Naples Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Cheap hotel deals in Naples
Price found within the past 48 hours. Click for updated prices.
Compass by Margaritaville Hotel Naples
Central Naples
Price was CA $727, price is now CA $631 per person
CA $631
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,322 reviews)
Fun, clean place to stay for a quick gateway visit
Reviewed on Mar 26, 2026
Inn on Fifth
Old Naples
Price was CA $1,212, price is now CA $1,048 per person
CA $1,048
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Great hotel in a perfect location right on 5th Avenue in Naples, Florida, surrounded by some of the best restaurants in the area. The property was extremely clean and well maintained. The rooftop pool was awesome and a great place to relax, and the food was very good for a hotel restaurant. The staff was attentive and friendly throughout the stay.
Another big plus is that the beach is only about a half mile away, making it an easy walk.
The only drawback for me is that I’m a big gym person, and the fitness center felt a bit tired and could use an update. Other than that, it was a great stay and I would definitely come bac
Reviewed on Mar 17, 2026
Naples Bay Resort & Marina
Oyster Bay
Price was CA $925, price is now CA $802 per person
CA $802
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
The food was over priced. some front desk staff not so nice. had to to pay for parking even though room rate was high. there was an oven but not dish/tray to put in there so it was useless and staff could not supply anything.
Reviewed on Mar 21, 2026
5* Cheap holidays in Naples
Price found within the past 48 hours. Click for updated prices.
3 Night Cheap holidays in Naples
Price found within the past 48 hours. Click for updated prices.
Inn on Fifth
Old Naples
Price was CA $1,212, price is now CA $1,048 per person
CA $1,048
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Great hotel in a perfect location right on 5th Avenue in Naples, Florida, surrounded by some of the best restaurants in the area. The property was extremely clean and well maintained. The rooftop pool was awesome and a great place to relax, and the food was very good for a hotel restaurant. The staff was attentive and friendly throughout the stay.
Another big plus is that the beach is only about a half mile away, making it an easy walk.
The only drawback for me is that I’m a big gym person, and the fitness center felt a bit tired and could use an update. Other than that, it was a great stay and I would definitely come bac
Reviewed on Mar 17, 2026
4 Night Cheap holidays in Naples
Price found within the past 48 hours. Click for updated prices.
The Boat House
Olde Marco
Price was CA $1,160, price is now CA $894 per person
CA $894
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (673 reviews)
The room at the Boat House was clean but had a very musty odor. The owner was extremely nice and it was obvious she loves her job!
We would stay there again.
Reviewed on Mar 19, 2026
Cheap Hotels in Naples
Collins Hotel Naples
1100 Tamiami Trail N, US 41 Naples FL
Book a stay at this golf hotel in Naples. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the overall value in our reviews. Popular ...
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
