South Naples Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top South Naples Vacation Deals

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 CA $1,330, price is now CA $917 per person
CA $917
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (912 reviews)

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was CA $1,865, price is now CA $1,181 per person
CA $1,181
per person
Sep 26 - Oct 3
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (955 reviews)

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 $2,274, price is now CA $1,566 per person
CA $1,566
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (1,026 reviews)
The resort itself is beautiful. The staff members we encountered were polite, friendly and helpful. We will be returning in the near future!.

Reviewed on Jul 17, 2026

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
East End
Price was CA $1,885, price is now CA $1,397 per person
CA $1,397
per person
Sep 26 - Oct 3
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (24 reviews)
Great place to stay on the beach! Woman at the front desk was rude!

Reviewed on Jun 7, 2026

Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
South End
Price was CA $2,968, price is now CA $2,203 per person
CA $2,203
per person
Sep 26 - Oct 3
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,418 reviews)

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

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 $158 per night from Aug 3 to Aug 4
CA $158
CA $176 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"The room was clean, bright, and comfortable. The breakfast was more than enough, with a good variety of options. Overall, I was fully satisfied with my stay and would happily stay here again."

Reviewed on Jul 19, 2026

Staybridge Suites Naples – Marco Island by IHG
WoodSpring Suites Naples East

WoodSpring Suites Naples East

2.5 out of 5
3786 Whitelake Boulevard Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jul 20 to Jul 21
CA $97
CA $107 total
Jul 20 - Jul 21
includes taxes & fees
6.8/10 (1,001 reviews)
"This particular property comes exactly as advertised. The staff is exceptionally friendly, kind and considerate. The property is very well maintained. It's always clean. This is my favorite place to stay when I come to Naples for work or pleasure."

Reviewed on Jul 18, 2026

WoodSpring Suites Naples East
Conty's Motel

Conty's Motel

2 out of 5
11238 Tamiami Trail East Naples FL
The price is CA $77 per night from Jul 20 to Jul 21
CA $77
CA $85 total
Jul 20 - Jul 21
includes taxes & fees
7.2/10 Good! (1,003 reviews)
"A wonderful small family hotel"

Reviewed on Jul 19, 2026

Conty's Motel
See all 915 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

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $81
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $94
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $111
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 $917. 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.