South Florida Luxury Vacations
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Top Luxury vacation packages in South Florida
Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
Mid Beach
Price was ￥176,404, price is now ￥145,475 per person
￥145,475
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
8.2/10 Very Good! (7,303 reviews)
Staff is excellent all around. Especially Angelica at the Blue bar.
Reviewed on Feb 9, 2026
Faena Hotel Miami Beach
Mid Beach
Price was ￥316,382, price is now ￥275,738 per person
￥275,738
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
9.2/10 Wonderful! (772 reviews)
The complete Faena Experience was fabulous including Front desk, conceirge, beautiful room and All the amenities.
10 Stars for Excellence
Reviewed on Feb 9, 2026
The Betsy - South Beach
South Beach
Price was ￥501,582, price is now ￥464,496 per person
￥464,496
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
The room was clean but dated. Had plumbing issues and noiay
Reviewed on Feb 8, 2026
Don't see what you're looking for?
See all available trips from Chicago to South Florida
View all trips5* Luxury vacations in South Florida
Price found within the past 48 hours. Click for updated prices.
W Miami
Downtown Miami
Price was ￥178,032, price is now ￥176,170 per person
￥176,170
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
8.2/10 Very Good! (1,003 reviews)
Staff was VERY friendly and welcoming, hotel and room was clean and comfortable. I have nothing bad to say about our stay at the W.
Reviewed on Dec 29, 2025
Faena Hotel Miami Beach
Mid Beach
Price was ￥316,382, price is now ￥275,738 per person
￥275,738
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
9.2/10 Wonderful! (772 reviews)
The complete Faena Experience was fabulous including Front desk, conceirge, beautiful room and All the amenities.
10 Stars for Excellence
Reviewed on Feb 9, 2026
The St. Regis Bal Harbour Resort
Price was ￥758,873, price is now ￥748,574 per person
￥748,574
per person
Mar 15 - Mar 18
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (395 reviews)
Clean rooms first class service great food, aesthetically beautiful.
Reviewed on Nov 2, 2025
Don't see what you're looking for?
See all available trips from Chicago to South Florida
View all trips3 Night Luxury vacations in South Florida
Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
Mid Beach
Price was ￥613,369, price is now ￥518,574 per person
￥518,574
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (7,303 reviews)
Staff is excellent all around. Especially Angelica at the Blue bar.
Reviewed on Feb 9, 2026
Faena Hotel Miami Beach
Mid Beach
Price was ￥604,050, price is now ￥558,934 per person
￥558,934
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (772 reviews)
The complete Faena Experience was fabulous including Front desk, conceirge, beautiful room and All the amenities.
10 Stars for Excellence
Reviewed on Feb 9, 2026
4 Night Luxury vacations in South Florida
Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
Mid Beach
Price was ￥592,362, price is now ￥470,640 per person
￥470,640
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (7,303 reviews)
Staff is excellent all around. Especially Angelica at the Blue bar.
Reviewed on Feb 9, 2026
Faena Hotel Miami Beach
Mid Beach
Price was ￥710,924, price is now ￥633,798 per person
￥633,798
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (772 reviews)
The complete Faena Experience was fabulous including Front desk, conceirge, beautiful room and All the amenities.
10 Stars for Excellence
Reviewed on Feb 9, 2026
Top Luxury South Florida Hotels
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Treat yourself to a luxury stay at Fontainebleau Miami Beach, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe amenities ...
8.2/10 Very Good! (7,805 reviews)
Great place to stay. Would visit again.
Reviewed on Feb 9, 2026
Kimpton EPIC Hotel by IHG
270 Biscayne Blvd Way Miami FL
Pamper yourself with an extravagant stay at Kimpton EPIC Hotel by IHG, where you'll find deep soaking bathtubs and pillowtop beds. The 2 outdoor pools, 3 bars, ...
8.8/10 Excellent! (2,356 reviews)
Great hotel overall!
Reviewed on Feb 2, 2026
1 Hotel South Beach
2341 Collins Avenue Miami Beach FL
1 Hotel South Beach is a lush 5-star beach property where you can treat yourself to deep soaking bathtubs and premium bedding. Notable amenities include a spa, ...
9.2/10 Wonderful! (1,439 reviews)
Amazing
Reviewed on Feb 1, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
