Greater Pinellas Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • 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

Top Holiday Package Deals in Greater Pinellas Point

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,589, price is now CA $1,051 per person
CA $1,051
per person
Sep 9 - Sep 16
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,333 reviews)
Super bueno y muy cerca de todo

Reviewed on Jun 15, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,513, price is now CA $1,524 per person
CA $1,524
per person
Sep 9 - Sep 16
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (526 reviews)
Beautiful facility. Perfect for families close to all the beaches and fun. Can't wait to return for our next visit!

Reviewed on Jun 18, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $1,795, price is now CA $1,170 per person
CA $1,170
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
No reviews
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Price was CA $3,776, price is now CA $2,551 per person
CA $2,551
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tampa (TPA)
8.2/10 Very Good! (556 reviews)
Excelente ubicación y 100% recomendado.

Reviewed on May 30, 2026

The Don CeSar

The Don CeSar

4 out of 5
Price was CA $2,041, price is now CA $1,412 per person
CA $1,412
per person
Aug 21 - Aug 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,165 reviews)
I have one word, WOW!!! You need to go and experience this amazing place for yourself!!!!!!

Reviewed on Jun 19, 2026

Where to stay in Greater Pinellas Point

Find the best Greater Pinellas Point areas and neighborhoods for the activities you enjoy most. Learn more about Greater Pinellas Point
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Greater Pinellas Point Hotel Deals

SkyBeach Resort

SkyBeach Resort

4 out of 5
6800 Sunshine Skyway Lane St. Petersburg FL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Jun 30 to Jul 1
CA $186
CA $282 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (763 reviews)
"Good location, beachfront was good except for sea weed"

Reviewed on Jun 17, 2026

SkyBeach Resort
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 $253 per night from Jun 21 to Jun 22
CA $253
CA $287 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,372 reviews)
"Swimming pool was closed for our stay."

Reviewed on Jun 15, 2026

The Westin Tampa Bay
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 $253 per night from Jun 28 to Jun 29
CA $253
CA $374 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (2,055 reviews)
"Perfect location, good food, great nightlife, so many amenities. Great place to stay."

Reviewed on Jun 18, 2026

RumFish Beach at TradeWinds
See all 18,694 properties in Greater Pinellas Point
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

Frequently asked questions

How much does a Greater Pinellas Point vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Greater Pinellas Point from just CA $1,051. And the more you bundle, the more money you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Greater Pinellas Point?
Combining your hotel and flight with Expedia won't just save you time — it'll save you dollars too. A Greater Pinellas Point vacation package makes it simple to create your perfect trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule won't be a hassle. On top of that, we have over 1,000,000 properties globally to take your pick of. Now that's what we call choice. No matter who you are, Expedia brings the world within your reach.
Where should I stay in Greater Pinellas Point?
Visitors come from near and far to see Salvador Dali Museum and Tropicana Field in Greater Pinellas Point. Book yourself a room near these awesome attractions and visit them whenever you want.
What are the top hotels in Greater Pinellas Point?
The Wave Unit 517 - 1 Bedroom Condo and Great Location With Heated Pool With Beautiful Outdoor Patio are among the most sought-after hotels in Greater Pinellas Point. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my Greater Pinellas Point vacation?
Browse Expedia to compare airfares as early as possible. In most cases, you can purchase a ticket up to 12 months before departure. If you can't find your preferred air carrier, or you're booking late, fear not. Cheap tickets to Greater Pinellas Point sometimes occur a few weeks before departure.
What does an Expedia Greater Pinellas Point travel package include?
Hotels, rental cars and flights, or any combination of them — the choice is yours. Whether you're exploring Greater Pinellas Point with the kids or traveling with your friends, there's a package to suit every budget and style. Once you've made your booking, why not add on some tours as well?
What should I know before booking a Greater Pinellas Point travel package?
So many places to travel to, so many things to experience. With a travel package, you'll be able to afford more of them. Bundle your flights, hotels and rental cars and make big savings.
Can I choose my airline with a Greater Pinellas Point Expedia vacation package?
Yes, the choice is yours. We offer more than 550 airlines globally, so you can design your Greater Pinellas Point escape according to your budget and style.
If I'm not able to travel, can I cancel my Greater Pinellas Point vacation package?
It's impossible to predict what the future holds, so it's good to know that you can cancel or change your Greater Pinellas Point vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Stay near popular Greater Pinellas Point attractions

Maximo Park

After visiting Maximo Park, make a plan to see the other sights and activities in St. Petersburg.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.