Belleair Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Belleair Vacation
Book a Belleair vacation package that has everything you need without any unnecessary extras. Great for shopping, walking and gift and craft shops, consider basing yourself in the neighborhood of Downtown Dunedin. If sightseeing is on the cards during your trip to Belleair, look around leading attractions like Clearwater Marine Aquarium, Pier 60 Park and Sand Key Park. Browse Expedia's extensive range of travel options and start organizing your ideal vacation to Belleair now.
Top Belleair Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
CA $966
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,425 reviews)
Property looks to be recently renovated. Nice pool, room is large and has a kitchenette. Only drawbacks I can think of were very minor. Blinds in bedroom could use black out curtains or something darker. So bring an eye mask. Pool closes at dusk which is a shame. Location is a few minutes drive to the main beaches. Great value, clean, and service from front desk and house keeping were very good.
Reviewed on Aug 29, 2026
Wyndham Grand Clearwater Beach
CA $1,733
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,767 reviews)
First time visiting the resort and Clearwater. Great service, cleanliness and amenities. Will definitely be back!
Reviewed on Aug 30, 2026
Captiva Beach Resort
South Village
CA $1,242
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,300 reviews)
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.
Reviewed on Aug 27, 2026
Ready to book your vacation to Belleair?
Belleair Hotel Deals
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $204
CA $232 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (1,543 reviews)
"This was an excellent choice"
Reviewed on Aug 30, 2026
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $227
CA $311 total
Sep 7 - Sep 8
includes taxes & fees
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $300
CA $394 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (3,807 reviews)
"First time visiting the resort and Clearwater. Great service, cleanliness and amenities. Will definitely be back!"
Reviewed on Aug 30, 2026
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 Belleair
Starlite Infinity Evening Yacht Cruise Clearwater
CA $51
per adult
90% of travellers recommend
Dolphin Racer Speedboat Adventure
CA $50
per adult
94% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
CA $39
per adult
96% of travellers recommend
Frequently asked questions
How much does a Belleair vacation package cost?
You'll find cheap prices from CA $966 on Expedia for your Belleair break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Belleair costs.
What are the cheapest months to go to Belleair?
You're likely to find lower rates and greater availability in January, August and September. Check out our cheap Belleair vacation packages and you could land some great off-season discounts.
How many days is enough for Belleair?
To fully enjoy a Belleair vacation, we recommend booking for 3 days. Divide your time between visiting Sand Key Park, Clearwater Beach and other top attractions, in addition to exploring neighbourhoods like Sand Key and Downtown Dunedin. If you've got some spare time, add a day trip to your Belleair vacation itinerary.
How to find the best Belleair package deals?
Begin your search for a Belleair package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Belleair package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Belleair escape off to a flying start.
Is it cheaper to book a Belleair vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can tailor your Belleair escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Belleair?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Belleair getaway.
How to plan a trip to Belleair?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Belleair.
- Set your budget: Consider costs like transportation, flights and meals when calculating how much to set aside for your trip to Belleair. Then, pick a property that suits your budget, whether that's an affordable stay or a more upscale getaway.
- Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Belleair. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Belleair vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
