Casa Flamingo – A Private Waterfront/Pool Resort Estate on Siesta Key | House in Sarasota

Welcome to Casa Flamingo, a one-of-a-kind private waterfront resort estate located on nearly an acre at the coveted north end of Siesta Key.
Many guests arrive planning to spend most of their vacation exploring Siesta Key, only to discover that Casa Flamingo itself becomes the destination.
• The Pool Floor – The Heart of Casa Flamingo
• The Sandy Waterfront Retreat
• Waterfront Recreation & Sarasota Bay Access
• The Guest House & Estate-Style Living
• Nearly an Acre of Tropical Grounds
• The Great Room & Indoor Gathering Spaces
• Explore Siesta Key—or Stay Right Where You Are
• Occupancy & Important Information
(Casa Flamingo accommodates up to 14 overnight guests. Max 10 guests over 6 years old - by code)
More than a vacation home, Casa Flamingo was designed to bring people together. Every area of the property was intentionally created to provide opportunities for connection, recreation, relaxation, and lasting memories. With multiple gathering spaces, resort-style amenities, waterfront recreation, and accommodations thoughtfully distributed throughout the estate, Casa Flamingo offers an experience unlike a traditional vacation rental.
From the moment you arrive, you know you've entered somewhere special. Drive through the gated tunnel entrance beneath the guest house and continue down the Royal Palm-lined driveway toward the elegant iron and glass front door framed by a hand-carved stone entrance. The sense of arrival sets the tone for the unique experience that awaits.
The Pool Floor – The Heart of Casa Flamingo
Step inside and you'll immediately be drawn to the heart of the estate: an extraordinary indoor/outdoor pool experience unlike anything else on Siesta Key.
The pool is centered within a dramatic architectural space that occupies much of the main level of the home. Surrounded by stone columns, covered gathering areas, and floor-to-ceiling iron and glass doors, this unique "pool floor" blurs the line between indoor and outdoor living. Above, the sky is visible through the open roof directly over the pool, while a grand archway leads to the outdoor infinity-edge portion of the pool and the expansive patio beyond.
Whether floating beneath the open sky, relaxing in one of the covered seating areas, gathering with family and friends, or moving seamlessly between the pool, patio, and outdoor living spaces, guests quickly discover why this remarkable space becomes the natural heart of Casa Flamingo.
More than an amenity, the pool floor becomes the gathering place where memories are made and where guests often spend much of their time together.
The Sandy Waterfront Retreat
Beyond the pool floor, the property opens to one of Casa Flamingo's newest and most distinctive features: an expansive sandy waterfront retreat. Stretching across much of the backyard between the patio and waterfront, this shoreline-inspired gathering space creates the feeling of your own private tropical resort.
Relax in Adirondack chairs overlooking the water. Enjoy a morning coffee beneath the palms. Read a book in the sunshine. Watch children play in the sand. Gather for sunset conversations. Feel the breeze coming off the bay while enjoying the peaceful waterfront setting.
This unique waterfront retreat offers yet another memorable place for guests to relax, reconnect, and create lasting memories together.
Waterfront Recreation & Sarasota Bay Access
A private dock extends into the protected waterfront and serves as a gateway to the water.
Launch one of the property's four pedal kayaks or two paddle boards from the sandy waterfront launch area and, within minutes, find yourself exploring the open waters of Big Sarasota Bay or heading toward the area's popular nearby sandbar.
Guests frequently enjoy fishing from the private dock, paddle adventures on the bay, and relaxing along the waterfront while watching for dolphins and manatees that are often spotted in the surrounding waters.
For guests who enjoy boating, the private dock may be available with prior approval.
Whether you're enjoying a quiet morning paddle, an afternoon on the water, or simply unwinding in the sandy waterfront retreat, the waterfront experience is one of Casa Flamingo's most memorable features.
The Guest House & Estate-Style Living
One of Casa Flamingo's most unique advantages is its estate-style layout. Unlike many large vacation homes where everyone shares the same living quarters, bedrooms and living spaces are thoughtfully distributed throughout the property, including a private detached guest house.
