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A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool

Photo gallery for A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool

A pool area with checkered flooring, columns, and a balcony overlooking the pool.
A spacious living room with a checkered floor, wicker furniture, a wooden cabinet, and a television on the wall.
A hallway with dark wood cabinets and a chandelier.
A building with a central entrance featuring an ornate archway, flanked by palm trees and surrounded by a paved courtyard.
A spacious kitchen with white cabinetry, a large island, and a fireplace.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Shell Beach

Popular amenities

  • Balcony
  • Private pool
  • Kitchenette
  • Barbecue
  • On-site fitness centre
  • Arcade/game room

Explore the area

View map
Sarasota, FL
  • Place, Shell Beach
    ‪11 min walk‬
  • Place, Irma Beach
    ‪4 min drive‬
  • Place, Siesta Key Beach
    ‪7 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪22 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Sofa Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed

Living Room 1

1 Queen Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 7

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Dining area

Add dates for prices

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About the area

Siesta Key

Located on the waterfront, this holiday home 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 going on at Robarts Sports ARENA, or consider a night out at Sarasota Fairgrounds & Robarts Arena. Discover the area's water adventures with kayaking, scuba diving and snorkelling nearby, or enjoy the great outdoors with cycling.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Sarasota, FL

What's nearby

  • Shell Beach - 11 min walk - 0.9 km
  • Irma Beach - 4 min drive - 2.4 km
  • Siesta Key Beach - 7 min drive - 4.8 km
  • Crescent Beach - 13 min drive - 9.2 km
  • Turtle Beach - 16 min drive - 12.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 25 min drive

Restaurants

  • ‪Walt's Fish Market - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪CinéBistro - ‬3 min drive
  • ‪Drift Kitchen & Bar - Lido Beach Resort - ‬14 min drive
  • ‪Tiki Bar at Lido Beach Resort - ‬14 min drive

Frequently asked questions

Does A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool 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 A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool on 13 November 2026 start from NZ$26,360, 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 A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool?

On-site parking is available at the property.

What time is check-in at A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool?

Check-in begins at 4:00 PM.

What time is check-out at A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool?

Checkout is at 10:00 AM.

Where is A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool located?

Located in Bay Island, this holiday home is 0.6 mi (1 km) from Shell Beach and 2.4 mi (3.9 km) from Siesta Key Beach. Gulf Intracoastal Waterway and Irma Beach are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The pool was excellent. We enjoyed spending a lot of time in there. Rooms were very nice and spacious. The hosts were very nice and helpful. I would stay there again!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was fantastic
Stayed 6 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property

Host was great with all communication , place is stunning and the area is perfect
Stayed 14 nights in Apr 2025
Response from VrboOwner on 28 April 2025
Thank you Ted! I hope you had a wonderful time and created many new memories!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Casa Flamingo is an outstanding place to stay! The home is exceptionally clean, comfortable, and thoughtfully equipped with everything you need for a fun and relaxing vacation. Amenities include four kayaks, life vests, a paddleboard, beach chairs, a golf cart, and much more. The indoor pool is a fantastic place to unwind, whether you're enjoying a sunny day or escaping the rain. There’s also a billiards table and a comfortable TV area, making it easy to relax no matter the weather. The host is friendly, responsive, and genuinely cares about making your stay enjoyable. I highly recommend Casa Flamingo to anyone looking for a comfortable, well-equipped getaway.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I take our kids and grandkids on an annual vacation renting properties in different locations each time to experience various areas of Florida. This house has been our favorite so far. The grandkids referred to it as a castle and the favorite spot was the downstairs pool area. We spent 75% of our time in this area. Additionally the dock was perfect for our 2 boats and we were located right at the local beaches and sandbars for our daily fishing and sunset cruises. We will definitely be back!!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The fabulous Casa Flamingo

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!
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

True Luxury!! Definitely 5 Stars!!

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!!
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Flamingo

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!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just finished a fabulous week with 3 generations of family at this spectacular, conveniently located home. The design of the home and adjacent guest house was unique in every way and on a gorgeous property that our grandchildren and grandchildren had every possible amenity available to them. The yard was large and saw many soccer and softball games. The indoor/outdoor pool design and entertainment areas made for amazing family entertainment. The beach design next to the dock and canal made for great family lounging area while watching the little ones fish from the dock while the bigger ones enjoyed fishing from the the 4 kayaks included with the house. A wonderful 6 person gulf cart provided made for a number of trips to the nearby ice cream stores in the nearby village area. The owners were amazing people who cared about their guests and were attentive in every way.
Stayed 7 nights in Jun 2026
Response from VrboOwner on 12 July 2026
Keith, it was a pleasure hosting your family. You were very conscientious guests. We would be glad to have you back anytime! Thank you for the wonderful review!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property and great location. The host was very responsive to everything and did a great job of giving suggestions of things to do. The golf cart was handy to get to the beach. It rained a lot of the time we was there but found the property very relaxing.
Stayed 7 nights in Aug 2026
Response from VrboOwner on 9 August 2026
Brian, we enjoyed hosting you. Glad you found Casa Flamingo relaxing. You're welcome back anytime.😊
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best home we have ever rented!!

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!
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

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.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous vacation home with all the amenities

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 🏖
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 7 nights in Mar 2026
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