
Mansion holiday 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
Luxury mansion rentals

Casa De Marina
The house is very well appointed with some lovely decor. The rooms are very spacious and it is well suited for large family vacations. It is nice to have a ping pong table on the first floor for some fun entertainment. We enjoyed the back deck. It easily fit our whole group and it provides a very nice breeze and some shaded areas. The walk to the beach is just a few minutes. It is an easy walk to and from the beach with two close access points. We enjoyed our stay.

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

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.

Bay view,Manatees,Pool, RecRoom,Large Home,fishing
Can't recommend highly enough! The neighborhood was quiet, peaceful, and charming, and the property was immaculate and exceptionally well-appointed -- wonderful for children. Everything was as-advertised and meticulously organized. Our host, Cindy, was extraordinarily helpful, communicative, responsive and gracious -- 5 stars on every front!!

Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
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.

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!!!

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!

Manatee River View! Heated Pool! Game Room !Pet OK
Jenny and Kenny were wonderful hosts! We came to Palmetto for a family wedding and it was the perfect location. We loved sitting by the beautiful pool, and the home was just as pictured! The hosts were very accommodating and responsive. Would stay here again and highly recommend!
Pet-friendly mansion rentals

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.

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!

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!

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!

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.

South Gulf Cove,4/2, Fenced Yard, Heated Pool
This was definitely a one stop shop! Had everything and beyond. Also so thankful we booked last minute and Ms.Jenifer and Ms.Michele were so accommodating and helpful. If you’re ever in the Port Charlotte area, this is the home to go too!
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!
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.

5br/4ba Luxury house w pool
Incredible! We felt so lucky we got to stay here and enjoy this well-equipped, centrally located house. The screened in pool is absolutely epic.

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.

St. Pete heated pool hot tub, 5 min to the beach
Todo muy bien, los anfitriones muy atentos y pendiente a mis necesidades, respondían de manera inmediata. Un pequeño detalle con la parrillera pero nada que no se pudiera resolver, en definitiva volvería a reservar con ellos. Muchas gracias por todo! ❤️

Spacious Heated Pool Home Near Siesta Key
We were incredibly happy with the location. Sarasota is a big county but this location provided quick access to the beaches, Siesta Key and Lido Beach. We were also 35 minutes from Manasota and had a great time hunting sharks teeth! I forgot to request heating the pool but the host promptly helped and I was surprised by how quickly the pool heated. The coffee bar was a nice touch!

Beach House with Private Pool!
We had a fantastic stay! The place was exactly as described—clean, comfortable, and in a great location. Patricia was incredibly welcoming and responsive, making check-in easy. The beach was an easy walk across the street. I would absolutely stay here again and highly recommend it to anyone looking for a great experience.
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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