South Naples Vacation Packages

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Top South Naples Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was CA $934, price is now CA $627 per person
CA $627
per person
Jan 5 - Jan 12
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
7.6/10 Good! (495 reviews)
Clean outdated rooms. Wasn't impressed with breakfast bar.

Reviewed on Oct 30, 2026

Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
Price was CA $2,343, price is now CA $1,487 per person
CA $1,487
per person
Jan 17 - Jan 24
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,000 reviews)
I was yelled at about fishing off the dock by the lady with tattoos and paper clips in her nose. Her “bedside” manner prompted a “harsh” response from me. She could have handled this differently with better diplomacy. Regardless, the lady who checked us in, helped us with a couple requests and answered our questions was “exceptional”. Please thank her on behalf of my wife and I. Your maintenance and ladies who clean the rooms were exceptional as well. Please thank them as well. We will stay at your resort in the future.

Reviewed on Oct 27, 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 CA $6,560, price is now CA $4,243 per person
CA $4,243
per person
Jan 5 - Jan 12
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very helpful staff, great Gulf side room. Undergoing some renovation so only one elevator working but didn’t create too much of a problem. Great location, nice people.

Reviewed on Oct 25, 2026

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was CA $2,981, price is now CA $1,942 per person
CA $1,942
per person
Jan 17 - Jan 24
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (982 reviews)

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Price was CA $2,052, price is now CA $1,424 per person
CA $1,424
per person
Jan 5 - Jan 12
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
Amazing , safe and beautiful place to stay . I was there for over 3 weeks and it’s local to many great locations , quiet and safe and over all highly recommend.

Reviewed on Oct 30, 2026

Where to stay in South Naples

Find the best South Naples areas and neighborhoods for the activities you enjoy most. Learn more about South Naples
A row of colorful houses with balconies and palm trees.

Ole

If you're looking for some top things to see and do in Ole and surrounding area, you can visit Flamingo Island Course - Lely Resort and TPC Treviso Bay.

Find hotels in Ole

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South Naples Hotel Deals

Conty's Motel

Conty's Motel

2 out of 5
11238 Tamiami Trail East Naples FL
The price is CA $91 per night from Nov 8 to Nov 9
CA $91
CA $101 total
Nov 8 - Nov 9
includes taxes & fees
Conty's Motel
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
7995 Mahogany Run Lane Naples FL
9.4/10 Exceptional! (590 reviews)
"The condo was very nice. Recently remodeled. It had everything needed. Very clean, new appliances, comfortable bed and furniture. Highly recommend Greenlinks."

Reviewed on Oct 26, 2026

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GreenLinks Golf Villas at Lely Resort
Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

3 out of 5
9401 Triangle Blvd Naples FL
Fully refundable
The price is CA $213 per night from Nov 2 to Nov 3
CA $213
CA $236 total
Nov 2 - Nov 3
includes taxes & fees
Staybridge Suites Naples – Marco Island by IHG
See all 946 properties in South Naples
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.
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Stay near popular South Naples attractions

Flamingo Island Course - Lely Resort

8.8/10 (6 reviews)
Enjoy a round of golf in Naples at Flamingo Island Course - Lely Resort. Wander the beautiful beaches and seaside in the area.
See properties

What to do in South Naples

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $89
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Beach Island Shelling Cruise to Keewaydin Island Tour

Beach Island Shelling Cruise to Keewaydin Island Tour

CA $84
per adult
Beach Island Shelling Cruise to Keewaydin Island Tour
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
See all activities in South Naples

Frequently asked questions

How much does a South Naples vacation package cost?
Be ready to book, because a getaway to South Naples starts from an affordable CA $627. When you combine your flights, hotels and car rentals into a package, you'll pick up the best prices.
How do I get a cheap travel package to South Naples?
You'll save loads of cash if you bundle your car rentals, hotels and flights into a South Naples vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties across the globe, which means you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in South Naples?
Most who travel to South Naples put both Naples Pier and Barefoot Beach on their to-do lists. Why not consider a hotel that's close to these fantastic attractions?
What are the top hotels in South Naples?
Messina Vacation Rental - Lovely 3 Bedroom 1st Floor Unit In Greenlinks and Heated Pool/jacuzzi, Resort Living. . . Tennis are among the most well-known properties in South Naples. Why not check out the amenities and facilities at each and then make a decision?
How far in advance should I book my South Naples vacation?
It's hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you're booking last minute, don't stress. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia South Naples travel package include?
That depends entirely on you. You can pick from a variety of South Naples bundles, such as a flight, rental car and hotel. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your South Naples escape looks like, you're sure to save!
What should I know before booking a South Naples travel package?
A travel package can be customized for your circumstances and is an easy way to stretch your hard-earned dollars. What you include is your call. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a South Naples Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have access to more than 550 partner airlines all over the world, so you have lots of choice when arranging your South Naples escape.
If I'm not able to travel, can I cancel my South Naples vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your South Naples vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.