Timber Pines Vacations from $362
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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.
Holiday Inn Express Lake Wales N-Winter Haven by IHG
Price was $904, price is now $486 per person
$486
per person
Jan 21 - Jan 28
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
Easy check in, quiet rooms and friendly staff!
Reviewed on Nov 28, 2025
The Avalon Club
Save 100% on your flight
Price was $2,861, price is now $1,548 per person
$1,548
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.
Reviewed on Nov 26, 2025
Crystal Palms Beach Resort
Sunshine Beach
Save 100% on your flight
Price was $1,654, price is now $964 per person
$964
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (2,355 reviews)
Been here before. Love the view and location. Beautiful rooms, fully equipped with all you need for cooking. Looking forward to seeing you again soon.
Reviewed on Nov 23, 2025
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $626, price is now $379 per person
$379
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (2,193 reviews)
How close it is to Siesta Key. We can walk to the beach.
Reviewed on Nov 27, 2025
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
Weeki Wachee
1 out of top 10 points of interest in this area
4/5(148 area reviews)
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.
Timber Pines Hotel Deals
Motel 6 Spring Hill, FL - Weeki Wachee
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
$49 nightly
The price is $55 total per night from Dec 8 to Dec 9
$55 total
Dec 8 - Dec 9
Total with taxes and fees
7.2/10 Good! (1,248 reviews)
Friendly staff quick check in
Reviewed on Nov 21, 2025
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Spring Hill FL
9.8/10 Exceptional! (296 reviews)
The host is more than welcoming! She is very thoughtful and helpful. The home is beautiful and has everything you could ever need! We are already planning our next visit.
Reviewed on Nov 13, 2025
Comfort Inn & Suites New Port Richey Downtown District
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Dec 21 to Dec 22
$98 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (1,048 reviews)
Friendly staff
Reviewed on Nov 20, 2025
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.
Discover the most popular places to visit in Timber Pines
Weeki Wachee River
Commune with nature and explore the great outdoors at Weeki Wachee River during your travels in Spring Hill. While in this family-friendly area, you can savor the top-notch restaurants.
Pine Island Beach Park
Why not spend a carefree afternoon at Pine Island Beach Park during your travels in Spring Hill? While in this family-friendly area, you can savor the top-notch restaurants.
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.
Things to do
Clear Kayak Tours in Weeki Wachee
$79
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.