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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$64,528

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9.4/10 Exceptional! (1,007 reviews)

With the airport near by and the marina, a lot of noise pollution

Reviewed on 2025/11/29

Inn on Fifth

Old Naples

NT$75,285

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9.4/10 Exceptional! (1,000 reviews)

Incredible location with staff that go above and beyond

Reviewed on 2025/12/7

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

NT$70,236

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

Room was clean , but got eaten alive by mosquitoes by the pool.Also got charged for the room minibar when I didn't have anything. Currently disputing , will see how that goes . Overall nice, clean old bones hotel, with several updates.

Reviewed on 2025/12/9

Naples Grande Beach Resort

Park Shore

NT$74,632

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9/10 Wonderful! (1,914 reviews)

Nice and friendly resort property. We were there in November. Great nightly pricing, on-site pricing, and complimentary breakfast.

Reviewed on 2025/12/8

The Ritz-Carlton, Naples

Pelican Bay

NT$91,581

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

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

Reviewed on 2025/8/16

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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$88,220

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9.4/10 Exceptional! (609 reviews)

The staff overall was very nice! The only small issue we had was that a lot of times we couldn't reqch valet, were transferred to the front desk, asked for our car, and then they never communicated with valet to get our car. The rooms were okay, nothing spectacular, and the beds weren't comfortable at all. We specifically won't stay here again because of the bed discomfort.

Reviewed on 2025/12/7

The Ritz-Carlton, Naples

Pelican Bay

NT$91,581

per person

Feb 19 - Feb 21

found 4 hours ago

Roundtrip flight included

Kaohsiung (KHH) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

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

Reviewed on 2025/8/16

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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 ...

8.8/10 Excellent! (1,008 reviews)

All staff members are welcoming and friendly! The hotel is centrally located with a fantastic rooftop bar.

Reviewed on 2025/12/9

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. ...

9/10 Wonderful! (1,964 reviews)

Great location

Reviewed on 2025/12/7

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 ...

9/10 Wonderful! (999 reviews)

We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style!

Reviewed on 2025/11/6

See all 46,251 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.