Mansion vacation rentals in Siesta Key

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Popular amenities for Siesta Key mansion rentals

Mansion rentals with a pool

Guest favorite
Home in Sarasota
4.98 out of 5 average rating, 160 reviews

LUXE home 6mi to Siesta w/ incredible pool area!

JamesRating, 5 stars2 weeks ago
The house was clean, comfortable, and had a nice pool and hot tub area. The kids enjoyed the playground area. It was about 20 min from siesta key which was nice to go to the beach and restaurants.
Superhost
Home in Sarasota
4.63 out of 5 average rating, 19 reviews

Vitamin Sea: Private Pool, Downtown, and Beaches!

LindaRating, 5 stars9 months ago
My family and I stayed here for 10 days and we can say it was one of the best stays. Our flight landed early and we reached out to the host to ask for an early check in, they responded back fast and were able to accommodate us. Once inside the house everything was clean and the kids went right into the pool which was also very clean. Overall we felt right at home and the whole stay was 10/10!
Top guest favorite
Home in Anna Maria
5 out of 5 average rating, 11 reviews

The Toasty Coconut

GaryRating, 5 stars2 weeks ago
This home is perfectly located for all beach and ocean activity. It was extremely convenient to our activities. It is located in a quiet neighborhood and yet an easy walk to many activities, restaurants, shopping. The interior of the home has been freshly done and was easy to use. The pool was especially perfect for our family’s use. It was a delightful home in all regards.
Guest favorite
Home in Bradenton
5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

MichaelRating, 5 stars1 month ago
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!
Superhost
Home in Bradenton
4.87 out of 5 average rating, 291 reviews

Large 4 bedroom pool home tiki bar close to Ami

JohnRating, 5 stars3 weeks ago
We were able to book a 3 night stay last minute and the hosts were super easy to work with. The house was more than we needed and everything available to make our stay enjoyable. They were quick to respond and answer questions. House is super clean and location allowed us to get to the beach and away from it when needed. We appreciate the space that allowed us to relax and unwind after a busy week.
Guest favorite
Home in Sarasota
4.93 out of 5 average rating, 30 reviews

Beautiful, Spacious Heated Pool Home

KristenRating, 5 stars4 days ago
We booked with Alice last minute after our previous rental didn’t work out and we are so glad because this home was perfect! Immaculate, great kitchen, pool was great, master shower was amazing! Lots of fluffy beach towels, nice assortment of beach toys and floats for the pool, fold up bag chairs, cooler, large washer and dryer… it had everything our small family needed and more. We will be back!
Superhost
Home in Bradenton
4.95 out of 5 average rating, 21 reviews

Close to DT and AMI + Sleeps 16 + Heated Pool

BeckyRating, 5 stars6 days ago
This place was perfect for our family of 16! So much character to the home and so inviting! The place is bigger than the pictures look as well as the pool. So much seating outdoors as well, as that’s where we spent most of our time. The pool is huge and the backyard is so private and heavenly! The host was very quick to respond to our every need. We’d absolutely stay again!
Guest favorite
Home in Sarasota
4.87 out of 5 average rating, 84 reviews

Spacious Heated Pool Home Near Siesta Key

PatrickRating, 5 stars2 weeks ago
This place was wonderful. The pool lanai was amazing. The home is close to everything and has bars restaurants within walking distance.

Luxury mansion rentals

Guest favorite
Home in Bradenton
4.91 out of 5 average rating, 116 reviews

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

KimberlyRating, 5 stars1 month ago
I looked for MONTHS to find a home that would accommodate my group. Not only was there enough space, but it was minutes away from where we needed to be all week. The hosts were incredibly accommodating and answered any and all questions so quickly. This was the best stocked kitchen our group has ever had and we rent 3+ homes every year. The 5 bathrooms were SO convenient as well. The home is BEAUTIFUL and is tucked away and in a safe and gorgeous neighborhood right off a golf course. Will definitely be looking to stay here again if we can! Thank you Hosts!
Top guest favorite
Home in Bradenton
4.98 out of 5 average rating, 86 reviews

Lakefront Luxury: 5BR w/Pool, Game Lounge, MediaRM

JasonRating, 5 stars3 weeks ago
Nice place! Plenty of sleeping areas for multiple people. Super quick to respond to any questions we had or things that came up during our stay. Pool was great! Definitely a MUST HAVE for any vacation.
Guest favorite
Home in Sarasota
5 out of 5 average rating, 11 reviews

Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool

DeanaRating, 5 stars1 month ago
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.
Superhost
Home in Bradenton
4.8 out of 5 average rating, 5 reviews

Luxury 5BR Canal Home with Boat Lift & Gulf Access

HannahRating, 5 stars6 months ago
Great place and great communication!
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 78 reviews

Luxury Downtown Home+Spa & Pool+Near Beaches

TracyRating, 5 stars3 weeks ago
The house is amazing and I truly loved staying there. The host was amazing and very responsive. It was so nice that they supplied extra amenities like toilet paper (3 per bathroom), soap(dish and hand soap in each bathroom), paper towels (3 rolls), pool towels (about 8), bath towels, hand towels, wash clothes, dishwasher detergent, laundry detergent, a beach wagon, 3 beach chairs, and some beach toys. The rental was perfect for two families (4 adults/4 children ages 11-14). The heated pool and hot tub were very clean! The only cons were the master bedroom door to the pool and the bunk room top window did not have a blinds to keep the light out in the mornings, so FYI it can be bright if you like to sleep in. Overall, we had a great stay in this beautiful home and would stay again.
Top guest favorite
Apartment in Siesta Key
5 out of 5 average rating, 28 reviews

