Oak Hollow Holidays from £531

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Your Oak Hollow Holiday

Oak Hollow is calling! Whatever type of break you're organising, get ready to discover the best of this neighbourhood with an Oak Hollow holiday package. Start your trip to Oak Hollow with a visit to nearby attractions such as Bobcat Trail Golf and Country Club, Ollies Pond Park and Lake Betty Park. Expedia is here to put your plans into action. Book your dream Oak Hollow holiday today.

Price found within the past 48 hours. Click for updated prices.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
17 Sept - 24 Sept
found 8 hours ago
Return flight included
London (LGW) to Sarasota (SRQ)
8.8/10 Excellent! (2,044 reviews)
Plenty of shops around the location, close to the airport, in a somewhat sketchier part of town but very close to everything!

Reviewed on 7 Aug 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
18 Oct - 25 Oct
found 15 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Just was beach hotel

Reviewed on 7 Aug 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
18 Oct - 25 Oct
found 15 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on 4 Aug 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
per person
20 Sept - 27 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Sarasota (SRQ)
9.8/10 Exceptional! (274 reviews)
Beachfront location is great!!

Reviewed on 22 Jul 2025

Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
per person
17 Sept - 24 Sept
found 8 hours ago
Return flight included
London (LGW) to Sarasota (SRQ)
No reviews

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 £158 per night from 23 Aug to 24 Aug
£158
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,301 reviews)
"Amazing place to stay staff is awesome brick and daisy bar tenders are awesome! Valet is awesome"

Reviewed on 4 Aug 2025

Sunseeker Resort Charlotte Harbor
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
The price is £62 per night from 10 Aug to 11 Aug
£62
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"Place smelled awsome"

Reviewed on 6 Aug 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
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
The price is £92 per night from 7 Sept to 8 Sept
£92
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (941 reviews)
"Very nice place with friendly staff."

Reviewed on 5 Aug 2025

Fairfield Inn & Suites by Marriott Venice
See all 4,732 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oak Hollow travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oak Hollow from just £531. And the more you bundle, the more cash you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Oak Hollow travel package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Oak Hollow travel package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For further information, take a look at our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Oak Hollow?
Combine your flights and hotels, throw in extras such as activities, and save with an Oak Hollow travel package. You won't just walk away with amazing discounts on your getaway — you'll have a world of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 air carriers and 1,000,000 hotels throughout the world. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Oak Hollow holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.

Where should I stay in Oak Hollow?
With loads to explore in Oak Hollow, it makes sense to secure a room in a hotel close to its attractions. Ollies Pond Park, Lake Betty Park and Cultural Centre of Charlotte County are some good ones to add to your must-see list.
What are the top hotels in Oak Hollow?
If it's your first time in Oak Hollow, lock in a room at Days Inn by Wyndham Port Charlotte/Punta Gorda or Country Inn & Suites by Radisson, Port Charlotte, FL. Both hotels offer comfy beds and are top options with many travellers.
How far in advance should I book my Oak Hollow holiday?
Savvy travellers always book early. Airlines generally advertise flights nearly 12 months ahead of departure, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to use up some holiday time in a few weeks? That's fine too — Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Oak Hollow travel package include?
Select from any combination of rental cars, flights and hotels. Once you've made your booking, you can add some tours and experiences. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to planning your dream Oak Hollow trip.
What should I know before booking an Oak Hollow travel package?
An Expedia travel package can be customized for your budget and is a terrific way to make your money go further. How much you include is your call. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with an Oak Hollow Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're in charge! We have more than 550 partner airlines all over the world, so you have loads of choice when putting together your Oak Hollow getaway.

Things to do

"The Oasis" Tiki Boat

Sunset Tiki Boat Cruise (BYOB)

£51
per adult
Sunset Tiki Boat Cruise (BYOB)
See all activities in Port Charlotte

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.