House holiday rentals in South Sarasota

Find and book unique houses on Airbnb

Top-rated house rentals in South Sarasota

Guests agree: these houses are highly rated for location, cleanliness and more.

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Superhost

Home in Bradenton

5 out of 5 average rating, 4 reviews

Cottage by the Sea

Enjoy the main house of this beautiful property with 2 baths, 2 bedrooms + a sunny Florida room to chat and play games in by day that converts to a 3rd bedroom by night. The cottage is just a 15 min drive to beaches! We are 1/2 mile from groceries, liquor + restaurants! See our listing for the two cottages to see our 50+ five star reviews. https://www.airbnb.com/slink/VGfNQPo4. Two dogs up to 20 lbs allowed. Enjoy a fenced yard, games, Hot Tub, grill,fire pit, putting green + outdoor dining.

Guest favourite

Home in Sarasota

4.89 out of 5 average rating, 56 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 favourite

Home in Sarasota

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 123 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!

Top guest favourite

Home in Sarasota

4.92 out of 5 average rating, 294 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 favourite

Home in Sarasota

4.91 out of 5 average rating, 11 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 favourite

Home in Sarasota

4.95 out of 5 average rating, 19 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

Home in Sarasota

4.71 out of 5 average rating, 135 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 favourite

Home in Sarasota

4.94 out of 5 average rating, 133 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 favourite

Home in Bradenton

4.9 out of 5 average rating, 10 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!

Top guest favourite

Home in Sarasota

4.98 out of 5 average rating, 390 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 favourite

Home in Bradenton

4.93 out of 5 average rating, 61 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!