Ole Holidays

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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 featuring a garden and a pond

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

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
The price is NZ$986 per night from 19 Jan to 20 Jan
NZ$986
19 Jan - 20 Jan
includes taxes & fees
8.8/10 Excellent! (2,001 reviews)
Nice property

Reviewed on 31 Dec 2025

Naples Grande Beach Resort
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 NZ$232 per night from 11 Jan to 12 Jan
NZ$232
11 Jan - 12 Jan
includes taxes & fees
9.4/10 Exceptional! (1,147 reviews)
Absolutely fantastic, great people…our favorite staycation 💕

Reviewed on 1 Jan 2026

Fairways Inn of Naples
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
The price is NZ$1,028 per night from 18 Jan to 19 Jan
NZ$1,028
18 Jan - 19 Jan
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Nice stay

Reviewed on 23 Dec 2025

Inn on Fifth
See all 10,022 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
Clam Pass Park

Clam Pass Park

Explore the great outdoors at Clam Pass Park, a lovely green space in North Naples. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Clam Pass Park

Activities

Flamingo Marina: Backcountry Boat Tour of the Everglades

Flamingo Marina: Backcountry Boat Tour of the Everglades

NZ$83
per adult
Flamingo Marina: Backcountry Boat Tour of the Everglades
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

NZ$104
per adult
Everglades National Park: Pontoon Boat Tour & Boardwalk
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

NZ$219
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco 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.