Coastal Luxury Penthouse

LindsayRating, 5 stars1 week ago
Wow! What an amazing week at this property. The hosts assisted with any questions we had. The property was perfectly located for access to the beach and local restaurants. It was a perfect size for a large family and the pool was beautiful. The beds were extremely comfortable. We would definitely recommend this property to anyone looking for the perfect home in SK!
Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

Dolphin Cove - Luxury Pool Home Near Siesta Key

MarkRating, 5 stars12 months ago
Beautiful home in a quiet neighborhood. Check-in was perfect and the instructions were well detailed. There are plenty of games and activities in the house to use and enjoy time with the family. The house was very clean and is located just off a main road that has plenty of dining options. Stefan was great and very responsive to any questions we had. I would definitely recommend and would stay there again.

Pet-friendly mansion rentals

Guest favorite
Home in Bradenton
4.96 out of 5 average rating, 49 reviews

Coastal 4BR Living Oasis | Amazing Private Pool!

AnnaRating, 5 stars3 weeks ago
We loved the house and the hosts. One of my best Airbnb experiences. It was exactly as expected. Love it!
Guest favorite
Home in Holmes Beach
4.97 out of 5 average rating, 131 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

MeganRating, 5 stars3 weeks ago
We enjoyed our stay at Kathleen’s home. This was our first time coming to AMI since the hurricane. Kathleen was sure to send updated photos of the interior following repairs. There were still some repairs needed on the exterior (various exposed construction and holes in soffits). However this did not significantly impact our stay. The home was clean and the kitchen was well equipped. We appreciated the natural shower gels, shampoo and abundance of sunscreen. There were numerous beach toys as described and the beach wagon came in handy. The space felt a little tight with two families (with somewhat older children) but would be perfect for young kids given the quantity of toys and activities. We had an issue with the interior locks at one point but this was handled well by the host. Overall we had a nice experience. Thank you!
Guest favorite
Home in Bradenton
4.96 out of 5 average rating, 26 reviews

Escape to Paradise! Near IMG! AMI! Heated Pool!

EllenRating, 5 stars1 month ago
I had the absolute pleasure of staying at Escape to Paradise from December through March! The support they provided for me while I enjoyed my winter in their beautiful home was wonderful. The area is quiet and is very close to shopping and most importantly the ocean! During my stay, my children came to visit me and they enjoyed the comfort of this beautiful four bedroom home with a spacious living room and dining room that will seat10 people. If you are coming with little ones, they even have a Porta crib and a high chair. My family really enjoyed being able to take the wagon and folding beach chairs to the ocean. The amenities that they supply are amazing! Little things like shampoo, conditioner, body wash, toilet paper, paper towels, laundry detergent, coffee, creamer and sugar! They responded to any questions I had with in minutes! They made my stay very comfortable. I highly recommend staying in this lovely home!
Top guest favorite
Home in Bradenton
4.99 out of 5 average rating, 91 reviews

3 Kings/Mins To AMI&IMG/HotTub/Heated Pool/16peeps

EmmanuelRating, 5 stars3 days ago
5 stars! Nikki and Mark were fantastic hosts! From the moment we arrived, they made us feel welcome and at home. The place was exactly as described—clean, comfortable, and beautifully maintained. They were also incredibly flexible, which made our stay even more enjoyable. Communication was smooth, and they truly went above and beyond to ensure we had everything we needed. We would absolutely stay here again and highly recommend their place. Thank you, Nikki and Mark!
Top guest favorite
Home in West Bradenton
4.99 out of 5 average rating, 152 reviews

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

JhosselinRating, 5 stars4 days ago
Mr. Lenny's house is an excellent choice for a stay. It has everything you need to feel right at home, with all the amenities one could wish for a perfect vacation. The decor is elegant and cozy, and every corner of the house is impeccably clean. The neighborhood is very pleasant and quiet, ideal for unwinding and relaxing. Additionally, it is located just a short distance from the beautiful beaches of Anna Maria Island. Mr. Lenny is an outstanding host, always attentive to every detail and going out of his way to make our stay even better. Without a doubt, I 100% recommend this property for an unforgettable vacation.
Superhost
Home in Sarasota
4.85 out of 5 average rating, 224 reviews

Modern and spacious. Heated pool, spa. Beach 5 min

FrancescaRating, 5 stars6 days ago
The location is great, house is very spacious and the pool was very clean. Great stay!
Guest favorite
Home in North Port
4.93 out of 5 average rating, 86 reviews

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome

TarahRating, 5 stars2 weeks ago
This was by far my best Airbnb stay yet. Lynn’s home is very beautiful, clean, family friendly. There was an issue with the television remote and she had it taken care of within the hour. I highly recommend staying with her. The pool and spa are so relaxing and good for the kids. We definitely enjoyed our stay and plan to book with Lynn again.
Guest favorite
Home in Anna Maria
4.91 out of 5 average rating, 11 reviews

Mia Bella walk to beach on canal, 2 king suites

LaurenRating, 5 stars9 months ago
Our family absolutely loved this place, photos online don’t do justice of the view on the side surrounded by all the windows. Great location close to everything and a short walk to the beach. We loved the pool and the fact it wasn’t heated during summer time like our last place here, so nice to dip in cool water. The sliding glass door alarms are a bit annoying but we understand safety first. Everything was clean and a lot of utensils and spices provided for cooking. We will definitely be back.

Destinations to explore

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  3. Florida
  4. Sarasota County
  5. Siesta Key
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