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Property number 1027367
Live agent direct line. Call for best pricing and ask about daily discounts.
Rates can change with dates, length of stay, guest count, season, demand, promotions, fees, and management flexibility. A Villa Specialist will confirm the current total and any applicable mandatory fees and taxes.
Your inquiry has been received
This is a request, not a reservation. A Villa Specialist will reconfirm availability and pricing for your dates and answer your questions about this property, the area, and your stay.
Rates and availability are confirmed for your dates. No particular rate or savings is guaranteed.
Entire home in Anna Maria Island & Holmes Beach
Privately owned, professionally managed
About this home
Welcome to an extraordinary luxury vacation home on Anna Maria Island's coveted North End, where modern architectural design, Polynesian-inspired style and the natural beauty of Florida's Gulf Coast come together in one unforgettable island retreat.
Just one block from the beach and steps from the shops, restaurants and local charm of Pine Avenue, this exceptional 4-bedroom, 6.5-bathroom vacation home offers an unforgettable Anna Maria Island vacation experience for families and groups seeking privacy, space, upscale amenities and an unbeatable location.Completely rebuilt and thoughtfully designed, this stunning vacation home combines sophisticated organic-modern interiors with lush tropical surroundings, a private resort-style pool and spectacular rooftop views.
With four en-suite bedrooms, expansive indoor and outdoor living spaces, a heated L-shaped pool, multiple verandas, a two-story poolside palapa, private tiki bars, a putting green, outdoor kitchen and rooftop sunset deck, this home feels less like a traditional vacation rental and more like your own private island resort.
This luxury Anna Maria Island vacation rental was designed for guests who want their vacation home to be part of the experience. From the moment you arrive, the home's distinctive architecture, natural materials, tropical landscaping and island-inspired details create an atmosphere that is luxurious, playful and completely unique.The light-filled great room serves as the heart of the home, with soaring spaces, comfortable seating and a beautifully appointed gourmet kitchen featuring high-end appliances, a gas range and an oversized island. The open-concept design makes it easy for everyone to gather while still providing plenty of room to spread out.
A gorgeous dining area provides the perfect setting for family meals, celebrations and long evenings together. Multiple floor-to-ceiling glass accordion doors open onto the oversized veranda, creating a seamless connection between the indoor living spaces and the tropical surroundings.
For additional relaxation, the home features a separate family room with a large-screen television and plush seating. Accordion doors open directly toward the pool area, making this an ideal place to unwind after a day at the beach or enjoy a movie night with family and friends.
The outdoor spaces are one of the true highlights of this luxury Anna Maria Island vacation home.
The oversized heated L-shaped pool features a sun shelf and is surrounded by lush tropical landscaping, comfortable seating and multiple areas designed for relaxing and entertaining. Whether you're enjoying a quiet morning swim, cooling off after a day at the beach or gathering with friends in the evening, the private pool area creates the feeling of your own personal resort.
At the center of the outdoor experience is the home's spectacular two-story Polynesian-inspired palapa. Designed for entertaining, this dramatic open-air space includes a second tiki bar, ample seating and plenty of room for gathering throughout the day and into the evening.
The outdoor amenities continue with a built-in grill, mini refrigerator, outdoor dining area, pool bath and shower, and a private putting green. With so many ways to enjoy the outdoors, you may find it difficult to decide whether to spend your day at the beach or simply stay home and enjoy your own tropical oasis.
One of the home's most memorable features is a private tiki bar tucked inside, creating a vintage Hawaiian-inspired retreat filled with hand-carved details, authentic tiki décor and unmistakable Polynesian character.
It is the perfect setting for an intimate happy hour, a late-night cocktail or simply relaxing with friends in true island style.
Outside, the expansive poolside palapa adds another tiki-inspired gathering space, giving guests multiple options for entertaining, relaxing and enjoying the laid-back atmosphere of Anna Maria Island.
This Anna Maria Island vacation home offers an abundance of outdoor living space, with five distinctive verandas and balconies providing opportunities to enjoy the island throughout the day.
Start the morning with coffee on a private balcony, relax in the afternoon after time at the beach, or gather together for evening drinks as the temperature cools.
For one of the home's most spectacular experiences, head to the rooftop deck at sunset. From this elevated vantage point, guests can enjoy sweeping views across Anna Maria Island, the Gulf and glimpses of Tampa Bay while watching the sky transform at the end of another beautiful Florida beach day.
The rooftop deck is an especially memorable place to gather with family and friends, raise a glass and enjoy the natural beauty that makes Anna Maria Island such a sought-after Gulf Coast destination.
This luxury vacation home comfortably accommodates families and groups with four beautifully designed bedrooms, each featuring its own private en-suite bathroom and distinctive personality.
The luxurious primary king suite offers a spa-inspired retreat with a private balcony, floating double-sink vanity, an elegant walk-in shower with dual shower heads and a deep soaking tub positioned to take in views toward the sea. It is a peaceful place to retreat after a day enjoying the beach, pool and island.
Two additional king suites provide exceptional comfort and privacy for adult guests, with one offering its own private balcony.
