Southwest Florida Beach Vacations
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Top Beach vacation packages in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
Price was $817, price is now $638 per person
$638
per person
Jul 5 - Jul 8
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
We recently stayed at Hilton Marco Island Beach Resort and Spa for 5 days and overall had a wonderful family vacation. The beach and pool area are absolutely beautiful, and the sunset views were outstanding; definitely the highlight of our stay.
There were a few downsides, though. Our room had a musty smell, and one of the doors on the TV stand in front of the mini fridge was broken. The hotel also feels a bit outdated in some areas, especially considering the price point. In addition, the restaurant prices were extremely expensive for what was offered.
Even with those issues, my family and I truly enjoyed our time there and made great memories. The location and views make it worth visiting, and we would definitely go back.
Reviewed on May 2, 2026
Pink Shell Beach Resort and Marina
Price was $1,184, price is now $995 per person
$995
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,326 reviews)
Great place to stay and enjoy the beautiful, well-maintained beach, fun vibes and restaurants in town, super nice, helpful staff, very comfortable and spacious rooms! Drinks expensive but, to be expected. Beach service was awesome!
Reviewed on Apr 29, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Save 100% on your flight
Price was $1,942, price is now $1,647 per person
$1,647
per person
Jul 3 - Jul 6
found 14 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
Inn at Pelican Bay
Pelican Bay
Price was $796, price is now $697 per person
$697
per person
Jun 3 - Jun 7
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,003 reviews)
We really enjoyed our stay, had a perfect time. Easy parking, friendly staff, good free breakfast, nice pool, clean and comfortable room. Ideal location with free 4 minute shuttle to beach, or 20 minutes to downtown Naples. Would highly recommend and will come back!
Reviewed on May 1, 2026
Sundial Beach Resort & Spa
Mid Island
Price was $1,424, price is now $1,316 per person
$1,316
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
8.6/10 Excellent! (2,627 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.
Reviewed on Apr 30, 2026
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See all available trips from Columbus to Southwest Florida
View all trips5* Beach vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa
Mid Island
Price was $1,424, price is now $1,316 per person
$1,316
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
8.6/10 Excellent! (2,627 reviews)
This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.
Reviewed on Apr 30, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Save 100% on your flight
Price was $1,942, price is now $1,647 per person
$1,647
per person
Jul 3 - Jul 6
found 14 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
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See all available trips from Columbus to Southwest Florida
View all trips3 Night Beach vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
Price was $817, price is now $638 per person
$638
per person
Jul 5 - Jul 8
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
We recently stayed at Hilton Marco Island Beach Resort and Spa for 5 days and overall had a wonderful family vacation. The beach and pool area are absolutely beautiful, and the sunset views were outstanding; definitely the highlight of our stay.
There were a few downsides, though. Our room had a musty smell, and one of the doors on the TV stand in front of the mini fridge was broken. The hotel also feels a bit outdated in some areas, especially considering the price point. In addition, the restaurant prices were extremely expensive for what was offered.
Even with those issues, my family and I truly enjoyed our time there and made great memories. The location and views make it worth visiting, and we would definitely go back.
Reviewed on May 2, 2026
Pink Shell Beach Resort and Marina
Price was $1,184, price is now $995 per person
$995
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,326 reviews)
Great place to stay and enjoy the beautiful, well-maintained beach, fun vibes and restaurants in town, super nice, helpful staff, very comfortable and spacious rooms! Drinks expensive but, to be expected. Beach service was awesome!
Reviewed on Apr 29, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Save 100% on your flight
Price was $1,942, price is now $1,647 per person
$1,647
per person
Jul 3 - Jul 6
found 14 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
9.2/10 Wonderful! (7 reviews)
Very courteous staff and the hotel was spotless
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips4 Night Beach vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
Price was $955, price is now $698 per person
$698
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Fort Myers (RSW)
9/10 Wonderful! (1,762 reviews)
We recently stayed at Hilton Marco Island Beach Resort and Spa for 5 days and overall had a wonderful family vacation. The beach and pool area are absolutely beautiful, and the sunset views were outstanding; definitely the highlight of our stay.
There were a few downsides, though. Our room had a musty smell, and one of the doors on the TV stand in front of the mini fridge was broken. The hotel also feels a bit outdated in some areas, especially considering the price point. In addition, the restaurant prices were extremely expensive for what was offered.
Even with those issues, my family and I truly enjoyed our time there and made great memories. The location and views make it worth visiting, and we would definitely go back.
Reviewed on May 2, 2026
Tropical Beach Resorts
South Village
Price was $1,057, price is now $799 per person
$799
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
9.4/10 Exceptional! (5,437 reviews)
This was exactly what we expected. The apartment was spacious and well kept. It was quiet and felt safe. It’s a 5 min walk to the beach and close to a shared pool. There wasn’t an outside balcony/ patio but they provide everyone with a couple of chairs which proved great for an early morning light breakfast.
Reviewed on May 3, 2026
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See all available trips from Columbus to Southwest Florida
View all tripsFind your perfect Southwest Florida beach vacation
How do I book the best Southwest Florida beach vacation packages?
Life’s a beach when you dive into our brilliant Southwest Florida 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 Southwest Florida?
A rental steps from the shore creates an amazingly affordable Southwest Florida beach vacation. Seaside sojourns during low season start from $638. Prices and availability are subject to change. Additional terms may apply.
When should I book a Southwest Florida beach holiday?
For a bustling beach break, book in . For a less crowded coast, is the time to turn up.
How can I book the best family beach vacations in Southwest Florida?
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 Southwest Florida 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 Southwest Florida 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 Southwest Florida beach vacation deals?
Sort your search results by deals to delight in amazing Southwest Florida 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 Southwest Florida beach trip with free cancellation and/or flexible dates?
Just like the Southwest Florida 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 Southwest Florida 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 Southwest Florida. (OK, maybe not that last part.)
Top Beach Southwest Florida Hotels
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Enjoy your stay at this hotel and get ready to stroll along the shoreline in Bradenton, as you'll be near the beach. An outdoor pool, a restaurant, and a 24-hour ...
9.4/10 Exceptional! (2,132 reviews)
Travelers like: close to beach, outdoor pool
Travelers say...
Great location, very clean, good breakfast.
Reviewed on May 3, 2026
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Come and relax at this spa resort, just a few steps from Winterberry Beach, where you can splash in the water on your beach trip. Amenities at Hilton Marco Island ...
9/10 Wonderful! (1,768 reviews)
Travelers like: on the beach, sun loungers, beach umbrellas, beach towels
Travelers say...
We recently stayed at Hilton Marco Island Beach Resort and Spa for 5 days and overall had a wonderful family vacation. The beach and pool area are absolutely beautiful, and the sunset views were outstanding; definitely the highlight of our stay. There were a few downsides, though. Our room had a ...
Reviewed on May 2, 2026
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
At this hotel, get ready to watch the sunset on the beach in Sanibel, as you'll be not far from Sanibel Island Southern Beach. An outdoor pool, a poolside bar, ...
9.2/10 Wonderful! (1,850 reviews)
Travelers like: on the beach, sun loungers, beach towels, outdoor pool
Travelers say...
Wonderful. This was our second stay and we preferred the room closer to the beach, but still amazing! Brgr Bar's food was delicious.
Reviewed on May 2, 2026
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.
