South Naples Vacation Packages 2025/2026 from $375

South Naples flight + hotel vacation packages

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

Edison Beach House

Save 100% on your flight

$375

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

An outdoor pool, free self parking, and free newspapers are featured at this aparthotel. A terrace, a garden, and a picnic area are also on offer.

The Perry Hotel Naples

Save 100% on your flight

$658

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip 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.

Inn on Fifth

Old Naples

Save 100% on your flight

$898

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$750

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Innovation Hotel

Save 100% on your flight

$1,319

per person

Dec 29 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free hotel features 2 restaurants, 2 outdoor tennis courts, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Top South Naples hotels deals

Staybridge Suites Naples – Marco Island by IHG

9401 Triangle Blvd, Naples, FL

Free Cancellation

$103 nightly

$114 total

Oct 30 - Oct 31

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

$53 nightly

$59 total

Oct 28 - Oct 29

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

Holiday Inn Express Naples South I-75 by IHG

3837 Tollgate Blvd, Naples, FL

Free Cancellation

$88 nightly

$98 total

Oct 29 - Oct 30

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.

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

$77 nightly

$86 total

Oct 26 - Oct 27

Total with taxes and fees

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

Pool

Breakfast included

Fairfield Inn & Suites by Marriott Naples

3808 White Lake Blvd, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$103 total

Oct 28 - Oct 29

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

WoodSpring Suites Naples

3786 Whitelake Boulevard, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$82 total

Oct 26 - Oct 27

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.

Pet friendly

Parking 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 $375. 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 .