Mansion holiday rentals in Siesta Key

We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!

Wow!! Jeff & Lyn’s home was perfect for our stay of 3 adults, 2 kids & 1 infant! Very kid friendly! Everything was extremely clean, organized, all cabinets were labeled. The house was fully stocked with everything you could need including items for baby/child. Garage had plenty of beach toys, wagon, chairs, baby pool float, baby beach tent. Beds were very comfortable & nice linens! The home looks recently upgraded and everything is in great condition. Home is conveniently located to downtown Sarasota, restaurants and local beaches. Jeff & Lyn thought of everything! I can’t think of anything that could be changed or added! Highly recommend this property & will definitely return for a future stay.

What a wonderful place to stay, we had a family of 6 for a7 day vacation. The house is beautiful, everything top notch, outside area has a huge pool and beautiful hot tub. Great sitting area outside with comfortable seating outside with a TV. Host was very responsive to any questions we had. Would definitely stay here again

Beautifully appointed home with several comfortable living spaces for different groups and large bedrooms and bathrooms. Close walking distance to town, beach, and tennis and Pickleball facilities. Great family setting!

Bay St., Hideaway was very accommodating for our family while traveling for a very special occasion. This place allowed four different families to stay in the same location and share meals, laughter and good times with grandchildren, children and parents. It is located in a quiet neighborhood that is located to a lot of nearby attraction. I would totally recommend this for any family that is gathering for that once in a year special event.

Our stay at Ten35 was great! Great location with direct access to the beach. If you plan to stay around the area while visiting, you most likely will not need a vehicle as this is close walking distance to most of the restaurants and shops near by. The condo was overall very nice, comfortable, clean, and very spacious.

We enjoyed are stay. The immenities were great. The kitchen was well stocked for our cooking needs. The pool and outside area was amazing. The family really enjoyed swimming and fishing off the dock. I have shared your Airbnb a couple of my friends.

The house was perfect! Just as described and a great layout for a large family. The amenities were awesome especially the outdoor space with the pool and spa and outdoor TV. Very kid friendly with toys and crib and highchair. Would definitely recommend 10 out of 10!

Such a wonderful stay! We had a group of 6 girls and this accommodated us all very well! The pool was amazing and the extra outdoor amenities made this place a perfect place for groups. Beautiful spacious kitchen and dining area as well as wonderful showers and bathroom spaces. Easy parking and a very safe neighborhood overall. 15-20 from siesta key main beach and downtown, very convenient!

We enjoyed our visit to TwinPalms very much! The home was in a wonderful location on the island! The home is beautiful, and is equipped with anything you may need! Kathleen was so very helpful in making sure we had everything we needed and made our visit seamless! The love and effort Kathleen puts into your visit could not go unnoticed! Really appreciated the materials she provided on everything to do on the island listing the restaurants with her personal reviews was helpful!

Our family enjoy our stay, would recommend!

The Sandpiper was the perfect airbnb for our small group. Having the 4th bedroom and 3rd bath that could be used from the private pool was perfect. The fenced in backyard made it great for our friend's dogs to run. The kitchen had everything we needed and allowed us to cook in daily. Proximity to grocery was great and with a few extra people who stopped by to visit, the 24 hour Denny's four houses up allowed us extra parking and less congestion of cars around the house. This airbnb gets a five star rating.

The home was beautiful, It was move in ready, equipped with all the features of home and more. Each room had plush bath robes. It was beach ready, equipped with beach towels, beach wagon, chairs, and mats. Even though we did not have a baby or small children, a high chair and sleeping equipment was available. The Pool area was clean and very comfortable. Great selection of spices for cooking. Attention could have been given to the oven. The management team was welcoming and extremely responsive to needs concerning the property. Great find. Highly recommend.

Beautiful house, perfect for a big family vacation trip. Close to a lot of places, Jenny and Kenny were extremely helpful and friendly. Definitely 10/10 ✨

We are so happy and blessed to had found this home available. It was more than what we expected. Everything was clean and in order. Our host was responsive and available during our stay. We loved and enjoyed the pool very much and had everything we needed to have fun days at the beach . We would definitely stay here again. We are Very very happy. Thank you.

This home provided my family with a wonderful vacation. It comfortably slept all 8 of us. Our favorite aspects were the kitchen and large dining areas that allowed us to enjoy meals together outside and take in the beach front views. We loved how our backyard was the beach which made enjoying beach days so relaxing. Elizabeth was responsive when needed. I hope to stay here again.

Beautiful house just like the pictures. The beach accessories were a great bonus. The pool area was enjoyable and relaxing. Our group of 8 had a great time and would highly recommend.

Our family had the best time at Dana’s. The pool and game room were enjoyed. Comfy beds and furnishings. It was a great place to stay and had everything we needed and more.

10 of us stayed at Jeff and Ingrid’s and it was perfect! The house was beautiful, plenty of linens and kitchen necessities. The location was great for walking to shops or beach! Loved the outdoor area! Perfect to unwind after the beach or dinner. We will be back!

Hosts very responsive, addresses any issues immediately. It was a great place for my family, clean and spacious.

Great place, even better location! Being a mile away from the beach was absolutely amazing and coming home to a large kitchen and pool, was the cherry on top!

We had a great stay! There was more than enough room for our group. The house is located in a very quiet area close to siesta key and downtown Sarasota. We would happily stay here again.

This was our first time on Anna Maria and we loved it. The White Pearl played a big part in our enjoyment of the island. It had plenty of space for a big family and everything we needed for a seafood dinner at the house, a day at the beach, or an evening by the pool. The weather was great so we took full advantage of the decks, especially the observatory, which has a great view of the Osprey nest across the street. We spent plenty of time soaking up the sun and watching the beautiful sunsets, so it was great to have quality chairs, umbrellas, and a wagon to get it all to the beach. Jay was very helpful and clearly takes pride in his home and the satisfaction of his guests. He called to check on us when we arrived to see if we needed anything and was there at check out time too. We’ll definitely be back. Thanks Jay!

I am warning you…you will not want to leave this beautiful home! It’s your home away from home….literally! Everything in this house is designed for you to have the most comfortable and enjoyable stay! They even have children books for them to enjoy…and all the lighting has a remote control so you don’t have to worry about standing up to turn off the lights ;) Please take care of this beautiful home bc I want to return asap lol! Nicole designed the house so beautifully! My family and I loved it so much!