
Mansion vacation rentals in Siesta Key
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Top-rated mansion rentals in Siesta Key
Guests agree: these mansions are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Siesta Key mansion rentals
Mansion rentals with a pool

Spacious Family Twin Units: Beach ~ Pool ~ Parking
We were a group of 7 in town for a family wedding (Myself and our wife with my mother and our two adult children with their significant others).We had more than enough space and could’ve comfortably fit more if we’d needed to. The place was clean, had the amenities we needed, quiet location. We used the pool and walked to the beach- in less than 8 minutes!! Having beach chairs available was a nice touch because tho we were very busy with wedding things we did have half a day to enjoy the area but didn’t bring those types of items with us. We had one minor maintenance issue which was resolved quickly. Our only complaint would be we didn’t have more time to enjoy the place since we had family obligations. All 7 of us (ages 23-81) agreed we would definitely stay again.

Golf Views +Swimming Pool & Hot Tub,Near Pinecraft
The home and stay were beyond expectations!!! Lovely, pristine, and very relaxing!! It was just what we needed!! Thank you so much!! Hope to be back soon!!

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14
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.

LUXE Nomadic Abode heated pool & amazing yard
5 Stars – Wonderful Stay! I had an amazing experience staying at this Airbnb! The place was spotless, beautifully decorated, and exactly as described in the listing. The bed was incredibly comfortable, and I appreciated the thoughtful touches like coffee, local guidebooks, and extra towels. The neighborhood was quiet, safe, and within a few miles away there is great restaurants and shops. Our host was friendly, responsive, and made check-in super easy. They even gave us great local recommendations that made our trip even better. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Stunning Siesta Home | 4 Bedroom | Walk to Village
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!

Private Pool, Spa, Rooftop Deck, Game Room & More!
100% recommend staying here. Me and my fiancé have stayed at many Airbnbs across the area and this by far stood out by one of the nicest and best located. The hosts were incredible and very responsive as well!

Heated Pool, Boat Launch, Sleeps 10!
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.

Boaters Paradise Near Siesta Key Beach
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.
Luxury mansion rentals

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.

The Pink Riverhouse- No damage from Hurricanes
Our stay at Katie's was a wonderful experience. So much to do within the house as well as the backyard. Katie & Terry were both prompt when needed throughout the trip and made us feel at home. Katie also have great recommendations for grocery shopping which made me fall in love with the Amisb Supermarket. Also, great proximty to many attractions. We will most definitely find more time to stay here again!

Luxury Downtown Home+Spa & Pool+Near Beaches
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

༄ Sunset Shore on Anna Maria Island ༄
First time visit to AMI & it was beyond amazing. The house was so clean & just as described. Outdoor space had fantastic ambiance & plenty of space for a family of 7. Had some other family vacationing there as well, and they spent the whole time at our house because they said it was 1000 times better than where they were staying. Owners were so friendly, quick to respond & just overall welcoming & accommodating. Highly recommend staying here!!

South Water View - Residence 502
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.

Near downtown! Saltwater Pool! HOT TUB! Games!
Perfect stay. House was immaculate. Backyard was perfect with the right amount of sun and shade. House is set up perfectly almost broken into “wings” so guest don’t feel like they are on top on each other. Pet friendly! Would absolutely stay here again!

White Pearl-New Premier AMI Home with Sunset Views
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!

Large Pool Home- Blocks from Siesta Key Beach
This house was exactly what we wanted for our large family vacation. The beds were comfortable, there was plenty of space, the pool area was amazing and Tracey was a responsive, wonderful host! We had 3 small children and there was plenty to do for them along with two wagons, plenty of pool toys, etc. The door locks were high and there were baby gates there for use. It’s a straight walk to the beach (about 5-7min) and 15min to Siesta Village. The double washer and dryer as a hit and a HUGE convenience. We had a great time and can’t wait to visit again!
Pet-friendly mansion rentals

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs
Place was as listed. Nadia and Serge were very responsive. We did have an issue with the pool and they sent over the pool tech. We enjoyed our stay.

Sarasota Getaway “Have some fun under the sun.”
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!

Chic 4BR + Jacuzzi | 9 Min to Siesta Key Beach
Yuznhys was amazing she responds in seconds. The house is beautiful and cozy and the beach it’s only less than 15 min away. The house is very centric to restaurants and fast foods definitely recommend.

Family House w/ Pool Fun Game Room 10 min Lido Key
This was a great place for all 9 of us to stay and celebrate our birthdays. We enjoyed the pool and the game room. There was plenty of space for all of us to sleep and we did not feel like we were on top of each other. It was great to have all the amenities, we were able to wash our close and we did a big barbeque one night and a big breakfast one morning. The only negative was the noise ordinance when there were planes flying over every 20 minutes. I would definitely recommend this for a big family and would stay there again. We were 30 minutes to any beach and close to all stores necessary. We had a great time.

Hidden Hacienda
Our family had a great week staying at Hidden Hacienda! The location was perfect for morning walks, close to beaches and walkable to shops, restaurants and activities! Thank you for sharing your home!

Beaches , Heated Pool, or Golf? 4 Bed 3 Bath Home
This stay was very good. The outdoor space was excellent. The grille worked without having to find a lighter or matches, which its often not what you find. Lots of sitting space. Beds were comfortable. A/C easily kept up with the 90+ degrees outside. Kitchen was very well supplied with utensil’s, pots and pans, and plates. The pools was clean and enjoyed by my family. I loved the outdoor TV! Will absolutely mark this as a favorite.

Family Oasis-Beautiful House-Infinity Pool-Beaches
This was the most beautiful and accommodating Air Bnb I’ve ever stayed in. Everything was new, clean, and updated with the latest technology. The toilet seats were even heated! We had a group of 9 plus a dog and everyone was very happy with the stay. Marcin was super nice and always answered questions quickly. The pool area is incredible. The kitchen was stocked with everything we needed to make meals and the bathrooms were stocked with plenty of essentials.

Near SKB - Bright, Clean, Backyard, Allows Dogs
Vicki is a solution focused host. Very communicative and absolutely focused on the guests she is hosting. Highly recommend the host, house and location. Just 15-20 mins from many restaurants and things to do.
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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
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- River Strand Golf and Country Club