Longboat Key Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Longboat Key

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 S$1,246 per night from 15 Dec to 16 Dec
S$1,246
includes taxes & fees
15 Dec - 16 Dec
10/10 Exceptional! (9 reviews)
"Beautiful new hotel"

Reviewed on 13 Nov,2024

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 S$407 per night from 8 Dec to 9 Dec
S$407
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (1,002 reviews)
"Lovely hotel!!!"

Reviewed on 22 Nov,2024

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 S$635 per night from 2 Dec to 3 Dec
S$635
includes taxes & fees
2 Dec - 3 Dec
8.8/10 Excellent! (632 reviews)
"Beautiful clean room. Very comfortable and well equipped. Would stay here in a heartbeat!"

Reviewed on 12 Nov,2024

The Resort at Longboat Key Club
See all 879 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.

Frequently asked questions

How much does a Longboat Key holiday package cost?
Starting from as little as , you can handcraft your own Longboat Key package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Longboat Key?
Creating your own Longboat Key holiday package with Expedia is a great way to save. We offer more than 550 airlines and 1,000,000 hotels globally. With such a broad range to pick from, you’ll have no hassles creating your perfect adventure.
What are the top hotels in Longboat Key?
People visiting Longboat Key often book a room at Zota Beach Resort or The Resort at Longboat Key Club. You’ll find them in Longbeach Village. Another interesting neighbourhood is Bay Isles. Sea Club I Beach Resort and Beach Castle Resort By Rva are reputable choices in this area.
How far in advance should I book my Longboat Key holiday?
It can be hard to know when the best time is to book your Longboat Key holiday. But generally the earlier you book, the more affordable the prices. In some cases, you can reserve your flights and hotels nearly a year prior to departure. If you’re considering a last-minute getaway, no need to fret! There are great bargains popping up on Expedia every day.
What does an Expedia Longboat Key travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your ideal Longboat Key getaway. You can also add on fun stuff like tours and activities once you’ve made your booking. You’re the boss! When you combine your bookings with Expedia, you’ll get access to deals you won’t find anywhere else.
What should I know before booking a Longboat Key travel package?
When you book your flights, hotels and car rentals together, you’ll walk away with great discounts. Whether you’re organising an island getaway in a villa or prefer to stay in a comfortable hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Longboat Key Expedia holiday package?
Yes — that’s one of the best things about an Expedia package. You’re in charge! We have access to more than 550 airline partners worldwide, so you have lots of choice when arranging your Longboat Key escape.
If I'm not able to travel, can I cancel my Longboat Key holiday package?
Certainly, and we’re here to help. You may be able to cancel or change your Longboat Key holiday package for free if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, visit our Customer Service Portal for further information.

What to do in Longboat Key

Fly Above Water, eFoil Adventure in Sarasota

Fly Above Water, eFoil Adventure in Sarasota

S$328
Per adult
Fly Above Water, eFoil Adventure in Sarasota
Efoil Watersport Experience in Sarsota

Fly Above Water! Efoil Experience in Sarasota

S$328
Per adult
Fly Above Water! Efoil Experience in Sarasota
Fly Above The Sea on a Flite Scooter

Fly Above Ocean Adventure in Sarasota!

S$328
Per adult
Fly Above Ocean Adventure in Sarasota!
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.