Pine Lakes Vacation Packages 2026 from $724

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Your Pine Lakes Vacation

Organizing your next travel adventure just got easier with a vacation package to Pine Lakes. Enjoy all this neighborhood has to offer while making precious memories you'll treasure. Not sure what to do and see during your trip to Pine Lakes? Nearby attractions such as IMG Academy, Riverwalk and LECOM Park are excellent places to start. Don't just wish for it — turn it into a reality! Lock in your ultimate Pine Lakes vacation with Expedia and enjoy traveling your way.

The Latest Pine Lakes Vacation Packages

Price found within the past 48 hours. Click for updated prices.

ChartHouse Clearwater Beach Marina Hotel

Save 100% on your flight

$724

per person

Sep 23 - Sep 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,341 reviews)

Loved our stay!!! Room was amazing with huge balcony looking over the pool area! We loved the pool with a fantastic view of the marina! Would definitely recommend this hotel!

Reviewed on Aug 10, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$867

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

Cedar Cove Resort and Cottages

$1,314

per person

Oct 17 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (563 reviews)

CW Hotel

$992

per person

Oct 15 - Oct 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (48 reviews)

Very nice place to stay and close enough to the beach. It would be nice if the pool was open until later. Overall would recommend this place.

Reviewed on Aug 10, 2026

The Westin Sarasota

Central Sarasota

$827

per person

Oct 17 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,163 reviews)

Everything was perfect

Reviewed on Aug 10, 2026

Where to stay in Pine Lakes

Find the best Pine Lakes areas and neighborhoods for the activities you enjoy most. Learn more about Pine Lakes

A lifeguard tower on a beach at sunset with people in the background.

Palma Sola

Travelers like the gardens in Palma Sola, and Robinson Preserve is a top attraction you might want to visit.

A sunset over a grassy field with a path leading to the water.

South Bradenton

If you're spending some time in South Bradenton, Smugglers Cove Adventure Golf and DeSoto Square are top sights worth seeing.

A marina with yachts and a city skyline at dusk.

Bayshore Gardens

Bayshore Gardens is well-liked for its beaches. You can also take some time to explore sights in the surrounding area like IMG Bollettieri Tennis Academy and Powel Crosley Estate.

West Bradenton

If you're looking for some top things to see and do in West Bradenton and surrounding area, you can visit LECOM Park and The Bishop Museum of Science and Nature.

An urban area with a large classical building with columns, surrounded by trees and smaller buildings.

Downtown Bradenton

If you're spending some time in Downtown Bradenton, The Bishop Museum of Science and Nature and Manatee Performing Arts Center are top sights worth seeing.

Pine Lakes Hotel Deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Sep 9 - Sep 10

Total with taxes and fees

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$179 nightly

$203 total

Aug 17 - Aug 18

Total with taxes and fees

9.4/10 Exceptional! (2,459 reviews)

"Amazing hotel !! 20-10"

Reviewed on Aug 10, 2026

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundableReserve now, pay when you stay

$158 nightly

$179 total

Aug 18 - Aug 19

Total with taxes and fees

9.4/10 Exceptional! (5,747 reviews)

"Clean room, friendly staff and great location."

Reviewed on Aug 10, 2026

See all 15,071 properties in Pine Lakes

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.