Overbrook Gardens Vacations from $410

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Your Overbrook Gardens Vacation

Organizing your next exciting getaway just got easier with a vacation package to Overbrook Gardens. Immerse yourself in everything this neighborhood has to offer while making fond memories that'll stay with you for years. Not sure where to go during your trip to Overbrook Gardens? Nearby attractions such as Blind Pass Beach, Lemon Bay Park and Englewood Recreation Center are good places to start. No matter what your dream Overbrook Gardens vacation looks like, you can turn it into reality with Expedia.

The Latest Overbrook Gardens Vacation Packages

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

Captiva Beach Resort

2 out of 5
Save 100% on your flight
Price was $619, price is now $410 per person
$410
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,127 reviews)
Captiva is in walking distance from the beach. Beds are very comfortable. Nice patio settings. Our kids enjoyed the pool.

Reviewed on Sep 3, 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
Save 100% on your flight
Price was $1,376, price is now $776 per person
$776
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.8/10 Exceptional! (285 reviews)
Beautiful apartment! Great city view on the balcony. Pool area was lovely.

Reviewed on Aug 27, 2025

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was $1,772, price is now $1,187 per person
$1,187
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (1,016 reviews)
We really enjoyed the hotel staff was very friendly. We would highly recommend it.

Reviewed on Aug 30, 2025

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $1,109, price is now $750 per person
$750
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (553 reviews)
The place smells damp.

Reviewed on Sep 1, 2025

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
Price was $898, price is now $608 per person
$608
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (2,118 reviews)
Misty I hope that her name young lady at check-in and check out .. sweet and very helpful give us trips ideas and all .. I will be back thanks

Reviewed on Sep 5, 2025

Where to stay in Overbrook Gardens

Find the best Overbrook Gardens areas and neighborhoods for the activities you enjoy most. Learn more about Overbrook Gardens
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Olde Englewood Village

3 out of top 10 points of interest in this area

While visiting Olde Englewood Village, you might make a stop by sights like Lemon Bay and Englewood Recreation Center.

Find hotels in Olde Englewood Village

Overbrook Gardens Hotel Deals

Inn at the Beach

Inn at the Beach

3 out of 5
725 West Venice Avenue, Venice, FL
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $143 total per night from Sep 7 to Sep 8
$143 total
Sep 7 - Sep 8
Total with taxes and fees
Inn at the Beach
Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
425 Us Highway 41 Byp N, Venice, FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Sep 7 to Sep 8
$101 total
Sep 7 - Sep 8
Total with taxes and fees
Ramada by Wyndham Venice Hotel Venezia
Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice

2.5 out of 5
2935 Executive Dr, Venice, FL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $130 total per night from Sep 21 to Sep 22
$130 total
Sep 21 - Sep 22
Total with taxes and fees
Fairfield Inn & Suites by Marriott Venice
See all 5,073 properties in Overbrook Gardens
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 Overbrook Gardens

Englewood Beach showing cycling and a sunset

Englewood Beach

Don your swimsuit, apply your sunscreen and discover why people call this charming beach on Manasota Key the Gem of the Suncoast.

Englewood Beach
Stump Pass State Park is a gem in Southwest Florida. There is a trail through the forested area of the park, but the best part is along the beach. Check the tides, when the tide is in, much of this area is covered with water, but when it's out, there is a spectacular, windswept, quiet beach to explore, complete with tons of shells and the trees and stumps that give this park its name. #BeachBound

Stump Pass Beach State Park

You can take time to visit Stump Pass Beach State Park during your travels to Englewood. Wander the beaches and parks while you're in the area.

Stump Pass Beach State Park
Buddy and I out paddling this morning in near Lemon Bay Preserve,

Lemon Bay Park

Lemon Bay Park is just one of the places to see in Englewood, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.

Lemon Bay Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.