Oak Hollow Holidays

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Price found within the past 48 hours. Click for updated prices.
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
17 May - 22 May
found 1 day ago
Return flight included
Philadelphia (PHL) to Fort Myers (RSW)
8.4/10 Very Good! (1,022 reviews)
Had a great stay with our kids. Food was amazing, gift shops and hair tinseling shop was fun. Cannot beat the location - such an easy walk to other restaurants and bars. Just wish housekeeping wasn’t “on demand” and that there was a better system for beach towels!

Reviewed on 30 Mar 2025

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
20 May - 27 May
found 10 hours ago
Return flight included
Dublin (DUB) to Fort Myers (RSW)
9.6/10 Exceptional! (2,127 reviews)
My husband and two teenagers booked a last minute get away and we were so happy that we did! The welcome we received was charming, our room was spotless and The Claw Bar was delicious! We enjoyed the close location to restaurants and food. The shuttle service provided was easy to use and the drivers were friendly and helpful. Absolutely great!

Reviewed on 29 Mar 2025

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
20 May - 27 May
found 10 hours ago
Return flight included
Dublin (DUB) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
This is a lovely property but for handicapped people it fails trrribly.

Reviewed on 24 Mar 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
per person
20 May - 27 May
found 10 hours ago
Return flight included
Dublin (DUB) to Fort Myers (RSW)
9.4/10 Exceptional! (121 reviews)
We had a great time during our Spring Break staycation. Amy in the front desk and Ralph (driver) made our stay extra special. Truly two assets to the hotel.

Reviewed on 29 Mar 2025

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Save 100% on your flight
per person
17 May - 22 May
found 1 day ago
Return flight included
Philadelphia (PHL) to Sarasota (SRQ)
8.8/10 Excellent! (1,001 reviews)
The staff was very helpful - easy to get bikes to ride around the area.

Reviewed on 25 Mar 2025

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

You might consider checking out Cape Haze Pioneer Trail Park while you're exploring South Gulf Cove and the larger Port Charlotte area.

Find hotels in South Gulf Cove

Top hotels in Oak Hollow

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is €294 per night from 31 Mar to 1 Apr
€294
includes taxes & fees
31 Mar - 1 Apr
9/10 Wonderful! (851 reviews)
"Beautiful pools, great food and music, friendly staff! We'll be back!"

Reviewed on 28 Mar 2025

Sunseeker Resort Charlotte Harbor
Days Inn by Wyndham Port Charlotte/Punta Gorda
Days Inn by Wyndham Port Charlotte/Punta Gorda
3 out of 5
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is €109 per night from 20 Apr to 21 Apr
€109
includes taxes & fees
20 Apr - 21 Apr
7.6/10 Good! (1,009 reviews)
Great stay
"Clean room, clean restrooms and newer facility"

Reviewed on 27 Mar 2025

Days Inn by Wyndham Port Charlotte/Punta Gorda
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 €148 per night from 31 Mar to 1 Apr
€148
includes taxes & fees
31 Mar - 1 Apr
8/10 Very Good! (973 reviews)
"N/A"

Reviewed on 28 Mar 2025

Baymont by Wyndham Punta Gorda/Port Charlotte
See all 4,556 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.

Frequently asked questions

How much does an Oak Hollow holiday package cost?
The cheapest Oak Hollow holiday package is €714, 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 holiday 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 holiday your way. We offer over 550 airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfil those holiday 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 holiday?
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 holiday 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 organising 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 holiday 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 holiday 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 holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.