Southwest Florida Romantic Holidays 2026

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic Southwest Florida Hotels

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL

2 hours drive from Siesta Key Beach

Stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools and a full-service spa. Our guests praise the breakfast and the pool in ...

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

2 hours drive from Siesta Key Beach

Stay at this luxury aparthotel in Sanibel. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the property condition in their reviews. Popular ...

8.6/10 Excellent! (2,701 reviews)

"Love the resort and great access to beach"

Reviewed on 22 Sept 2026

Turtle Beach Resort

9049 Midnight Pass Road Siesta Key FL

9 min drive from Siesta Key Beach

Stay at this hotel in Siesta Key. Enjoy free Wi-Fi, a marina and a free beach shuttle. Our guests praise the helpful staff in their reviews. Popular attractions ...

8.8/10 Excellent! (364 reviews)

"Great location. Friendly staff and nice amentities."

Reviewed on 9 Sept 2026

See all 47,608 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.