Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Casa Flamingo – Your Private Waterfront Resort on Siesta Key Welcome to Casa Flamingo, a luxurious retreat nestled on nearly an acre of tropical paradise at the coveted north end of Siesta Key. This centrally-located estate offers an unparalleled vacation experience. Experience the perfect blend of privacy, luxury, comfort, and adventure at Casa Flamingo. Whether you're seeking a tranquil escape or an active getaway, this estate offers the ideal setting for your next vacation, complete with 6-passenger golf cart, 4 kayaks and 2 paddle boards for your recreational enjoyment. From the moment you arrive at Casa Flamingo, you know you’ve entered somewhere special. It's starts with your drive through the gated tunnel beneath the guest house, and you’re welcomed by a royal palm-lined driveway leading to an elegant iron and glass front door framed in a hand-carved stone entrance. Step inside, and you’ll be greeted by the breathtaking centerpiece of the estate—a sparkling blue indoor/outdoor pool lined by graceful stone columns, surrounded with covered living areas. You will wonder if you are indoors or outdoors as you look up to the sky from the pool, or straight ahead to the arch framing the seamless opening to the outdoor, semi-circle, infinity edged portion of this enormous, inviting pool. From the outside you will enjoy the extensive stone tile patio, surrounding by lush tropical landscaping. Follow the path that leads the dock and beach entry for launching the kayaks and paddle boards. This thoughtfully designed oasis offers something for everyone. Whether members of your group love basking in the Florida sun, while other enjoy relaxing in the shaded comfort of the expansive covered courtyard, this space makes it easy to enjoy vacation your way—while still being together. Open the multiple, big iron and glass doors to let the breeze drift in, or close them for a more private experience. With features like a pool table, dry bar, and outdoor kitchen, the poolside courtyard is perfect for both connection and relaxation. Indoor luxury and outdoor beauty come together in perfect harmony. Property Highlights: • Indoor/Outdoor Pool Oasis: The centerpiece of Casa Flamingo is its stunning indoor/outdoor pool area, seamlessly blending the comforts of indoor living with the beauty of the outdoors. Surrounded by lush landscaping, it's the perfect spot to relax or entertain. • Spacious Accommodations: With 6 bedrooms, 7 beds and 6.5 bathrooms, scattered throughout, the estate comfortably accommodates up to 14 guests (maximum of 10 adults). The property includes a main house and a private detached guest house, offering both communal spaces and private retreats. • Outdoor Entertainment: Enjoy the expansive 3,000 sq. ft. patio, complete with an outdoor kitchen and BBQ grill. The beautifully landscaped acre provide space for outdoor activities, such as Corn Hole and Frisbe Golf. • Exclusive Amenities: Guests have access to a range of recreational equipment, including 4 pedal kayaks, 2 paddle boards, and a 6-passenger golf cart. NOTE: The private boat dock is perfect for fishing. A liability waiver is required to bring a boat, or to use the provided recreational equipment. • Luxury Interiors: Each room is thoughtfully designed with upscale furnishings and tasteful décor, creating a luxury, yet comfortable atmosphere. • Prime location: Centrally-located minutes from Siesta Key Village, SK Beach, Downtown Sarasota, St Armands Circle, Lido Beach and so much more. Drive the street-legal golf cart anywhere on Siesta Key. • Privacy and Security: The property features a private gated entrance, along with Ring cameras in at front and back entrances. There is no property that even comes close to creating the experience this very unique and special home was created to provide. We are ready to welcome you and your guests!
City of Sarasota VR22-00127
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Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Siesta Key
Located on the waterfront, this villa is in Bay Island, a neighbourhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Discover the area's water adventures with kayaking, scuba diving and snorkelling nearby, or enjoy the great outdoors with cycling.
