Deals on vacations and trips to Old Naples
Old Naples flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Chadwick Cove Resort & Marina
Save 100% on your flight
Price was $725, price is now $449 per person
$449
per person
Aug 25 - Aug 30
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $836, price is now $513 per person
$513
per person
Aug 16 - Aug 21
found 19 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. 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 and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,541, price is now $953 per person
$953
per person
Aug 20 - Aug 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This hotel features 2 restaurants, 6 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
A Wave From it All
Siesta Isle
Save 100% on your flight
Price was $2,695, price is now $1,811 per person
$1,811
per person
Aug 20 - Aug 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This vacation home features 6 beach bars and an outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and a virtual front desk are also on offer.
Shell Island Beach Club
East End
Save 100% on your flight
Price was $1,477, price is now $1,007 per person
$1,007
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
This aparthotel's 2 outdoor pools and outdoor tennis court are among the featured amenities. Enjoy the 2 hot tubs and get free self parking. A picnic area and barbecue grills are also provided.
Top Old Naples hotels deals
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $151 total per night
$151 total
Jun 28 - Jun 29
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.
Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$375 nightly
The price is $416 total per night
$416 total
Jul 12 - Jul 13
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.
Bellasera Resort
221 9th St S Naples FL
Free Cancellation
Reserve now, pay when you stay
$286 nightly
The price is $317 total per night
$317 total
Jun 17 - Jun 18
Total with taxes and fees
This aparthotel 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.
The Capri Inn
955 7th Ave South Naples FL
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $232 total per night
$232 total
Jun 17 - Jun 18
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
$194 nightly
The price is $215 total per night
$215 total
Jun 17 - Jun 18
Total with taxes and fees
A marina and an outdoor pool are featured at this hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A bar/lounge, a poolside bar, and a coffee shop are also provided.
Olde Naples Hotel
200 Broad Ave, S Naples FL
Free Cancellation
Reserve now, pay when you stay
$419 nightly
The price is $465 total per night
$465 total
Jun 28 - Jun 29
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and perks like free valet parking and free WiFi. You'll appreciate the a rooftop terrace, bar/lounge, and coffee shop.
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
Fifth Avenue South
4.5/5(45 reviews)
You can enjoy some retail therapy with a trip to Fifth Avenue South, a popular shopping spot in Naples. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
Naples Pier
4.5/5(1,175 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.
Tin City
4/5(581 reviews)
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.
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