South Florida Romantic Vacations 2026

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Top Romantic vacation packages in South Florida

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

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

￥129,232

per person

Nov 14 - Nov 19

found 10 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

9.2/10 Wonderful! (1,422 reviews)

Hawks Cay Resort

Save 100% on your flight

￥139,770

per person

Nov 14 - Nov 19

found 10 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8.2/10 Very Good! (1,006 reviews)

The village we were assigned has roaches and the main bedroom has the pain from the felling peeling which could be a hazard. Also, the water park that was supposed to be completed on September has a delay and that was the main reason a reserve this hotel.

Reviewed on Sep 21, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

￥287,588

per person

Nov 7 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Key West (EYW)

8.6/10 Excellent! (3,560 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

￥312,050

per person

Nov 7 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Parrot Key Hotel & Villas

Northside Resort

￥154,153

per person

Nov 14 - Nov 19

found 10 hours ago

Roundtrip flight included

Indianapolis (IND) to Key West (EYW)

9/10 Wonderful! (1,460 reviews)

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5* Romantic vacations in South Florida

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

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

￥129,232

per person

Nov 14 - Nov 19

found 10 hours ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

9.2/10 Wonderful! (1,422 reviews)

Don't see what you're looking for?

See all available trips from Indianapolis to South Florida

View all trips

Top Romantic South Florida Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

5 hours drive from Port of Miami

A spa, in-room massages, and ocean-view dining await couples visiting this romantic hotel. The property also offers happy hours, premium mattresses, and a waterfront ...

Fontainebleau Miami Beach

4441 Collins Avenue Miami Beach FL

10 min drive from Port of Miami

A spa, a hot tub, and onsite dining await couples looking for a romantic getaway at this upscale hotel. The property also offers luxury bedding, 4 outdoor pools, ...

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

5 hours drive from Port of Miami

In-room massages, al fresco dining, and a garden await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...

See all 91,700 properties in South 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.