Find Romantic Hotels in Anna Maria Island, FL

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Top Anna Maria Island Romantic Hotels

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

9.8 out of 10, Exceptional, (69)
"Location right across the street from beach was great!"
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub

A Pearl of a Beach Home- PRIVATE pool & hot tub - easy walk to beach.

10.0 out of 10, Exceptional, (141)
"Despite being stuck indoors for a couple days due to Tropical storm Debbie, this house did not disappoint. It is exactly as described. I don’t know if you could ask for anything more. Mike and Lesley were wonderful hosts and very responsive and accommodating. Highly recommend this home. If we ever come back to the area again, we would want to stay here every time. "
A Pearl of a Beach Home- PRIVATE pool & hot tub - easy walk to beach.

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

9.8 out of 10, Exceptional, (42)
"This place checks all the boxes. Big, clean, parking and close to stores and restaurants. The check in process was easy and painless. The description was accurate. The beach is a super short walk away and the free trolley almost right outside the door. The owners communicated very well with lots of helpful information."
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

New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat Dock!

9.4 out of 10, Exceptional, (30)
"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."
New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat Dock!

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

10.0 out of 10, Exceptional, (233)
"The property was really great and the host superb. We were staying there the week of Hurricane Helene, and unfortunately were required to evacuate after just a few days into our stay. The host was so amazingly gracious and helpful! She gave us regular updates as to the status of the hurricane, and when the emergency order came to evacuate, she notified us to make sure we were aware. She graciously gave us a 100% refund due to the extenuating circumstances. I'm sad to think that the place we...
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Happy Island Cottage with Private Pool

10.0 out of 10, Exceptional, (85)
"Beautiful home! Everything is very clean and well maintained. Amazing vacation for our first time at AMI"
Happy Island Cottage with Private Pool

Happy Turtle - 60 Steps From The Beach!

9.8 out of 10, Exceptional, (43)
"Steps from the beach! Loved having access to beach chairs and a beach cart, it came in handy. Beds were comfy! Would recommend!"
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.
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