Holmes Beach Vacation Rental Anna Maria Island Cottage with Pool

Bedrooms: 4    Bathrooms: 3    Sleeps: 8    Save to Favorites

  • Property 1054263
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $994/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 rental seekers will love this beautifully designed Holmes Beach vacation rental, perfectly situated just steps from the Gulf of Mexico. This four-bedroom, three-bath coastal cottage blends charm and luxury, offering guests an ideal setting for family gatherings, couples traveling together, or groups of friends looking for a beachside retreat. Located less than a block from the sugar-sand shoreline, the home features a private heated pool with jets, an open-concept great room, and lush outdoor living spaces. With premium linens, comfortable furnishings, and a layout designed to accommodate up to eight guests, every detail has been thoughtfully curated for a memorable island getaway. Holmes Beach provides the perfect balance of serenity and convenience, placing shopping, dining, and the free island trolley within easy reach. Tucked into a quiet neighborhood on Anna Maria Island’s desirable north end of Holmes Beach, this cottage exudes island charm. Guests will immediately notice the tropical landscaping and welcoming curb appeal, setting the tone for a relaxing and comfortable stay from the moment they arrive. Inside, the open-concept design makes gathering easy. The kitchen flows seamlessly into the dining and living areas, creating a spacious great room perfect for sharing meals, playing games, or enjoying movie nights together. Granite countertops and modern appliances, including a dishwasher, add functionality and elegance. The home’s four bedrooms are furnished with comfort in mind. The master bedroom features a king bed, an en-suite bathroom, and a flat-screen TV, providing a private sanctuary. Two additional bedrooms are furnished with queen beds, one with its own en-suite bath, while the fourth bedroom offers two twin beds, ideal for children or guests. Each bedroom is complete with crisp linens and thoughtful touches for a restful night. A total of three bathrooms ensures everyone has space and convenience. With professionally laundered towels and updated finishes, each bathroom provides a spa-like feel after long beach days under the Florida sun. Stepping outside, guests are greeted by a private heated pool surrounded by lush tropical landscaping. Jets built into the pool provide a soothing retreat, while outdoor seating for eight, sun loungers, and a shaded patio dining area encourage relaxation. An outdoor shower and barbecue grill complete this resort-style oasis, perfect for entertaining or simply unwinding. Beach days are effortless with this home’s incredible location. Less than a block from the Gulf, guests can easily walk to the shore with beach chairs, towels, and wagons provided. The turquoise waters of Anna Maria Island are ideal for swimming, paddleboarding, or simply enjoying the pristine sugar-white sand. For those eager to explore, the free Anna Maria Island trolley makes getting around a breeze. Guests can hop on and off to enjoy boutiques, waterfront restaurants, historic piers, and attractions stretching across the island’s seven miles of paradise. This Holmes Beach vacation rental also offers family-friendly and group-friendly amenities, such as complimentary WiFi, a washer and dryer, and parking for up to four vehicles. With thoughtful extras and a welcoming design, it provides the perfect blend of convenience and comfort. Holmes Beach itself is known for its laid-back atmosphere, stunning sunsets, and proximity to both lively island attractions and quiet, secluded spots. Whether your group prefers adventure, relaxation, or a mix of both, this location ensures the best of Anna Maria Island is right at your doorstep. Emerald Kite has been welcoming visitors to Holmes Beach and Anna Maria Island for over 20 years. We provide one-on-one assistance on our phone line, where you can discuss this property or explore alternate Holmes Beach vacation rentals available for your dates. All guests are VIPs and receive complimentary concierge services prior to and during your stay.

Available! Call Local Agent - 941.900.4552

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

For an INSTANT QUOTE on this property fill out this short form and an agent will be in touch.


SMS (Text Message) Communications: If a mobile phone number is provided, you are consenting to receiving SMS messages regarding your vacation planning, as that is often the most efficient way to communicate with our rental agents. Standard carrier rates apply. You can unsubscribe from these messages.

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.