Old Naples Vacation Packages 2025/2026 from $417

Old Naples flight + hotel vacation packages

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

Comfort Inn & Suites

Save 100% on your flight

$417

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free perks like continental breakfast and free self parking.

The Perry Hotel Naples

Save 100% on your flight

$606

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) 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.

Bellasera Resort

Old Naples

Save 100% on your flight

$763

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

This condo resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking and a free beach shuttle.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,227

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Hartford (BDL) 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.

Naples Grande Beach Resort

Park Shore

Save 100% on your flight

$960

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Fort Myers (RSW)

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with tennis lessons.

Top Old Naples hotels deals

Inn on Fifth

699 5th Ave S, Naples, FL

Free Cancellation

$282 nightly

$314 total

Sep 25 - Sep 26

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified 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.

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$132 total

Sep 30 - Oct 1

Total with taxes and fees

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.

Bellasera Resort

221 9th St S, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$246 nightly

$273 total

Sep 22 - Sep 23

Total with taxes and fees

This condo resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking and a free beach shuttle.

Naples Park Central Hotel

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$110 total

Sep 20 - Sep 21

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a computer station, and concierge services are also on offer.

Pool

Parking included

The Capri Inn

955 7th Ave South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$214 nightly

$238 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features an outdoor pool and a bar/lounge. A snack bar/deli, a lobby fireplace, and concierge services are also on offer.

Cove Inn on Naples Bay

900 Broad Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$210 total

Sep 21 - Sep 22

Total with taxes and fees

A marina and an outdoor pool are featured at this hotel. Enjoy the gym and perks like free self parking and free WiFi. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

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.

Popular places to visit

5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

During your trip to Naples, you can find the perfect gifts to bring home at Fifth Avenue South. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Naples Pier

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Historical Society's Historic Palm Cottage

Delight in the informative tours, lush gardens and tangible history of this authentic piece of 19th-century Americana.

Frequently asked questions

How much are vacation packages to Old Naples?

Starting as low as $417, flight and hotel packages are the perfect way to make your budget stretch further. Old Naples, here you come!

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

There are awesome Old Naples package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to check another place off your travel bucket list.

Why should I purchase my Old Naples vacation package with Travelocity?

You'll not only enjoy huge savings, but you can also access our 24/7 customer support, quality service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, discover hidden sights and make long-lasting memories — we'll take care of the little details.

Will I save money on my Old Naples car rental if I book it with a hotel or flight?

You bet — and booking one of our Old Naples vacation packages is the best way to go about this. Bundle any combination of a car, hotel, flight and experience and score awesome discounts. The more you book, the more you'll save. There are loads of impressive sights in and around Old Naples to add to your itinerary, including PortMiami (110 mi from Old Naples). Nothing beats discovering amazing places like this with the freedom of your own car rental.

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

If you're all about wandering wisely, is an excellent time to do it. That's when you'll find room rates tumble. In contrast, prices skyrocket around . January, March and August are the most popular months to stay in Old Naples, so expect big lines at tourist attractions. Rather avoid the busy season? You'll find fewer visitors in September, October and December.

What is there to do in Old Naples?

As you're exploring Old Naples, remember to pay a visit to Naples Pier and Tin City. This neighborhood will keep you on your toes.