Luxury Anna Maria Island Bayfront Vacation Home - 5-Bedroom Villa with Pool, Dock & Guest Suite

Bedrooms: 5    Bathrooms: 4    Sleeps: 10    Save to Favorites

  • Property 988933
  • Platinum (5 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $1,319/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 5 Stars
  • Distance to Beach: 4 Stars
  • View: 4 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



Perched on an oversized double lot with direct bay access and a 4-minute stroll to sugar-sand beaches, this 5-bed, 4-bath haven offers the best of both worlds. Watch manatees glide by, kayak from your private dock, or marvel at unobstructed views of the glowing Skyway Bridge from your balcony or heated pool. With two kitchens, two living rooms, and a unique main house + guest suite setup, everyone enjoys space and togetherness in perfect harmony. Outdoor Oasis Built for Fun: • Heated pool with jet spas and built-in table for poolside cocktails • Custom tiki bar, fire pit, and 1,300 sq. ft. deck for epic gatherings • 100’ dock with 3 green lights and next-door boat slip • Giant Adirondack chair, hanging hammock, outdoor shower, and games like cornhole and ping pong • BBQ grill, putting green, and ample seating for sunset soirées Balcony with views Skyway Bridge that lights up at night Adventure & Entertainment Galore: • Kayaks, paddleboard, beach wagons, chairs, umbrellas, and toys for all ages. • PS5, Xbox, Sonos sound, and 85” SMART TVs with Apple TV in both living areas. • Outdoor putting green, ping pong, and cornhole for friendly competitions. • 1-minute walk to the free Island Trolley stop for easy island exploration. Bedroom/Bed Sizes - Main Home • Bedroom #1 - King (First Floor) • Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor) • Bedroom #3 - King (Second Floor) Bedroom/Bed Sizes - Guest Suite • Bedroom #1 - King (Second Floor) • Bedroom #2 - Queen/Twin (Ground Floor) General • 3,338 sq. ft. interior • Oversize double lot walking distance beach & direct bay access • 2 living room and kitchens • Duplex with separate private access • Beach chairs and cart provided for guest use • Stunning views of the bay and Skyview Bridge • Laundry room with washer and dryer Living Area- Main House • Apple TV • Sonos • Wet bar seating for 5 • Sofa with electrical recliners • Card table seats 8 Pool/Patio • 1,300 Sq. Ft space • 100' seawall with docking space • 3 Green lights. Wash, cutting station, snook light • Dock with seating for 10 • Heated pool with a built-in table with spa jets • Firepit • BBQ grill • 8 ft giant Adirondack chair • 4 sun loungers • Tiki bar seating for 6 • Patio table seating for 8 • Daybed • Mini golf putting green • Outdoor shower Living Area - Second Home • Sonos • Apple TV • PS5 The gourmet kitchen serves as the heart of the main home, featuring sleek countertops, stainless steel appliances, and ample space for preparing and sharing meals. Whether you’re cooking a fresh seafood feast or sipping morning coffee, the view of the bay provides a stunning culinary backdrop. The dining area, with seating for eight, flows seamlessly into the living room, where an electric reclining sofa and wet bar make entertaining a pleasure. The main living area opens onto an expansive balcony designed for relaxation and breathtaking views. Enjoy morning coffee at the high-top seating for four or lounge on the daybed while watching dolphins and manatees glide through the bay. As evening falls, the illuminated Skyway Bridge sets the perfect scene for cocktails, conversation, and unforgettable memories beneath the stars. Each bedroom in this Anna Maria Island luxury villa has been beautifully designed with comfort in mind. The primary suite features a king bed, spa-inspired ensuite bathroom, and private balcony access with panoramic bay views. The second and third bedrooms in the main home offer a king bed and a queen/full bunk bed, ideal for families. In the private guest suite, guests will find an additional king bedroom and a queen/twin bedroom, ensuring privacy and convenience for everyone in your group. The attached guest suite provides the perfect blend of independence and togetherness. With its own entrance, full kitchen, spacious living area, and 85” smart TV with Apple TV and Sonos sound, it’s a private haven that maintains connection to the home’s central amenities. Whether you’re traveling with extended family or a group of friends, the dual living space design ensures everyone has room to unwind. Outdoor living is at the heart of this Anna Maria Island bayfront vacation rental. The 1,300-square-foot pool deck features a heated pool with jet spas and an in-water table for poolside cocktails. A tiki bar with seating for six, a firepit, and an oversized Adirondack chair create the perfect setting for island-inspired gatherings. Enjoy a game of ping pong or cornhole, grill fresh seafood on the BBQ, or simply relax on one of four loungers as boats drift by on the horizon. For water enthusiasts, this property offers direct bay access and a private dock with seating for ten. Launch kayaks or paddleboards directly from your backyard, cast a fishing line under the glow of the dock’s green lights, or simply enjoy the view from the comfort of your private pier. With a putting green, outdoor shower, and stunning landscape design, every element encourages outdoor leisure and connection. Emerald Kite has been welcoming visitors to Anna Maria Island and Florida’s Gulf Coast for over 20 years. We provide one-on-one assistance via our phone line, where you can discuss this property or alternate options that may be available for your dates. All Emerald Kite guests are VIPs and receive complimentary concierge services prior to and during their stay, ensuring a seamless and unforgettable luxury vacation experience.

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.