The fourth bedroom features two extra-long twin beds and two generously sized bathrooms, including an easy-access tub, making it especially well suited for children, friends or guests who prefer separate sleeping arrangements.
With every bedroom offering an en-suite bathroom, this 4-bedroom Anna Maria Island vacation rental provides the privacy and convenience that large families and groups appreciate when sharing a luxury vacation home.
Location is one of the greatest advantages of staying in this Anna Maria Island vacation home.
Situated on Anna Maria Island's treasured North End, the home is just one block from the beach and steps from the shops, restaurants and local businesses surrounding Pine Avenue. Guests can easily enjoy the relaxed pace of the island without being far from the things they want to do.
The North End is known for its peaceful residential atmosphere, beautiful beaches, historic character and easy access to some of Anna Maria Island's most popular attractions. Bean Point, one of the island's most scenic and peaceful beach areas, is also nearby.
Spend the morning walking along the Gulf, return home for lunch and a swim in your private pool, stroll to Pine Avenue for dinner, and finish the evening on the rooftop deck watching the sunset. That's the beauty of a North End Anna Maria Island vacation.
This Anna Maria Island vacation rental is an ideal choice for families and groups who want more than a place to sleep. The home offers generous gathering spaces, multiple indoor and outdoor living areas, four private en-suite bedrooms, a gourmet kitchen and an extraordinary selection of amenities designed to make spending time together easy and enjoyable.
There is room to gather for meals, relax around the pool, enjoy a game of putting, watch a movie, host an evening at the tiki bar or simply find a quiet corner for yourself.
The result is a vacation home that gives everyone the freedom to vacation together without feeling crowded.
This luxury Anna Maria Island vacation home features an oversized heated L-shaped private pool with sun shelf, two Polynesian-inspired lounge areas, a two-story poolside palapa with tiki bar, rooftop deck with island and water views, private putting green, outdoor kitchen, built-in grill, outdoor dining area, pool bath and shower, gourmet kitchen, multiple verandas and balconies, family room, Roku TVs throughout, Sonos sound system, Tesla EV charger and elevator access to all floors.
Every detail has been selected to create an elevated Anna Maria Island vacation experience while preserving the relaxed, tropical character that makes this destination so special.
This isn't simply a beautiful vacation rental—it is an experience.
It is morning coffee on the veranda, afternoons beside your private heated pool, barefoot walks to the beach, dinner on Pine Avenue, cocktails beneath the tiki palapa and sunset views from the rooftop deck.
Whether you're planning a family beach vacation, a special celebration, a getaway with friends or simply looking for an exceptional luxury vacation home on Anna Maria Island, this remarkable North End retreat delivers a rare combination of design, privacy, resort-style amenities and an outstanding location.
Come experience Anna Maria Island at its most distinctive, with the beach, Pine Avenue, tropical outdoor living and the Gulf Coast all waiting just outside your door.
The residential elevator is provided as a convenience only. If the elevator becomes inoperable for any reason, the stairs will be the only way to access the living areas of the home. Guests should take this into consideration when determining whether the property is appropriate for their party.
A minimum stay of 7 nights with Saturday check-in is generally required during the high season. More flexibility may be available during the off season. If your preferred dates appear unavailable, please contact Emerald Kite directly. We may be able to accommodate your travel dates.
Anna Maria Island is a family-oriented community with local noise regulations. Guests are required to observe quiet hours between 10:00 PM and 8:00 AM and comply with the home's good neighbor policy. Loud music and other excessive noise that could disturb neighboring properties are not permitted during these hours.
Reservations are not accepted from guests under 25 years of age. The primary guest must provide proof of age and must occupy the vacation home for the entire duration of the reservation.
This vacation home provides off-street parking for up to four vehicles.
What this place offers
36 features listed by the management company.
Inside
Outside
House rules
Where you’ll sleep
Where you’ll be
Anna Maria, Florida. The exact address is confirmed with your agent when you book.
Emerald Kite’s Assessment
Our independent expert assessment of this property, scored out of five.
Not a guest rating or review. Emerald Kite assesses properties independently using our own standards. The Interior score reflects the furnishings and interior quality only—not the price, view, or location.
Before you book
What does this property cost?
The owner publishes a starting rate of $2,536 per night, with a minimum stay of one week. Rates move with the season and the length of stay, so call and we will price your exact dates.
Can I book this home online?
No, and that is deliberate. Emerald Kite books by phone so that a specialist who knows Anna Maria Island & Holmes Beach can confirm what is genuinely available on your dates and check the home suits your group before anything is committed.
Who looks after the property during our stay?
An established local management company. It is responsible for cleaning, maintenance and guest support while you are there, and your Emerald Kite agent stays reachable for the duration of the stay.
Can we bring a pet?
No - this property is filed as not accepting pets. Use the pet-friendly filter on the Anna Maria Island & Holmes Beach page to see homes that do.
When can we check in?
Check-in and checkout times vary by property. Your Villa Specialist will confirm both times, along with the arrival instructions, for this home before your stay.
What you get that a listing site does not
More homes nearby
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Search other Anna Maria Island & Holmes Beach vacation rentals. Dates are sent as a request for a Villa Specialist to confirm; they are not a live-availability filter.
