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 $1,055, price is now $581 per person
$581
per person
Feb 15 - Feb 19
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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $1,309, price is now $651 per person
$651
per person
Feb 22 - Mar 1
found 1 day ago
Roundtrip non-stop 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.
Innovation Hotel
Save 100% on your flight
Price was $2,028, price is now $1,102 per person
$1,102
per person
Feb 18 - Feb 23
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free hotel features 2 restaurants, 2 outdoor tennis courts, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
The Perry Hotel Naples
Save 100% on your flight
Price was $2,270, price is now $1,317 per person
$1,317
per person
Feb 22 - Mar 1
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.
South Seas Resort
Save 100% on your flight
Price was $2,011, price is now $1,185 per person
$1,185
per person
Feb 5 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free resort features a private beach, a golf course, and a water park. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining.
Top Old Naples hotels deals
Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
$359 nightly
The price is $399 total per night
$399 total
Jan 6 - Jan 7, 2026
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
$244 nightly
The price is $271 total per night
$271 total
Dec 16 - Dec 17
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
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
Dec 22 - Dec 23
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
Bellasera Resort
221 9th St S Naples FL
Free Cancellation
Reserve now, pay when you stay
$458 nightly
The price is $509 total per night
$509 total
Dec 17 - Dec 18
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
$229 nightly
The price is $254 total per night
$254 total
Dec 16 - Dec 17
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
$265 nightly
The price is $295 total per night
$295 total
Dec 17 - Dec 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.
Pool
Pet friendly
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)
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
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 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
Photos of local treasures
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