Oakes Estates Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Oakes Estates Holiday

Reserving an Oakes Estates holiday package is a great way to become acquainted with this neighbourhood. From its hot spots to its lesser-known treasures, you won't be short of adventures. Wondering what to see and do during your trip to Oakes Estates? Nearby attractions such as Tiburon Golf Club, North Collier Regional Park and Sun N Fun Lagoon are good places to start. Expedia will help you turn your ideal Oakes Estates holiday into reality, whatever your budget or travel plans.

Our guide on where to stay in Oakes Estates

Find the best Oakes Estates areas and neighborhoods for the activities you enjoy most. Learn more about Oakes Estates
South Florida which includes a coastal town, a bay or harbour and a marina

Old Naples

3 out of top 10 points of interest in this area
5/5(1 area review)

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

Find hotels in Old Naples

Our pick of the best Oakes Estates Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is AU$346 per night from 7 Sept to 8 Sept
AU$346
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,711 reviews)
"Wonderful, family friendly resort. Highly recommend."

Reviewed on 20 Aug. 2025

Naples Grande Beach Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is AU$282 per night from 2 Sept to 3 Sept
AU$282
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,389 reviews)
"The staff is absolutely fabulous here! They only reason I didn’t not give all 5 stars is because there was a power outage issue but the staff did everything they could to get it up and running asap and worked with us."

Reviewed on 22 Aug. 2025

Margaritaville Beach Resort Fort Myers
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S, Naples, FL
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 2 Sept to 3 Sept
AU$116
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,603 reviews)
"I really like the staff at this place This is my second stay here The only negative is there is no grassy area for a pet to utilize"

Reviewed on 22 Aug. 2025

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 10,171 properties in Oakes 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oakes Estates holiday package cost?
Discover the best of Oakes Estates from just . We offer a great selection of hotels, flights and rental cars to suit every style and budget. Score even more discounts when you add some sightseeing activities to your holiday package.
How do I get a cheap travel package to Oakes Estates?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Select a combination that best fits you and see your savings grow. Of course, a package deal is never a one-size-fits-all. That's why we offer over 550 air carriers and 1 000 000 hotels globally, which lets you customize your Oakes Estates adventure.
Where should I stay in Oakes Estates?
Most who travel to Oakes Estates put both Naples Pier and Barefoot Beach on their bucket lists. Why not choose a hotel within walking distance of these top attractions?
What are the top hotels in Oakes Estates?
If this will be your first time in Oakes Estates, secure a room at Newly Built Modern North Naples Villa On 3 Acres or Private Studio On 3 Acre Property In Paradise. Both hotels offer comfortable beds and are favourites among many savvy travellers.
How far in advance should I book my Oakes Estates holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to departure dates. This is usually the cheapest time to book. If circumstances have left you booking late, great deals to Oakes Estates are still known to appear just weeks before departure.
What does an Expedia Oakes Estates travel package include?
Flights, hotels and car rentals — we bring you the very best deals. All you'll have to do is pick your favourite combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an exciting Oakes Estates holiday.
What should I know before booking an Oakes Estates travel package?
You'll pick up impressive savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything together makes trip planning easier. So why waste your time or money? Whether you're organising an upscale romantic escape or a budget family adventure, have a look at our package deals today.
Can I choose my airline with an Oakes Estates Expedia holiday package?
You can, and with more than 550 airlines to choose from worldwide, you've got lots of choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Oakes Estates holiday package?
If your travel plans in Oakes Estates have been upended, it's good to know that you can amend or cancel your booking. If you made your booking in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Oakes Estates

Naples Zoo at Caribbean Gardens featuring views, signage and zoo animals

Naples Zoo at Caribbean Gardens

See gentle primates, impressive predators and lush gardens in one of the only zoos where you can enjoy views of animal habitats from a catamaran.

Naples Zoo at Caribbean Gardens

Tiburon Golf Club

Enjoy a round of golf in North Naples at Tiburon Golf Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Tiburon Golf Club

Tin City

During your visit to Naples, you can find the perfect gifts to bring home at Tin City. In the area, take in the entertainment choices and beautiful sunsets.

Tin City

Activities

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

AU$98
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

AU$107
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

AU$107
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.