Oakes Estates Holidays from £939
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Your Oakes Estates Holiday
Reserving an Oakes Estates holiday package is a good way to become familiar with this neighbourhood. From its hot spots to its lesser-known gems, you'll be sure to uncover something new. Your trip to Oakes Estates wouldn't be complete without a visit to popular attractions nearby such as Tiburon Golf Club, North Collier Regional Park and Sun N Fun Lagoon. No matter what your dream Oakes Estates holiday looks like, you can make it a reality with Expedia.
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
£1,325
per person
3 Oct - 10 Oct
found 1 day ago
Return flight included
Birmingham (BHX) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon
Reviewed on 10 Aug 2026
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
Central Naples
1 out of top 10 points of interest in this area
While visiting Central Naples, you might make a stop by sights like Naples Zoo at Caribbean Gardens and Naples Grande Golf Club.
East Naples
Beaches, shopping and restaurants are some highlights of East Naples. Make a stop by Fifth Avenue South or Naples Botanical Garden while you're exploring.
Old Naples
2 out of top 10 points of interest in this area
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.
Vanderbilt Beach
1 out of top 10 points of interest in this area
While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.
Naples Park
Beaches, spas and parks are some highlights of Naples Park. You might stop by Vanderbilt Beach or Mercato while you're in the area.
Top hotels in Oakes Estates
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
£182
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (2,421 reviews)
"Excelente"
Reviewed on 11 Aug 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
£118
7 Sept - 8 Sept
includes taxes & fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
£124
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,886 reviews)
"Loved this hotel and the whole area of Fort Myers. Definitely going back."
Reviewed on 12 Aug 2026
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 Oakes Estates travel package cost?
Get ready to book, because a trip to Oakes Estates starts from an enticing £939. When you combine your hotels, flights and car rentals into a travel package, you'll walk away with the best bargains.
If I'm not able to travel, can I cancel my Oakes Estates travel package?
Because we understand life is full of surprises, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Oakes Estates?
If you love getting a great deal, combine your bookings into an Oakes Estates travel package. Whether you're chasing flights, hotels, rental cars or tours, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 properties around the globe to select from. Fly with who you prefer, stay where you like and save precious dollars — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later Oakes Estates holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Now that we've teamed up 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 at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in Oakes Estates?
Most people who travel to Oakes Estates put both Barefoot Beach and Naples Pier on their to-do lists. Why not select a hotel that's close to these main attractions?
What are the top hotels in Oakes Estates?
Book a stay at Naples Grande Beach Resort. It's one of the area's most popular properties. Another top option in Oakes Estates is Hampton Inn - Naples - I-75.
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. Many air carriers advertise tickets up to a year in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Oakes Estates are still known to appear in the weeks leading up to departure.
What does an Expedia Oakes Estates travel package include?
Choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can also add on experiences and tours. Want to pick your fare class? That's easily done too. The choice is yours when it comes to planning your perfect Oakes Estates escape.
What should I know before booking an Oakes Estates travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with incredible discounts. Whether you're planning a mountain getaway in a cabin or would rather stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with an Oakes Estates Expedia travel package?
Definitely. Expedia has over 550 airline partners to select from around the globe. With so many choices, finding the ideal carrier to fly you to Oakes Estates will be a breeze.
Things to do
Gulf of Mexico Sunset Cruise from Naples
£50
per adult
88% of travellers recommend
* 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.