Timber Pines Vacation Packages

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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.

Top Holiday Package Deals in Timber Pines

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,657, price is now CA $1,085 per person
CA $1,085
per person
Sep 27 - Oct 2
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.6/10 Exceptional! (1,306 reviews)
Good hotel, great location but every service is extra cost.

Reviewed on Aug 3, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,895, price is now CA $1,915 per person
CA $1,915
per person
Sep 21 - Sep 25
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.2/10 Wonderful! (561 reviews)
Will stay there again. Very convenient location near everything one might need while on vacation. Cottage was very clean and well equipped. Staff was very friendly and helpful.

Reviewed on Aug 3, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,808, price is now CA $1,199 per person
CA $1,199
per person
Oct 13 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,113 reviews)

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,947, price is now CA $1,999 per person
CA $1,999
per person
Oct 20 - Oct 25
found 18 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
9.4/10 Exceptional! (572 reviews)
Great visit. No issues.

Reviewed on Aug 2, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,263, price is now CA $1,586 per person
CA $1,586
per person
Sep 27 - Oct 2
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.4/10 Exceptional! (3,604 reviews)

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
A field with tall grasses and a line of palm trees under a clear sky.

Weeki Wachee

1 out of top 10 points of interest in this area

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.

Find hotels in Weeki Wachee

Timber Pines Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is CA $77 per night from Sep 2 to Sep 3
CA $77
CA $86 total
Sep 2 - Sep 3
includes taxes & fees
Motel 6 Spring Hill, FL - Weeki Wachee
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
Fully refundable
The price is CA $118 per night from Aug 25 to Aug 26
CA $118
CA $132 total
Aug 25 - Aug 26
includes taxes & fees
Comfort Inn & Suites New Port Richey Downtown District
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (325 reviews)
"The house was exactly as advertised, we had a group of 8, 2 adults and 6 children and we fit perfectly in the space. Everyone loved the kayaks and watching the manatees swim by. My son says he wants to come back to this house next summer. That’s high praise as he is pretty much impossible to please. ..."

Reviewed on Jul 22, 2026

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Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
See all 1,416 properties in Timber Pines
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Timber Pines vacation package cost?
You'll find cheap prices from CA $1,085 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.

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $127
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
90-Minute Guided Eco Airboat Tour in Homosassa

90-Minute Guided Eco Airboat Tour in Homosassa

CA $132
per adult
90-Minute Guided Eco Airboat Tour in Homosassa
Fast & More Airboat Tour

Fast & More Airboat Tour

CA $101
per adult
80% of travellers recommend
Fast & More Airboat Tour
See all activities in Spring Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.