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

4.95 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

Sep 23 – 30

G$63,164 GYD per night

Guest favorite

Home in Bradenton

4.97 out of 5 average rating, 102 reviews

Luxurious Family Haven w Saltwater Pool & HOT TUB

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

Jan 9 – 16

G$129,013 GYD per night

Guest favorite

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.

Nov 11 – 18

G$140,862 GYD 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.

Dec 7 – 14

G$107,996 GYD per night

Guest favorite

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!

Sep 11 – 18

G$73,875 GYD 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.

Jul 7 – 14

G$104,572 GYD per night

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 148 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 18 – 25

G$137,291 GYD 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.

Aug 29 – Sep 5

G$83,371 GYD per night

Guest favorite

Home in Siesta Key

4.92 out of 5 average rating, 25 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!

Oct 9 – 16

G$197,333 GYD 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.

Dec 9 – 16

G$180,295 GYD per night

Superhost

Home in Sarasota

4.84 out of 5 average rating, 132 reviews

☀ Pet and Family Friendly Home with Pool ☀

Our spacious single-level house is perfect for families as it comfortably sleeps 10 people. The home features a renovated caged pool, an outdoor seating area with a BBQ grill, three 4K smart TVs, a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, bike riding and hiking trails. The pool can be heated up to 78-82F for an extra charge ($25/day).

May 5 – 10

G$31,940 GYD per night

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 140 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

Your Ideal Getaway: All-Inclusive Comfort and Convenience Discover the perfect retreat that's close to everything you desire in a vacation. Whether you're seeking the beach, family-friendly activities, nightlife, mini golf or championship golf courses, you'll find it all at your doorstep. It's a place where you can unwind and savor life's simple pleasures. Embrace the great outdoors with an outdoor space that's perfect for relaxation and enjoyment.

Sep 12 – 19

G$50,665 GYD per night