Mansion holiday rentals in Siesta Key

5 out of 5 average rating, 18 reviews

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

Superhost

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.78 out of 5 average rating, 103 reviews

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Newly Renovated, spacious home with heated private pool, just minutes away from #1 Beach in the USA - Siesta Key Beach. This house is conveniently located in Gulf Gate area, which allows a very short drive to Siesta Beach, Grocery stores, and dining. 4bedroom, 2 bathroom, spacious backyard, lots of parking space. Grill, propane, beach supplies, basic kitchen tools, keurig coffee pot with k-cups and drip, TV in every bedroom, all for your convenience while you are staying in our home! NO PARTY!

Superhost

A heated pool is enclosed within a screened area, surrounded by lush greenery and outdoor seating. The pool area features a natural stone deck, with lounge chairs positioned for sunbathing. The peaceful environment offers a private retreat for relaxation and enjoyment.

4.91 out of 5 average rating, 104 reviews

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all

4.98 out of 5 average rating, 60 reviews

Home in Siesta Key

Heated pool & Infrared Sauna, 2 min to beach

Our 3 story home creates privacy for multiple families to enjoy. Located 1 mile from the public beach. Call a free shuttle to pick up at the home & take you to the village for shopping & dining. Inside you will find smart TV's in each bedroom, fully stocked granite kitchen, full laundry room, infrared sauna & plenty of beach chairs. Two of the bedrooms have their own private bathroom. Our heated private pool has a fully covered outdoor dining area, amongst the salty air & gorgeous palm trees.

Home in Downtown Sarasota

The modern exterior showcases a two-story home with a sleek design, featuring large windows and a subtle color palette. A spacious driveway lined with decorative stones leads to the entrance, surrounded by low-maintenance landscaping, creating an inviting and contemporary appearance.

4.95 out of 5 average rating, 38 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!

An indoor pool is enclosed within a screened area, offering a clear view of tranquil blue water and surrounding trees. Comfortable outdoor seating is visible, complemented by a sunlit patio space. Large glass doors provide access to the pool area, enhancing the open feel.

4.97 out of 5 average rating, 157 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!

4.96 out of 5 average rating, 85 reviews

A modern ranch-style home is presented with a sleek wooden garage door and an inviting entrance. Lush palm trees line the yard, complementing the well-maintained landscaping. A wide driveway leads to the entrance, creating a welcoming atmosphere.

Home in Arlington Park

Renovated Ranch near Downtown Sarasota and Siesta

NO DAMAGE AFTER HURRICANE 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 and rain shower head. The private fenced in back yard will make you feel like you are on vacation, sparkling heated pool and privacy fence surrounding the property.

5 out of 5 average rating, 32 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Sarasota Escape | Minutes to Beaches + Downtown

HEATED POOL. NONTOXIC + ECO FRIENDLY. Relax with the whole family or bring that group chat trip to life at this peaceful retreat in the heart of Sarasota. Boasting a spacious and nature-inspired design, this home is a short drive to several world class beaches, the downtown Sarasota arts district, 5 star dining, shopping and more. The home is also located within walking distance of a park complete with playground, public pool, tennis + basketball courts, workout area and walking trails.

5 out of 5 average rating, 115 reviews

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Tropical Luxury Villa: Pool, Game Room, Near Beach

Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. Bedrooms: 4 private suites, plush linens and blackout shades ensure restful nights. Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. Heated pool & sun loungers Arcade-style game room Fast Wi-Fi & 5-star cleanliness Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today!

4.94 out of 5 average rating, 63 reviews

The private outdoor area features a screened lanai surrounding a heated saltwater pool. Colorful umbrellas provide shade over the loungers. Lush greenery is visible around the pool area, which is complemented by a staircase leading to the upper living space.

Home in Siesta Key

Large Pool Home- Blocks from Siesta Key Beach

Welcome to Ocean Breeze Cottage, This beautiful 5 bedroom 3 bath home is perfect for a family vacation to Siesta Key Beach. Ocean Breeze Cottage is a quick block and a half stroll or bike ride up the street from The Nation’s Number One Beach; where you can enjoy Siesta Key’s famous white sand, swim in the Gulf of Mexico and take in a technicolor sunset. Looking to do some shopping, grab a bite to eat, or just enjoy live music and some drinks then you will enjoy Siesta Village.

4.9 out of 5 average rating, 112 reviews

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!