An aerial view of a park with a central road, surrounded by water bodies and greenery.

Timber Pines Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Timber Pines Vacation

With every last detail organized before you head off, our Timber Pines vacation packages mean you can simply focus on having a good time. Whether you're based in the neighborhood of Heritage Pines, which is great for golfing, or another part of town, this fun city promises a wealth of discoveries. If your trip to Timber Pines includes some sightseeing, don't miss renowned attractions like Weeki Wachee Springs, Weeki Wachee River and Weeki Wachee Springs State Park. Don't delay visiting this destination any longer. The ultimate Timber Pines vacation is a few quick clicks away with Expedia.

The Latest Timber Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern kitchen with a large island, white cabinetry, and a view of the beach.
    Jan 18 - Jan 22

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,315 reviews)
    "Jake the bartender was awesome, had great conversations. The room was gorgeous, great view and loved that it featured a kitchen and washer/dryer"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,300
    CA $823
    per traveller
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • A balcony with wicker furniture overlooking a beach.
    Jan 26 - Jan 30

    The Avalon Club + Flight

    Clearwater Beach
    4 nights
    4.0 star property
    9.4/10 - Exceptional (620 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,795
    CA $1,203
    per traveller
    found 7 hours ago
    The Avalon Club
  • A modern building with a wooden facade, numbered 432 and 434, and a string of lights above the entrance.
    Dec 18 - Dec 23

    Blue Wave Suites + Flight

    Clearwater Beach
    5 nights
    2.0 star property
    9.6/10 - Exceptional (54 reviews)
    "The room was clean and perfect. Great location and a great place to stay!! Loved the outdoor balcony and so easy to check in and check out with the kiosk"
    Reviewed November 1, 2026
    Roundtrip • Hamilton (YHM) - Tampa (TPA)
    YHM - TPA • Nonstop TPA - YHM • Nonstop
    CA $1,255
    CA $842
    per traveller
    found 16 hours ago
    Blue Wave Suites
  • A modern living room with a large window, a sofa set, a coffee table, and a dining area.
    Dec 18 - Dec 23

    CW Resort + Flight

    Clearwater Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (297 reviews)
    Roundtrip • Hamilton (YHM) - Tampa (TPA)
    YHM - TPA • Nonstop TPA - YHM • Nonstop
    CA $2,010
    CA $1,350
    per traveller
    found 16 hours ago
    CW Resort
  • A beach with white sand, palm trees, and beach chairs under umbrellas.
    Jan 25 - Jan 30

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (622 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $2,272
    CA $1,570
    per traveller
    found 1 day ago
    Cedar Cove Resort and Cottages

Where to stay in Timber Pines

Find the best Timber Pines areas and neighborhoods for the activities you enjoy most. Learn more about Timber Pines
Learn more about Timber Pines
A clear river with kayakers, surrounded by dense tropical foliage.

Weeki Wachee

Unique features of Weeki Wachee include the shopping and restaurants. Make a stop by Weeki Wachee Springs or Weeki Wachee Springs State Park while you're exploring the area.
A small island with Spanish moss-covered trees surrounded by calm water.

Shady Hills

Shady Hills might not have many top sights, but Adventure Coast Fun Park and Strong Tower Vineyard are two attractions nearby that you can check out.

Berkeley Manor

While Berkeley Manor isn't home to many top sights, Weeki Wachee Springs and Weeki Wachee Springs State Park are some notable places to visit nearby.

River Country Estates

While River Country Estates might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Weeki Wachee Springs State Park and Weeki Wachee Springs.
A winding forest path surrounded by trees and greenery.

Forest Oaks

Though Forest Oaks might not have many top sights, you can venture to the surrounding area to see attractions like Bowlero Spring Hill and Nature Coast Botanical Gardens.

Timber Pines Hotel Deals

A beach with palm trees and a clear sky.

Holiday Inn Express & Suites Spring Hill by IHG

Holiday Inn Express & Suites Spring Hill by IHG
2.5 star property
Forest Oaks, 1.5 km from Timber Pines
8.8 out of 10, Excellent, (1,001 reviews)
"Amazing breakfast. Front desk staff were above and beyond. Highly recommend."
The price is CA $156
CA $173 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Spring Hill by IHG
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.
See all properties in Timber Pines

Frequently Asked Questions

How much does a Timber Pines vacation package cost?

You'll find cheap prices from CA $823 on Expedia for your Timber Pines escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Timber Pines costs.

What are the cheapest months to go to Timber Pines?

You're likely to find lower rates and better availability in January, February and September. Check out our cheap Timber Pines vacation packages and you could land some excellent off-season deals.

How many days is enough for Timber Pines?

With around 2 days, you'll have plenty of time to experience popular neighbourhoods like Weeki Wachee and Forest Oaks during your Timber Pines vacation. Remember to also add Adventure Coast Fun Park and Weeki Wachee Springs to your must-see list. In the mood for more adventures? Consider venturing outside of Timber Pines on day trips and tours.

How to find the best Timber Pines package deals?

Use Expedia's handy filters to find some terrific Timber Pines package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Timber Pines package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.

Is it cheaper to book a Timber Pines vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Timber Pines vacation by choosing your favourite type of stay, airline and car class.

When to book a vacation package to Timber Pines?

Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Timber Pines break.

How to plan a trip to Timber Pines?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Timber Pines.
  2. Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Timber Pines. Then, pick a property that suits your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Timber Pines. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Timber Pines vacation package.

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