota Beach Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$847 per night from 22 Oct to 23 Oct
NZ$847
22 Oct - 23 Oct
includes taxes & fees
8.8/10 Excellent! (671 reviews)
"The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!"

Reviewed on 16 Sept 2025

The Resort at Longboat Key Club
See all 863 properties in Longboat Key
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

Picture 1 for Activity Fly Above Water, eFoil Adventure in Sarasota

Fly Above Water, eFoil Adventure in Sarasota

NZ$424
per adult
Fly Above Water, eFoil Adventure in Sarasota
Half Day Eco and Dolphin Boat Tour in Siesta Key

Half Day Eco and Dolphin Boat Tour in Siesta Key

NZ$1,143
per traveller
Half Day Eco and Dolphin Boat Tour in Siesta Key
Fly Above The Sea on a Flite Scooter

Fly Above Ocean Adventure on a Flite Scooter!

NZ$424
per adult
Fly Above Ocean Adventure on a Flite Scooter!
See all activities in Longboat Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.