Ole Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

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
Naples Botanical Garden which includes a pond and a garden

East Naples

Beaches, shopping and restaurants are some highlights of East Naples. Make a stop by Gulf Shores Marina or Fifth Avenue South while you're exploring.

Find hotels in East Naples

Our pick of the best Ole Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
The price is NZ$413 per night from 7 Aug to 8 Aug
NZ$413
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (1,574 reviews)
"Beautiful property. The adult pool is the best as it is peaceful and not crowded. The personnel strictly enforce the rule that only adults are allowed. The property is also very disability-friendly. My mother, who recently had a stroke and can't walk too much, was able to move around the property ..."

Reviewed on 6 Jul. 2025

Naples Grande Beach Resort
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 NZ$291 per night from 3 Aug to 4 Aug
NZ$291
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,291 reviews)
4 night stay
"On vacation from Scotland. Enjoyable 4 night stay. This is our 3rd time staying at the Hyatt with no major complaints. Friendly and courteous staff. Breakfast did not have as much of a choice as previously but adequate. Pool area good, no problem getting sun beds. Great third floor room, overlooking ..."

Reviewed on 4 Jul. 2025

Hyatt House Naples/5th Avenue
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 NZ$138 per night from 20 July to 21 July
NZ$138
20 July - 21 July
includes taxes & fees
8/10 Very Good! (1,502 reviews)
"Overall I enjoyed my stay due to the following: -Quick check in -Good breakfast -Walkable to Tin City and downtown Naples -Clean room and comfortable bed"

Reviewed on 5 Jul. 2025

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 9,525 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.

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.

Discover the most popular places to visit in Ole

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

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 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
Delnor-Wiggins Pass State Park featuring general coastal views and a beach as well as a couple

Delnor-Wiggins Pass State Park

Take some time away in this hidden beach paradise where you can swim, have a peaceful picnic or go for long walks through coastal landscapes.

Delnor-Wiggins Pass State Park

Activities

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

NZ$104
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

NZ$117
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Everglades: Mangrove Maze Airboat Tour and Boardwalk

Everglades: Mangrove Maze Airboat Tour and Boardwalk

NZ$157
per adult
100% of travellers recommend
Everglades: Mangrove Maze Airboat Tour and Boardwalk
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.