Mansion vacation rentals in Siesta Key

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Top-rated mansion rentals in Siesta Key

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Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 107 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.

Nov 5 – 12

R12,494 ZAR per night

Guest favorite

Home in Bradenton

4.97 out of 5 average rating, 102 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

Sep 14 – 21

R8,227 ZAR per night

Guest favorite

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.

Apr 26 – May 3

R12,753 ZAR per night

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 123 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!

Oct 11 – 18

R7,417 ZAR per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 144 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.

Oct 11 – 18

R9,563 ZAR per night

Guest favorite

Villa in Sarasota

5.0 out of 5 average rating, 61 reviews

Modern Retreat Close to Beaches |Pool|Game room

Villa Palma offers everything you could want in a tropical retreat. Only 5 miles to Siesta Key, rated the #1 beach in the US & stunning Lido Key, and 5 mins to downtown Sarasota with tons of restaurants & attractions. Here, your only worry will be deciding whether to stay in & enjoy the pool, fire pit & enclosed sunroom or to go out & explore. You'll also love our dreamy chef's kitchen & delightful coffee bar, with an open concept living area making it ideal for a family reunion or vacation.

Sep 27 – Oct 4

R7,569 ZAR per night

Guest favorite

Home in Siesta Key

4.95 out of 5 average rating, 19 reviews

*Private beach access-heated pool-great location!

Experience the ultimate in luxury on Siesta Key at this exceptional custom-built property, just minutes away from the top-ranked beach in America. Bid farewell to cramped accommodations and embrace the spacious luxury of this charming vacation home, ideal for larger families seeking a stylish and comfortable retreat. Only minutes away from incredible downtown Sarasota and St. Armand's Square! Publix grocery store, Siesta Key Village, & 7-Eleven are less than 2 miles for the property.

Sep 15 – 22

R15,360 ZAR per night

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 150 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.

Apr 25 – May 2

R8,549 ZAR per night

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 58 reviews

Renovated Ranch near Downtown Sarasota and Siesta

Located in the heart of Sarasota, less than ten minutes to Siesta Key Beach and Downtown Sarasota, completely renovated home has it all. Ranch style has tall ceilings, modern kitchen, open layout. Four bedrooms to choose from . A spacious master bedroom and a spa like bathroom that has a soaking tub, rain shower head, bluetooth audio and huge walk in closet. The back yard will make you feel like you are on vacation, sparkling heated pool and privacy fence surrounding the property.

Oct 5 – 12

R5,240 ZAR 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!

Oct 31 – Nov 7

R9,539 ZAR per night

Guest favorite

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.

Sep 5 – 12

R7,395 ZAR 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.

Sep 4 – 11

R12,796 ZAR per night