Top Beach vacation packages in Naples

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

Naples Bay Resort & Marina

Oyster Bay

$743

per person

Dec 1 - Dec 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.4/10 Exceptional! (1,006 reviews)

A very nice, clean suite. A beautiful marina and exceptional grounds Would definitely come back

Reviewed on Oct 25, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,192

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Lexington (LEX) to Fort Myers (RSW)

8.8/10 Excellent! (1,003 reviews)

Amazing!! Highly recommended

Reviewed on Oct 22, 2025

Inn on Fifth

Old Naples

Save 100% on your flight

$1,239

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Fort Myers (RSW)

9.4/10 Exceptional! (1,005 reviews)

Friendly staff Cleanliness Walkable area

Reviewed on Oct 26, 2025

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$2,990

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Fort Myers (RSW)

6/10 (2 reviews)

Hilton Naples

Central Naples

$1,010

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

9.2/10 Wonderful! (1,274 reviews)

Pool was warm and well serviced, loved our time hanging out by the pool

Reviewed on Oct 25, 2025

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5* Beach vacations in Naples

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

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$2,990

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Fort Myers (RSW)

6/10 (2 reviews)

The Ritz-Carlton, Naples

Pelican Bay

$3,582

per person

Nov 25 - Nov 29

found 13 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Fort Myers (RSW)

9.2/10 Wonderful! (447 reviews)

It’s a depersonalized place this Ritz, as most are, with mediocre food and service that repeatedly miss the mark.

Reviewed on Aug 16, 2025

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3 Night Beach vacations in Naples

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

Bellasera Resort

Old Naples

Save 100% on your flight

$1,081

per person

Jan 13 - Jan 16

found 15 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

9.6/10 Exceptional! (2,223 reviews)

A must stay. Fabulous

Reviewed on Oct 16, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,596

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Fort Myers (RSW)

8.8/10 Excellent! (1,003 reviews)

Amazing!! Highly recommended

Reviewed on Oct 22, 2025

Inn on Fifth

Old Naples

Save 100% on your flight

$1,239

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Fort Myers (RSW)

9.4/10 Exceptional! (1,005 reviews)

Friendly staff Cleanliness Walkable area

Reviewed on Oct 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Naples

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4 Night Beach vacations in Naples

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

Inn on Fifth

Old Naples

Save 100% on your flight

$1,021

per person

Nov 28 - Dec 2

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Fort Myers (RSW)

9.4/10 Exceptional! (1,005 reviews)

Friendly staff Cleanliness Walkable area

Reviewed on Oct 26, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,882

per person

Dec 26 - Dec 30

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

8.8/10 Excellent! (1,003 reviews)

Amazing!! Highly recommended

Reviewed on Oct 22, 2025

Bellasera Resort

Old Naples

Save 100% on your flight

$1,350

per person

Jan 4 - Jan 8

found 1 day ago

Roundtrip flight included

Washington (WAS) to Fort Myers (RSW)

9.6/10 Exceptional! (2,223 reviews)

A must stay. Fabulous

Reviewed on Oct 16, 2025

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How do I book the best Naples beach vacation packages?

Life’s a beach when you dive into our brilliant Naples beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Naples?

A rental steps from the shore creates an amazingly affordable Naples beach vacation. Seaside sojourns during low season start from $743. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Naples?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Naples beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Naples vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Naples beach vacation deals?

Sort your search results by deals to delight in amazing Naples beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Naples beach trip with free cancellation and/or flexible dates?

Just like the Naples tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Naples beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Naples. (OK, maybe not that last part.)

Top Beach Naples Hotels

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

13 min drive from Naples Beach

Lounge by the shoreline in Naples, as you'll be a short walk from Vanderbilt Beach when booking a getaway at this luxury, spa resort. 3 outdoor pools, 15 outdoor ...

9/10 Wonderful! (1,868 reviews)

Travelers like: close to beach, cabanas, beach bars, beach umbrellas

Travelers say...

Absolutely amazing

Reviewed on Oct 20, 2025

Hilton Naples

5111 Tamiami Trl N, Naples, FL

13 min drive from Naples Beach

At this hotel, get ready to lounge by the shoreline in Naples, as you'll be close to the beach. Amenities at Hilton Naples include a free beach shuttle, an outdoor ...

9/10 Wonderful! (1,281 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Everything was just wondering. My husband and will definitely go back. Thank you all for a great stay

Reviewed on Oct 20, 2025

The Perry Hotel Naples

12155 Tamiami Trail N, Naples, FL

25 min drive from Naples Beach

Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...

9.6/10 Exceptional! (451 reviews)

The room was clean and in good condition

Reviewed on Oct 20, 2025

See all 7,166 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.