South Naples Vacation Packages 2026 from $706

South Naples flight + hotel vacation packages

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

GullWing Beach Resort

South Island

$706

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and concierge services are also on offer.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$861

per person

Jun 13 - Jun 17

found 11 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$895

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.

Windward Passage Resort

$1,251

per person

May 8 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top South Naples hotels deals

Staybridge Suites Naples – Marco Island by IHG

9401 Triangle Blvd Naples FL

Free Cancellation

$125 nightly

$139 total

May 3 - May 4

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

Conty's Motel

11238 Tamiami Trail East Naples FL

$80 nightly

$89 total

Apr 17 - Apr 18

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.

Pool

Pet friendly

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

185 Bedzel Cir Naples FL

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

May 3 - May 4

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.

WoodSpring Suites Naples East

3786 Whitelake Boulevard Naples FL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$99 total

Apr 27 - Apr 28

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.

Holiday Inn Express Naples South I-75 by IHG

3837 Tollgate Blvd Naples FL

Free Cancellation

$92 nightly

$102 total

May 3 - May 4

Total with taxes and fees

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

Fairfield Inn & Suites by Marriott Naples

3808 White Lake Blvd Naples FL

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$109 total

May 3 - May 4

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.

Pool

Breakfast included

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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.

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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 $706. 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 .