Timber Pines Vacations from $753
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Kompose Boutique Hotel
Save 100% on your flight
Price was $1,201, price is now $753 per person
$753
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Yes, room was spotless. Breakfast was delicious and Free.
Reviewed on Feb 20, 2026
Island Grand at TradeWinds
Price was $1,999, price is now $1,241 per person
$1,241
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Quick check-in, helpful staff, great beach location. Room clean. But resort overall is dated prob a solid 3 star resort butt i think its supposed to be a 4 star resort..
Reviewed on Feb 18, 2026
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $1,624, price is now $1,023 per person
$1,023
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
The room was clean, and the staff were so nice and helpful!
Reviewed on Feb 20, 2026
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Save 100% on your flight
Price was $1,475, price is now $970 per person
$970
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (515 reviews)
All of those and the wonderful, helpful staff
Reviewed on Feb 19, 2026
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,485, price is now $1,005 per person
$1,005
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
The ladies at the front desk were super! Tiffany & Julie ❣️ Housekeeping was wonderful. The hotel was nice, bed was comfortable, location was convenient. Shuttle a plus although I wish they had offered initially to pick us up from the airport we Ubered not knowing. The keys kept getting deactivated multiple times which was a bit annoying. Probably 4x and we were here less than a week. Beach items were very poorly kept, chairs rusty, broken, umbrellas the same. Wish they had a better selection and beach wagons would be amazing to put it all in. Wish there was more staff at the restaurant/bar area. Overall great stay!
Reviewed on Feb 19, 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
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
$47 nightly
The price is $52 total per night from Feb 23 to Feb 24
$52 total
Feb 23 - Feb 24
Total with taxes and fees
7.4/10 Good! (1,400 reviews)
Reasonable price.
Reviewed on Feb 21, 2026
Comfort Inn & Suites New Port Richey Downtown District
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Mar 8 to Mar 9
$148 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (1,184 reviews)
The place was very clean, the staff were all friendly and the breakfast was great
Reviewed on Feb 20, 2026
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Spring Hill FL
10/10 Exceptional! (310 reviews)
This was our third time staying here. It’s the BEST. Karen is such a wonderful host and the house is perfection.
Reviewed on Feb 16, 2026
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 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 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.
Things to do
Clear Kayak Tours in Weeki Wachee
$79
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Nature Coast Botanical Gardens
- Hernando Beach Hotels
- 5 Star Hotels in Hernando Beach
- Motels in Hernando Beach
- B&B in Hernando Beach
- Hilton Hotels in Hernando Beach
- Rv Parks in Hernando Beach
- Wyndham Hotels in Hernando Beach
- 4 Star Hotels in Hernando Beach
- Lodges in Hernando Beach
- Villas in Hernando Beach
- Condo Rentals in Hernando Beach
- Cottages in Hernando Beach
- Houseboats in Hernando Beach
- Hotels near Weeki Wachee Springs
- Spring Hill Hotels
- Beach Hotels in Weeki Wachee
- Cheap Hotels in Weeki Wachee
- Hotels near Weeki Wachee
- Waterpark Hotels in Weeki Wachee
- Hilton Hotels in Weeki Wachee
- Pet-Friendly Hotels in Weeki Wachee
- Luxury Hotels in Weeki Wachee
- Best Western Hotels in Weeki Wachee
- Hotels with a Pool in Weeki Wachee
- Hotels with Restaurants in Weeki Wachee
- Family Hotels in Weeki Wachee
- Romantic Hotels in Weeki Wachee
- Hotels with Kitchenettes in Weeki Wachee
- 5 Star Hotels in Weeki Wachee
- Honeymoon Resorts & in Weeki Wachee
- Hotels with Balconies in Weeki Wachee
- 4 Star Hotels in Weeki Wachee
- Resorts & Hotels with Spas in Weeki Wachee
- Hotels with an Indoor Pool in Weeki Wachee
- Historic Hotels in Weeki Wachee
- Hotels with a View in Weeki Wachee
- Gay friendly Hotels in Weeki Wachee
- Golf Hotels in Weeki Wachee
- Hotels near Weeki Wachee River
- Cheap Hotels in Spring Hill
- Pet-Friendly Hotels in Spring Hill
- Beach Hotels in Spring Hill
- Extended Stay Hotels in Spring Hill
- Waterpark Hotels in Spring Hill
- La Quinta Inn & Suites Hotels in Spring Hill
- Resorts & Hotels with Spas in Spring Hill
- Luxury Hotels in Spring Hill
- Hotels with Hot Tubs in Spring Hill
- Apartments in Spring Hill
- Motels in Spring Hill
- Hotels with Restaurants in Spring Hill
- Hotels with Bars in Spring Hill
- Hotels with an Indoor Pool in Spring Hill
- 5 Star Hotels in Spring Hill
- Hotel Wedding Venues Hotels in Spring Hill
- Villas in Spring Hill
- Best Western Hotels in Spring Hill
- Romantic Hotels in Spring Hill
- Cottages in Spring Hill
- Car rentals near Spring Hill
- Car rentals near Hernando Beach
- Rent A Wreck Rental Cars in Hernando Beach
- Oryx Rent A Car Rental Cars in Hernando Beach
- Car rentals near Weeki Wachee
- Hertz Rental Cars in Weeki Wachee
- Enterprise Rental Cars in Weeki Wachee
- Alamo Rent A Car Rental Cars in Weeki Wachee
- Van Car Rentals in Weeki Wachee
- Avis Rental Cars in Weeki Wachee
- Car rentals near Weeki Wachee Springs
- Enterprise Rental Cars in Spring Hill
- Hertz Rental Cars in Spring Hill
- Budget Rental Cars in Spring Hill
- Dollar Rent A Car Rental Cars in Spring Hill
- Sixt Rental Cars in Spring Hill
- Avis Rental Cars in Spring Hill
- Van Car Rentals in Spring Hill
- Alamo Rent A Car Rental Cars in Spring Hill
- Thrifty Car Rental Rental Cars in Spring Hill
- National Car Rental Rental Cars in Spring Hill
- Minivan Car Rentals in Spring Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.