Pinecraft Vacation Packages 2026 from $517

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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.

ChartHouse Clearwater Beach Marina Hotel

Save 100% on your flight

$517

per person

Sep 8 - Sep 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,306 reviews)

Overall the hotel was just ok. The TV in the rooms do not stream or have cable channels, just very basic Samsung TV Channels. The floors on the property were always slippery with puddles of water everywhere. We had to be very careful walking the entire time. I would not return.

Reviewed on Aug 7, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,302

per person

Oct 8 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (563 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 on Aug 5, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$618

per person

Sep 8 - Sep 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,163 reviews)

CW Hotel

$742

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (29 reviews)

Brand new hotel , we were there for the 1st night of opening so had to deal with all the new problems . Nice hotel I would definitely give them another try

Reviewed on Aug 8, 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

2 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 Florida Studio Theatre 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 Sarasota Square, some noteworthy sights in the nearby area.

Pinecraft Hotel Deals

Carlisle Inn

3727 Bahia Vista Sarasota FL

Fully refundableReserve now, pay when you stay

$152 nightly

$172 total

Aug 9 - Aug 10

Total with taxes and fees

10/10 Exceptional! (2,460 reviews)

"This was one of the best stays I’ve ever had! Stayed at the Carlisle Inn with my daughter for 4 days and we loved it all from our first day to the last. Very clean, huge rooms. The beds were very comfortable and the bathroom was super clean. The staff were all so friendly and welcoming! The complimentary ..."

Reviewed on Aug 8, 2026

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$66 nightly

$75 total

Aug 9 - Aug 10

Total with taxes and fees

9.2/10 Wonderful! (5,822 reviews)

"This is one of the best hotels I’ve stayed in the keke the front desk girl was the nicest person I’ve ever met.outstanding hospitality"

Reviewed on Aug 8, 2026

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$179 nightly

$203 total

Aug 16 - Aug 17

Total with taxes and fees

See all 13,425 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.