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Property number 1094735
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 Siesta Key
Privately owned, professionally managed
About this home
Welcome to Your Dream Vacation Rental on Siesta Key! This stunning dual-home estate is ideally located just steps away from the pristine Siesta Beach Access 7. Perfect for large family gatherings, this luxurious vacation rental combines the best features of two exquisite homes—the Rooftop and the Upper Deck—into one spectacular retreat. With direct access to the world-renowned Siesta Key Beach, guests can indulge in sun-soaked days by the water, while the vibrant Siesta Key Village, filled with delightful restaurants, shops, and entertainment, is just a short stroll or bike ride away. This unparalleled location not only offers beach access but also convenient trolley services for exploring the island. For those seeking a taste of culture, the artistic and culinary delights of downtown Sarasota are a mere 10-15 minutes away, making this property the perfect base for exciting day trips to Lido Key, Anna Maria Island, and the thrilling theme parks of Tampa and Orlando.
The views from this luxurious Siesta Key estate are nothing short of breathtaking. Each home features its own private rooftop deck, offering direct Gulf of Mexico views that are simply mesmerizing. The Rooftop boasts an expansive 500 square foot deck, while the Upper Deck offers a cozy 400 square foot space, both designed for relaxation and entertainment. Equipped with sunset bar top seating, comfortable lounge areas shaded by umbrellas, smart TVs, and dry bars with beverage refrigerators, these outdoor retreats are perfect for enjoying morning coffees or evening cocktails while soaking in the gentle sea breeze. Each rooftop is complemented by a stylish indoor club room, designed for leisure and fun, featuring comfortable seating, gaming consoles, smart TVs, and convenient half baths.
Families will delight in the resort-style backyards of both homes, each boasting a heated saltwater pool and oversized spa. The first pool features a swim-up bar with five built-in stools, perfect for enjoying refreshing drinks while lounging in the water. The second pool includes a mini-putt golf course, ensuring endless fun for guests of all ages. Both outdoor spaces are adorned with lush landscaping, natural gas grills, ample loungers, and covered patios equipped with outdoor dining areas. These private backyards also feature smart TVs, ping pong tables, and volleyball setups, creating an ideal environment for family gatherings and celebrations. With secure fencing and pet-friendly options available (fees and restrictions may apply), these outdoor havens are perfect for enjoying the beautiful Florida weather.
This expansive estate offers nearly 8,000 square feet of luxurious living space, featuring two six-bedroom homes that can accommodate up to thirty-two guests. Each home is thoughtfully designed with spacious great rooms that seamlessly blend kitchen, dining, and living areas, all oriented towards stunning Gulf views. The kitchens are fully stocked with high-quality appliances, cookware, and essentials, providing everything needed for culinary adventures. Dining spaces are designed for large gatherings, with options for traditional tables and kitchen island seating. The club rooms in each home serve as secondary living areas, perfect for relaxing after a day of fun in the sun.
Accessibility is a key feature of this dual-home estate, with both homes offering elevator access to all levels. Most doorways and walkways are designed to be at least thirty inches wide, and walk-in showers are available in most bathrooms, ensuring comfort for all guests. For a complete visual experience, prospective visitors can explore photos, 3D tours, and videos that showcase the stunning layout and design of the property.
On the ground level, guests will find ample parking for up to eight vehicles, with four covered spots and four additional driveway spaces. This level also includes the private, fenced backyard areas, complete with all the entertainment features mentioned. Ceiling fans provide comfort throughout the patios, while each home is equipped with refrigerators and freezers for convenient beach prep and poolside enjoyment. Beach gear is also provided, including wagons, coolers, chairs, and bikes, ensuring guests have everything they need for a fantastic beach day. The main entry foyers in each home provide easy access to stairways and elevators leading to the living levels and rooftop decks.
The first level of living features beautifully appointed bedrooms in both homes. In Home A (The Rooftop), guests will find a luxurious king bedroom with an en suite bathroom and walk-in shower, along with additional bedrooms featuring custom bunk beds. Home B (The Upper Deck) offers similarly luxurious accommodations, with king bedrooms and bunk rooms designed for comfort and privacy. Each level includes convenient laundry facilities, making it easy for families to keep their beach attire fresh.
The second level of living showcases expansive great rooms that open to balconies with stunning Gulf views. Home A's great room features a dining area that seats up to 18 people, while Home B accommodates up to 13 guests. Each kitchen is fully stocked and designed with both functionality and style in mind. The master bedrooms on this level offer king beds, balcony access, and luxurious en suite bathrooms, providing a perfect retreat after a day of adventure.
The third level features the club rooms, which connect directly to the expansive rooftop decks. These club rooms are furnished for entertainment, with smart TVs, gaming consoles, and wet bars for added convenience. The rooftop decks are equipped for relaxation and socializing, with seating options and breathtaking views of the Gulf, making them the perfect spots for sunset gatherings. Each master bedroom on this level offers king beds and en suite bathrooms, ensuring that guests enjoy the utmost comfort and privacy.
Emerald Kite has been a trusted name in vacation rentals for over 20 years, providing personalized service to ensure every guest feels like a VIP. Our dedicated phone line offers one-on-one assistance to discuss this property or explore other available options in the Siesta Key area for your desired dates. All guests receive complimentary concierge services before and during their stay, enhancing your vacation experience and ensuring you have everything you need for a memorable getaway.
What this place offers
27 features listed by the management company.
Inside
Outside
House rules
Where you’ll sleep
Where you’ll be
Sarasota, FL. 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 $4,313 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 Siesta Key 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 dog?
This home accepts dogs. Confirm the type and size limits, and any pet deposit, with your agent at the start of the selection process rather than after booking.
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 Siesta Key vacation rentals. Dates are sent as a request for a Villa Specialist to confirm; they are not a live-availability filter.
