Find Romantic Hotels in Anna Maria Island, FL

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Anna Maria Island Romantic Hotels

This weekend
Next weekend

Compare Anna Maria Island Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub

9.8 out of 10, Exceptional, (71)
"Location right across the street from beach was great!"
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

10.0 out of 10, Exceptional, (142)
"Would recommend and stay again."
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!

9.6 out of 10, Exceptional, (45)
"Great Place, clean and so close to everything. Beach and Stores were walking distance. Check in was easy and all went well. We would definitely stay again. "
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!

Anna Maria Island Luxury Beachfronts

4.0 star property
Anna Maria Island Luxury Beachfronts

2-Night Stay Available June 3-5 w/ Private Pool & Dock!

9.6 out of 10, Exceptional, (32)
"The cottage was beautifully decorated and very clean. It had all amenities and requirements. Beautiful pool area and close to the trolley stop to access Pine Avenue and Gulf Drive. Would definitely go back."
2-Night Stay Available June 3-5 w/ Private Pool & Dock!

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

10.0 out of 10, Exceptional, (238)
"Location location location!"
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Happy Island Cottage with Heated Private Pool

10.0 out of 10, Exceptional, (88)
"Beautiful home! Everything is very clean and well maintained. Amazing vacation for our first time at AMI"
Happy Island Cottage with Heated Private Pool

Happy Turtle - 60 Steps From The Beach!

9.8 out of 10, Exceptional, (47)
"Great place to spend a few days. Property was clean and spacious."
Happy Turtle - 60 Steps From The Beach!
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.
Don't see what you're looking for?
See all available properties in Anna Maria Island