Ole Holidays from £852

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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.
Home2 Suites by Hilton Fort Myers Colonial Blvd

Home2 Suites by Hilton Fort Myers Colonial Blvd

3 out of 5
Price was £1,037, price is now £852 per person
£852
per person
28 Jun - 5 Jul
found 24 hours ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.4/10 Exceptional! (711 reviews)
This hotel exceeded our expectations! Clean comfy-friendly! nice breakfast!

Reviewed on 9 May 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was £2,363, price is now £1,577 per person
£1,577
per person
20 Jul - 27 Jul
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (1,005 reviews)
Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South

Reviewed on 9 May 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,407, price is now £991 per person
£991
per person
28 Jun - 5 Jul
found 24 hours ago
Return flight included
London (LHR) to Fort Myers (RSW)
9.6/10 Exceptional! (788 reviews)
The pools are fantastic. Rooms are spacious. Bar staff a bit lacking. Parking a bit awkward.

Reviewed on 11 May 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was £1,715, price is now £1,239 per person
£1,239
per person
28 Jun - 5 Jul
found 24 hours ago
Return flight included
London (LHR) to Fort Myers (RSW)
9/10 Wonderful! (857 reviews)
The property is beautiful, the swimming pools are perfect for kids, especially the lazy river, the private island is accessible for free and you need to book it via phone in advance. (The day before). The rooms we got (villa) was outdated and the kitchen was not clean, lock for the patio was broken in the master bedroom. Beds were clean. We didn’t try the bar/restaurant.

Reviewed on 13 May 2026

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
Price was £1,763, price is now £1,448 per person
£1,448
per person
28 Jun - 5 Jul
found 24 hours ago
Return flight included
London (LHR) to Fort Myers (RSW)
9/10 Wonderful! (2,066 reviews)
Everything was excellent . The only thing was not fear it’s the parking. They charged 35 per night

Reviewed on 13 May 2026

Where to stay in Ole

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

East Naples

5/5(2 area reviews)

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

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
The price is £244 per night from 31 May to 1 Jun
£244
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (1,778 reviews)
Room was spacious and had a great ocean view. Our stay was enjoyable and the staff was very accommodating. I only wish that breakfast was included. I would definitely recommend to friends and family.

Reviewed on 12 May 2026

Hilton Marco Island Beach Resort and Spa
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is £196 per night from 27 May to 28 May
£196
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (796 reviews)
Great experience

Reviewed on 13 May 2026

Great Wolf Lodge Naples
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 £65 per night from 27 May to 28 May
£65
27 May - 28 May
includes taxes & fees
8.2/10 Very Good! (1,943 reviews)
Am happy the room was clean

Reviewed on 13 May 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 9,711 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 £852. 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.

Popular places to visit

Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

Why not spend a care-free afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Fifth Avenue South

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 Pier

Naples Pier

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

£39
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

£45
per adult
Everglades National Park: Pontoon Boat Tour & Boardwalk
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

£57
per adult
Naples: Sightseeing and Dining Cruises
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.