
Mansion vacation rentals in Siesta Key
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Top-rated mansion rentals in Siesta Key
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Popular amenities for Siesta Key mansion rentals
Mansion rentals with a pool

2 Villas, Pickleball, Htd Pool,Game Room,6BR/24ppl
This was a great place for our family reunion. I highly recommend it and would certainly consider returning.

New 4-bedroom house with saltwater pool and spa!
This is a beautiful, clean, well decorated home in a safe private neighborhood. The kitchen was well stocked and very spacious with lots of storage space. The patio was private with a beautiful pool that was well heated for this time of year. The beds were very comfortable. We felt right at home.

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

Vitamin Sea: Private Pool, Downtown, and Beaches!
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!

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

Large 4 bedroom pool home tiki bar close to Ami
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.

Modern, Bright Downtown SRQ A-Frame West of Trail
We highly recommend this listing! It was exactly what we needed for our family trip: perfectly located near family, the main strip (easy Uber!), and Siesta Key (short drive). The heated pool and backyard were a fantastic bonus. The updated interior and unique A-frame design were also great. The upstairs master suite provided a nice separation. The kids loved their room with the pull-out and pool view. The spacious kitchen was ideal for our group. We'll definitely be back! Plus, check-in and check-out were super easy.

Close to DT and AMI + Sleeps 16 + Heated Pool
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!
Luxury mansion rentals

4BR Golf View-Heated Pool/IMG Academy/Near Beaches
The home was exactly as described. Being on the golf course gave an excellent view and allowed for quiet, especially at night. Host was very responsive instructions they get in were easy and the kitchen was fully stocked with everything you needed to live like you would at home excellent host excellent property.

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

Luxury Waterfront Sunset Beach
This house was perfect for our spring break mother daughter trip. The morning sunrise over the bay with a Nespresso coffee on the deck couldn’t be beat! The walk to the beach is so quick and easy and it was nice to be able to use the lounge chairs and bar/food service at Caddy’s. The sunsets from the beach are amazing. The house was clean and beds were comfortable. It was nice having three bathrooms and a beautiful kitchen. There is a bedroom on the main floor for guests who may have issues going up the spiral staircase with luggage. Priscilla was so friendly, accommodating and very quick to respond.

Luxury 5BR Canal Home with Boat Lift & Gulf Access
Great place and great communication!

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

Estate Living in The Meadows Golf Community
This was our second stay in this stunning home. Jennifer and Amy were excellent to work with. They respond to communication promptly and authentically cared that we had the perfect stay. The home is beautiful and had everything we needed. My husband and I are already talking about returning. Highly recommend!!!

Luxury Downtown Home+Spa & Pool+Near Beaches
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.

"Enfuego!"
beautiful place and Paul and Carter were great!!!
Pet-friendly mansion rentals

Villa Bookelia - 4 Bedroom Pool Home
What a beautiful home and neighborhood. It was perfect for our needs. The pool was a huge plus and we swam every day.

Coastal 4BR Living Oasis | Amazing Private Pool!
We loved the house and the hosts. One of my best Airbnb experiences. It was exactly as expected. Love it!

Escape to Paradise! Near IMG! AMI! Heated Pool!
My family and I had such an amazing stay at Jenny and Kenny’s place. Their beautiful home was so comfortable, clean and had basically everything that we could even think of for our beach vacation.

3 Kings/Mins To AMI&IMG/HotTub/Heated Pool/16peeps
Great house, fun backyard, and very responsive hosts! Only downfall is having to drive everywhere rather then walking down the road to a coffee shop or beach. Great time with our kids!!

Modern and spacious. Heated pool, spa. Beach 5 min
The location is great, house is very spacious and the pool was very clean. Great stay!

Riverwalk-Parks-Museums-Skate Park-Manatees-Rest's
This was our second year in a row staying at one of Randy’s properties!! Will definitely make it a third!

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome
We are repeat guests at Rancho Relaxo, and we will continue to return as long as they have us. I highly recommend Lynn's place if you're looking for a place to relax and unwind. We enjoyed the heated pool every night, and our dogs loved the gated backyard. The location is private, yet it's conveniently close to shopping and restaurants. We can't wait to go back!

0.5acre Private Yard! Heated Pool! Near Anna Maria
This home was perfect for our stay. The house was very neat, clean and in a peaceful neighborhood. Location was a short drive to great beaches. The kids really enjoyed the heated pool. House was equipped with everything we needed for our beach trip. Had a few questions and the response time was quick. This home helped us have a great memorable trip for our family. We hope to come back soon.
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- Myakka River State Park
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