Mansion holiday rentals in Siesta Key

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Top-rated mansion rentals in Siesta Key

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Guest favourite

Home in Rosemary District

Beach + Downtown! Saltwater Pool, Spa, Bikes

Unwind and relax at this stunning modern house located in a quiet neighborhood, minutes from Downtown Sarasota. This newly renovated 4 bedroom/3.5 bathroom is the perfect retreat for your family vacation. Enjoy our lush backyard with pool and grill, open-concept living room, chef kitchen, and kid's entertainment. Non-Toxic: 100% Natural and Scent-free cleaning products and UV sanitization are used for turnovers. For guests, we provide organic shampoo/conditioner/soap and filtered water & ice

Guest favourite

Home in Sarasota

Brand New Luxury Home w/ Pool & Putting Green

Experience the ultimate luxury vacation rental in Sarasota/Siesta Key. This exquisite brand-new property offers top-of-the-line amenities at an un-beatable location, less than five minutes from the world famous Siesta Key beaches. Get the best of both worlds of beach and city, plus walkable private access to the Sarasota Bay for kayaking, fishing, and paddle boarding. Distance from Siesta Key Beach: 4 miles Distance from Downtown Sarasota: 3.1 miles Distance from St. Armands Circle: 5.3 miles

Guest favourite

Home in Sarasota

4br/3ba Flamingo House, near beaches+heated pool

Welcome to our little piece of paradise with heated saltwater pool! Backyard surrounded by privacy fence makes this a destination where you can relax in peace. Plus Legacy Trail is accessible from our street . This home is situated on a quiet street away from the main roads, 15-20 minutes to Siesta Key and Lido Key beaches, 5 minutes to Pinecraft(Amish Village)and 10 minutes to Downtown. With 4 bedrooms & 3 full baths, The Flamingo House is very family friendly or perfect for multiple couples.

Guest favourite

Home in Sarasota

🌴🐬Bay Haven- Resort style Backyard 🏊‍♀️🔥 & Game Rm⚽️

Welcome to "The Bay Haven" - a family friendly vacation villa with a view of Sarasota Bay! Relax in our luxurious 2350 sq. ft. single-level home boasting an open floor plan and a 600 sq. ft. rec room stocked with family games & entertainment. The home is fully remodeled with high-end finishes and designer touches. Enjoy the backyard oasis, including a large heated pool, firepit, plenty of seating and a grill. It’s an easy drive to the white sand beaches of Siesta Key and Anna Maria Island.

Guest favourite

Home in Indian Beach-Sapphire Shores

Fruit /Botanical Garden Estate 2 miles to downtown

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Jump into the custom pool, unwind in the spa, or stay active in the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool and shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

Guest favourite

Home in Sarasota

Siesta Key, Luxurious House W/ Heated Pool

Welcome! This wonderful home is the perfect place for you and your family! Located on a peaceful and quiet street, yet close to all of Sarasota's best attractions! Very close to Siesta Key Beach (#1 Beach in USA), and downtown Sarasota which includes many restaurants and shopping. As you step inside the house, you will immediately feel the comfort and relaxation of its inviting ambiance. The newly renovated, 4 bedroom/2 bathroom, beachy motif home is the perfect place for you and your family!

Guest favourite

Home in Bradenton Beach

Paradise! Steps2 Private Beach & Tropical Yard!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Guest favourite

Home in Sarasota

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

Welcome to The Palmieri - the ideal Sarasota family vacation destination! Minutes from DT, Siesta & Lido beach, our beautifully styled home features an incredible backyard with a heated saltwater pool, hot tub, fire pit, playland, and a shaded lounge. Spacious and open inside, with a fully equipped kitchen, and all the cozy feels of home. The finished garage houses beach supplies for your convenience, and thoughtful touches throughout combine comfort & luxury for an unforgettable experience.

Guest favourite

Home in Anna Maria

Steps to the Beach! Pool/spa! Golf Cart Included!!

Newly renovated elevated home on the prestigious north end of the island. There is over 2100 sq. ft of living area in addition to the expansive outdoor space including a large saltwater pool/spa, outdoor TV and seating area, outdoor dining area for 10, lawn games and numerous balconies both covered & uncovered. The house is across the street from the Bayfront Park and a 7 minute walk to the world renowned Bean Point. We have also included bikes & a 6 person golf cart for your stay.

Superhost

Home in Siesta Key

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Step into the spacious and modern 4BR 2Bath getaway in a tranquil area just a few steps from the gated beach. It offers a relaxing retreat from which you can easily explore local restaurants, shops, exciting attractions, and natural beauties. The stylish design and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Building Amenities (Pool, BBQ, Lounges) See more below!

Guest favourite

Home in Siesta Key

Stunning Siesta Home | 4 Bedroom | Walk to Village

This newly remodeled, Siesta Key three-story, family home, just minutes to the #1 beach in the USA Siesta Key village, is ready to welcome you and your family to Paradise! Step into this updated designer home close to everything Siesta Key has to offer. The home boasts several large living areas perfect for family movie night, a garage packed full of beach toys, comfy bedrooms, a well equipped chefs kitchen, four large bedrooms, an extra large lanai and much much more!

Superhost

Home in Siesta Key

"Safe & Clean" Palm Oasis - Relax in comfort!

The Palm Oasis is a 4-bed home with 2000 sqft, only 1 block away to Siesta Key Beach. This home is on one level and has all the amenities including a brand new salt-water pool which is the center of the backyard and a outdoor BBQ grill to make fabulous burgers. All bedrooms offer a flat screen TV. This home offers 1 king, 2 double beds, 1 queen and 2 twin’s beds with 3 full bathrooms accommodation 8 people maximum. * Home has a 1 week minimum booking requirement.