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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was CA $1,387, price is now CA $896 per person
CA $896
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
7.4/10 Good! (27 reviews)
This resort is absolutely amazing I didn't eat breakfast there but I'm sure it was awesome because everything else there was awesome

Reviewed on Mar 16, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,092, price is now CA $1,413 per person
CA $1,413
per person
Jun 14 - Jun 19
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
Well taken care of and friendly staff. The pool area was cleaned regularly and the bar area was nice. My only complaint is that they do not have grills available.

Reviewed on Apr 4, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $2,355, price is now CA $1,637 per person
CA $1,637
per person
Jun 26 - Jul 1
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7/10 Good! (1,804 reviews)
Great stay and location for coming home to see a lightning game. Construction didnot interfere with too much.

Reviewed on Apr 5, 2026

Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Virginia Park
Price was CA $1,626, price is now CA $1,136 per person
CA $1,136
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
8.6/10 Excellent! (1,725 reviews)
I got the room without kitchen although I booked the one with kitchen, after I pointed out to the staff, he made the change right away, the breakfast is much better than the conventional with various foods to choose. The location is not far from airport also close to downtown.

Reviewed on Apr 5, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,296, price is now CA $913 per person
CA $913
per person
Jun 18 - Jun 21
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Room was very clean.

Reviewed on Mar 29, 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 $250 per night from Apr 12 to Apr 13
CA $250
CA $369 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (1,767 reviews)
Elevator was down but luckily we were only on the second floor. Everything is of course super expensive. Overall it was a great get away.

Reviewed on Apr 6, 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 $474 per night from Apr 20 to Apr 21
CA $474
CA $591 total
Apr 20 - Apr 21
includes taxes & fees
9.4/10 Exceptional! (3,124 reviews)
Room was average, but clean. The pool area was a nightmare, hopefully only because our stay was the first week of April. Main reason I would stay here again is because of the location. The view from our room was great. (Payed extra for a full water view).

Reviewed on Apr 6, 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 $343 per night from Apr 13 to Apr 14
CA $343
CA $442 total
Apr 13 - Apr 14
includes taxes & fees
8.2/10 Very Good! (2,532 reviews)
Staff is great, super outdated hotel. We are staying in another hotel next to hilton now and huge difference. Hilton was not clean. Pool bathrooms are gross they barely clean the dishes around the pool, carpet is old. Balcony we face to is soooo loud bc of all the ac stuff you cannot enjoy your balcony. ...

Reviewed on Apr 6, 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 marina in this family-friendly area, or check out its lively bars.

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
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $62
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
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.