Pine Lakes Vacations from $532

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Your Pine Lakes Vacation

Organizing your next travel adventure just got easier with a vacation package to Pine Lakes. Enjoy all this neighborhood has to offer while making precious memories you'll treasure. Not sure what to do and see during your trip to Pine Lakes? Nearby attractions such as IMG Academy, Riverwalk and LECOM Park are excellent places to start. Don't just wish for it — turn it into a reality! Lock in your ultimate Pine Lakes vacation with Expedia and enjoy traveling your way.

The Latest Pine Lakes Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was $933, price is now $532 per person
$532
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (3 reviews)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,132, price is now $621 per person
$621
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
A nice hotel with a European flare. Very close to the center of town with lots of restaurants.

Reviewed on Oct 1, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,010, price is now $1,675 per person
$1,675
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.

Reviewed on Sep 15, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,933, price is now $1,121 per person
$1,121
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (463 reviews)
I loved that the beach was right behind here we stayed easy access

Reviewed on Oct 1, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,027, price is now $603 per person
$603
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
Clean, nice staff just could add more activity’s

Reviewed on Oct 1, 2025

Where to stay in Pine Lakes

Find the best Pine Lakes areas and neighborhoods for the activities you enjoy most. Learn more about Pine Lakes
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South Bradenton

4/5(105 area reviews)

If you're spending some time in South Bradenton, Smugglers Cove Adventure Golf and DeSoto Square are top sights worth seeing.

Find hotels in South Bradenton

Pine Lakes Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Oct 5 to Oct 6
$80 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (4,433 reviews)
"The pool and hot tub were awesome. The customer service was wonderful and the location and decor was great! I will stay there again."

Reviewed on Sep 29, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $175 total per night from Oct 5 to Oct 6
$175 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (5,008 reviews)
"Rooms very clean. Close to lots of places to eat."

Reviewed on Oct 1, 2025

Tropical Beach Resorts
The Don CeSar

The Don CeSar

4 out of 5
3400 Gulf Boulevard, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $395 total per night from Oct 27 to Oct 28
$395 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"Everyone working there was so kind & helpful! Also the "text" concierge was great!! Perfect stay for my daughter's birthday!"

Reviewed on Sep 30, 2025

The Don CeSar
See all 14,325 properties in Pine Lakes
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 Pine Lakes

The Fish Hole at Lakewood Ranch is a fun and challenging 18 hole mini golf course with turtles, koi and informational signs about tropical plants and ocean fish.

Main Street at Lakewood Ranch

You can do some window-shopping at Main Street at Lakewood Ranch during your visit to Lakewood Ranch. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Main Street at Lakewood Ranch
Miss this place so many memories good & bad.

Riverwalk

Riverwalk is just one of the places to see in Bradenton, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches or discover the area's beautiful sunsets.

Riverwalk
South Florida Museum featuring interior views

The Bishop Museum of Science and Nature

This museum features informative displays that detail prehistoric sea life, local maritime culture and traditions, and the area’s complex tropical ecosystems.

The Bishop Museum of Science and Nature

Things to do

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Mangrove Tunnels

Exclusive Kayak Expedition: Exploring the Mangroves to Shell Key

$45
per adult
Exclusive Kayak Expedition: Exploring the Mangroves to Shell Key
See all activities in Bradenton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.