Deals on vacations and trips to Old Naples

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Old Naples flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $993, price is now $649 per person
$649
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 restaurants, 6 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,517, price is now $1,402 per person
$1,402
per person
Dec 7 - Dec 14
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.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,076, price is now $672 per person
$672
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop 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.
The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

3 out of 5
Save 100% on your flight
Price was $1,047, price is now $671 per person
$671
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A nightclub, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 6 bars/lounges and get perks like free WiFi. Self parking, a picnic area, and luggage storage are also offered.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,634, price is now $1,052 per person
$1,052
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

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
Reserve now, pay when you stay
$152 nightly
The price is $169 total per night
$169 total
Oct 1 - Oct 2
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
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$354 nightly
The price is $393 total per night
$393 total
Sep 22 - Sep 23
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
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S Naples FL
Free Cancellation
Reserve now, pay when you stay
$314 nightly
The price is $348 total per night
$348 total
Sep 22 - Sep 23
Total with taxes and fees
This aparthotel 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

Cove Inn on Naples Bay

3 out of 5
900 Broad Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $189 total per night
$189 total
Sep 20 - Sep 21
Total with taxes and fees
A marina and an outdoor pool are featured at this hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A bar/lounge, a poolside bar, and a coffee shop are also provided.
Pool
Parking included
Naples Park Central Hotel

Naples Park Central Hotel

2.5 out of 5
Naples FL
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $112 total per night
$112 total
Sep 20 - Sep 21
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
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
$194 nightly
The price is $216 total per night
$216 total
Sep 18 - Sep 19
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
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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.

Stay near popular Old Naples attractions

A bustling street with palm trees, a yellow building, and people walking.

Fifth Avenue South

9.4/10 (2,799 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.
See properties

Frequently asked questions

How much are vacation packages to Old Naples?
Starting as low as $649, 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.

Photos of local treasures

Browse Old Naples vacation photos for more inspiration

A pier extending into a calm sea at sunset with a beach on the right.
A pier with two illuminated structures and a lookout point extending into the ocean during sunset.
A pier extending into the ocean at sunset with calm waters reflecting the sky.
A wooden pier extending into the ocean at sunset with a clear sky and calm water.
A pier extending into the ocean at sunset with waves lapping at its base.