Belleair Vacations from $690

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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.

The Latest Belleair vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,048, price is now $690 per person
$690
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,197 reviews)
Everything was amazing!

Reviewed on May 20, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,567, price is now $2,192 per person
$2,192
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.8/10 Exceptional! (347 reviews)
Great location,big and well maintained living space There was a love bag infested balcony and staff was not caring about our experience

Reviewed on May 21, 2026

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,267, price is now $833 per person
$833
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (538 reviews)
Definitely I go same place next time

Reviewed on May 24, 2026

Landing Bradenton Near G.T. Bray Park

Landing Bradenton Near G.T. Bray Park

4 out of 5
Save 100% on your flight
Price was $1,462, price is now $978 per person
$978
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (4 reviews)
Place was lovely Exceeded expectations

Reviewed on Dec 22, 2025

Landing St. Petersburg Near South Branch Potomac River

Landing St. Petersburg Near South Branch Potomac River

4.5 out of 5
Save 100% on your flight
Price was $1,310, price is now $878 per person
$878
per person
Aug 8 - Aug 15
found 12 hours ago
Roundtrip flight included
Trenton (TTN) to Tampa (TPA)
No reviews
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Discover the most popular places to visit in Belleair

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

4.5/5(1,655 reviews)

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

John's Pass Village & Boardwalk
Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida

St. Petersburg - Clearwater Beaches

4.5/5(6 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Aerial sunset view of Clearwater beach and Sand key in Western Florida on the Mexican Gulf coast with vacation homes, hotels and bridges connecting

Clearwater Beach

4.5/5(47 reviews)

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

What to do in Belleair

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

$37
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$40
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in Belleair

Belleair Hotel Deals

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
$307 nightly
The price is $347 total per night from May 31 to Jun 1
$347 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (3,279 reviews)
"Wonderful staff and great location."

Reviewed on May 24, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $172 total per night from May 28 to May 29
$172 total
May 28 - May 29
Total with taxes and fees
8.6/10 Excellent! (1,323 reviews)
"Beautiful"

Reviewed on May 24, 2026

The Westin Tampa Bay
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
$196 nightly
The price is $221 total per night from Jun 7 to Jun 8
$221 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (2,624 reviews)
"Beach is only good thing! Hotel old smelled like mold and very dirty! staff less than helpful. Our ocean view room was NOT available though we paid an extra 80.00/night for this class of room."

Reviewed on May 24, 2026

Hilton Clearwater Beach Resort & Spa
See all 15,313 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.

Find the Best Belleair Vacation Packages

Belleair Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
4,000
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Honeymoon Island State Park, Clearwater Marine Aquarium and Pier 60 Park

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Frequently asked questions

How much does a Belleair vacation package cost?
You can pick up a vacation package to this popular destination from $690 on Expedia. However, how much your vacation to Belleair costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Belleair?
You can usually find lower rates and greater availability in March, October and December. Check out our cheap Belleair vacation packages and you could land some great off-season deals.
How many days is enough for Belleair?
With a well-organized itinerary, you can easily hit the top Belleair sights in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Belleair vacation for longer.
How to find the best Belleair package deals?
Use Expedia's filter tool to help you find some unbeatable Belleair package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Belleair package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Belleair vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Belleair trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Belleair?
Enjoy incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Belleair escape.
Does Expedia offer Book Now, Pay Later Belleair vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Belleair trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.