Romantic Hotels & Resorts in Anna Maria Island

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Anna Maria Island Romantic Hotels

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

Best Anna Maria Island Romantic Hotels

A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub
Sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (70)
"This was one of our favorite vacations yet! Ralf was absolutely phenomenal to work with and his home was everything & more. Waking up to see the sunrise in the bay to the sunset on the deck overlooking the sandy beaches was amazing. The location is a MUST, steps away to the beach, pool, and many great restaurants & stops. 10/10!! We are already talking about going back next year! "
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub
Weekly Discounts! Exceptional Rating! - A Pearl of a Beach Home- pool & hot tub
Outdoor pool, a heated pool

Weekly Discounts! Exceptional Rating! - A Pearl of a Beach Home- pool & hot tub

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. "
Weekly Discounts! Exceptional Rating! - A Pearl of a Beach Home- pool & hot tub
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Beach nearby, sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (44)
"Very good accommodations "
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Anna Maria Island Luxury Beachfronts
Outdoor pool

Anna Maria Island Luxury Beachfronts

4.0 star property
Anna Maria Island Luxury Beachfronts
New Construction and Discounted Jan & Feb Stays w/ Private Pool & Dock!
On the beach, sun-loungers, beach towels

New Construction and Discounted Jan & Feb Stays w/ Private Pool & Dock!

9.6 out of 10, Exceptional, (31)
"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 and Discounted Jan & Feb Stays w/ Private Pool & Dock!
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Outdoor dining

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

10.0 out of 10, Exceptional, (234)
"Wonderful place to stay on Holmes Beach!"
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Happy Island Cottage with Heated Private Pool
Outdoor pool, a heated pool

Happy Island Cottage with Heated Private Pool

10.0 out of 10, Exceptional, (85)
"Alex met us at the house at check in, gave us an excellent recommendation for a restaurant (we went there twice), and was very responsive when we needed help with anything. We enjoyed our stay a lot!"
Happy Island Cottage with Heated Private Pool
Happy Turtle - 60 Steps From The Beach!
Exterior

Happy Turtle - 60 Steps From The Beach!

9.8 out of 10, Exceptional, (45)
"Very accurately represented in app and had everything that we needed. Property manager was very prompt with reply & friendly. Plenty of space inside and outside. Properties around area still have ongoing work from hurricanes but this property was totally complete."
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