Pinebrook Estates Vacations from $486
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Your Pinebrook Estates Vacation
Your next big adventure is calling out to you with a vacation package to Pinebrook Estates. Entertainment, food and nothing but great times — you're bound to find it in this neighborhood. Your trip to Pinebrook Estates wouldn't be complete without a visit to major attractions nearby such as Largo Mall, Fairway Village Golf Course and East Bay Golf Club. Stop dreaming and start doing. When you're ready to book your dream vacation to Pinebrook Estates, Expedia will help you get there.
The Latest Pinebrook Estates Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $784, price is now $486 per person
$486
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.
Reviewed on Jun 19, 2026
CW Hotel
Save 100% on your flight
Price was $1,858, price is now $1,015 per person
$1,015
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,069, price is now $609 per person
$609
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,206 reviews)
The front desk agent made our check in so easy. Hotel is very close to the beach and amenities were great. 10/10 can’t wait to be back!
Reviewed on Jul 7, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,568, price is now $914 per person
$914
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,057 reviews)
There was a problem with the toilet in the master bedroom running all night, both nights. They tried to fix it but was unsuccessful for both nights.
Reviewed on Jul 9, 2026
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $938, price is now $583 per person
$583
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,171 reviews)
We love Westin’s. However, during our stay which was supposed to include daily housekeeping, that did not occur. We stayed for 6 days and a few of those days, had to ask to have our room cleaned. This is part of what customers pay for and was disappointing to have to seek it out on our own.
Reviewed on Jul 6, 2026
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
5/5(26 area reviews)
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.
Pinebrook Estates Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $285 total per night from Aug 2 to Aug 3
$285 total
Aug 2 - Aug 3
Total with taxes and fees
9.4/10 Exceptional! (3,501 reviews)
"Love it"
Reviewed on Jul 9, 2026
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
$196 nightly
The price is $221 total per night from Aug 9 to Aug 10
$221 total
Aug 9 - Aug 10
Total with taxes and fees
8.2/10 Very Good! (2,798 reviews)
"THERE WERE HIDDEN FEES THAT WERE REQUIRED AT CHECK IN, THE VALET WAS MANDITORY WHICH WERE 40 A DAY AN YOU HAD NO CHOICE IN THE MATTER. THE PHONE DID NOT WORK SO I COULDNT CALL DOWN TO THE FRONT DESK WHEN THINGS WERE NEEDED, HOUSEKEEPING IS NOT CLEAN UNTIL AFTER 5 AND DIDNT RESTOCK THE TOILET ..."
Reviewed on Jul 9, 2026
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $254 total per night from Aug 9 to Aug 10
$254 total
Aug 9 - Aug 10
Total with taxes and fees
8.2/10 Very Good! (2,126 reviews)
"Loved all the amenities and resort activities. The beach was amazing!"
Reviewed on Jul 8, 2026
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.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
$37
per adult
92% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
$39
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
$28
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.