Ole Holidays from £954

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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.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was £1,094, price is now £954 per person
£954
per person
15 Jan - 22 Jan
found 1 day ago
Return flight included
London (LHR) to Fort Myers (RSW)
8.6/10 Excellent! (1,826 reviews)
The lighthouse is our go to spot. Beautiful rooms. Great staff. New pool is amazing. Book go and have a blast

Reviewed on 27 Oct 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was £2,148, price is now £1,478 per person
£1,478
per person
15 Jan - 22 Jan
found 1 day ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Price was £1,456, price is now £1,064 per person
£1,064
per person
15 Jan - 22 Jan
found 1 day ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on 4 Sept 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was £1,508, price is now £1,171 per person
£1,171
per person
15 Jan - 22 Jan
found 1 day ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Mid Island
Price was £1,282, price is now £1,099 per person
£1,099
per person
15 Jan - 22 Jan
found 1 day ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.2/10 Wonderful! (2,374 reviews)

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

Top hotels in Ole

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 £104 per night from 29 Oct to 30 Oct
£104
29 Oct - 30 Oct
includes taxes & fees
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 £71 per night from 29 Oct to 30 Oct
£71
29 Oct - 30 Oct
includes taxes & fees
9.4/10 Exceptional! (1,353 reviews)
"Very nice place. Property very well maintained. People are very pleasant. A lot of anemities."

Reviewed on 27 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 £233 per night from 8 Nov to 9 Nov
£233
8 Nov - 9 Nov
includes taxes & fees
Hilton Marco Island Beach Resort and Spa
See all 9,982 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 £954. 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.

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

£47
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

£59
per adult
Naples: Sightseeing and Dining Cruises
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

£46
per adult
100% of travellers recommend
Everglades National Park: Pontoon Boat Tour & 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. Flight-inclusive packages are ATOL protected.