South Naples Vacation Packages

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Top South Naples Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,110, price is now CA $812 per person
CA $812
per person
Sep 6 - Sep 10
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (1,228 reviews)
Exceeded our expectations. Everything that we needed was there in one place, including boat rentals, restaurants, bars, shopping, and great water views.

Reviewed on Jun 12, 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 $1,818, price is now CA $1,085 per person
CA $1,085
per person
Aug 14 - Aug 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,012 reviews)
Nothing like beachfront with a beautiful view of the ocean. The food and service were excellent. Unfortunately, the bed was wobbly due to a bad mattress and the shower didn’t work right, but we were able to overcome. The surrounding areas, exceptional.

Reviewed on Jun 7, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,773, price is now CA $1,279 per person
CA $1,279
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (838 reviews)
The staff were very friendly, and the hotel is very clean.

Reviewed on Jun 10, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $2,700, price is now CA $1,951 per person
CA $1,951
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.8/10 Excellent! (357 reviews)
Excellent place, great location, the ocen is just steps from the condo, nice pool for swim laps! will definitely return, thank you for having us.

Reviewed on Jun 11, 2026

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Price was CA $1,394, price is now CA $1,016 per person
CA $1,016
per person
Aug 14 - Aug 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (2,275 reviews)
Wow. Second year coming to this resort and even better second time round. Great staff. Great pool area. Bar and food/drinks were fantastic. Already looking forward to next year

Reviewed on Jun 12, 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
Luxury House Exterior in Ole Naples Florida

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 East Naples Community Park.

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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 $162 per night from Jun 28 to Jun 29
CA $162
CA $180 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"Excellent hotel. Very quiet to go with children... just a suggestion and it is for guests who stay for several nights, the hotel should clean the room and collect the garbage from the baskets ... We stayed for 2 nights and since I have two girls, the baskets were overflowing and nobody cleaned ..."

Reviewed on Jun 13, 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 $82 per night from Jun 16 to Jun 17
CA $82
CA $91 total
Jun 16 - Jun 17
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"The website shows a breakfast, but there was none and no dining area. Not sure where the pictures came from. Room was very cold upon arrival, just the way I like it! The manager was friendly. Checkout time is 10, not 11."

Reviewed on Jun 12, 2026

Conty's Motel
Holiday Inn Express Naples South I-75 by IHG

Holiday Inn Express Naples South I-75 by IHG

2.5 out of 5
3837 Tollgate Blvd Naples FL
Fully refundable
The price is CA $122 per night from Jun 28 to Jun 29
CA $122
CA $135 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (843 reviews)
"Everything was Everything nice"

Reviewed on Jun 6, 2026

Holiday Inn Express Naples South I-75 by IHG
See all 919 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

4.4/5 (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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Frequently asked questions

Can I cancel my flight booking to South Naples due to COVID-19?
Check out our Customer Service Portal for important information about canceling or changing your flight because of COVID-19. Make sure you also read through the terms and conditions of your chosen airline before booking your seat.
What's the best way to find cheap flights to South Naples that have flexible change policies?
By using our convenient "No change fee" filter, that's how. Just type in your preferred dates and destination, click the "Search" button, then check the box below the "Flexible change policies" heading (top left of your screen). Expedia makes it a snap to find low-cost, flexible fares to South Naples.
What are some of the general tips for travelers to South Naples during the COVID-19 outbreak?
COVID-19 has changed the way we travel, but it hasn't shut down our eagerness for exploring. Here are a few tips on how to tackle travel's new challenges:
  • Before you book a flight, see if any travel restrictions or bans apply — in both your origin and destination. Stay informed with the latest updates by reviewing official government websites.
  • Requirements state you must wear a face mask at the airport, including at screening checkpoints. Be ready to lower your mask to verify your identity when asked by a TSA officer.
  • Rather than handing a TSA officer your boarding pass, place it straight on the reader yourself. After that, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag for screening.
  • To reduce handling during screening, place personal items such as your phone, keys and wallet into your carry-on instead of the bins.
  • If you're bringing food through the screening checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA employee will need to handle your carry-on bag or food container for inspection.

Which airlines fly to South Naples?
Let Delta fly you there. This renowned carrier lists 460 services a month to Southwest Florida Intl. Airport (RSW), a South Naples gateway.
How can I find cheap tickets to South Naples?
You'll always find an amazing deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then click on the flexible dates box above to reveal the cheapest prices for nearby days. was the cheapest price for a flight to South Naples in the last seven days.
How much is a flight to South Naples?
One-way flights from () sold for as low as in the last seven days. During this time, the cost of a return ticket to South Naples ranged between and . If you spot a bargain, book fast — these prices don't wait around for long.
What are the most popular airports to fly into in South Naples?
A major gateway to South Naples, around 3044 flights cruise into Southwest Florida Intl. Airport (RSW) every month. Scout around for an awesome deal, reserve your seat and prepare to discover this fabulous region.
When is the cheapest time to fly to South Naples?
Fly out on a Tuesday to boost your chances of landing the cheapest airfare to South Naples. Mondays are usually the next most affordable day to take off. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to South Naples?
In the last seven days, journeys to South Naples cost between and . Prices depend on a number of things, particularly the departure time, airline, cabin class and when the fare is booked.
Which airlines with flights to South Naples employ COVID-19 cleanliness policies?
As people take to the skies again, most reputable airlines have introduced social distancing and other preventive measures to help slow the spread of COVID-19. Here are just some of them:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.