Timber Pines Vacation Packages 2026 from $428

Timber Pines flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Fold Hotels Indian Shores

Save 100% on your flight

$428

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and laundry facilities are also on offer.

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,692

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

Stylish Treasure Island Escape

Sunshine Beach

Save 100% on your flight

$2,712

per person

Nov 13 - Nov 16

just found

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This apartment featured laundry facilities and a virtual front desk. Take advantage of the free self parking.

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$1,128

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Hibiscus Suites - Gateway to Siesta Key

$484

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Top Timber Pines hotels deals

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL

Free Cancellation

Reserve now, pay when you stay

$44 nightly

$49 total

Oct 19 - Oct 20

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace and a safe deposit box are also provided.

Pool

Pet friendly

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

Spring Hill FL

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

La Vista Inn

11736 US HIGHWAY 19 Port Richey FL

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$65 total

Oct 31 - Nov 1

Total with taxes and fees

An outdoor pool is featured at this motel, along with free WiFi in public areas and a communal living room. Express check-out is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

Comfort Inn & Suites New Port Richey Downtown District

6206 US HWY 19 New Port Richey FL

$88 nightly

$99 total

Oct 3 - Oct 4

Total with taxes and fees

This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Rodeway Inn Port Richey North

11810 Us Highway 19 Port Richey FL

Free Cancellation

$62 nightly

$69 total

Oct 20 - Oct 21

Total with taxes and fees

An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Parking included

The Hacienda

5621 Main St New Port Richey FL

$111 nightly

$125 total

Oct 1 - Oct 2

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden and a safe deposit box are also provided.

Pet friendly

Parking included

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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.

Frequently asked questions

How much are vacation packages to Timber Pines?

Travelocity provides package deals to Timber Pines, including flights and hotels, starting from as low as $428. With all the money you save, you could throw in some cool tours or maybe even tack on a few extra days to your vacation.

Where can I get the best vacation package deals for Timber Pines?

It's hard to beat Travelocity when it comes to piecing together your Timber Pines package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to select from. Book your trip now and get ready to cross another amazing place off your travel bucket list.

Why should I book my Timber Pines vacation bundle via Travelocity?

Incredible savings, loads of enticing destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Timber Pines car rental if I book it with my hotel or flight?

Absolutely. And our Timber Pines vacation packages are the ideal way to do it. With only a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car and feel the freedom of the open road. Looking for things to do? Throw some tours or experiences into your package and make savings on those too.