Old Naples Vacation Packages 2025/2026 from $230

Old Naples flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

$230

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$746

per person

Nov 8 - Nov 11

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.

The Perry Hotel Naples

Save 100% on your flight

$417

per person

Nov 8 - Nov 11

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.

Inn on Fifth

Old Naples

Save 100% on your flight

$613

per person

Nov 8 - Nov 11

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 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.

Edison Beach House

Save 100% on your flight

$401

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip 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.

Top Old Naples hotels deals

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$132 total

Sep 15 - Sep 16

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.

Pool

Hot Tub

Inn on Fifth

699 5th Ave S, Naples, FL

Free Cancellation

$237 nightly

$264 total

Sep 21 - Sep 22

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.

Pool

Hot Tub

Bellasera Resort

221 9th St S, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$246 nightly

$273 total

Sep 21 - Sep 22

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.

Pool

Hot Tub

Naples Park Central Hotel

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$86 total

Sep 10 - Sep 11

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

Cove Inn on Naples Bay

900 Broad Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$210 total

Sep 9 - Sep 10

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

The Capri Inn

955 7th Ave South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$214 nightly

$238 total

Sep 9 - Sep 10

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.

Pool

Pet friendly

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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 $230, 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.