This arrangement creates a wonderful balance of togetherness and personal space, allowing guests to gather throughout the day while enjoying private retreats when desired.
The detached guest house is especially appreciated by grandparents, adult children, another family traveling together, executives attending a retreat, or guests who simply enjoy additional privacy while remaining just steps away from the property's shared amenities. This estate-style layout makes Casa Flamingo ideal for multiple families, multi-generational gatherings, executive and leadership retreats, reunions, milestone celebrations, special occasions, and groups of friends seeking meaningful time together.
Outdoor Gathering Zones
Just beyond the pool floor, more than 3,000 square feet of patio space wraps around three sides of the home, creating multiple outdoor gathering areas for guests to enjoy throughout the day. One gathering area is centered around the outdoor kitchen and dining space, another overlooks the sandy waterfront retreat and backyard, while a third offers a quieter shaded setting along the north side of the home.
Whether enjoying a family meal, gathering with friends, relaxing in the shade with a book, or unwinding beneath the glow of the backyard Edison lights in the evening, the expansive patio provides yet another way for guests to enjoy the indoor/outdoor resort experience that makes Casa Flamingo so unique.
Nearly an Acre of Tropical Grounds
The nearly one-acre property provides ample room for recreation and outdoor activities beyond the waterfront.
Spacious lawn areas are perfect for lawn games, family activities, and outdoor fun, while tropical landscaping creates a resort-like atmosphere throughout the estate.
Whether playing games on the lawn, enjoying the waterfront, relaxing by the pool, or simply taking a stroll around the property, there is plenty of room for everyone to enjoy Casa Flamingo in their own way.
The Great Room & Indoor Gathering Spaces
The experience continues inside the expansive Great Room, where the open-concept kitchen, dining area, and living space create another natural gathering place for meals, conversation, games, celebrations, and shared experiences.
Whether hosting a family vacation, reunion, milestone birthday, anniversary celebration, executive retreat, leadership gathering, or simply enjoying quality time together, the Great Room provides a welcoming space designed to bring people together.
Explore Siesta Key—or Stay Right Where You Are
Although many guests find Casa Flamingo becomes the destination itself, the property's location makes it easy to enjoy everything Siesta Key has to offer.
Included with your stay is a six-passenger street-legal golf cart, making it easy to visit Siesta Key Village, world-famous Siesta Key Beach, local restaurants, shopping, and nearby attractions.
Spend the morning at the beach, enjoy lunch in the Village, then return to your private waterfront resort estate for an afternoon by the pool, a paddle on the bay, or an evening gathered with family and friends.
Occupancy & Important Information
Casa Flamingo comfortably accommodates up to 14 overnight guests.
Per City of Sarasota regulations, occupancy is limited to a maximum of 10 guests age 7 and older. Additional guests, up to the 14-person maximum, must be children age 6 or younger.
Events and special gatherings require prior approval and may be subject to additional fees.
A signed liability waiver is required for use of the recreational equipment provided on the property, including pedal kayaks and paddle boards. Guests wishing to bring a boat and utilize the private dock must also receive prior approval and complete the required liability waiver.
We look forward to welcoming you to Casa Flamingo and helping you create memories that will last long after your vacation ends.
City of Sarasota VR22-00127

Casa Flamingo – A Private Waterfront/Pool Resort Estate on Siesta Key is located in Bay Isle. Casa Flamingo – A Private Waterfront/Pool Resort Estate on Siesta Key provides accommodation, featuring Guest Services, Child Friendly, Internet, among other amenities. This House features Guest Services, Child Friendly, Internet, to make your stay a comfortable one.

Casa Flamingo – A Private Waterfront/Pool Resort Estate on Siesta Key has 7 Bedrooms , 6 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Bay Isle has interesting places to visit. If you want to learn more about the House in Bay Isle, such as places to visit and things to do nearby, you can check below to learn more.