Houses for Rent in Southside Village, Sarasota, FL

Property Status: Active SEASONAL RENTAL - Available November 1, 2025 - June 30, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor

Property Status: Active Discover your Sarasota sanctuary! This beautifully updated 3-bedroom, 2-bath home is nestled in the highly sought-after Southgate neighborhood—one of Sarasota’s most established and desirable areas. Thoughtfully renovated throughout, it perfectly blends modern comfort with timeless charm. The bright, inviting layout offers a seamless flow between living spaces, making it ideal for both relaxing and entertaining. Enjoy proximity to top-rated schools, Sarasota Memorial Hospital, and the Westfield Shopping Center, along with a wide variety of dining, s

Property Status: Active Welcome to the HEART of Sarasota! This property is located a HALF a mile from the World Renowned Sarasota Memorial Hospital, a half mile to the Hillview Restaurant District, under 1 mile to the Siesta Key Bridge, less than 2 miles to Downtown Sarasota, and a very SHORT WALK to South Side Elementary School!!! This 2300 sq ft home has been remodeled from top to bottom! The updates include: Metal Roof, Top of the Line PGT Hurricane Impact Windows, New Plumbing, New Flooring, and freshly painted. The interior of the house features: Granite Counter tops,

Unfurnished (owner will consider furnished - negotiable). Beautifully updated 2 bedroom, 2 bath mid-century home on highly sought after street/neighborhood just 1.5 miles from downtown Sarasota. Amenities included: central air, central heat, dishwasher, stainless steel appliance, updated kitchen, updated bathrooms, new Tuff-Shed storage in back yard, washer dryer, landscaped yard, and large doggy-door leading into back fenced yard. Tenant pays all Utilities. Professional lawn-care included with rent, Pet friendly. Available with at least two weeks notice. Please submit App

Property Status: Active Prime Location! 3BR/2BA House Near Hospital and Top-Rated Schools. This charming and well-maintained 3-bedroom, 2-bathroom home is perfect for medical professionals, school faculty, or families. With a location offering unbeatable convenience, you will enjoy a short commute to the nearby hospital and local schools. The interior features a spacious and bright layout with tile throughout. Soft laminant floor in the Kitchen. New roof in 2024 and no flodding in the 2024 Hurricane season. Office Phone: (941) 504-7769 Copyright © 2025 Stellar MLS. All ri

Real Property Management Horizons are delighted to offer for rent this charming, furnished 2-bed, 2-bath apartment in a conveniently located and peaceful community. A fabulous, updated 2 bedroom/2 bath condo in City Walk Condominium, gated community in the heart of Sarasota. Embracing an architectural style that echoes modern simplicity, this apartment features an open-plan layout, perfect for an urban lifestyle. Positioned in the vibrant city of Sarasota, this home is within striking distance from highly rated Sarasota County schools, local dining hotspots, shopping, e

Property Status: Active Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple

Property Status: Active Situated West-of-Trail, one will enjoy this bright, newly renovated, unique pool home on a street with mostly waterfront homes, featuring three beds and three baths, plus an office area that could be used as a fourth bedroom and offers a nice leather pull-out sofa. If another office space is needed, there is an additional loft space outside the primary suite. The main living area features Bosch appliances, artful light fixtures, a large island with seating, dining space and high ceilings. Other features are a large front porch deck space, interior l

Property Status: Active Step into a world of upscale comfort in this brand-new high-end lease opportunity, where thoughtful design meets modern sophistication. This stunning six-bedroom home is crafted for both privacy and elegance, with every bedroom featuring its own en-suite bath and generous walk-in closet. It's an ideal setup for large families and entertaining guests. Inside, the home boasts a bright and airy open layout, complemented by soaring ceilings, sleek architectural lines, and premium designer touches throughout. The chef-inspired kitchen stands as the heart

Property Status: Active Classic elegance right in the heart of Arlington Park. This bright, newly renovated two-bedroom, two-bath mid-century gem with sparkling pool offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of bocce ball in the backyard. Walk to Southside Village, Arlington Park pool/tennis/basketball/rec/playground, minutes from downtown and the bay. Boat parking available. Extras, the house comes equ

