East Naples Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in East Naples

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $1,737, price is now CA $1,055 per person
CA $1,055
per person
Mar 15 - Mar 22
found 2 days ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Nice quiet and clean.

Reviewed on Feb 9, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $3,088, price is now CA $1,864 per person
CA $1,864
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Great view and staff

Reviewed on Feb 6, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,870, price is now CA $1,736 per person
CA $1,736
per person
Mar 28 - Apr 4
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Very clean room with great view of estuary. Friendly staff. The only downside was that we were charged a $25 per day resort fee we were not expecting

Reviewed on Feb 7, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $3,046, price is now CA $1,865 per person
CA $1,865
per person
Apr 17 - Apr 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The hotel was amazing and super clean.

Reviewed on Feb 8, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,763, price is now CA $1,118 per person
CA $1,118
per person
Apr 14 - Apr 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful.

Reviewed on Jan 30, 2026

Where to stay in East Naples

Find the best East Naples areas and neighborhoods for the activities you enjoy most. Learn more about East Naples
old city dock in tropical Naples Florida; Shutterstock ID 155142134

Old Naples

3 out of top 10 points of interest in this area
5/5(25 area reviews)

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

Find hotels in Old Naples

East Naples Hotel Deals

La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Mar 8 to Mar 9
CA $230
CA $255 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (1,819 reviews)
Friendly staff.

Reviewed on Feb 2, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
Red Roof Inn PLUS+ & Suites Naples Downtown-5th Ave S

Red Roof Inn PLUS+ & Suites Naples Downtown-5th Ave S

2.5 out of 5
1925 Davis Blvd Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Feb 17 to Feb 18
CA $169
CA $188 total
Feb 17 - Feb 18
includes taxes & fees
7.4/10 Good! (1,081 reviews)
Definitely a hidden gem in Naples. The bedroom layout is perfect for family. Having a full stove and oven for the week was perfect!

Reviewed on Feb 5, 2026

Red Roof Inn PLUS+ & Suites Naples Downtown-5th Ave S
Hampton Inn & Suites Naples South

Hampton Inn & Suites Naples South

2.5 out of 5
5146 Tamiami Trail East Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $326 per night from Mar 8 to Mar 9
CA $326
CA $362 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (379 reviews)
Very clean, staff very nice, breakfast was great.

Reviewed on Feb 5, 2026

Hampton Inn & Suites Naples South
See all 504 properties in East Naples
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an East Naples vacation package cost?
Our East Naples vacation packages, which start at just CA $1,055, are an awesome way to save. All you have to do is choose your preferred flights, hotels and rental cars to create your ideal escape.
How do I get a cheap travel package to East Naples?
By bundling. Flights, rental cars and hotels — combine whatever you need into an East Naples vacation package and save. Score even more deals when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your way. We offer over 550 partner airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and fulfill those vacation dreams.
How far in advance should I book my East Naples vacation?
While prices do change, we generally suggest booking your spot as soon as possible. Most international airfares are available on Expedia up to 12 months in advance. If you're booking last minute, you may still get lucky. Discount prices to East Naples sometimes occur only weeks before departure.
What does an Expedia East Naples travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to create your ideal East Naples travel package. Once you've made your booking, you can add on the fun stuff like tours and experiences. Remember — the more you bundle, the bigger the savings!
What should I know before booking an East Naples travel package?
You'll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with terrific discounts. Hotels aren't your only choice, though. Book with us and choose from beachfront villas, rural cottages and even ranches and treehouses!
Can I choose my airline with an East Naples Expedia vacation package?
Yes, and with more than 550 airlines to select from across the globe, it's all about choice. Take a look at the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my East Naples vacation package?
Don't worry if you're rethinking your East Naples vacation package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally understand life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.

Discover the most popular places to visit in East Naples

Naples Botanical Garden showing a pond and a garden

Naples Botanical Garden

Spend a peaceful afternoon enjoying the exotic species and visual spectacle of this large and dynamic parkland.

Naples Botanical Garden

Gulf Shores Marina

Explore the waterfront of Gulf Shores Marina and enjoy activities such as golfing in Naples. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Gulf Shores Marina

Things to do

Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $150
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

CA $174
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour
SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.