Timber Pines Vacations from $742
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The Latest Timber Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- CW Hotel
Oct 8 - Oct 12CW Hotel + Flight
Clearwater Beach4 nights4.0 star property9.6/10 - Exceptional (56 reviews)"Amazing views and beautiful pool. Food was delicious! Definitely will be back."Reviewed August 6, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 2 stops$1,099$742found 1 day agoper traveler - Cedar Cove Resort and Cottages
Sep 13 - Sep 19Cedar Cove Resort and Cottages + Flight
Holmes Beach6 nights3.0 star property9.2/10 - Wonderful (569 reviews)"Stayed for one night everything was in place very well thought off and cosy and very clean love the swing just out the door and seeing the shells all over and beach was amazing shower and beach chairs was in place staff was very friendly and had a home feeling I will be back"Reviewed August 5, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - The Avalon Club
Oct 8 - Oct 12The Avalon Club + Flight
Clearwater Beach4 nights4.0 star property9.4/10 - Exceptional (583 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 2 stops$1,933$1,332found 1 day agoper traveler - Ocean Club Treasure Island Hotel
Sep 10 - Sep 14Ocean Club Treasure Island Hotel + Flight
Sunshine Beach4 nights4.0 star property9.6/10 - Exceptional (1,138 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop$1,151$836found 1 day agoper traveler - Wyndham Grand Clearwater Beach
Oct 8 - Oct 12Wyndham Grand Clearwater Beach + Flight
Clearwater Beach4 nights4.0 star property9.4/10 - Exceptional (3,691 reviews)"I enjoyed the beach view and location of restaurants in walking distance"Reviewed August 7, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 2 stops$1,209$880found 1 day agoper traveler
Timber Pines Hotel Deals
Holiday Inn Express & Suites Spring Hill by IHG
Holiday Inn Express & Suites Spring Hill by IHG2.5 star property
Forest Oaks, 0.9 mi from Timber Pines
8.8 out of 10, Excellent, (1,006 reviews)
8.8/10
Excellent
(1,006 reviews)
$99 nightly
The price is $110
$110 total
Sep 6 - Sep 7
Total with taxes and fees
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee2.0 star property
2.3 mi from Timber Pines
8.6 out of 10, Excellent, (1,013 reviews)
8.6/10
Excellent
(1,013 reviews)
$93 nightly
The price is $103
$103 total
Aug 11 - Aug 12
Total with taxes and fees
8.4 out of 10, Very Good, (1,007 reviews)
8.4/10
Very Good
(1,007 reviews)
"Great plsce"
$110 nightly
The price is $122
$122 total
Aug 19 - Aug 20
Total with taxes and fees
Quality Inn Weeki Wachee - Spring Hill
Quality Inn Weeki Wachee - Spring Hill2.5 star property
4.1 mi from Timber Pines
7.2 out of 10, Good, (963 reviews)
7.2/10
Good
(963 reviews)
"Close to weeki wachee n that's exactly what we needed"
$88 nightly
The price is $98
$98 total
Aug 30 - Aug 31
Total with taxes and fees
Motel 6 Spring Hill, FL - Weeki Wachee
Motel 6 Spring Hill, FL - Weeki Wachee2.0 star property
Weeki Wachee, 3.7 mi from Timber Pines
7.2 out of 10, Good, (1,570 reviews)
7.2/10
Good
(1,570 reviews)
"Clean convenient to shopping friendly staff easy parking"
$53 nightly
The price is $59
$59 total
Aug 12 - Aug 13
Total with taxes and fees
Neptune's Grotto Waterfront Retreat
Neptune's Grotto Waterfront Retreat2.0 star property
5.4 mi from Timber Pines
9.4 out of 10, Exceptional, (141 reviews)
9.4/10
Exceptional
(141 reviews)
$134 nightly
The price is $149
$149 total
Sep 6 - Sep 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway
Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway3.0 star property
7.9 mi from Timber Pines
9.4 out of 10, Exceptional, (341 reviews)
9.4/10
Exceptional
(341 reviews)
"Lovely place to stay"
$142 nightly
The price is $158
$158 total
Aug 16 - Aug 17
Total with taxes and fees
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"This was a nice break in our travels. We got to Florida earlier than expected and needed a place to crash. Thankfully this rental was available."
$244 nightly
The price is $273
$273 total
Aug 11 - Aug 12
Total with taxes and fees
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.
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.