Property Status: Pending LOCATION LOCATION LOCATION!!! Charming Pool house in the center of the city minutes away from DownTown, Siesta Key Beach, Sarasota Memorial Hospital, Southside Village, walkable to shopping, dining, coffee shops and Arlington Park. The neighborhood Park has tennis and basketball courts, indoor gym, racquetball courts, a dog park, and aquatic complex featuring a 50 meter lap pool Close to EVERYTHING that Sarasota has. Beautifully renovated with Hurricane impact wiindows, new roof , water heater, sky lights and more. The screen enclosed pool is a

Property Id: 2035239 Great living and dining area with beautiful tile and a fireplace looking out to the pool and backyard area. The location is just 3 minutes from Sarasota Memorial Hospital, restaurants, gas stations, shopping mall, movies and a supermarket. The property features 4 bedrooms and 2 bathrooms, an outdoor shower, and a privacy fence around the pool area. It also includes a barbecue and full furnishings. Fully equipped kitchen. Safe and great neighborhood. Close to beautiful parks, including Arlington Park and the Aquatic Center. Just 5 minutes from Southsid

Property Status: Active This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Arman's/Lido Key, and Siesta Key. Great neighborhood to explore. The rental property has large trees and lots

Property Status: Active AVAILABLE NOW - Welcome to luxury living at 2144 Webber Street in Sarasota, FL. This modern 3-bedroom, 2.5-bathroom sanctuary offers 1,650 square feet of meticulously designed living space, seamlessly integrating sleek, contemporary features with cutting-edge smart home technologies. Every corner of this home is crafted for comfort and style, inviting you to enjoy a light and airy ambiance. The spacious living area flows effortlessly into a contemporary kitchen, ideal for both casual dining and grand entertaining. Enjoy the convenience of upgra

What a great place to call home! Unfurnished half duplex in great location downtown Sarasota near Payne Park and the Legacy Trail. This unit has 2 bedrooms, 1 bathroom and terrazzo floors so NO CARPETING. There is a utility closet off back patio with extra storage and is home to your laundry room with full size washer and dryer. This home also comes with a carport that you access from the left side of the building. The property has just been painted and is nearly ready for you. This home is downtown and on the dead end street so it is a nice and peaceful place to live yet

Property Status: Active This three-bedroom, two-bath plus office furnished home is recently renovated with expansive fenced yard, screened front patio and interior laundry. No home on one side, abuts a green space. Go to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Armands/Lido Key and Siesta Key. Great neighborhood to explore. There is a small mother-in-law unit next door that shares one small soundproo

Come check out this beautifully updated 3-bedroom, 1-bathroom home located in the sought-after Arlington Park neighborhood. This annual rental offers 1,000 square feet of stylish, modern living with brand-new appliances, a fully renovated kitchen, updated fixtures, new windows, and much more. Step outside and enjoy all that Arlington Park has to offer, including scenic trails, tennis courts, and a playground perfect for an active lifestyle. You'll be just a short bike ride or walk from popular local restaurants and shops, and only a quick drive away from some of the best

Amazing 3 bedroom, 2 bathroom house in Sarasota with fenced in yard, new pool and hot tub. No Utilities included. Is pet friendly. Date Available: Dec 1st 2025. $6,500/month rent furnished, $6000 unfurnished.

Property Status: Active **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Waldemere's Wonderland: A Luxurious Retreat in the Heart of Sarasota Discover the perfect blend of comfort and luxury at Waldemere's Wonderland, a magnificent home located in the vibrant city of Sarasota. Nestled in the heart of Arlington Park, this enchanting retreat is your gateway to an unforgettable getaway, just moments from Sarasota's pristine beaches, exquisite dining, and top attractions. Step into a world of elegance as you enter Waldemere's Wonderland. This beautifully appointed home

This tastefully updated 3-bedroom, 2-bath residence is located in the highly sought-after Southgate neighborhood of Sarasota. The home offers a perfect blend of modern comfort and classic charm, featuring thoughtful renovations throughout. Enjoy the convenience of being just minutes from top-rated schools, Sarasota Memorial Hospital, and the Westfield Shopping Center, as well as a wide variety of dining, shopping, and entertainment options. Downtown Sarasota and the world-famous beaches of Siesta Key are only a short drive away, making this home ideal for those who want to

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and res