Oak Hollow Vacation Packages

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Top Holiday Package Deals in Oak Hollow

Price found within the past 48 hours. Click for updated prices.
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Jul. 11 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,000 reviews)
I don’t like the unit A/C efficient was no good, also the beds they need to replace the mattress

Reviewed on May 20, 2024

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
per person
Jul. 11 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (403 reviews)
The property was pretty and had a lot to offer. We thought there would be more events for kids, but none really happened. The most frustrating part was the pool and bar closing so early! We went on excursions during the day then couldn't come enjoy a drink and the pool at night.

Reviewed on May 23, 2024

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul. 13 - Jul. 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9/10 Wonderful! (368 reviews)
This place is perfect and the staff make sure you are settled and ready to chill. Rooms are clean, quiet and steps away from the sand.

Reviewed on May 12, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Jul. 11 - Jul. 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Staff super helpful and friendly. We had an oceanfront room that was lovely. Bed very comfortable. Only thing missing was tea. Coffee machine there though.

Reviewed on May 22, 2024

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
per person
Jun. 27 - Jun. 30
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,922 reviews)
This is second time we stayed at this property and i absolutely love it

Reviewed on May 21, 2024

Where to stay in Oak Hollow

Find the best Oak Hollow areas and neighborhoods for the activities you enjoy most. Learn more about Oak Hollow
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South Gulf Cove

Cape Haze Pioneer Trail Park is one noteworthy place to stop while you're exploring South Gulf Cove and the surrounding area.

Find hotel + flight trips in South Gulf Cove

Oak Hollow Hotel Deals

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4 out of 5
4949 Tamiami Trail, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from May 29 to May 30
CA $254
CA $331 total
includes taxes & fees
May 29 - May 30
9.4/10 Exceptional! (224 reviews)
"Friendliness, clean, new"

Reviewed on May 23, 2024

Sunseeker Resort Charlotte Harbor
The Suites at Fishermen’s Village- 2 Bedroom Suites
The Suites at Fishermen’s Village- 2 Bedroom Suites
3 out of 5
1200 W Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from May 28 to May 29
CA $231
CA $259 total
includes taxes & fees
May 28 - May 29
9.6/10 Exceptional! (548 reviews)
"Full kitchen, nice living room, dining area, 2 nice sized bedrooms with comfortable beds. Nice beds. View of the Peace river and dock from balcony."

Reviewed on May 25, 2024

The Suites at Fishermen’s Village- 2 Bedroom Suites
Baymont by Wyndham Punta Gorda/Port Charlotte
Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 out of 5
9035 Mac Drive, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from May 27 to May 28
CA $108
CA $121 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (1,002 reviews)
"All went well with the exception of the cable TV continuing to go out. We called the front desk and they had to reset the cable. It did it a few more times after we called."

Reviewed on May 22, 2024

Baymont by Wyndham Punta Gorda/Port Charlotte
See all 4,633 properties in Oak Hollow
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.

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All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oak Hollow vacation package cost?
The cheapest Oak Hollow vacation package is CA $781, so your dream escape can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to custom build a package that suits your travel style.
How do I get a cheap travel package to Oak Hollow?
By bundling. Hotels, flights and rental cars — combine whatever you need into an Oak Hollow vacation package to save a pile of cash. Score even better deals when you add extras such as tours or experiences to your booking. But that’s not the only good part. You have the freedom to customize your vacation your way. We offer over 550 airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Oak Hollow?
With lots to explore in Oak Hollow, we recommend you secure a room in a hotel near its attractions. Fawcett Memorial Hospital, Bayfront Health Port Charlotte and Lake Betty Park are some interesting ones to put on your must-see list.
How far in advance should I book my Oak Hollow vacation?
Your best bet is to book early. Air carriers typically release flights up to a year in advance, and this is a great opportunity to land some of the cheapest prices. Boss just told you to take all your vacation days next month? That’s alright! Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Oak Hollow travel package include?
Much of that depends on you. You can pick from a variety of Oak Hollow bundles, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you’ve made your booking, you can add the fun stuff like tours and activities. Whatever your Oak Hollow trip looks like, get set to save!
What should I know before booking an Oak Hollow travel package?
When you book your flights, hotels and car rentals together, you’ll nab awesome discounts. Whether you’re organizing a beach escape in a villa or want to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with an Oak Hollow Expedia vacation package?
Yes, and with more than 550 airlines to pick from worldwide, you’re spoiled for choice. Look through the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Oak Hollow vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to change or cancel your Oak Hollow vacation package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, have a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Oak Hollow

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Port Charlotte Beach Park

Explore the great outdoors at Port Charlotte Beach Park, a lovely green space in Port Charlotte. Wander the beaches and waterfront while you're in the area.

Port Charlotte Beach Park
Image for Charlotte Sports Park

Charlotte Sports Park

Catch an event at Charlotte Sports Park during your trip to Port Charlotte. Discover the beautiful sunsets and top-notch restaurants in this relaxing area.

Charlotte Sports Park
Image for Riverwood Golf and Country Club

Riverwood Golf and Country Club

Enjoy a round of golf in Port Charlotte at Riverwood Golf and Country Club. Amble around this relaxing area's waterfront and enjoy its lively bars.

Riverwood Golf and Country Club

Other vacations you might like

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