Deals on vacations and trips to Old Naples

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Old Naples flight + hotel vacation packages

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
This hotel features a restaurant, an outdoor pool, 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 dry cleaning are also on offer.
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 16
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free resort features a private beach, a marina, and 2 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 2 outdoor pools.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free condo features a private beach, a full-service spa, and 2 restaurants. Enjoy the 5 outdoor tennis courts and perks like free self parking and free WiFi. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with kayaking.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 16
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Prices and availability subject to change. Additional terms may apply.

Top Old Naples hotels deals

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Free Cancellation
The price is $165 per night
$165
per night
May 8 - May 9
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.
Hot Tub
Breakfast included
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $349 per night
$349
per night
Apr 30 - May 1
A full-service spa, an outdoor pool, and a restaurant are all featured at this eco-certified hotel. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Enjoy the gym and perks like a free beach shuttle.
Hot Tub
Pool
Cove Inn on Naples Bay

Cove Inn on Naples Bay

3 out of 5
900 Broad Avenue South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $219 per night
$219
per night
Apr 29 - Apr 30
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.
Breakfast available
Pool
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $335 per night
$335
per night
Apr 28 - Apr 29
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.
Hot Tub
Breakfast available
The Capri Inn

The Capri Inn

3.5 out of 5
955 7th Ave South, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $250 per night
$250
per night
May 9 - May 10
This hotel features an outdoor pool and a bar/lounge. A snack bar/deli, a lobby fireplace, and concierge services are also on offer.
Pet friendly
Breakfast available
Naples Park Central Hotel

Naples Park Central Hotel

2.5 out of 5
Free Cancellation
Reserve now, pay when you stay
The price is $137 per night
$137
per night
May 1 - May 2
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
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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

Image for Fifth Avenue South

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.

Fifth Avenue South
Image for Naples Pier

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 Pier
Image for Naples Historical Society's Historic Palm Cottage

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.

Naples Historical Society's Historic Palm Cottage

Frequently asked questions

How much are vacation packages to Old Naples?
Starting as low as $495, flight and hotel packages are the perfect way to make your budget stretch further. Old Naples, here you come!
Where can I get the best vacation package deals for Old Naples?
There are awesome Old Naples package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you’re ready to check another place off your travel bucket list.
Why should I purchase my Old Naples vacation package with Travelocity?
You’ll not only enjoy huge savings, but you can also access our 24/7 customer support, quality service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, discover hidden sights and make long-lasting memories — we’ll take care of the little details.
Will I save money on my Old Naples car rental if I book it with a hotel or flight?
You bet — and booking one of our Old Naples vacation packages is the best way to go about this. Bundle any combination of a car, hotel, flight and experience and score awesome discounts. The more you book, the more you’ll save. There are loads of impressive sights in and around Old Naples to add to your itinerary, including PortMiami (110 mi from Old Naples). Nothing beats discovering amazing places like this with the freedom of your own car rental.
What is the best time of year to go to Old Naples?
If you’re all about wandering wisely, is an excellent time to do it. That’s when you’ll find room rates tumble. In contrast, prices skyrocket around . January, March and August are the most popular months to stay in Old Naples, so expect big lines at tourist attractions. Rather avoid the busy season? You’ll find fewer visitors in September, October and December.
What is there to do in Old Naples?
As you’re exploring Old Naples, remember to pay a visit to Naples Pier and Tin City. This neighborhood will keep you on your toes.