San Carlos Island Beach Vacations

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Top Beach vacation packages in San Carlos Island

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
LaPlaya Beach & Golf Resort - A Noble House Resort
Innovation Hotel
The Perry Hotel Naples
Inn on Fifth
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5* Beach vacations in San Carlos Island

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Naples, Tiburón
Sundial Beach Resort & Spa
The Ritz-Carlton, Naples
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3 Night Beach vacations in San Carlos Island

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
LaPlaya Beach & Golf Resort - A Noble House Resort
Inn on Fifth
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See all available trips from Columbus to San Carlos Island
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4 Night Beach vacations in San Carlos Island

Price found within the past 48 hours. Click for updated prices.
Edison Beach House
LaPlaya Beach & Golf Resort - A Noble House Resort
The Perry Hotel Naples
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Find your perfect San Carlos Island beach vacation

How do I book the best San Carlos Island beach vacation packages?

Life’s a beach when you dive into our brilliant San Carlos Island 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 San Carlos Island?

A rental steps from the shore creates an amazingly affordable San Carlos Island beach vacation. Seaside sojourns during low season start from $470. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in San Carlos Island?

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 San Carlos Island 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 San Carlos Island 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 San Carlos Island beach vacation deals?

Sort your search results by deals to delight in amazing San Carlos Island 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 San Carlos Island beach trip with free cancellation and/or flexible dates?

Just like the San Carlos Island 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 San Carlos Island 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 San Carlos Island. (OK, maybe not that last part.)

Top Beach San Carlos Island Hotels

New Pool Home, Walk to the Beach, Walk to Margaritaville! CLEAN CLEAN CLEAN!!!

New Pool Home, Walk to the Beach, Walk to Margaritaville! CLEAN CLEAN CLEAN!!!

Fort Myers Beach
  • 7 min walk from Key West Express
Relax and unwind at this vacation home and lounge by the shoreline in Fort Myers Beach, as you'll be close to Lynn Hall Memorial Park. Amenities at New Pool ...
9.8/10 Exceptional! (37 reviews)

Travelers like: close to beach, outdoor pool

Awesome!
"We loved our stay! It was a beautiful house and great location, perfect for multiple families vacationing together (like we did). Our only comment was the floors left our feet black all week, even after walking on them for just 5 or 10 minutes, requiring us to wear flip flops in the house all week, ..."

Reviewed on Apr 17, 2025

New Pool Home, Walk to the Beach, Walk to Margaritaville! CLEAN CLEAN CLEAN!!!
855 Canal View Gem: Heated Pool, Spa & Trolley Access

855 Canal View Gem: Heated Pool, Spa & Trolley Access

Fort Myers Beach
  • 7 min walk from Key West Express
Make the most of this fantastic location, as you'll be close to the beach with a vacation at this vacation home. Available amenities at 855 Canal View Gem: Heated ...
9.2/10 Wonderful! (9 reviews)

Travelers like: close to beach, private pool

Beautiful House
"We had a wonderful stay at this property! The house is very large and was great for our family. The suite at thumbtacks the pool was nicely done. The pool was nice and clean and communication was fantastic. We were told in advance that there was construction in the area and honestly didn’t bother ..."

Reviewed on Aug 7, 2025

855 Canal View Gem: Heated Pool, Spa & Trolley Access
950 Waterfront Sea Breeze Bay: Pool, Spa & Dock Access

950 Waterfront Sea Breeze Bay: Pool, Spa & Dock Access

Fort Myers Beach
  • 9 min walk from Key West Express
Make the most of this fantastic location, as you'll be close to Crescent Beach Family Park with a holiday at this vacation home. Available amenities at 950 Waterfront ...
9.6/10 Exceptional! (8 reviews)

Travelers like: close to beach, private pool, waterpark

Stay on the Bay
"We went for a week of relaxation, getting together with friends from NC, SC and GA. We had lots of room to spread out and for everyone to sleep privately. The view was amazing and we enjoyed watching the tides change.It is a great location, very clean property and we received great communication ..."

Reviewed on Jun 27, 2025

950 Waterfront Sea Breeze Bay: Pool, Spa & Dock Access
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.