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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $1,658, price is now CA $958 per person
CA $958
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,196 reviews)
Loved the location and the roof top pool and bar!!

Reviewed on May 6, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,281, price is now CA $1,448 per person
CA $1,448
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (504 reviews)
Complimentary beach lounge chairs, umbrellas, bikes, beach towels and coffee. Just bring your bathing suit!! Staff was so helpful and friendly. Held our luggage until our room was ready and until it was time to leave for our flight. This was a huge plus for us!!

Reviewed on May 3, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,715, price is now CA $1,765 per person
CA $1,765
per person
Jul 7 - Jul 14
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (915 reviews)
We stayed here for a week and really enjoyed it. Very clean and well maintained, close to an amazing beach. Pool area is great, fantastic amenities. Loved the washer/dryer and full kitchen. We would love to come back.

Reviewed on May 5, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was CA $3,633, price is now CA $2,367 per person
CA $2,367
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
9.8/10 Exceptional! (338 reviews)
Need more staff at the Cabana Bar

Reviewed on May 2, 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was CA $1,488, price is now CA $982 per person
CA $982
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,596 reviews)
staff was attentive. areas were clean.

Reviewed on May 6, 2026

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
Beautiful Day Hiking at Weekiwachee Preserve, Spring Hill, Florida

Weeki Wachee

1 out of top 10 points of interest in this area
4/5(1 area review)

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 $71 per night from May 17 to May 18
CA $71
CA $79 total
May 17 - May 18
includes taxes & fees
7.4/10 Good! (1,477 reviews)
The pool was very nice but the sheets on the bed had lots of dog hair and smelt like a wet dog.

Reviewed on May 6, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
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! (314 reviews)
This house is in the perfect location on the main river. The house and kitchen are well appointed for any length of stay. We saw so many manatees, a river otter and a pair of dolphins. The weather was rainy one day and the screened porch was the ideal location to sit and relax while still enjoying ...

Reviewed on Apr 12, 2026

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

2 out of 5
11810 Us Highway 19 Port Richey FL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from May 10 to May 11
CA $97
CA $113 total
May 10 - May 11
includes taxes & fees
7.8/10 Good! (1,014 reviews)
Did not complete the stay at this motel. German cockroaches in the room when we arrived. They did give us a refund and we left immediately.

Reviewed on May 5, 2026

Rodeway Inn Port Richey North
See all 1,365 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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Frequently asked questions

How much does a Timber Pines vacation package cost?
You'll find cheap prices from CA $958 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.

Discover the most popular places to visit in Timber Pines

Coastal waterway near Spring Hill and Weeki Wachee, Florida

Weeki Wachee Springs

Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.

Weeki Wachee Springs

Bayport Park Boat Ramp

Explore the great outdoors at Bayport Park Boat Ramp, a lovely green space in Bayport. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bayport Park Boat Ramp

Silverthorn Country Club

Enjoy a round of golf in Spring Hill at Silverthorn Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Silverthorn Country Club

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $123
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
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.