Deals on vacations and trips to Longboat Key

Save when you book Longboat Key, FL package deals

Longboat Key flight + hotel vacation packages

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
May 20 - May 26
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features a bar/lounge, a beach bar, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 15
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 20 - May 26
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this hotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site.
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jun 13 - Jun 18
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
A marina and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the gym and perks like free WiFi.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 15
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Prices and availability subject to change. Additional terms may apply.

Top Longboat Key hotels deals

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr, Longboat Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $284 per night
$284
per night
May 13 - May 14
A private beach and an outdoor pool are featured at this smoke-free resort. Business travelers can take advantage of the business center. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
The price is $440 per night
$440
per night
May 13 - May 14
This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Kitchen
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.

Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.

Get rates
This condo features an outdoor pool and a spa tub. A garden and barbecue grills are also provided.
Waterfront home with private beach, a private pool, and water activities! Moku

Waterfront home with private beach, a private pool, and water activities! Moku

Get rates
This vacation home features a water park and barbecue grills.
THE BEACH, condo #107, PRIVATE BEACH

THE BEACH, condo #107, PRIVATE BEACH

The price is $250 per night
$250
per night
May 17 - May 18
A spa tub is featured at this apartment, along with free WiFi in public areas and barbecue grills.
Hot Tub
Pool
Don't see what you're looking for?
See all available properties in Longboat Key
View all properties
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.

Popular places to visit

Image for Jewfish Key

Jewfish Key

Commune with nature and explore the great outdoors at Jewfish Key during your travels in Longboat Key. Wander the beautiful beaches in this relaxing area.

Jewfish Key
Image for Harborside Golf Course at Longboat Key Club

Harborside Golf Course at Longboat Key Club

Enjoy a round of golf in Longboat Key at Harborside Golf Course at Longboat Key Club. Wander the beautiful beaches or discover the area's beautiful sunsets.

Harborside Golf Course at Longboat Key Club
Image for Islandside Golf Course at Longboat Key Club

Islandside Golf Course at Longboat Key Club

Enjoy a round of golf in Longboat Key at Islandside Golf Course at Longboat Key Club. Wander the beautiful beaches or discover the area's beautiful sunsets.

Islandside Golf Course at Longboat Key Club

Frequently asked questions

How much are vacation packages to Longboat Key?
Adventure calls in Longboat Key, with Travelocity vacation packages starting as low as $673. Including hotels and flights, these great deals make it a cinch to explore more of our wonderful planet.
Where can I get the best vacation package deals for Longboat Key?
It’s hard to beat Travelocity when it comes to finding your Longboat Key package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to choose from. Plan your escape now and get ready to cross another exciting destination off your travel bucket list.
Why should I book my Longboat Key vacation bundle via Travelocity?
We offer a destination to suit every type of traveler, first-rate service and support available 24/7. To top that off, we’ll match any cheaper price you come across with our Price Match Guarantee.
Can I save money on my Longboat Key car rental if I book it with a hotel or flight?
Combining your bookings into a Longboat Key vacation package will save you a handsome sum. Bundle a flight and car; a hotel, car and flight; or a car and hotel. There’s no better way to explore the greater Longboat Key area than with your own ride. You can also add activities and experiences to your Travelocity package.
What is the best time of year to go to Longboat Key?
If a tight budget is what’s driving your itinerary, you’ll get the best deals in . is often the dearest time of year. Most visitors come to this destination during March, April and July. If you’d rather avoid the busiest time, it’s likely to be more peaceful around September, October and November.