House vacation rentals in Siesta Beach

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Top-rated house rentals in Siesta Beach

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Guest favorite

A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.

Home in Sarasota

4.89 out of 5 average rating, 53 reviews

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The 4th bedroom in the separate guest house is included for groups of 10 guests; for smaller groups, it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

Guest favorite

An open floor plan is showcased, featuring a modern kitchen with wooden cabinets and stainless steel appliances. Natural light flows through large windows, illuminating the dining area and inviting seating arrangements. A tranquil pool is visible through the glass doors, enhancing the indoor-outdoor connection.

Home in Sarasota

4.95 out of 5 average rating, 108 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!

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 293 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Guest favorite

A spacious dining area features a large wooden table surrounded by four woven chairs. Natural light floods in through open sliding doors, revealing views of the Intracoastal water and a nearby dock framed by tropical greenery.

Home in Sarasota

4.88 out of 5 average rating, 8 reviews

Slowtide Cottage on Siesta Key

A high-end luxury cottage retreat on Siesta Key. No parties here -- the space was designed and outfitted for those who want a quiet place to relax. 2 bed 2 bath Cottage situated on the Intracoastal water of Siesta Key adjacent to the community pool, tiki bar, fishing dock, fishing pier and deeded private beach access. Meticulously remodeled former ww2 USAAF Barracks from the old SRQ Air Force Base. All new electrical, plumbing, lighting (Buster & Punch), Arhaus furniture.

Guest favorite

A modern dining area is illuminated by a stylish pendant light. A round table surrounded by six upholstered chairs is positioned near large glass doors, offering a view of the outdoor space. Light wood accents complement the neutral walls, creating a clean and welcoming atmosphere.

Home in Sarasota

4.9 out of 5 average rating, 10 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

Superhost

A bright dining area features a wooden table surrounded by six white chairs. A floral centerpiece adds a touch of greenery. In the background, glass double doors provide a view of the outdoor space, while a wall clock and cabinetry enhance the inviting atmosphere.

Home in Sarasota

4.71 out of 5 average rating, 133 reviews

Private house, 3 bed, 2 bath with back yard. WIFI

Welcome to your home away from home in charming Sarasota! Experience the vibrant core entertainment, exquisite dining, and enchanting opera house near downtown. Immerse yourself in renowned arts and live performances. Just 3 miles away, cross the iconic Ringling Bridge to St. Armand's Circle and pristine beaches. Siesta Beach is a mere 5 miles away for sun and sand. With a central location and inviting atmosphere, this is the perfect place to explore Sarasota's offerings.

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 128 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Guest favorite

A modern living area is presented with a large sectional sofa arranged around a circular coffee table. A sleek TV is mounted on the wall, and the open kitchen is visible in the background. A dining area with black chairs complements the space, and a colorful mural adorns one wall.

Home in Bradenton

4.89 out of 5 average rating, 9 reviews

Modern Resort-Style Townhouse

Experience Luxury Living in a Brand New Townhouse! Be the first to enjoy this stunning newly constructed 3 bedroom townhouse. This stylish home boasts 2000 Square feet of modern, elegant space across two floors. Features - Spacious bedrooms - Ample living space - Exclusive community Amenities - Full-service clubhouse - Dining and Bar - Relaxing resort-style pools Basic internet, cable, and lawn maintenance included. Book now for a five-star experience!

Guest favorite

The living area features a light-colored sofa and two dark armchairs arranged around a wooden coffee table. Natural light enters through large windows with soft drapes, while a wall-mounted television displays a serene image. Decorative elements include a flower arrangement and artwork.

Home in Sarasota

4.98 out of 5 average rating, 380 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favorite

A stylish living area is depicted, featuring a comfortable gray sofa and two wooden armchairs with blue accents. A large flat-screen TV is mounted on the wall, and a decorative coffee table sits at the center, adorned with a vase of flowers. Natural light floods in through large windows.

Home in Bradenton

4.93 out of 5 average rating, 57 reviews

Pickleball! Pond! Private Heated Pool! Foosball

Welcome to Once Upon A Pond, by Stayawhilewithus! If travel is on the horizon, set your sails to luxury and tranquility at this newly updated 4BR/3BA getaway. The heated private pool offers gorgeous vistas of the pond in the backyard, so take your relaxation to another level with the scenic views and some mesmerizing bird watching. And don't forget to enjoy the pickleball court in our side yard - it'll be great fun for the whole family!

Guest favorite

An outdoor deck area features a comfortable seating arrangement, including a curved sofa with blue cushions and stylish chairs. A sandy rug is laid on the wooden flooring, providing a cozy vibe. A grill is visible in the corner, with views of surrounding greenery.

Home in Siesta Key

4.96 out of 5 average rating, 103 reviews

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Guest favorite

A spacious living area features a large sectional couch adorned with decorative pillows. A glass coffee table is centered on a vibrant blue area rug. The kitchen bar with two stools is visible in the background under soft lighting, complemented by natural light from a window.

Home in Bradenton

4.86 out of 5 average rating, 145 reviews

Tropical and Tranquil Bradenton Hideaway

This beautiful 2BR apartment affords a prime central location to both the Sarasota and Bradenton beaches. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor hammock, al fresco dining, and a grill for cookouts. EXTRA AMENITIES This pet-friendly home ($150 pet fee) includes complimentary Wi-Fi, beach chairs, and parking.