Pinebrook Estates Vacations from $409

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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

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $691, price is now $409 per person
$409
per person
Mar 31 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good!

Reviewed on Feb 26, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $879, price is now $519 per person
$519
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Kompose Hotel is an absolute gem! From the moment I arrived, everything felt stylish, clean, and welcoming. The rooms are modern, comfortable, and thoughtfully designed, and the overall vibe of the hotel is both relaxing and upbeat.

Reviewed on Mar 1, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,499, price is now $907 per person
$907
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,131 reviews)
Clean rooms great staff smells great

Reviewed on Feb 8, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,321, price is now $814 per person
$814
per person
May 6 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Room and view was outstanding. The guest services were very friendly.

Reviewed on Feb 27, 2026

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $972, price is now $615 per person
$615
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
The staff was soo friendly and enjoyable to talk to. also so helpful and brought me extra pillows within 5 minutes. super clean hotel. the only thing i would recommend is a full body mirror in the room. i was there for a wedding and no full mirror :(

Reviewed on Feb 28, 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
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Pinebrook Estates 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
$326 nightly
The price is $368 total per night from Mar 24 to Mar 25
$368 total
Mar 24 - Mar 25
Total with taxes and fees
9.4/10 Exceptional! (3,043 reviews)
Room was kept very clean everyday. Entire staff friendly and welcoming. Ocean front room was amazing !

Reviewed on Mar 1, 2026

Wyndham Grand Clearwater Beach
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
$352 nightly
The price is $397 total per night from Mar 4 to Mar 5
$397 total
Mar 4 - Mar 5
Total with taxes and fees
8.2/10 Very Good! (1,652 reviews)
Appreciated the variety of activities and restaurants on the properties

Reviewed on Mar 1, 2026

RumFish Beach at TradeWinds
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
$195 nightly
The price is $221 total per night from Mar 29 to Mar 30
$221 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,142 reviews)
10/10

Reviewed on Mar 1, 2026

The Westin Tampa Bay
See all 16,023 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pinebrook Estates

Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

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 top-notch restaurants.

John's Pass Village & Boardwalk
Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida

St. Petersburg - Clearwater Beaches

Nothing says vacation like spending a carefree day at St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.

St. Petersburg - Clearwater Beaches
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

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

$37
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

$37
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
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.