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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,766, price is now CA $1,156 per person
CA $1,156
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,179 reviews)
The rooms are spacious and beds comfortable. The balcony had a nice view of the pool and marina. There were plenty of towels at the pool and it was clean. The location is convenient to walk to the beach and many restaurants and shops. We liked having a refrigerator for dinner leftovers. The floor in the room was not cleaned well as we saw multiple long hairs strewn about. There was also shorter hairs on the desk chair.

Reviewed on Jun 29, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,789, price is now CA $1,925 per person
CA $1,925
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
No reviews

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $3,099, price is now CA $2,146 per person
CA $2,146
per person
Sep 21 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Tampa (TPA)
9.6/10 Exceptional! (1,035 reviews)
The room was very clean and the staff were friendly

Reviewed on Jun 30, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,363, price is now CA $1,658 per person
CA $1,658
per person
Sep 6 - Sep 12
found 17 hours ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
9.4/10 Exceptional! (557 reviews)
Totally disappointed…I will not recommend..

Reviewed on Jun 27, 2026

The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was CA $1,631, price is now CA $1,160 per person
CA $1,160
per person
Sep 6 - Sep 12
found 17 hours ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
8.6/10 Excellent! (351 reviews)
Hotel is very clean and lot of space for a room. We really like our room. The hotel uses valet parking only, which I prefer selfpark.

Reviewed on Jun 29, 2026

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

5/5(2 area reviews)

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.

Find hotels in Lido Key

Pinecraft Hotel Deals

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
The price is CA $215 per night from Jul 1 to Jul 2
CA $215
CA $243 total
Jul 1 - Jul 2
includes taxes & fees
10/10 Exceptional! (2,388 reviews)
"Everything looks New and well maintained"

Reviewed on Jun 30, 2026

Carlisle Inn
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Jul 5 to Jul 6
CA $95
CA $138 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (5,601 reviews)
"Julio was wonderful and helped us with check in and was very accommodating. We come here every year and this time we got a bigger room. We were pleased with the room & that the hotel was still accommodating, clean & quiet"

Reviewed on Jun 30, 2026

Kompose Boutique Hotel
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
The price is CA $254 per night from Jul 2 to Jul 3
CA $254
CA $328 total
Jul 2 - Jul 3
includes taxes & fees
9.4/10 Exceptional! (2,296 reviews)
"Hello! We just got back from staying at this hotel. It’s our 4th year, and this was probably our last. We have always had great things to say about this hotel, but didn’t experience the same this time. Our door would not latch unless we slammed it. There were a couple times we left and didn’t realize ..."

Reviewed on Jun 30, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 13,105 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.
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Family Vacations
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Frequently asked questions

How much does a Pinecraft vacation package cost?
From as little as CA $1,156, 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

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
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $90
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom 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.