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 $900, price is now $451 per person
$451
per person
Mar 9 - Mar 13
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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $2,425, price is now $1,338 per person
$1,338
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Innovation Hotel
Save 100% on your flight
Price was $1,551, price is now $883 per person
$883
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip 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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $828, price is now $473 per person
$473
per person
Feb 11 - Feb 15
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.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,205, price is now $723 per person
$723
per person
Mar 4 - Mar 8
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.
Top Old Naples hotels deals
Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
$349 nightly
The price is $388 total per night
$388 total
Jan 4 - Jan 5, 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.
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$323 nightly
The price is $359 total per night
$359 total
Jan 4 - Jan 5, 2026
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
$204 nightly
The price is $226 total per night
$226 total
Jan 9 - Jan 10, 2026
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
$473 nightly
The price is $526 total per night
$526 total
Jan 28 - Jan 29, 2026
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
Jan 20 - Jan 21, 2026
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.
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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