Mote Marine Laboratory & Aquarium - 20 min drive - 14.3 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 25 min drive
Restaurants
McDonald's - 3 min drive
Walt's Fish Market - 4 min drive
CinéBistro - 3 min drive
Connors - 3 min drive
Sonny's BBQ - 3 min drive
Frequently asked questions
Does Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key have a pool?
Yes, this property has an indoor pool and an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key?
As of 9 Apr 2026, prices found for a 1-night stay for 2 adults at Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key on 27 May 2026 start from AU$2,293, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key pet-friendly?
No, pets are not allowed at this property.
How much is parking at Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key?
On-site parking is available at the property.
What time is check-in at Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key?
Check-in begins at 4:00 PM.
What time is check-out at Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key?
Checkout is at 10:00 AM.
Where is Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key located?
Located in Bay Island, this villa is 0.6 mi (1 km) from Shell Beach and 2.4 mi (3.9 km) from Siesta Key Beach. Irma Beach and Coconuts Family Entertainment Center are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We loved our stay at Casa Flamingo! We enjoyed every part of the amenities, the communication was great and we enjoyed kayaking to the sand bar.This villa was perfect for our families needs and we highly recommend this stay for other families. Absolutely beautiful! Thank you!
Best trip we’ve had in a very long time. Lisa and Jaime were incredible hosts and truly went above and beyond to make sure we had an amazing stay. They treated us like family. The house itself is beautiful and had everything we needed. One of the highlights was watching dolphins right from the dock, and kayaking over to the sandbar—which we actually enjoyed even more than the beach!The golf cart was such a great bonus. We used it to cruise into town and to the beach, which made getting around easy and fun. My son also loved fishing from the dock and caught so many fish during our stay. The kids loved swimming in the pool and using the pool table. We really didn’t have to leave the house to enjoy ourselves. My daughter wanted to stay for 100 days. Overall, it was a memorable trip and a place we would absolutely love to return to.
If you are looking for a luxury stay on Siesta Key, look no further. This house is incredibly gorgeous, has all you need, and it is calming with the pool in the middle. The pier was great, the outdoor space was awesome, and overall, it was one of the best trips because of this property! The property manager and owners are fabulous as well!!
This was our 2nd year in a row coming back to Casa Flamingo. We love it. The home is gorgeous and very clean with lots of amenities. The home owner and support team were always available if needed and checked in to ensure we were enjoying our stay. I highly recommend this home for your vacation stay!
Casa Flamingo is a top notch, luxurious rental property with so many amenities that felt like its own all-inclusive mini resort! Clean, well maintained, and spacious home. Lisa and Jaime were amazing and very communicative hosts.
Let me start by saying that we travel often and almost all of the time we rent places through VRBO because we like the comfort and amenities a home offers with our kids. This place was by far the best we have ever stayed in. The cleanliness of the home was second to none. It was stocked in every way possible - ample beach towels, beach chairs, umbrellas, golf cart, electric bikes, kayaks, paddle boards, pool toys, life vests, etc. The kitchen was incredible and had everything you would need. The bathrooms were stocked with full size shampoos, conditioners, body wash, face wash, everything. You literally wouldn't have to pack anything. The pool and downstairs hang out areas are to die for and where we spent most of the time. The master is incredible. All the beds are comfortable. We brought two boats from home and the owners were super accommodating, helping us find a place to launch them, allowed us to use their lift, etc. I could go on for days. And lastly, Lisa is amazing and extremely helpful. She gave us so many recommendations that made our experience the best we have ever had. We will for sure be back to Casa Flamingo!
This house was amazing. The pool was great. My grandkids joyed a lot. Siesta beach was 5 minutes away. Great location. Golf car was fantastic to get around. We use the kayaks and the paddle boarding and it was a lot of fun.
The owners and property managers are just wonderful!!! The home was just gorgeous, very clean with all the amenities and then some… 6 passenger golf cart, very nice beach chairs/ umbrellas, electric bikes, kayak, pool table, boat dock - I could go on forever!! Best vacation and definitely we will be back 🏖