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

Pine Lakes Vacations from $649

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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.
  • Jan 17 - Jan 23

    IRB Intercoastal + Flight

    Indian Shores
    6 nights
    3.0 star property
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop TPA - PHL • 1 stop
    $986
    $649
    per traveler
    found 1 day ago
    IRB Intercoastal
  • Feb 5 - Feb 9

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,328 reviews)
    "Loved the property will stay again"
    Reviewed November 11, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,714
    $1,047
    per traveler
    found 12 hours ago
    Ocean Club Treasure Island Hotel
  • Jan 28 - Feb 3

    Crystal Palms Beach Resort + Flight

    Sunshine Beach
    6 nights
    3.5 star property
    8.8/10 - Excellent (2,416 reviews)
    "It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating"
    Reviewed November 7, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,207
    $744
    per traveler
    found 17 hours ago
    Crystal Palms Beach Resort
  • Dec 27 - Jan 1

    CW Resort + Flight

    Clearwater Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (311 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • 1 stop
    $2,835
    $1,914
    per traveler
    found 1 day ago
    CW Resort
  • Feb 5 - Feb 9

    Westwinds Waterfront Resort + Flight

    Treasure Island
    4 nights
    3.0 star property
    9.0/10 - Wonderful (748 reviews)
    "It was a great location for the beach, dinner, and awesome spot to just hang out on the property! Beautiful beautiful place!!"
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,208
    $821
    per traveler
    found 12 hours ago
    Westwinds Waterfront Resort

Where to stay in Pine Lakes

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

Palma Sola

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

South Bradenton

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

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.

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

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.