Ole Holidays from £714

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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 Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,000, price is now £714 per person
£714
per person
17 Sept - 24 Sept
found 5 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.6/10 Exceptional! (912 reviews)
CLEAN ROOM

Reviewed on 10 Jul 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 £2,083, price is now £1,437 per person
£1,437
per person
11 Sept - 18 Sept
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Todo espectacular la playa las piscinas la habitación el servicio todo muy especial

Reviewed on 9 Jul 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was £1,345, price is now £967 per person
£967
per person
17 Sept - 24 Sept
found 5 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.8/10 Excellent! (372 reviews)
The property was well restored and maintained. Staff (at the pool) needs to level up.

Reviewed on 10 Jul 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was £1,723, price is now £1,272 per person
£1,272
per person
11 Sept - 18 Sept
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Wonderful experience.

Reviewed on 11 Jul 2026

Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Hancock
Price was £1,123, price is now £850 per person
£850
per person
17 Sept - 24 Sept
found 5 hours ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (68 reviews)
I would recommend it to all my friends that would be traveling to Florida it’s been great every time I stayed at landing condo never had any problems at all it’s was what they said it be clean friendly excellent place

Reviewed on 17 Jun 2026

Where to stay in Ole

Find the best Ole areas and neighborhoods for the activities you enjoy most. Learn more about Ole
A pink and white orchid plant with a rocky background.

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
Fully refundableReserve now, pay when you stay
The price is £193 per night from 9 Aug to 10 Aug
£193
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,896 reviews)
"had a wonderful stay at the Hilton Marco Island Beach Resort. The rooms were just okay—not bad, but not the highlight of the trip. What really made the experience stand out was the outstanding staff. Everyone, from the front desk to housekeeping, was attentive, friendly, and quick to address any ..."

Reviewed on 11 Jul 2026

Hilton Marco Island Beach Resort and Spa
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 £115 per night from 3 Aug to 4 Aug
£115
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,875 reviews)
"Receptionist Suzette was incompetent, rude , and condescending…as a result of this person We will most likely never go back…"

Reviewed on 11 Jul 2026

Hyatt House Naples/5th Avenue
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
The price is £165 per night from 16 Jul to 17 Jul
£165
16 Jul - 17 Jul
includes taxes & fees
9.4/10 Exceptional! (1,044 reviews)
"Loved this stay with my kiddos. The rooms were well-laid out, spacious, and clean. The indoor waterpark was awesome, and we loved getting a break from the heat. There was plenty to do, with really cool theming, so we didn’t need to leave the resort the entire time we were there. Already planning ..."

Reviewed on 11 Jul 2026

Great Wolf Lodge Naples
See all 9,583 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
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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 £714. 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

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

£43
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
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.