Oakes Estates Holidays from £724

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was £905, price is now £724 per person
£724
per person
13 Oct - 19 Oct
found 4 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (598 reviews)
Everything about this place. We will be back

Reviewed on 23 Aug 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,144, price is now £869 per person
£869
per person
25 Sept - 2 Oct
found 7 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Beautiful property. Friendly staff

Reviewed on 20 Aug 2025

Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
South End
Price was £1,333, price is now £1,060 per person
£1,060
per person
13 Oct - 19 Oct
found 4 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (859 reviews)
Everything was nice with the exception of construction of the pool which was located outside my bedroom window. Very noisy and wasn’t able to open my curtains without them seeing in. Room had a musty smell but once I put the air on it went away a little.

Reviewed on 23 Aug 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Price was £1,189, price is now £958 per person
£958
per person
25 Sept - 2 Oct
found 7 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9/10 Wonderful! (1,708 reviews)
Our stay was great! We enjoyed the amenities and the service we received.

Reviewed on 24 Aug 2025

Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Price was £998, price is now £819 per person
£819
per person
25 Sept - 2 Oct
found 7 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.4/10 Exceptional! (1,003 reviews)
Very spacious room. Well appointed.

Reviewed on 15 Aug 2025

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 bay or harbour, a coastal town and a marina

Old Naples

3 out of top 10 points of interest in this area
4.5/5(44 area reviews)

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

Top hotels in Oakes Estates

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is £171 per night from 8 Sept to 9 Sept
£171
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (1,720 reviews)
"I like the friendliness of the staff."

Reviewed on 22 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 £124 per night from 4 Sept to 5 Sept
£124
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (1,395 reviews)
"Is beatifull and big hotel,I liked the pool is very big,and this hotel stay near to the beach."

Reviewed on 24 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 £56 per night from 3 Sept to 4 Sept
£56
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,604 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £724. 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.

Popular places to visit

Naples Beach

Naples Beach

4.5/5(52 reviews)

Why not spend a care-free afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
5th Avenue Shopping District featuring a city, street scenes and markets

Fifth Avenue South

4/5(3 reviews)

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Naples Pier featuring a beach and landscape views as well as a large group of people

Naples Pier

4.5/5(58 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

£47
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

£52
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

£52
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. Flight-inclusive packages are ATOL protected.