Vacation rentals in South Sarasota

Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi

Ben's Bungalow is all about comfort and convenience. Just 3 miles and an 8 minute drive from Siesta Key Beach, it's the perfect home-base for your next Sarasota adventure and promises an unforgettable retreat for you and your crew. The large 3rd bedroom boasts an ultra-comfortable Nectar mattress and a 65” curved screen HDTV. Enjoy the Gigabit Wi-Fi, and the back-yard comes pre-stocked with fresh firewood, marshmallow sticks, and a privacy fence ready for you to make great memories with the fam.

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

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!

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

🌟 BRAND NEW - JUST RENOVATED! Be our FIRST GUESTS & enjoy exclusive intro rates! Stunning 3BR-2BA (1,600 sqft) with luxurious master suite, king beds, electric fireplace & 65-inch TV. Gourmet espresso bar! 🌴 PRIVATE POOL with serene pond views - watch local wildlife in pure Florida paradise! 🏖️ 10 mins to Siesta Key Beach, 15 mins to Lido Key & downtown Sarasota. Perfect for first-time visitors! Book now for best rates. Can't wait to welcome you! ✨

Luxe Modern Home - Private, Friendly & Stylish

Welcome to Lux Modern Home, a stylish modern home just minutes from the world-famous Siesta Key Beach. Thoughtfully designed with clean lines, coastal tones, and smart features, this 1,400 sq ft retreat offers the perfect balance of comfort, privacy, and contemporary living. Whether you’re here for beach days, sunset walks, or a relaxing getaway, this home is an ideal base for couples, families, or friends seeking a calm and upscale coastal experience.

Sand & Sea Retreat, Private Heated Pool.

Welcome to Sun & Stone Retreat — a spacious 5-bedroom Sarasota escape designed for comfort, connection, and easy coastal living. Enjoy your private heated pool, open living spaces, and room for everyone to relax. Perfect for families or groups, this home is just 10 minutes from beautiful beaches, dining, and local attractions. Whether you’re gathering poolside or heading out for beach days, Sun & Stone Retreat is your ideal Florida getaway.

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

siesta breeze paradise suite

Brand new 2026 apartment -Great Location near Siesta Key! Welcome to our cozy and peaceful apartment -perfect for two adults. We are just 2.1 miles form Siesta Key beach and only 6 minutes from downtown Sarasota. Includes private entrance and parking, outdoor shower, and beach gear. NOT PETS (OWNER IS ALLERGIC) No overnight guests who are not part of the advanced Airbnb reservation without permission from the host.