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 Sarasota

4.95 out of 5 average rating, 59 reviews

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

17–24 Sep

€ 360 per night

Guest favourite

Home in Sarasota

4.9 out of 5 average rating, 105 reviews

🌴🐬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.

11–18 Nov

€ 750 per night

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 10 reviews

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.

5–12 Apr

€ 1,150 per night

Guest favourite

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

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.

7–14 Dec

€ 569 per night

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 122 reviews

La Hacienda / heated pool, hot tub, 6mi to beach

Experience the allure of La Hacienda, a charming rental with a warm Southwestern-inspired interior with unique touches. This 4-bedroom, 2-bath home features a spacious living room with comfortable seating and multiple smart TVs. The private backyard awaits with a heated pool, hot tub, and outdoor kitchen for ultimate relaxation and entertainment. Located near downtown, you'll have easy access to beaches and dining. Indulge in the perfect blend of chillin', grillin' and sippin' at La Hacienda!

14–21 Sep

€ 402 per night

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 143 reviews

Stunning home near 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.

7–14 Jul

€ 567 per night

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 147 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 bedrooms & baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown and more. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack.

7–14 Feb

€ 1,237 per night

Superhost

Home in Siesta Key

4.89 out of 5 average rating, 100 reviews

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!

13–20 Jan

€ 889 per night

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 26 reviews

Family friendly with large pool

This spacious beach house is perfect for families as it comfortably sleeps 10 people. It's located in a peaceful neighborhood and is only 10 minutes from Siesta Key beach. The home features many amenities including a large private screened in heated pool/hot tub, rec room with ping pong table, 4k smart tv's, outdoor BBQ grill, and beach chairs. When your hungry you'll find many restaurants minutes away. Certificate of Registration Number: VR22-00076 Minimum stay is 7 nights.

28 Aug – 4 Sep

€ 457 per night

Guest favourite

Home in Siesta Key

4.92 out of 5 average rating, 24 reviews

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!

15–22 May

€ 928 per night

Superhost

Home in Siesta Key

4.87 out of 5 average rating, 119 reviews

"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.

9–16 Dec

€ 954 per night

Guest favourite

Flat in Siesta Key

5.0 out of 5 average rating, 12 reviews

Coastal Luxury Penthouse

This luxury Penthouse condo is in the heart of Siesta Key Village. There is no other property in Siesta Key that can compare to this one in location, amenities, and size that can not only house your entire party, it provides every piece of luxury needed to make your trip the most memorable experience. This 2 floor, 4 Bedroom, 3.5 bathroom Penthouse is equipped with a private entrance elevator, 2 car garage, private rooftop terrace, and 6 exterior balconies to enjoy.

10–17 Dec

€ 907 per night