Wing South Holidays from £1,133
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Your Wing South Holiday
Take the stress and hassle out of planning your next break by booking a Wing South holiday package. Immerse yourself in the sights and sounds of this captivating neighbourhood and enjoy all it has to offer. When it's time to take in the sights, you'll find plenty of awesome attractions nearby including Flamingo Island Course - Lely Resort, Mustang Course - Lely Resort and Hibiscus Golf Club. Visit one, two or all during your trip to Wing South. Whatever your dream Wing South holiday may look like, you can turn it into reality with Expedia.
Price found within the past 48 hours. Click for updated prices.
Bellasera Resort
Old Naples
£2,122
per person
28 Dec - 2 Jan
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room
Reviewed on 4 Oct 2026
Where to stay in Wing South
Find the best Wing South areas and neighborhoods for the activities you enjoy most. Learn more about Wing South
Central Naples
While visiting Central Naples, you might make a stop by sights like Naples Zoo at Caribbean Gardens and Naples Grande Golf Club.
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.
Old Naples
3 out of top 10 points of interest in this area
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.
Naples Park
Beaches, spas and parks are some highlights of Naples Park. You might stop by Mercato or Vanderbilt Beach while you're in the area.
Vanderbilt Beach
1 out of top 10 points of interest in this area
While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.
Top hotels in Wing South
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
£234
25 Oct - 26 Oct
includes taxes & fees
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
£67
13 Oct - 14 Oct
includes taxes & fees
9.4/10 Exceptional! (1,344 reviews)
"Muy atentos todos"
Reviewed on 12 Oct 2026
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
£100
25 Oct - 26 Oct
includes taxes & fees
9.6/10 Exceptional! (1,875 reviews)
"Excellent"
Reviewed on 12 Oct 2026
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 a Wing South travel package cost?
Our Wing South packages, which start at just £1,133, are the best way to save big bucks. Handpick your preferred hotels, flights and more to create a personalized getaway.
If I'm not able to travel, can I cancel my Wing South travel package?
Whether it's your hotel or flight, you can cancel or alter it. Locked in your Wing South travel package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more details, browse our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Wing South?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you cash too. A Wing South travel package makes it simple to arrange your ideal trip. With more than 550 airlines across the world to pick from, finding convenient flights that suit your schedule won't be difficult. In addition to that, we've got over 1,000,000 properties globally to select from. Talk about choice! Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Wing South holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply choose the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can escape on that well-earned holiday sooner.
- Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in Wing South?
Travellers come from all over the world to experience Barefoot Beach and Naples Pier in Wing South. Book a room close to these terrific attractions to make sightseeing a breeze.
What are the top hotels in Wing South?
Get your trip off to a flying start by booking a room at Naples Grande Beach Resort. It's one of most popular properties in Wing South. Another leading option is Hampton Inn - Naples - I-75.
How far in advance should I book my Wing South holiday?
It can be difficult to know exactly when the best time is to book your Wing South holiday. But typically the earlier you book, the lower the prices. Sometimes, you can lock in your flights and hotels nearly a year prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are incredible deals popping up on Expedia all the time.
What does an Expedia Wing South travel package include?
Hotels, car rentals and flights — we bring you all the best deals. All you'll have to do is decide on your ideal combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to customize an exciting Wing South escape.
What should I know before booking a Wing South travel package?
Whether it's adventure or relaxation you're seeking, a Wing South travel package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Wing South Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our travel packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
Things to do
Everglades National Park: Pontoon Boat Tour & Boardwalk
£45
per adult
100% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
£55
per adult
88% of travellers recommend
* 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.