On Bay Anna Maria Island Vacation Home Five Bedroom

Bedrooms: 5    Bathrooms: 4    Sleeps: 8    Save to Favorites

  • Property 1086302
  • Silver (3 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $1,981/Night
  • Low Season Rate: $1,867/Night
  • Peak Season Rate: $2,399/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 3 Stars
  • Distance to Beach: 5 Stars
  • View: 2 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST



Discover the ultimate 5-bedroom beachfront retreat on the secluded and desirable North end of Anna Maria, steps from the Rod and Reel Pier! Key Features: Spectacular beachfront retreat with a private pool 5 bedrooms and 4 full bathrooms 2 bedrooms located in the beachfront ground-level home 3 bedrooms in the newly renovated carriage house with water views Direct access to the bay beach Includes kayaks and stand-up paddleboards (SUPs) Proximity to shops and restaurants on Pine Avenue Provided beach chairs, umbrella, and cart This exclusive waterfront escape on Anna Maria Island features a 5-bedroom, 4-bath vacation rental with panoramic water views, a private heated pool, and a serene outdoor deck for an unforgettable stay. Configured as two private units - a 2-bedroom waterfront retreat with a 3-bedroom carriage house behind - this home offers togetherness and privacy for your extended family and friends' getaway. Step into the waterfront home to discover a fully equipped kitchen and an open floor plan. The spacious great room and dining area boast floor-to-ceiling windows, capturing the spectacular bay views. Experience magical moonlit nights over the bay and the distant glow of the Sunshine Skyway Bridge - a perfect setting to unwind and reflect. The waterfront home features two king bedrooms and two full baths, one ensuite. Enjoy ample amenities, including a laundry area with a full-sized washer and dryer, games, books, Wi-Fi, cable TV in each room, and refreshing tile flooring throughout. Ascend the outdoor stairs to the 3-bedroom carriage house. The cozy living space beckons with its unique decor and remodeled kitchen with a coffee bar equipped with a Keurig and drip coffee maker. On the main elevated level, you'll find a comfortable king bedroom and a full bath accessible from the hallway. Downstairs, discover two additional queen guest bedrooms connected by a Jack and Jill full bathroom. Access the lower level via a small spiral staircase inside the home or through the ground-level garage door, where you'll also find another full-size washer and dryer along with beach amenities. The highlight is the expansive waterfront pool deck leading to a sandy beach and calm waters, perfect for wading or swimming. Grab a kayak or stand-up paddleboard for some exploring. Please note that the beach area in front of the seawall may have changed due to recent hurricanes and could continue to change with the tides, with the water reaching the deck at high tide. Conveniently located steps from the Rod and Reel Pier, indulge in refreshing drinks, fresh seafood, fishing, and dolphin or manatee spotting. This 5-bedroom family retreat is your ideal spot for larger gatherings and creating cherished memories.

Available! Call Local Agent - 941.900.4552

Note: Rentals are a minimum of 7 nights, from Saturday to Saturday.

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.