Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key | Villa in Sarasota

10.0 (7 Reviews) |   7 Bedrooms  6 Bathrooms  14 Guests  Stay&Play
Bay Isle Villa | Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

7 Bedroom Villa in Bay Isle, Sarasota

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

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key is located in Bay Isle. Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key provides accommodation, featuring Oceanfront, Security/Safety, Laundry, among other amenities. This Villa features Oceanfront, Security/Safety, Laundry, to make your stay a comfortable one.

Private Indoor/Outdoor POOL & Waterfront Oasis 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 Villa because of the excellent services rendered by the owner or manager of this Villa, 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. Villa has a friendly neighborhood, and the Bay Isle has interesting places to visit. If you want to learn more about the Villa in Bay Isle, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available
Check-out Check-out before 10:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation this property uses eco-friendly cleaning products
 
Sarasota, 34242, United States

What Our Guests say 500 + Reviews

Apr 20, 2025 11:17:11 PM
Summary: Host was great with all communication , place is stunning and the area is perfect
theodore v. theodore v.
Jul 25, 2023 11:01:35 AM
Summary: 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!
Amy K. Amy K.
Apr 13, 2023 12:45:29 AM
Summary: 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!!
Susan G. Susan G.
Aug 11, 2022 08:34:39 AM
Summary: 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!
Courtney G. Courtney G.
Jul 24, 2022 11:00:41 AM
Summary: 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.
Maricela W. Maricela W.
Jul 13, 2022 10:03:05 PM
Summary: 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 🏖
Amy K. Amy K.

FAQ's

Is this Bay Isle villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Bay Isle villa have a swimming pool?

Yes, this Bay Isle villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Bay Isle villa?

Best-rates for the Bay Isle villa starts from $1,924 per night with includes Guest Services, Oceanfront, Security/Safety, Laundry, Air Conditioner, Parking, TV, View, Balcony/Terrace, Barbecue/Outdoor Cooking, Internet, Private Pool, Ocean View, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Child Friendly, Kitchen, Pool StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Bay Isle villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Bay Isle villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Bay Isle villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Bay Isle villa?

Based on the information reported by the owner or manager, the Bay Isle villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Bay Isle villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Bay Isle villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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