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 $1,136, price is now CA $856 per person
CA $856
per person
Sep 20 - Sep 25
found 22 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (957 reviews)
Love the boutique feel.

Reviewed on Jul 30, 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 $3,170, price is now CA $1,879 per person
CA $1,879
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,007 reviews)
We love laplaya and go there 1-2 x a year. Beach is always amazing w great beach and wait staff! Food at bakery is delicious!

Reviewed on Jul 29, 2026

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was CA $1,812, price is now CA $1,279 per person
CA $1,279
per person
Sep 10 - Sep 14
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (304 reviews)

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,443, price is now CA $1,082 per person
CA $1,082
per person
Oct 9 - Oct 13
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Loved our view of the Harbour. Close to Sanibel Island. Lots to see and do. Pools were great too!

Reviewed on Jul 31, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $2,102, price is now CA $1,583 per person
CA $1,583
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Fort Myers (RSW)
8.6/10 Excellent! (1,000 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.

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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 $169 per night from Aug 12 to Aug 13
CA $169
CA $188 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Very clean room, clean pool and property"

Reviewed on Jul 31, 2026

Staybridge Suites Naples – Marco Island by IHG
Conty's Motel

Conty's Motel

2 out of 5
11238 Tamiami Trail East Naples FL
The price is CA $78 per night from Aug 25 to Aug 26
CA $78
CA $87 total
Aug 25 - Aug 26
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Trankilidad"

Reviewed on Jul 30, 2026

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
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GreenLinks Golf Villas at Lely Resort
See all 918 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.
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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 $856. 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.