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.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $1,688, price is now CA $1,154 per person
CA $1,154
per person
May 24 - May 30
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
8.6/10 Excellent! (537 reviews)
Room was clean staff was friendly

Reviewed on Mar 11, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,663, price is now CA $1,674 per person
CA $1,674
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
Place was amazing. We can’t wait to come back. Everything was perfect.

Reviewed on Mar 30, 2026

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort

3 out of 5
Price was CA $7,973, price is now CA $5,254 per person
CA $5,254
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (861 reviews)
Four chairs and a small table on the balcony overlooking the ocean made the visit restful. Stayed in a two-bedroom, two-bath on the 5th floor. The kitchen had all the dishes and pans we needed. Used the brand new grills the building provided to cook the fish we caught. Elevator and stairs to use, and an assigned parking space made it easy. The pool and hot tub on site looked clean, and there were folks in there enjoying themselves. Paved walking path out front of the building, clean and WONDERFUL beach. Our unit had beach chairs and a beach umbrella to use, which was helpful. Would recommend and hope to stay again. P from Mass.

Reviewed on Feb 24, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was CA $2,279, price is now CA $1,555 per person
CA $1,555
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
Too expensive for the amenities, they charge 45 dollats for self parking and the pool is really small. The beach is not privately

Reviewed on Mar 30, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $3,095, price is now CA $2,119 per person
CA $2,119
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,038 reviews)
The staff was great and friendly

Reviewed on Apr 1, 2026

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Belleair Hotel Deals

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Apr 12 to Apr 13
CA $261
CA $381 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (1,746 reviews)
Every thing was flawless,Southern hospitality is a live and well.❤️🙋‍♂️

Reviewed on Apr 2, 2026

RumFish Beach at TradeWinds
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 $359 per night from May 3 to May 4
CA $359
CA $461 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (3,105 reviews)
Nice place. Needs more character or culture. Very peaceful. Good for quiet relaxation.

Reviewed on Apr 1, 2026

Wyndham Grand Clearwater Beach
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 $406 per night from Apr 28 to Apr 29
CA $406
CA $513 total
Apr 28 - Apr 29
includes taxes & fees
8.2/10 Very Good! (2,519 reviews)
We could see the beach from our room. The room is clean and the staff was nice

Reviewed on Apr 2, 2026

Hilton Clearwater Beach Resort & Spa
See all 15,247 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.
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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

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 top-notch restaurants.

John's Pass Village & Boardwalk
White sand and palm trees in 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
Vinoy Park

Vinoy Park

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park

What to do in Belleair

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
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

CA $50
per adult
90% 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
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Belleair

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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.