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

4.98 out of 5 average rating, 161 reviews

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 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. VR24-00277

Guest favourite

Home in Downtown Sarasota

5 out of 5 average rating, 25 reviews

Serenity Springs | Private Heated Pool + Waterfall

BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments from the picturesque beaches! From the gorgeous interior to the INCREDIBLE outdoor oasis with a private pool with a glistening waterfall, this home has everything that you and your loved ones need for your next dream vacation, including: - Private Pool - Water filtration system - Rooftop Perch - Fully-Equipped Spacious Kitchen - Outdoor Dining and Sitting Areas - and More!

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 130 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Superhost

Home in Siesta Key

5 out of 5 average rating, 4 reviews

Siesta Soul | Located In Heart Of SK Village!

Exclusive Amenities Include: • Private Heated Pool • Outdoor Fire Table • Beautiful Views on 2nd Story Screened Balcony • 3 Minute Walk to Siesta Key Village • 3 Minute Walk to Siesta Key Beach • 4 Bedrooms, 3 Full Baths (1 Master Bedroom) • 1 King Bed, 3 Queen Beds (Sleeps 8) • Outdoor Shower • Private 2 Car Garage • Outdoor Dining & Lounge Areas • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy • Gas Grill

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 200 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 beds & 3 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.

Top guest favourite

Home in Siesta Key

5 out of 5 average rating, 6 reviews

Coastal Elegance Pool Home in Sarasota

Welcome to coastal elegance in Sarasota! - Stunning 4-bed, 4-bath pool home on Palm Island - Recently renovated with modern open-concept layout - Gourmet kitchen with Italian Fulgor cooktop and marble island - Ground-floor master suite for privacy and luxury - Sun-filled flex room for various uses - Spacious outdoor area with newly renovated pool - Private dock access for boating enthusiasts - Just 2 blocks from Siesta Key Beach and 10.5 blocks from Siesta Village

Guest favourite

Home in Rosemary District

4.92 out of 5 average rating, 101 reviews

Saltwater Pool & Hot Tub-Gas Grill-Bikes-Baby Gate

The House - Sleeps 12 people. -Saltwater heated pool -4 person hot tub -Kid’s toys & accessories, including stroller, carseat, highchair, pack and play, etc… -Bikes! -Stocked kitchen -King beds. Location: - 5 minute walk to downtown, 8 minute drive to Lido Key Beach. -Directly next to our “sister house” … book both for huge groups! Hosts -Small family run side-business. We love connecting with visitors! WE OFFER A DISCOUNT FOR PUBLIC SCHOOL TEACHERS! Message us for info!

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 152 reviews

La Hacienda / heated pool, hot tub, 6 mi 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 and hot tub 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!

Top guest favourite

Home in Sarasota

4.95 out of 5 average rating, 172 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home! VR24-00264

Superhost

Home in Siesta Key

4.88 out of 5 average rating, 128 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 9 people maximum. * Home has a 1 week minimum booking requirement.

Guest favourite

Home in Bradenton

4.92 out of 5 average rating, 367 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Superhost

Home in Sarasota

4.93 out of 5 average rating, 147 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways. Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.