The image shows a poolside area with lounge chairs, umbrellas, palm trees, and a pool, all set under a clear blue sky.
Dates
Thu, 30 Oct - Fri, 31 Oct
Guests
2 Adults

Tropical Tranquility, Thoughtfully Designed

Haley’s at Anna Maria Island Inn

Haley’s at Anna Maria Island Inn blends vintage Florida charm with modern comforts just steps from the white sands of Holmes Beach. A beloved island retreat since the 1950s, it offers cozy, stylish rooms, private patios, and a serene tropical pool. Ideal for romantic getaways or relaxing escapes, it’s your perfect base for experiencing Anna Maria Island’s laid-back magic.

A backyard with a swimming pool, surrounded by palm trees and a patio area with a table and umbrella next to a building.
Two blue wicker chairs and a round table are on a sunlit patio with greenery and a view outside.
A backyard with a swimming pool, surrounded by palm trees and a patio area with a table and umbrella next to a building.
Two blue wicker chairs and a round table are on a sunlit patio with greenery and a view outside.
A sunlit patio with a swimming pool, lounge chairs, umbrellas, and tropical palm trees is shown in the image.

Advance Purchase Offer – Save Up to 15%

Plan ahead and enjoy exclusive savings of up to 15% off our best available rates when you book 21 days in advance with a two-night minimum stay. Non-refundable, pre-payment required. Use promo code BOOKEARLY.

RESERVE NOW

Terms & Conditions: A minimum 2-night stay and 21-day advance booking are required; full non-refundable prepayment is due at booking. No changes, refunds, or credits will be issued for cancellations, no-shows, or early departures. This offer is subject to availability, blackout dates, restrictions, and is not valid with any other offer, contract, or group booking.

Holmes Beach

Accommodations

Haley’s at Anna Maria Island Inn has stood as an icon for visitors to Anna Maria Island since the 1950s, with a charming tropical location in Holmes Beach and classic Florida-style accommodations for your beach vacation. Our rooms are comfortable and offer modern amenities, plus a beautiful hotel pool for soaking up some Florida sunshine and good vibes.

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  • A bedroom with a neatly made bed, blue pillows, and a side table holding a coffee maker and cups is shown here.
    A bedroom with a bed, white linens, wooden dresser, abstract art, and a beach scene on the wall.
    A modern bathroom with a round sink, black faucet, mirror, towel holder, and glass shower enclosure with dark fixtures and toiletries.
    • Sleeps 2

    1 Queen Bed | 2 Guests

    Queen Room

    The newly renovated Queen Room is just steps from the pool and a short walk to Anna Maria’s beaches and town. It features a Queen bed, mini-fridge, coffee maker, flat-screen TV, free Wi-Fi, and daily housekeeping.

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  • A bedroom with a bed, wooden dresser, wall-mounted beach scene TV, closet with curtain, and a door leading to a bathroom.
    The image shows a modern bathroom with a sink, mirror, and shower. A partial view of a bed is visible through a window-like opening in the wall.
    A sunlit patio features a small round table and two woven chairs with blue cushions, surrounded by lush greenery and palm trees outside.
    • Sleeps 2

    1 King Bed | 2 Guests

    King Room

    The newly renovated King Room offers a cozy retreat just steps from the pool and a short stroll to Anna Maria’s beaches and town. Enjoy a plush King bed, mini-fridge, coffee maker, flat-screen TV, free Wi-Fi, and daily housekeeping.

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  • The image shows a modern living space with a blue couch, a wooden table, and a wall-mounted TV displaying a beach scene.
    The image shows a modern bedroom with a bed, blue pillows, and a coffee machine on a wooden nightstand by the window.
    The image shows a cozy corner with a blue chair, a wooden dresser with a coffee maker, and various framed artworks on the walls.
    A modern bathroom with a round sink, mirror, towel rack, shower with glass door, and mounted toiletries. Minimalist and clean design.
    • Suites,
    • Sleeps 4

    1 King Bed & Queen Sofa | 4 Guests

    1 Bedroom King Suite

    The newly renovated 1 Bedroom King Suite features a private bedroom with a King bed and a living room with a Queen sleeper sofa. Enjoy a coffee setup, a mini-fridge, complimentary Wi-Fi, flat-screen TV, and daily housekeeping.

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  • The image shows a modern bedroom with a bed, white linens, artwork on the walls, and a view into an en-suite bathroom with a sink and towels.
    The image shows a cozy living room with a blue sofa, wooden dresser, beige table, and artwork on the walls.
    The image shows a modern bedroom with a bed, blue pillows, and a bedside table holding a coffee machine and cups.
    The image shows a modern bathroom with a sink, mirror, and nearby shower. There’s a glimpse into a bedroom area with a bed.
    • Sleeps 4

    1 Queen Bed & Queen Sofa | 4 Guests

    1 Bedroom Queen Suite

    The newly renovated 1 Bedroom Queen Suite is perfect for families or couples seeking extra space. It includes a private bedroom with a Queen bed and a living area with a Queen sleeper sofa, flat-screen TV, free Wi-Fi, a coffee setup, a mini-fridge, and daily housekeeping.

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A backyard with a swimming pool, surrounded by palm trees and a white building. There's a patio area with a table and umbrella.
The image shows a small bright room with a blue sofa, wooden table, and wall art of a beach; a bedroom is visible through an open doorway.
A sunny backyard pool area with lounge chairs, umbrellas, palm trees, and a bright blue sky.
A sunlit pathway beside a building with palm trees and a clear sky.
The image shows a cozy patio with two patterned chairs and a round table, overlooking lush greenery and palm trees under a bright blue sky.
A poolside area features lounge chairs and large umbrellas under a clear blue sky, surrounded by palm trees and buildings.