Pine Lakes Vacation Packages 2026 from $556

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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.

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$556

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (2,452 reviews)

Everything was as advertised

Reviewed on Sep 24, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$791

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,190 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$966

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (591 reviews)

The Fold Hotels Indian Shores

Save 100% on your flight

$627

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip flight included

New York (JFK) to Tampa (TPA)

9.2/10 Wonderful! (1,014 reviews)

Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!

Reviewed on Sep 10, 2026

Crystal Palms Beach Resort

Sunshine Beach

Save 100% on your flight

$844

per person

Nov 14 - Nov 21

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.8/10 Excellent! (2,399 reviews)

Loved the balcony and hot tub

Reviewed on Sep 26, 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 Palma Sola Bay 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 The Bishop Museum of Science and Nature and LECOM Park.

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

Downtown Bradenton

1 out of top 10 points of interest in this area

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

$62 nightly

$71 total

Oct 6 - Oct 7

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

$194 nightly

$219 total

Sep 27 - Sep 28

Total with taxes and fees

9.4/10 Exceptional! (2,588 reviews)

"The room was great. We love the amenities and the girl at the front desk was amazin"

Reviewed on Sep 26, 2026

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundableReserve now, pay when you stay

$158 nightly

$179 total

Sep 27 - Sep 28

Total with taxes and fees

9.4/10 Exceptional! (5,921 reviews)

"The room was hot! There private beach wasn't private. People would sit in front of you and block the view. The chair rental was ridiculous, should be included for the "private beach". No breakfast, no place to get a drink on site. The big pool was beautiful."

Reviewed on Sep 26, 2026

See all 15,214 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.