South Naples Vacation Packages 2026 from $716

South Naples flight + hotel vacation packages

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

The Perry Hotel Naples

$716

per person

Jan 23 - Jan 27

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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$2,526

per person

Jan 21 - Jan 26

found 12 hours ago

Roundtrip 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.

Southseas

$2,214

per person

Jan 21 - Jan 28

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

An outdoor pool, self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. Barbecue grills are provided for your convenience.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

$1,033

per person

Feb 5 - Feb 8

found 5 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Top South Naples hotels deals

Conty's Motel

11238 Tamiami Trail East Naples FL

$65 nightly

$72 total

Nov 16 - Nov 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.

Pool

Pet friendly

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.

Pool

Hot Tub

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

185 Bedzel Cir Naples FL

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$75 total

Nov 18 - Nov 19

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 buffet breakfast and free self parking.

Pool

Breakfast included

Staybridge Suites Naples – Marco Island by IHG

9401 Triangle Blvd Naples FL

Free Cancellation

$161 nightly

$179 total

Nov 22 - Nov 23

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

Holiday Inn Express Naples South I-75 by IHG

3837 Tollgate Blvd Naples FL

Free Cancellation

$118 nightly

$131 total

Nov 23 - Nov 24

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

Tollgate Inn

3860 Tollgate Blvd Naples FL

$99 nightly

$110 total

Nov 29 - Nov 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and dry cleaning are also provided.

Pool

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.

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 $716. 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 .