Bay Harbor Estates Vacations from $407

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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.
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Hancock
Price was $503, price is now $407 per person
$407
per person
Nov 13 - Nov 17
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.4/10 Exceptional! (40 reviews)
The apartment was perfect, has everything that’s needed, I will never book a traditional hotel again. 10/10

Reviewed on Sep 2, 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.5 out of 5
Save 100% on your flight
Price was $702, price is now $443 per person
$443
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,481 reviews)
Room very clean, the resort offers a wide range of dining, shopping, entertainment and well maintained pools

Reviewed on Sep 28, 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
Save 100% on your flight
Price was $1,325, price is now $863 per person
$863
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.8/10 Exceptional! (985 reviews)
not one single complaint. This place was beautiful, Clean the staff was extremely friendly and the food was delicious.

Reviewed on Oct 1, 2025

Songbird Cove

Songbird Cove

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,378, price is now $1,136 per person
$1,136
per person
Nov 9 - Nov 15
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Punta Gorda Airport (PGD)
No reviews
819 Napoli Lane

819 Napoli Lane

3.5 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,352, price is now $1,116 per person
$1,116
per person
Nov 9 - Nov 15
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Punta Gorda Airport (PGD)
No reviews

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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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

Bay Harbor Estates Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $196 total per night from Oct 15 to Oct 16
$196 total
Oct 15 - Oct 16
Total with taxes and fees
9.2/10 Wonderful! (1,524 reviews)
"The rooms were modern, comfortable, and spotless. Everything felt fresh and well-kept. The restaurants were a highlight — plenty of variety and fun atmospheres to enjoy. Every meal I tried was delicious, with flavors that really stood out. As a local, I can say I’d absolutely come back again"

Reviewed on Sep 28, 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
$64 nightly
The price is $72 total per night from Oct 5 to Oct 6
$72 total
Oct 5 - Oct 6
Total with taxes and fees
7.6/10 Good! (1,059 reviews)
"We have a good"

Reviewed on Sep 23, 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
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
$182 nightly
The price is $206 total per night from Oct 12 to Oct 13
$206 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (1,026 reviews)
"Quick and smoth check in . Perfect location !"

Reviewed on Sep 25, 2025

Inn at the Beach
See all 5,409 properties in Bay Harbor Estates
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 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.