Anna Maria Island Vacation Rental with Pool – Steps to Beach & Pine Avenue

Bedrooms: 2    Bathrooms: 2    Sleeps: 4    Save to Favorites

  • Property 943642
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $530/Night
  • Low Season Rate: $306/Night
  • Peak Season Rate: $754/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 and beachfront Anna Maria Island home seekers will love this elegant two-bedroom plus den retreat, ideally located in the heart of the island. Just steps from the sparkling waters of Tampa Bay and only four blocks from the Gulf of Mexico’s sugar-white sands, this home offers the perfect blend of coastal luxury and convenience. Walk to charming boutiques, cafés, and restaurants along historic Pine Avenue, then return to your private heated pool for a refreshing swim. Surrounded by lush palm trees and tropical foliage, the property is designed for both relaxation and style, with beautifully appointed interiors, outdoor dining spaces, and modern comforts. Whether you’re here for a romantic getaway, family vacation, or a friends’ retreat, this home delivers an unforgettable island experience. Tucked away behind swaying palms and vibrant island greenery, this private beach bungalow captures the essence of Anna Maria’s laid-back charm. The exterior’s neutral tones blend seamlessly with the tropical surroundings, creating an atmosphere of peace and tranquility from the moment you arrive. Step into your backyard oasis, where a sparkling heated pool invites you to take a dip any time of day. Comfortable lounge chairs are arranged for sunbathing, while a shaded pergola offers a cozy spot for outdoor dining. With a gas grill ready for beachside-style barbecues and tall privacy hedges enclosing the yard, you’ll have a secluded paradise all your own. The enclosed sunroom is a warm, light-filled welcome to the home. Tall windows let in the island sunshine, while plush seating offers a perfect place to enjoy a morning coffee or evening cocktail. A breakfast nook set for four overlooks the lush landscaping, making meals feel like an al fresco experience even when indoors. Inside, the open living, dining, and kitchen space features soothing coastal décor, wood floors, and soft, inviting furnishings. Sink into the couch for a movie on the wall-mounted flat-screen TV or gather around the dining table for a shared meal. The kitchen is fully equipped with stainless steel appliances, abundant cabinetry, and a breakfast bar with seating for three. The first master suite is an airy haven with vaulted ceilings, an upholstered queen bed, and a charming window bench. A feature wall of wood paneling adds a touch of coastal elegance, while the en suite bathroom boasts a frameless glass shower and single-sink vanity. The second master suite offers a wicker queen bed and direct access to the backyard. Warm tones, wood accents, and an en suite bathroom with a glass shower and double-sink vanity create a relaxing retreat for guests. A cozy den doubles as an additional sleeping area with a queen sleeper sofa and a wall-mounted TV. This versatile space is perfect for kids, visiting friends, or quiet evenings watching a favorite film. The location is one of the home’s greatest assets. Just a short stroll from the shimmering Gulf waters and Tampa Bay, guests can easily enjoy swimming, paddleboarding, fishing, or simply strolling along the shoreline at sunset. Pine Avenue’s boutique shops and eateries are within walking distance, offering a taste of the island’s vibrant culture. Anna Maria Island is renowned for its turquoise waters, laid-back atmosphere, and small-town charm. Explore nearby nature preserves, take a sunset cruise, or enjoy fresh-caught seafood at a beachfront restaurant. Every day offers a new adventure, all within minutes of your doorstep. 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 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.