Anna Maria Island Vacation Villa - Two Bedroom Rental with Pool & Waterfall

Bedrooms: 2    Bathrooms: 2    Sleeps: 6    Save to Favorites

  • Property 957535
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $277/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 4 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



Anna Maria Island vacation rentals and Anna Maria Island villas provide the perfect blend of relaxation, charm, and convenience, and this beautiful two-bedroom, two-bath villa is an ideal retreat for your next getaway. Situated just a short stroll from the soft white sands of Holmes Beach, this tropical oasis offers a private patio, upgraded interiors, and access to a spectacular resort-style pool with a dramatic 10-foot waterfall right outside your door. Guests can enjoy leisurely mornings by the pool, afternoons exploring the shoreline, and evenings dining alfresco in their own private outdoor space. With an upgraded kitchen featuring granite countertops and stainless steel appliances, as well as open living and dining areas designed for comfort, this villa combines modern style with the laid-back island charm that has made Anna Maria Island a favorite destination for families and couples alike. The living spaces are thoughtfully designed to provide a warm and inviting atmosphere. The open-concept floor plan flows seamlessly from the modern kitchen to the dining and living areas, creating the perfect setting for gathering with family or friends. Natural light fills the villa, while beach-inspired décor adds a touch of coastal elegance. The fully equipped kitchen is ideal for preparing everything from quick breakfasts before the beach to gourmet dinners enjoyed at home. With sleek granite countertops, stainless steel appliances, and plenty of storage, this space ensures convenience without sacrificing style. Guests can enjoy meals indoors at the dining table or outside on the private patio, where seating for four allows for alfresco dining under the Florida sunshine or starry evening skies. This Anna Maria Island villa features two spacious bedrooms, comfortably accommodating up to four guests. The primary suite offers a king-sized bed and private bathroom, providing a tranquil retreat after a day of island adventures. The guest bedroom includes a queen-sized bed, making it ideal for family members or friends traveling together. With two full bathrooms, privacy and convenience are never in short supply. Step outside to discover a tropical paradise right beyond your villa’s back door. The large resort-style pool is the centerpiece, complete with a dramatic 10-foot waterfall and ample lounge seating. Whether you prefer a refreshing swim, relaxing poolside with a book, or simply soaking in the tranquil sounds of falling water, this shared outdoor space adds a touch of resort luxury to your vacation. For added relaxation, the community offers inviting outdoor lounge areas perfect for unwinding after a day in the sun. A shared barbecue is available for guests who love to grill, making it easy to prepare fresh seafood or casual family cookouts. Wireless internet ensures you can stay connected while still enjoying the slow pace of island life. The villa’s location in Holmes Beach puts you close to the best of Anna Maria Island. Just a short walk from your door, you’ll find powdery white sand beaches perfect for sunbathing, swimming, or searching for shells along the shoreline. The island’s free trolley system is also within easy reach, offering convenient transportation to local shops, restaurants, and attractions without the need for a car. Anna Maria Island is known for its charming blend of natural beauty and welcoming atmosphere. Guests can enjoy fishing from the pier, renting bikes to explore the island, or booking a boat tour to spot dolphins and manatees in the Gulf waters. Dining options abound, from casual beachside cafes to fine dining experiences showcasing fresh Florida seafood. This villa is not only a home base for relaxation but also a gateway to adventure. Whether you’re kayaking through mangroves, shopping at local boutiques, or experiencing the vibrant art and culture of nearby Sarasota, every day brings new opportunities for discovery. Families, couples, and groups of friends alike will appreciate the balance of convenience, comfort, and coastal charm this Anna Maria Island rental offers. Every detail of this villa has been designed to make your Anna Maria Island vacation unforgettable. With its spacious layout, modern upgrades, private outdoor patio, and resort-style pool just steps away, it offers everything you need for the perfect Florida Gulf Coast retreat. Combine that with the island’s laid-back atmosphere and endless activities, and you’ll soon understand why so many travelers return year after year. Emerald Kite has been welcoming visitors to Anna Maria Island for over 20 years. We provide one-on-one assistance on our phone line where you can discuss this property or alternate options that may be available in Anna Maria Island and open for your dates. All guests are VIPs and will receive complimentary concierge services prior to and during their stay.

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.