Pinecraft Vacations from $518

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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

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $990, price is now $518 per person
$518
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,149 reviews)
Great view, great hotel...close to the beach. Beautiful pool, great bar..highly recommend!

Reviewed on Jun 23, 2026

CW Hotel

CW Hotel

4 out of 5
Price was $2,041, price is now $997 per person
$997
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,094, price is now $574 per person
$574
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
8.6/10 Excellent! (79 reviews)
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,258, price is now $681 per person
$681
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (532 reviews)
We had the best time! This is a perfect spot for a family trip!

Reviewed on Jun 22, 2026

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,474, price is now $853 per person
$853
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,173 reviews)
The staff was incredibly helpful from early check in , late check out, information on places to visit, where to eat and the amenities of the resort.

Reviewed on Jun 22, 2026

Where to stay in Pinecraft

Find the best Pinecraft areas and neighborhoods for the activities you enjoy most. Learn more about Pinecraft
Lido Key

Lido Key

4.5/5(71 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
$142 nightly
The price is $161 total per night from Jun 24 to Jun 25
$161 total
Jun 24 - Jun 25
Total with taxes and fees
10/10 Exceptional! (2,386 reviews)
"Spent the weekend here for our anniversary. They have the friendliest staff. We were greeted with smiles the moment we walked in! Check-in was such a breeze. We appreciated the complimentary cookies they provided the evening of our arrival. We loved the morning breakfast! It was delicious! We will ..."

Reviewed on Jun 23, 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
$77 nightly
The price is $87 total per night from Jun 24 to Jun 25
$87 total
Jun 24 - Jun 25
Total with taxes and fees
9.2/10 Wonderful! (5,559 reviews)
"Clean, morden design at an affordable price"

Reviewed on Jun 23, 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
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $186 total per night from Jun 30 to Jul 1
$186 total
Jun 30 - Jul 1
Total with taxes and fees
9.4/10 Exceptional! (2,277 reviews)
"We stopped by the front desk to let them know that our air conditioner was not working. By the time we got back from dinner, maintenance had already replaced the unit."

Reviewed on Jun 22, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 13,229 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pinecraft

Lido Beach

Lido Beach

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Lido Beach
St. Armands Circle

St. Armands Circle

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle
EJETFA The official entrance at the new Mall at University Town Center located just off I-75 on University Parkway in Sarasota Floria

Mall at University Town Center

You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

Things to do

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

$59
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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.