Old Naples Vacation Packages 2026 from $464

Old Naples flight + hotel vacation packages

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

Courtyard by Marriott Fort Myers Cape Coral

$464

per person

Apr 20 - Apr 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

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

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$574

per person

May 10 - May 14

just found

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

Tween Waters Island Resort & Spa

Save 100% on your flight

$830

per person

May 19 - May 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

Matanzas Inn Bayside Resort and Marina

$487

per person

May 13 - May 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a picnic area, and luggage storage are also on offer.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

South End

Save 100% on your flight

$6,617

per person

May 19 - May 26

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Top Old Naples hotels deals

Inn on Fifth

699 5th Ave S Naples FL

Free Cancellation

Reserve now, pay when you stay

$575 nightly

$639 total

Apr 7 - Apr 8

Total with taxes and fees

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.

Pool

Hot Tub

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free Cancellation

Reserve now, pay when you stay

$332 nightly

$369 total

Apr 7 - Apr 8

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

Bellasera Resort

221 9th St S Naples FL

Free Cancellation

Reserve now, pay when you stay

$382 nightly

$425 total

Apr 8 - Apr 9

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

Cove Inn on Naples Bay

900 Broad Avenue South Naples FL

Free Cancellation

Reserve now, pay when you stay

$274 nightly

$304 total

Apr 6 - Apr 7

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

Romance on 3rd St South Old Naples

Naples FL

Get rates

This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

$523 nightly

$581 total

Mar 27 - Mar 28

Total with taxes and fees

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.

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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.

Tin City

During your visit to Naples, you can do some window-shopping at Tin City. In the area, take in the entertainment choices and beautiful sunsets.

Frequently asked questions

How much are vacation packages to Old Naples?

Starting as low as $464, 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.