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.
The Perry Hotel Naples
Save 100% on your flight
Price was $845, price is now $486 per person
$486
per person
Nov 20 - Nov 23
found 1 day 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.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,879, price is now $1,009 per person
$1,009
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop 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 $1,013, price is now $567 per person
$567
per person
Nov 20 - Nov 23
found 1 day 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.
Innovation Hotel
Save 100% on your flight
Price was $2,338, price is now $1,315 per person
$1,315
per person
Dec 29 - Jan 5
found 1 day 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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $909, price is now $515 per person
$515
per person
Dec 21 - Dec 27
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.
Top Old Naples hotels deals
Inn on Fifth
699 5th Ave S, Naples, FL
Free Cancellation
$217 nightly
The price is $241 total per night
$241 total
Oct 27 - Oct 28
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
$169 nightly
The price is $188 total per night
$188 total
Oct 26 - Oct 27
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
221 9th St S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$408 nightly
The price is $453 total per night
$453 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
Free Cancellation
$103 nightly
The price is $115 total per night
$115 total
Oct 22 - Oct 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
Cove Inn on Naples Bay
900 Broad Avenue South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $192 total per night
$192 total
Oct 29 - Oct 30
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
$224 nightly
The price is $249 total per night
$249 total
Oct 22 - Oct 23
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
Browse Old Naples vacation photos for more inspiration
