Pinecraft Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Pinecraft

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

The Hotel Zamora

CA $864
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (391 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,036
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

CW Resort

CW Resort

CA $1,229
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Rooms were wonderful

Reviewed on Sep 2, 2026

The Avalon Club

The Avalon Club

CA $1,346
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
2/5 stars — Avoid: False advertising, poor conditions, and dishonest billing We booked 5 nights at the Avalon but left after 3 due to a string of issues. The "beachfront" view advertised on their website was misleading — in reality, our room overlooked a public parking lot, with the actual beach a few hundred feet beyond that. Amenities weren't much better: the towels and pool/beach chairs were worn out and old, despite an extra $40/day charge to use them. The shower grout was visibly moldy and the sofa looked like they got it off of a curb. After complaining to Expedia about these issues, I received an email from the resort at 5am on day two saying they'd refund our stay, but that I needed to check out by noon that same day or be charged for an additional night. I was off-property in Orlando at the time and couldn't make that window. When I returned, I told the front desk I'd be checking out the next morning at 11am (making it 3 nights total), and they simply said "ok" — no objection, no mention that this would affect the refund. Despite that, I was billed for the full 5 nights. When I called to dispute it, they claimed that because I didn't check out on the exact day specified in their 5am email, they were no longer honoring the refund. Between the false advertising, dated amenities charged at a premium, and a resort that goes back on what its own staff acknowledged, I would not recommend staying here.

Reviewed on Aug 27, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,427
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)

Where to stay in Pinecraft

Find the best Pinecraft areas and neighborhoods for the activities you enjoy most. Learn more about Pinecraft
A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

A cityscape with a mix of modern and historic buildings, palm trees, and a cloudy sky.

South Sarasota

Though South Sarasota might not have many top sights, you can venture to the surrounding area to see attractions like Siesta Key Beach and The Landings.

A waterfront with palm trees, a dock, and a clear blue sky.

Central Sarasota

1 out of top 10 points of interest in this area

Gardens, art galleries, and theaters are some highlights of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring.

A beach with clear water, rocks, and a sunset.

Palmer Ranch

When in Palmer Ranch, you can plan a visit to Stoneybrook Golf & Country Club and Sarasota Square, some noteworthy sights in the nearby area.

A wooden pier extending into a body of water with a cloudy sky above.

Downtown Sarasota

If you're spending some time in Downtown Sarasota, Sarasota Opera House and Regal Hollywood - Sarasota are top sights worth seeing.

Pinecraft Hotel Deals

Carlisle Inn

Carlisle Inn

3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
CA $181
CA $204 total
Sep 30 - Oct 1
includes taxes & fees
10/10 Exceptional! (2,468 reviews)
"This was such an excellent hotel to stay. Definitely the most clean I’ve ever been to. Thank you so much for the experience!!"

Reviewed on Sep 2, 2026

Carlisle Inn
Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
CA $53
CA $90 total
Sep 8 - Sep 9
includes taxes & fees
Kompose Boutique Hotel
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $176
CA $238 total
Sep 9 - Sep 10
includes taxes & fees
Compass Hotel by Margaritaville Anna Maria Sound
See all 13,466 properties in Pinecraft
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 does a Pinecraft vacation package cost?
From as little as CA $864, you can tailor your Pinecraft package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Pinecraft?
You'll save tons of cash if you bundle your hotels, flights and car rentals into a Pinecraft vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 air carriers and 1,000,000 properties throughout the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Pinecraft?
A journey to Pinecraft isn't complete without stopping by St. Armands Circle and Mote Marine Laboratory & Aquarium. Look for somewhere to stay nearby for easy access to these impressive sights.
What are the top hotels in Pinecraft?
If it's comfort and convenience you're looking for, you won't beat Carlisle Inn. Spend your nights relaxing here and your days discovering Pinecraft's popular attractions.
How far in advance should I book my Pinecraft vacation?
It depends on the airline, but you can normally compare international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally find a cheaper flight just weeks prior to departure dates.
What does an Expedia Pinecraft travel package include?
From hotels and airfares to car rentals, Expedia can help you shape a Pinecraft package that fits you. Vacationing for a while? Check out a rental car, flight and hotel bundle. If you're taking a quick break, an airfare and hotel deal could be what you're after. Tours and activities can be added once you've made your booking. Our travel packages make it easy to save and plan.
What should I know before booking a Pinecraft travel package?
Whether it's relaxation or adventure you're after, a Pinecraft vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Pinecraft Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in charge! We have more than 550 airline partners all over the world, so you have options galore when putting together your Pinecraft adventure.
If I'm not able to travel, can I cancel my Pinecraft vacation package?
Because we understand life is full of surprises, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Things to do

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

CA $99
per adult
96% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $82
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $82
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.