Ole Holidays

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    Save up to S$134 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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Where to stay in Ole

Find the best Ole areas and neighborhoods for the activities you enjoy most. Learn more about Ole
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 Ole

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
The price is S$752 per night from 30 Mar to 31 Mar
S$752
includes taxes & fees
30 Mar - 31 Mar
8.8/10 Excellent! (1,381 reviews)
"The property was nice, but starting to show a little wear and tear."

Reviewed on 21 Mar,2025

Naples Grande Beach Resort
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 S$223 per night from 6 Apr to 7 Apr
S$223
includes taxes & fees
6 Apr - 7 Apr
8/10 Very Good! (1,383 reviews)
Good experience
"Overall a good experience, clean & comfortable"

Reviewed on 17 Mar,2025

La Quinta Inn & Suites by Wyndham Naples Downtown
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 S$293 per night from 8 Apr to 9 Apr
S$293
includes taxes & fees
8 Apr - 9 Apr
9.4/10 Exceptional! (617 reviews)
"Our room was very clean & spacious. The staff cleaned the room everyday. The staff was courteous & breakfast was very good. They always had coffee, tea, water, & tiny servings of key lime pie/cookie in the lobby. Many good restaurants in walking distance or a short drive, especially Mr. Big Fish. ..."

Reviewed on 21 Mar,2025

Compass by Margaritaville Hotel Naples
See all 9,380 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 rentals 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.

Popular places to visit

Tin City

4/5(40 reviews)

During your visit to Naples, you can find the perfect gifts to bring home at Tin City. In the area, take in the entertainment choices and beautiful sunsets.

Tin City

Tiburon Golf Club

Enjoy a round of golf in North Naples at Tiburon Golf Club. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Tiburon Golf Club

East Naples Community Park

Explore the great outdoors at East Naples Community Park, a lovely green space in Naples. Visit the shops in this family-friendly area or simply enjoy its restaurants.

East Naples Community Park

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

S$90
per adult
86% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Keewaydin Island

Eco Shelling Cruise to Keewaydin Island

S$127
per adult
98% of travellers recommend
Eco Shelling Cruise to Keewaydin Island
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

S$86
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.