Deals on vacations and trips to Old Naples

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Old Naples flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $419, price is now $234 per person
$234
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $758, price is now $415 per person
$415
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $759, price is now $429 per person
$429
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,050, price is now $617 per person
$617
per person
Dec 23 - Dec 26
found 20 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,371, price is now $808 per person
$808
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.

Top Old Naples hotels deals

Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
Free Cancellation
$243 nightly
The price is $270 total per night
$270 total
Nov 2 - Nov 3
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

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $188 total per night
$188 total
Oct 30 - Oct 31
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

Bellasera Resort

4 out of 5
221 9th St S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$421 nightly
The price is $468 total per night
$468 total
Oct 26 - Oct 27
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

Naples Park Central Hotel

2.5 out of 5
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $144 total per night
$144 total
Oct 30 - Oct 31
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

Cove Inn on Naples Bay

3 out of 5
900 Broad Avenue South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $210 total per night
$210 total
Oct 26 - Oct 27
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

The Capri Inn

3.5 out of 5
955 7th Ave South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $249 total per night
$249 total
Oct 26 - Oct 27
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

4.5/5(45 reviews)

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.

Fifth Avenue South
Naples Pier featuring a sandy beach and landscape views as well as a large group of people

Naples Pier

4.5/5(1,161 reviews)

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 Pier
Naples Historical Society\'s Historic Palm Cottage featuring signage and a house

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.

Naples Historical Society's Historic Palm Cottage

Frequently asked questions

How much are vacation packages to Old Naples?
Starting as low as $234, 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.

Photos of local treasures

Browse Old Naples vacation photos for more inspiration

South Florida showing a coastal town, a marina and a bay or harbor
Naples which includes a sunset and a beach
Naples which includes night scenes, a city and street scenes
Naples Pier showing views and general coastal views as well as a couple
5th Avenue Shopping District featuring street scenes and a city