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Top Luxury vacation packages in Southwest Florida

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

Naples Bay Resort & Marina

Oyster Bay

NT$70,628

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.4/10 Exceptional! (1,018 reviews)

Wonderful place ! We

Reviewed on 2026/5/10

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

NT$80,953

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9/10 Wonderful! (1,005 reviews)

Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South

Reviewed on 2026/5/9

Inn on Fifth

Old Naples

NT$73,484

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.4/10 Exceptional! (1,002 reviews)

We loved the Club Level experience.

Reviewed on 2026/5/11

The Ritz-Carlton, Naples

Pelican Bay

NT$100,894

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.2/10 Wonderful! (481 reviews)

Great room, excellent staff

Reviewed on 2026/4/12

The Ritz-Carlton Naples, Tiburón

NT$74,286

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.4/10 Exceptional! (635 reviews)

It needs a refresh!

Reviewed on 2026/4/18

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See all available trips from Columbus to Southwest Florida

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5* Luxury vacations in Southwest Florida

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

The Ritz-Carlton Naples, Tiburón

NT$74,286

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.4/10 Exceptional! (635 reviews)

It needs a refresh!

Reviewed on 2026/4/18

The Ritz-Carlton, Naples

Pelican Bay

NT$100,894

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Taipei (TPE) to Fort Myers (RSW)

9.2/10 Wonderful! (481 reviews)

Great room, excellent staff

Reviewed on 2026/4/12

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

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Top Luxury Southwest Florida Hotels

Wyvern Hotel, an Ascend Collection Hotel

101 E Retta Esplanade Punta Gorda FL

1 hour drive from Siesta Key Beach

Stay in the lap of luxury at Wyvern Hotel, an Ascend Collection Hotel, where you can enjoy amenities like plush bedding, designer toiletries, and more. Deluxe ...

9/10 Wonderful! (1,013 reviews)

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Reviewed on 2026/5/10

Naples Grande Beach Resort

475 Seagate Drive Naples FL

3 hours drive from Siesta Key Beach

Naples Grande Beach Resort is one of the Naples lavish 4.5-star beach properties where you can treat yourself to deep soaking bathtubs and massage services. ...

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL

12 min drive from Siesta Key Beach

The Ritz-Carlton, Sarasota is a Sarasota luxury 5-star beach property where you can treat yourself to pillowtop beds, designer toiletries, and more. The 2 outdoor ...

9.2/10 Wonderful! (1,006 reviews)

They closed the spa at 6 pm so couldn’t go. Extremely nice staff

Reviewed on 2026/5/10

See all 46,717 properties in Southwest Florida

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.