Pinebrook Estates Vacation Packages

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Top Holiday Package Deals in Pinebrook Estates

Price found within the past 48 hours. Click for updated prices.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (1,040 reviews)
The property was quiet, clean and comfortable. The customer service was professional and above average. I would not hesitate to book again. Two bedrooms and two bathrooms, living room and full kitchen was plenty room for husband and I. Only stayed one night but wished it was longer.

Reviewed on Jun. 26, 2025

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
6.2/10 (1,003 reviews)
Wish the big pool was open

Reviewed on Jul. 11, 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (2,352 reviews)
Great location with convenient stores, restaurants,very clean the hotel with excellent guest service. Overall everything was great at our stay.

Reviewed on Jul. 13, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 29 - Aug 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Beautiful property I would highly recommend this place to anyone looking for clean,friendly,convenience with a beautiful view.

Reviewed on Jul. 10, 2025

Clearwater Beach Hotel Suites

Clearwater Beach Hotel Suites

2.5 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews

Where to stay in Pinebrook Estates

Find the best Pinebrook Estates areas and neighborhoods for the activities you enjoy most. Learn more about Pinebrook Estates
Pass-a-Grille

Pass-a-Grille

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

Pinebrook Estates Hotel Deals

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 $255 per night from Aug 7 to Aug 8
CA $255
CA $342 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (2,001 reviews)
"Great servics great location"

Reviewed on Jul. 12, 2025

Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Aug 7 to Aug 8
CA $207
CA $235 total
Aug 7 - Aug 8
includes taxes & fees
8.6/10 Excellent! (1,651 reviews)
"Nice overnight stay! Super comfortable"

Reviewed on Jul. 12, 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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 $349 per night from Aug 13 to Aug 14
CA $349
CA $449 total
Aug 13 - Aug 14
includes taxes & fees
9.4/10 Exceptional! (2,363 reviews)
An excellent hotel with amazing staff.
"Our stay was excellent. Tammy (check in) was most amazing and helpful. We will only stay here when visiting Clearwater. Thanks!"

Reviewed on Jul. 11, 2025

Wyndham Grand Clearwater Beach
See all 15,344 properties in Pinebrook Estates
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 Pinebrook Estates vacation package cost?
From as low as CA $475, you can tailor make your Pinebrook Estates package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Pinebrook Estates?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars --- we've got it all. Select a combination that best suits you and watch your savings pile up. Of course, a package deal is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options globally, which lets you customize your Pinebrook Estates vacation.
Where should I stay in Pinebrook Estates?
Stay close to the action. Many people like to book hotels within easy reach of popular sights, like Largo Mall, Fairway Village Golf Course and AirHeads Trampoline Arena.
How far in advance should I book my Pinebrook Estates vacation?
To land rock-bottom prices, book as early as you can. Air carriers typically release flights, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Pinebrook Estates, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Pinebrook Estates travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your perfect Pinebrook Estates package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Don't forget --- the more you bundle, the more discounts you'll get!
What should I know before booking a Pinebrook Estates travel package?
A package can be easier on the credit card than individually booking all you need for your adventure. For example, combine your flights, hotels and rental cars and score big savings. No matter your vacation goals, there's bound to be a package to suit your budget.
Can I choose my airline with a Pinebrook Estates Expedia vacation package?
You sure can. We have more than 550 partner airlines globally, so select the carrier that best suits your needs.
If I'm not able to travel, can I cancel my Pinebrook Estates vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Pinebrook Estates vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Pinebrook Estates

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(136 reviews)

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 lively bars.

John's Pass Village & Boardwalk
Tropicana Field

Tropicana Field

4/5(26 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the lively bars while you're in the area.

Tropicana Field
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

4.5/5(28 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $44
per adult
88% 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
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $48
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.