Belleair Vacation Packages

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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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (1,025 reviews)
The breakfast was incredible and the staff were awesome! The sidewalk door was not working at night and we had to walk all the way around the building, but it was fixed the next morning.

Reviewed on Jul. 24, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
per person
Oct 3 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
Great choice..I will stay again for sure

Reviewed on Jul. 21, 2025

Barsala At The Wayland Condos

Barsala At The Wayland Condos

4 out of 5
per person
Aug 28 - Sep 3
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (10 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!

Reviewed on Jun. 10, 2025

The Avalon Club

The Avalon Club

4 out of 5
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Great property and location

Reviewed on Jul. 21, 2025

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
per person
Oct 3 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
8.6/10 Excellent! (2,143 reviews)
I really recommend this place! We had an amazing 3 nights stay. The place is quiet, friendly and helpful ataff. The room was clean and comfy, and the beds were also comfortable. The pool was always clean and quiet. Our room was right next to the highway, but we couldn't hear anything, and we slept well.

Reviewed on Jul. 17, 2025

Ready to book your vacation to Belleair?

 

Choose your dates

Belleair Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Aug 11 to Aug 12
CA $231
CA $315 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (2,051 reviews)
"Location we could pretty much walk anywhere. Beach was clean and beautiful could watch the sunset every night."

Reviewed on Jul. 24, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 3 to Aug 4
CA $173
CA $196 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (2,007 reviews)
"Thx"

Reviewed on Jul. 21, 2025

Hotel Alba, Tapestry Collection by Hilton
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $391 per night from Aug 24 to Aug 25
CA $391
CA $495 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (2,422 reviews)
"Beautiful hotel! The staff was friendly and helpful. Enjoyed my stay immensely!"

Reviewed on Jul. 23, 2025

Wyndham Grand Clearwater Beach
See all 14,430 properties in Belleair
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Belleair

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Clearwater Beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

What to do in Belleair

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $44
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $51
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

CA $171
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in Belleair

Frequently asked questions

How much does a Belleair vacation package cost?
You'll find cheap prices from CA $822 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.