Pinecraft Vacation Packages 2026 from $749

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Your Pinecraft Vacation

Make planning your travels easy by locking in a vacation package to Pinecraft. Let us take care of the finer points, so you can focus on savoring everything this neighborhood can offer. Some nearby attractions to see during your trip to Pinecraft include Ed Smith Stadium, Sarasota Commons Shopping Center and Payne Park. Expedia will help turn your dream Pinecraft vacation into reality, no matter your budget or travel plans.

The Latest Pinecraft Vacation Packages

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

Residence Inn By Marriott Tampa Downtown

Downtown Tampa

Save 100% on your flight

$749

per person

Dec 12 - Dec 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.4/10 Very Good! (1,007 reviews)

CW Resort

Save 100% on your flight

$1,693

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Great hotel!!!

Reviewed on Oct 11, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$924

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,042

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

The Avalon Club

Save 100% on your flight

$966

per person

Dec 12 - Dec 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.

Reviewed on Oct 7, 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

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

Beaches, exotic gardens and a museum for a famous circus are located in the city’s central sector. Visit an upscale shopping area on an island of its own.

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.

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 Turtle Beach, some noteworthy sights in the nearby area.

Pinecraft Hotel Deals

Carlisle Inn

3727 Bahia Vista Sarasota FL

Fully refundableReserve now, pay when you stay

$161 nightly

$182 total

Oct 12 - Oct 13

Total with taxes and fees

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$62 nightly

$70 total

Oct 19 - Oct 20

Total with taxes and fees

9.2/10 Wonderful! (6,150 reviews)

"Clean rooms, friendly staff."

Reviewed on Oct 11, 2026

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$202 nightly

$229 total

Nov 1 - Nov 2

Total with taxes and fees

9.4/10 Exceptional! (2,606 reviews)

"Everything else was perfect but, the breakfast was cold and not as good or matched the rest of the hotel and amenities provide. If the breakfast was of better quality this would of been 5 stars."

Reviewed on Oct 11, 2026

See all 13,713 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.