Belleair Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, 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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,426, price is now CA $830 per person
CA $830
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
I had a wonderful stay! The room was clean, and exactly what I needed. I have issues sleeping and the mattress was a bit to soft for me. Outside of that, the location was quite and close to all the fun I had. I would stay again.

Reviewed on Jul 12, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,820, price is now CA $1,663 per person
CA $1,663
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)
Staff and property was 10/10!!

Reviewed on Jul 13, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,554, price is now CA $1,672 per person
CA $1,672
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Price was CA $1,217, price is now CA $857 per person
CA $857
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.2/10 Very good! (559 reviews)
Super helpful staff

Reviewed on Jun 23, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,271, price is now CA $912 per person
CA $912
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (2,353 reviews)
This is truly a hidden gem in siesta key! This hotel had all you could ever need. The kitchen had plenty to make home made meals, fridge was full size, plenty of utensils and pot/pans. Living room and dining room were plenty for a family of 3. The bedroom was spacious and beds were very comfortable. Full size bathroom and vanity with chair. The pool was amazing, the hotel offers plenty of towel, toys and have a grill available. The office offers fresh coffee 24 hours a day. The front staff was super friendly and gave you all the information on surrounding area activities. They have plenty of parking and offer frog hop, which takes you anywhere you want to go (on siesta key).

Reviewed on Jul 12, 2026

Ready to book your vacation to Belleair?

 

Choose your dates

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
The price is CA $354 per night from Aug 2 to Aug 3
CA $354
CA $456 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (3,544 reviews)
"The hotel was great! The gratuities are added on your checks! Beware because they aren’t very open about that when you go there. We ordered to drinks and our bill was 30.00 and then we also saw a bar fee of almost 3 more dollars! I understand we are at the beach but the 3 wasn’t even on our check ..."

Reviewed on Jul 13, 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
The price is CA $208 per night from Aug 2 to Aug 3
CA $208
CA $236 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (1,427 reviews)
"luxury at affordable place"

Reviewed on Jul 12, 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
The price is CA $285 per night from Aug 2 to Aug 3
CA $285
CA $378 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very good! (2,824 reviews)
"There seems to be an issue with staffing the maids. We waited over an hour to physically enter our room. The electric outlets in our room were horrible. The location is wonderful as well as the staff were extremely courteous and helpful. The maids seemed understaffed but they were also amazingly ..."

Reviewed on Jul 14, 2026

Hilton Clearwater Beach Resort & Spa
See all 15,299 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

Stay near popular Belleair attractions

Belleview Biltmore Golf Club

8.8/10 (32 reviews)
Enjoy a round of golf in Belleair at Belleview Biltmore Golf Club. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.
See properties

What to do in Belleair

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $52
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $53
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

CA $95
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
See all activities in Belleair

Frequently asked questions

How much does a Belleair vacation package cost?
You'll find cheap prices from CA $830 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.

Explore a world of travel with Expedia

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