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.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $974, price is now $635 per person
$635
per person
Aug 5 - Aug 11
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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,296, price is now $1,247 per person
$1,247
per person
Jul 24 - Jul 31
found 18 hours ago
Roundtrip 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
Price was $1,200, price is now $704 per person
$704
per person
Jul 24 - Jul 31
found 18 hours ago
Roundtrip 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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,373, price is now $862 per person
$862
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a picnic area are also on offer.
Mariners Boathouse by Coolvacay
South Island
Save 100% on your flight
Price was $1,205, price is now $780 per person
$780
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities 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
$169 nightly
The price is $188 total per night
$188 total
May 31 - Jun 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.
Pool
Hot Tub
Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$413 nightly
The price is $459 total per night
$459 total
May 17 - May 18
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
Bellasera Resort
221 9th St S Naples FL
Free Cancellation
Reserve now, pay when you stay
$243 nightly
The price is $270 total per night
$270 total
Jun 1 - Jun 2
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.
Pool
Hot Tub
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 14 - Jun 15
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
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
May 17 - May 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.
Naples Park Central Hotel
Naples FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $165 total per night
$165 total
May 17 - May 18
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
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
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
Photos of local treasures
Browse Old Naples vacation photos for more inspiration
