South Naples Vacation Packages 2026 from $529

South Naples flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples

Save 100% on your flight

$529

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

Tween Waters Island Resort & Spa

Save 100% on your flight

$773

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

Manasota Key Resort

Save 100% on your flight

$927

per person

Sep 14 - Sep 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.

Lehigh Resort Club

Joel

Save 100% on your flight

$589

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free aparthotel. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Shell Island Beach Club

East End

Save 100% on your flight

$1,006

per person

Oct 24 - Oct 31

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

This aparthotel's 2 outdoor pools and outdoor tennis court are among the featured amenities. Enjoy the 2 hot tubs and get free self parking. A picnic area and barbecue grills are also provided.

Top South Naples hotels deals

Staybridge Suites Naples – Marco Island by IHG

9401 Triangle Blvd Naples FL

Free Cancellation

$121 nightly

$134 total

Aug 27 - Aug 28

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

La Quinta Inn & Suites by Wyndham Naples East (I-75)

185 Bedzel Cir Naples FL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Aug 23 - Aug 24

Total with taxes and fees

This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Conty's Motel

11238 Tamiami Trail East Naples FL

$59 nightly

$65 total

Aug 16 - Aug 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's an outdoor pool on site, and a terrace and a garden are also provided.

Fairfield Inn & Suites by Marriott Naples

3808 White Lake Blvd Naples FL

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$100 total

Aug 26 - Aug 27

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

WoodSpring Suites Naples East

3786 Whitelake Boulevard Naples FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$82 total

Aug 15 - Aug 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out and laundry facilities are also provided.

GreenLinks Golf Villas at Lely Resort

7995 Mahogany Run Lane Naples FL

Get rates

This smoke-free aparthotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking. You'll appreciate the gym, bar/lounge, and barbecue grills.

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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.

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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Frequently asked questions

How much are vacation packages to South Naples?

With Travelocity vacation packages, you can live it up in South Naples for as low as $529. Hotels, flights and adventures — we're a one-stop shop for all of them. You'll save tons just by combining your bookings together. And with all that taken care of before you leave, you don't have to worry about a thing.

Where can I get the best vacation package deals for South Naples?

Book your dream vacation with Travelocity. With access to 400 airlines and at least 1,000,000 hotels around the world, finding the perfect South Naples package deal couldn't be easier.

Why should I book my South Naples vacation bundle via Travelocity?

Because you'll never wander alone if you lock in your trip with us, and we offer 24/7 customer support and exceptional service to boot. Add to that our Price Match Guarantee and a massive range of destinations to choose from. It's our job to make your vacation as unforgettable as possible.

Can I save money on my South Naples car rental if I bundle it with my hotel or flight?

You most certainly can — and booking one of our South Naples vacation packages is the best way to do this. Bundle any combination of a hotel, flight, car and experience and score great discounts. The more you book, the more you'll save. There are so many top attractions around South Naples to put on your must-see list, including PortMiami (100 mi from South Naples). Nothing tops exploring thrilling places like this with the freedom of your own wheels.

What is the best time of year to go to South Naples?

January, February and May is high season here, while August, October and December are more quiet. If your bank balance is your primary consideration, try to avoid visiting during as it's usually the dearest time. The least expensive month to visit is .