South Naples Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $1,285, price is now CA $855 per person
CA $855
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (893 reviews)
Housekeeping could keep room cleaning.

Reviewed on Jul 3, 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 $2,649, price is now CA $1,506 per person
CA $1,506
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Top Notch! all around. Beach was paradise.

Reviewed on Jul 3, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,094, price is now CA $1,317 per person
CA $1,317
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,005 reviews)
Clean, great customer service, and located on the Main Street with restaurants and shops.

Reviewed on Jul 1, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $2,594, price is now CA $1,635 per person
CA $1,635
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (369 reviews)
An excellent place with the facility of just leaving the room and being on the beach, a beach with beautiful sands, in the Picsina area a bar service with excellent attention everything very clean or an attentive staff who have 100% the hotel, a beautiful place where I will surely visit it again

Reviewed on Jul 3, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was CA $1,967, price is now CA $1,310 per person
CA $1,310
per person
Aug 8 - Aug 15
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.2/10 Wonderful! (30 reviews)
very clean, very nice staff

Reviewed on Jun 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

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 $165 per night from Jul 13 to Jul 14
CA $165
CA $183 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Love it super nice the location for everything"

Reviewed on Jul 1, 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 $70 per night from Jul 7 to Jul 8
CA $70
CA $78 total
Jul 7 - Jul 8
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"It was pretty decent for the price. Only thing was we had to wait over an hour for someone to arrive at the front desk in the morning around 7 or 8."

Reviewed on Jun 28, 2026

Conty's Motel
Fairfield Inn & Suites by Marriott Naples

Fairfield Inn & Suites by Marriott Naples

3 out of 5
3808 White Lake Blvd Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Jul 19 to Jul 20
CA $119
CA $133 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Decent break"

Reviewed on Jun 29, 2026

Fairfield Inn & Suites by Marriott Naples
See all 914 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.
Beach Vacations
Beach Vacations

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 $92
per adult
94% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $102
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $108
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 $855. 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.

Explore a world of travel with Expedia