Bay Harbor Estates Vacations from $585

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Your Bay Harbor Estates Vacation

Make travel planning stress-free by creating a vacation package to Bay Harbor Estates. We'll take care of the minutiae, so you can focus on savoring everything this neighborhood can offer. Begin your trip to Bay Harbor Estates by heading to nearby attractions such as Englewood Beach, Stump Pass Beach State Park and Englewood Recreation Center. No matter your travel plans or budget, booking the ultimate Bay Harbor Estates vacation has never been easier with Expedia.

The Latest Bay Harbor Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,017, price is now $585 per person
$585
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
18.4/10 Exceptional! (1,612 reviews)
Staff is very courteous the resort was clean and friendly.

Reviewed on Nov 22, 2025

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $1,062, price is now $734 per person
$734
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
19.6/10 Exceptional! (1,027 reviews)
We stayed for Jingle Jammie's. The place was totally decorated for Christmas and the music unlimited. We will definitely make this a family tradition!

Reviewed on Nov 21, 2025

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

4 out of 5
Downtown Punta Gorda
Price was $784, price is now $635 per person
$635
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
18/10 Exceptional! (1,003 reviews)
Room 207 Black mold coming out of AC vents, noticed it in the morning on the sofa under vents, Manager not available, left message with front desk, no response yet. Have stayed here many times before, never had an issue.

Reviewed on Nov 16, 2025

80 Long Meadow Lane

80 Long Meadow Lane

3 out of 5
Long Meadow
Save 100% on your flight
Price was $2,149, price is now $1,842 per person
$1,842
per person
Jan 4 - Jan 11
found 18 hours ago
Roundtrip flight included
Chicago (CHI) to Punta Gorda Airport (PGD)
No reviews
Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

2.5 out of 5
Price was $963, price is now $827 per person
$827
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
16.8/10 Exceptional! (1,100 reviews)
Fair price and excellent location

Reviewed on Nov 17, 2025

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Where to stay in Bay Harbor Estates

Find the best Bay Harbor Estates areas and neighborhoods for the activities you enjoy most. Learn more about Bay Harbor Estates
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Manasota Beach

1 out of top 10 points of interest in this area

If you're spending some time in Manasota Beach, Blind Pass Beach and Manasota Beach are top sights worth seeing.

Find hotels in Manasota Beach
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Bay Harbor Estates

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.