Naples Vacations from $409

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The Latest Naples vacation packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,198, price is now $409 per person
$409
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
The guy at the front desk was very nice. The view from the room was great.

Reviewed on Dec 30, 2025

Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was $2,128, price is now $844 per person
$844
per person
Mar 25 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (72 reviews)
Amazing customer service! Always there when you need them, no matter the time, or iinquiry! I had an amazing stay, and I’d highly recommend you stay!

Reviewed on Dec 28, 2025

Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,256, price is now $570 per person
$570
per person
Mar 13 - Mar 18
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Our two bedroom apartment was very comfortable and quiet. We enjoyed our stay very much.

Reviewed on Dec 30, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $14,769, price is now $6,726 per person
$6,726
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $1,623, price is now $740 per person
$740
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Excellent amenities and great location

Reviewed on Dec 31, 2025

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Discover the most popular places to visit in Naples

Mirror Lake Golf Course

Enjoy a round of golf in Naples at Mirror Lake Golf Course. Visit the casinos in this family-friendly area, or simply enjoy its restaurants.

Mirror Lake Golf Course

Naples Hotel Deals

Cedar Street Hotel and Suites

Cedar Street Hotel and Suites

2.5 out of 5
415 Cedar St Sandpoint ID
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $126 total per night from Jan 4 to Jan 5
$126 total
Jan 4 - Jan 5
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Room was very clean.

Reviewed on Dec 23, 2025

Cedar Street Hotel and Suites
Hotel Ruby Ponderay/Sandpoint

Hotel Ruby Ponderay/Sandpoint

2.5 out of 5
477255 Highway 95 N Ponderay ID
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jan 5 to Jan 6
$108 total
Jan 5 - Jan 6
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Staff were excellent

Reviewed on Dec 26, 2025

Hotel Ruby Ponderay/Sandpoint
Springhill Suites By Marriott Sandpoint

Springhill Suites By Marriott Sandpoint

4 out of 5
477490 US Route 95 Ponderay ID
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Jan 4 to Jan 5
$137 total
Jan 4 - Jan 5
Total with taxes and fees
9/10 Wonderful! (419 reviews)
This is a new hotel with great sized rooms, very nice staff and I love that it includes a free breakfast. We will definitely come back but there are a few things that surprised me so just be aware. 1) Parking is $10/day even though this is a rural hotel and there is plenty of extra parking 2) Housekeeping ...

Reviewed on Dec 22, 2025

Springhill Suites By Marriott Sandpoint
See all 769 properties in 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.

Find the Best Naples Vacation Packages

Naples Essential Information

Language
English
Currency
U.S dollars
Top Sights
Pearl Theater, Casino at Best Western Kootenai River Inn and Mirror Lake Golf Course

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Frequently asked questions

How much does a Naples vacation package cost?
You can snap up a vacation package to this popular destination from $409 on Expedia. However, how much your vacation to Naples costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Naples?
You can generally find reduced prices and greater availability in November, December and January. Take a look at our cheap Naples vacation packages and you could score some excellent off-season deals.
How many days is enough for Naples?
Usually, a handful of days is enough to explore the main attractions during your Naples vacation. However, if you want to have some time to kick back or take day tours, consider extending your trip.
How to find the best Naples package deals?
Bagging a cheap Naples package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Naples package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Naples vacation as a package?
You can enjoy significant savings on your Naples getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Naples?
If you have your Naples travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Naples vacation packages?
Set off on your perfect trip to Naples with help from our Book Now, Pay Later vacations. No need to save up or wait for payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.