Ole Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to AU$2,500 when you book a flight and hotel together*

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

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Your Ole Holiday

Take in everything this neighbourhood has to offer with a tailor-made Ole holiday package. However you picture yourself spending your time here, you'll find countless opportunities for relaxation, fun and adventure. Some popular nearby attractions to check out during your trip to Ole include Flamingo Island Course - Lely Resort, TPC Treviso Bay and Mustang Course - Lely Resort. Expedia will help turn your dream Ole holiday into reality, whatever your travel plans or budget.

Our guide on where to stay in Ole

Find the best Ole areas and neighborhoods for the activities you enjoy most. Learn more about Ole
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

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.

Find hotels in East Naples

Our pick of the best Ole Hotel Deals

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 23 Nov to 24 Nov
AU$230
23 Nov - 24 Nov
includes taxes & fees
9.6/10 Exceptional! (1,924 reviews)
"Everything was 👌 👌 👌"

Reviewed on 1 Nov 2026

Compass by Margaritaville Hotel Naples
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 9 Nov to 10 Nov
AU$134
9 Nov - 10 Nov
includes taxes & fees
9.4/10 Exceptional! (1,352 reviews)
"Wonderful"

Reviewed on 31 Oct 2026

Fairways Inn of Naples
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
Fully refundableReserve now, pay when you stay
The price is AU$397 per night from 29 Nov to 30 Nov
AU$397
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (2,107 reviews)
"Wonderful property, always an enjoyable stay."

Reviewed on 1 Nov 2026

Hilton Marco Island Beach Resort and Spa
See all 9,897 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Ole holiday package cost?
From as little as . Yes, you read that right. Our Ole packages are the best way to stretch your budget further. Bundle your favourite flights, hotels and rental car and get out and see this vibrant destination.
How do I get a cheap travel package to Ole?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you a tidy sum too. An Ole holiday package makes it easy to create your perfect trip. With more than 550 airlines around the world to pick from, finding flights that suit your schedule will be no sweat. In addition to that, we have over 1 000 000 properties globally to select from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Ole?
A getaway to Ole wouldn't be complete without paying a visit to Eagle Lakes Community Park. Why not choose a hotel within walking distance of this much-loved tourist attraction?
What are the top hotels in Ole?
Get your escape off to a great start by staying at Beautiful Pool View Condo. It's one of most popular properties in Ole. Another top option is Quiet Lely Resort Condo With Pool.
How far in advance should I book my Ole holiday?
It can be difficult to know when is the ideal time to book your holiday to Ole. But usually the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels up to 12 months prior to departure. If you're hoping for a last-minute getaway, no need to worry! There are fabulous deals posted on Expedia all the time.
What does an Expedia Ole travel package include?
Car rentals, hotels and flights — we connect you to all the best deals. All you have to do is figure out your favourite combination. Once you've made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it easy to create an unforgettable Ole trip.
What should I know before booking an Ole travel package?
Booking all the parts of your getaway together is one of the best ways to save. Bundle your flights, car rentals and hotels into one package. But you're not limited to hotels. Expedia features all kinds of properties, including holiday homes like mountain cabins and spacious residences. The list goes on!
Can I choose my airline with an Ole Expedia holiday package?
You can, and with more than 550 airlines to select from all over the world, you have plenty of choice. Browse the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Ole holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Ole holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.

Activities

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

AU$91
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Flamingo Marina: Backcountry Boat Tour of the Everglades

Flamingo Marina: Backcountry Boat Tour of the Everglades

AU$69
per adult
Flamingo Marina: Backcountry Boat Tour of the Everglades
Sunset Cruise Tour

Sunset Cruise Tour

AU$78
per adult
Sunset Cruise Tour
See all activities in Naples

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.