Ole Holidays from £798

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Your Ole Holiday

Our Ole holiday packages are a fast and practical way to plan and reserve your next retreat. Experience the magic of this unique neighbourhood without the pressure of having to organise everything yourself. Kick off your trip to Ole by visiting nearby attractions such as Flamingo Island Course - Lely Resort, TPC Treviso Bay and Mustang Course - Lely Resort. Stop dreaming and start doing. When you're ready to lock in your next holiday to Ole, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
The one thing that needs to be improved is the options for breakfast It was very limited and the regular dark roast coffee needs to be brewed stronger.

Reviewed on 2 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
19 Sept - 26 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
The mandatory 20% service charge feels excessive, especially since it’s added every single time you order something at the beach or pool. For the nightly rates they charge, it’s unreasonable not to include at least two bottles of water per night — and even more so when the bottles in the room come at an extra cost. The pillows are also in urgent need of replacement. The only standout was the beach staff, who provided truly exceptional service with the chairs and umbrellas.

Reviewed on 10 Aug 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,031 reviews)
We stayed in 4 different rooms during our stay and have enjoyed them all! The staff are AMAZING!! Jera, this girl is a rockstar and is always so friendly and kind… she also contains a wealth of knowledge about the property, surrounding areas, and everything in between! One suggestion I have is to leave a broom in each room for all the sand that comes up from the beach. The beachfront is always super clean and loaded with lots of friendly staff. We went parasailing for the first time and let me tell ya- these people are pros! We’ve been here on a few vacations now and we won’t be stopping now! Thank you Lani Kai for all that you’ve done for my family these past few vacations!

Reviewed on 13 Aug 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (579 reviews)
Very peaceful and beautiful place, excellent for families with kids

Reviewed on 13 Aug 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
per person
19 Sept - 26 Sept
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
9/10 Wonderful! (1,660 reviews)
Easy check in. Our room lack oean views bu5 still very nice.

Reviewed on 13 Aug 2025

Where to stay in Ole

Find the best Ole areas and neighborhoods for the activities you enjoy most. Learn more about Ole
Naples Botanical Garden which includes a pond and a garden

East Naples

5/5(2 area reviews)

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.

Find hotels in East Naples

Top hotels in Ole

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is £157 per night from 7 Sept to 8 Sept
£157
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,692 reviews)
"Customer service was excellent the hotel is great we really enjoyed it"

Reviewed on 11 Aug 2025

Naples Grande Beach Resort
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
The price is £193 per night from 27 Aug to 28 Aug
£193
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (1,498 reviews)
"My family and I had a wonderful summer vacation."

Reviewed on 11 Aug 2025

Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 1 Sept to 2 Sept
£104
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,399 reviews)
Best Stay in Naples
"Excellent location great pool great fishing they also offer charters. Food and drinks were amazing. Apartment has one bedroom with 2 queen beds also a sofa bed and full kitchen. Hot breakfast was a 10/10 !!!"

Reviewed on 11 Aug 2025

Hyatt House Naples/5th Avenue
See all 9,572 properties in Ole
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 Ole travel package cost?
Get ready to book, because a getaway to Ole starts from an enticing £798. When you combine your flights, hotels and car rentals into a package, you'll enjoy the best bargains.
If I'm not able to travel, can I cancel my Ole travel package?
Whether it's your hotel or flight, you can cancel or amend it. Locked in your Ole travel package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more details, visit our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Ole?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you a tidy sum too. An Ole travel package makes it simple to arrange your dream adventure. With more than 550 airlines throughout the world to pick from, finding convenient flights that suit your schedule won't be a challenge. Not only that, we've got over 1,000,000 properties globally to select from. Now that's what you call choice. Whatever your budget, Expedia brings the world within your reach.
Does Expedia offer Book Now, Pay Later Ole holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday across multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment option. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Ole?
Visitors come from all over the world to experience Barefoot Beach and Naples Pier in Ole. Stay within walking distance of these wonderful attractions to make sightseeing easy.
What are the top hotels in Ole?
Naples Grande Beach Resort and Hampton Inn - Naples - I-75 are two of the most popular properties in Ole. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my Ole holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers display prices up to a year in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Ole sometimes become available in the weeks leading up to departure.
What does an Expedia Ole travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to create your ideal Ole travel package. Once you've made your booking, you can add on fun stuff like tours and activities. Remember — the more you bundle, the more you stand to save!
What should I know before booking an Ole travel package?
An Expedia travel package can be tailored to your budget and is an easy way to make your budget go further. How little or much you include is your call. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with an Ole Expedia travel package?
Yes, and with more than 550 airlines to choose from throughout the world, it's all about choice. Have a look through the available options and see which airline best fits your budget and needs.

Popular places to visit

Naples Beach

Naples Beach

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

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

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

£44
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.