Remarks: Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, and an inviting open floor plan designed for comfortable everyday living. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Patti O Grady (941-400-0423)

Remarks: Location, location! Live, work and play. TOWLES COURT ANNUAL RENTAL! This property is zoned commercial and residential. You will love this cozy home, in the charming artists' enclave of Towles Court, this one bedroom, one bath home is ready for occupancy. There is an additional room just off the living area that would be ideal for an office or separate dining area. Featuring lovely Spanish tile throughout and the owner recently updated the kitchen and added a washer/dryer for convenience. Pet friendly with owner approval. Walkable to all the great shops and restaurants, and the always-improving Bayfront! Tenant pays all utilities.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: AVAILABLE JUNE 1st - Do not miss out on this adorable charming cottage - Short term or Long term rental...All Utilities included (electric, water and wifi included) Turn Key fully furnished with a beautiful private garden and courtyard that is also surrounded by a gate and is pet friendly. This is a perfect option if you are in transition and looking for a new home in Sarasota! Flexible terms for renting. This cozy cottage is located less than 2 miles from downtown! A newly remodeled studio which has all the comforts you need for a short or long term stay. Turn key and all inclusive so just bring your clothes. A beautiful deck and fenced in front brick paved patio for you to enjoy all the beauty of Sarasota's sunshine. This open floor plan is all you need! Privacy and beauty in this quaint cottage perfect for one or a couple and pets are welcome too! You have access to detached modular garage for additional storage and access to a brand new washer and dryer. Live where everything you need is close by, Downtown, airport, beach and shopping at UTC is less than 5 miles away. No extra fees! One simple fee. Come see for yourself! This won't last long! Seasonal rates: May-Oct $2000; Nov-Dec $2500, Jan-April $2900 (3 month minimum). Annual Rental $1800/monthly with a monthly surcharge of $200.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: Nice and charming home in a great and convenient location, close to shopping centers, dining, and everyday amenities. This fully renovated home features 3 bedrooms and 1 full bathroom with updated finishes throughout. Enjoy a huge backyard, perfect for outdoor living, along with a spacious parking area that can accommodate multiple vehicles. Small pets considered with owner approval. A comfortable layout and modern upgrades make this the perfect place to call home. Move-in ready!

Listing is courtesy of: LIMITLESS SKY REAL ESTATE LLC (941-312-6014)

Listing Agent: Katy Oliva Anariba (941-536-7091)

Remarks: Totally redone, 2 bedroom, 1 bath and a den house available. New kitchen, new paint, appliance, blinds etc. Back and side yard are fully fenced. Near Southside Elementary School, Southside Village shops and restaurants. A quick walking path to Westfield Siesta Key mall and Shops at Siesta Row. Near Sarasota Memorial Hospital and about 2-3 miles from downtown Sarasota.

Listing is courtesy of: MARLENE LANCASTER REALTY (941-374-7700)

Listing Agent: Sarah Massey, Pa (941-374-2525)

Remarks: Completely remodeled retro-chic masterpiece ready for move-in now. Brand new floors, cabinets, HVAC, refrigerator, gas oven, gas tankless water heater. You have to see it to believe it. Private off-street parking and plenty of outdoor living space: large screened front porch with additional extended uncovered decking, fully-fenced backyard retreat perfect for entertaining or a dog. Perfectly-located .2 miles from the Ringling Campus and directly across the street from beautiful Firehouse Park. Convenient to downtown shopping and driving and just a short ride to Sarasota's selection of world-class beaches. $300 Flat Fee covers all utilities: Electric, Water, Gas, INTERNET, Trash, Sewer, Lawn Care, Pest Control.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Ben Wilson (941-350-2128)

Remarks: Fully Furnished 2BR/2BA Home in Prime Sarasota Location – Available Now! Welcome to your turnkey retreat in one of Sarasota’s most desirable neighborhoods! This beautifully maintained 2-bedroom, 2-bath single-family home sits on a spacious lot and comes fully furnished with tasteful décor and all the essentials—just bring your suitcase. Enjoy the perfect blend of comfort and convenience: -Minutes from world-class beaches - Quick access to Sarasota-Bradenton International Airport - Close to downtown Sarasota’s dining, arts, and nightlife - Near top-rated hospitals and medical centers - Easy access to public transportation The home features an open-concept living area, a well-equipped kitchen, two spacious bedrooms, and updated bathrooms. The large lot offers privacy, outdoor space for relaxing or entertaining, and ample parking. Whether you're relocating, vacationing, or seeking a long-term stay, this property offers the ideal Sarasota lifestyle—peaceful, connected, and move-in ready.

Listing is courtesy of: THE SOFIA REAL ESTATE GROUP (305-519-2932)

Listing Agent: Rob Sokol (305-519-2932)

Remarks: Available March 15th, 2026. Just two blocks to Siesta Drive and a few more to the bridge leading to Siesta Key! This immaculate mid-century Florida style home has wood flooring, an updated kitchen, 2 bedrooms, and a den. The large back yard is fenced for privacy and makes for a peaceful retreat. Located in Poinsettia Park, one of Sarasota's most desirable neighborhoods. Shopping, dining, beaches, downtown, and the hospital are all just a couple minutes away.

Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)

Listing Agent: Timothy Bloch (941-504-1111)

Remarks: Charming Sarasota Rental in Prime Location – Available Now! Welcome to 129 N Pompano Ave, a well-maintained and inviting residence ideally located in the heart of Sarasota. This charming home offers a perfect blend of comfort, convenience, and Florida lifestyle living. Featuring a spacious layout with abundant natural light, the property includes generously sized bedrooms, a functional kitchen with ample cabinetry, and comfortable living areas designed for both relaxation and entertaining. The home is thoughtfully maintained and ready for immediate occupancy. Enjoy the benefits of a private outdoor space, perfect for enjoying Sarasota’s beautiful weather year-round. The property also offers convenient parking and easy access to nearby amenities. Located just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and entertainment, this home provides unmatched accessibility. Quick access to major roadways makes commuting a breeze. Highlights: • Prime Sarasota location • Spacious and bright interior • Private outdoor area • Close to beaches, downtown, and shopping • Ready for immediate move-in Don’t miss this opportunity to live in one of Sarasota’s most desirable areas. Schedule your showing today!

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Mike Sorensen (941-380-2900)

Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Kari Klein (941-961-7419)

Remarks: Recently Updated Sarasota Rental in Prime Location – 2212 Vinson Ave Welcome to this beautifully updated home located in the heart of Sarasota! Situated at 2212 Vinson Ave, this inviting property offers the perfect blend of modern upgrades, comfort, and convenient Florida living. Step inside to discover a bright and open layout featuring wall-to-wall plank tile flooring, giving the home a clean, modern look while being easy to maintain. The spacious living area flows seamlessly into the kitchen and dining space, making it ideal for both relaxing and entertaining. Enjoy a newly renovated bathroom with updated finishes, along with comfortable bedrooms offering generous closet space. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside to a private yard—perfect for enjoying the Florida sunshine, outdoor dining, or simply unwinding after a long day. Conveniently located just minutes from shopping, dining, and everyday essentials, this home also offers easy access to downtown Sarasota, local parks, and the world-famous Gulf Coast beaches. Highlights: Recently updated interior Wall-to-wall plank tile flooring Newly renovated bathroom Bright, open living spaces Private outdoor area Close to shopping, dining, and beaches Easy access to major roads and downtown Don’t miss this opportunity to live in a desirable Sarasota neighborhood—schedule your showing today!

Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)

Listing Agent: Troy Jenkins (941-376-8769)

Remarks: This cute 2 bedroom light filled home has had major updates including a brand new range and dishwasher, new luxury vinyl plank flooring in the primary bedroom. Other updates include new tile, vanity and fixtures in the bathroom, one year old washer and dryer. The backyard is completely fenced and private. This home has a functional floor plan offering a large living area with natural light! Step into a beautiful kitchen complete with stainless steel appliances and granite countertops installed in 2020. Rest assured knowing the home is move-in ready with a water heater installed in 2020 for peace of mind. The home offers a screened in lanai that overlooks a large and private fenced in backyard. Best of all there is no need to worry about deed restrictions. Dogs will be considered on a case by case basis. Beyond your doorstep lies a world of convenience. Find yourself mere moments away from the world-famous Lido Key Beach, where pristine sands and turquoise waters beckon. Explore the chic boutiques and art galleries of St. Armand's Circle, or indulge in retail therapy at the UTC shopping center a short drive away. Craving cultural experiences? Downtown Sarasota offers a vibrant atmosphere teeming with museums, theaters, and acclaimed restaurants. This residence is built to last. Properties like this rarely become available. Call now for a showing. This will not last. LONG TERM HOME RENTALS SARASOTA, ANNUAL RENTALS SARASOTA, SINGLE FAMILY HOME RENTALS SARASOTA.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Available for a 6.1.26 move in date. 2 bed 1 bath house with fenced in backyard located in the Arlington Park neighborhood of Sarasota. Updates include newer appliances, ceramic tile floors throughout, granite counter tops, kitchen cabinets, lights, ceiling fans and fixtures. It is conveniently located within walking distance to Sarasota Memorial Hospital. A quick drive to Lido Key Beach & St. Armand's Circle and only 15 minutes to the pristine beaches of "world renowned" Siesta Key. A short 10-minute walk will take you to Arlington Park and Aquatic Complex, which features several pools, tennis & racquetball & basketball courts, playground, gymnasium, cycling and fitness center. Please call to schedule your showing today! Rent includes lawn care and pest control.

Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)

Listing Agent: Jonathan O'Steen (941-704-7036)

Remarks: Turnkey Furnished efficiency available May - October... 1br / 1bath , washer/dryer included. Private fenced yard. Great location. Stand alone house.

Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)

Listing Agent: Joseph Stephens (941-400-9084)

Remarks: March and April 2026 3500.00 New Legacy Trail in your backyard! Fun & Fresh, this vibrant 2 bedroom, 2bath home is perfectly located and available for your next vacation! Less than 3 miles to the #1 beach in America, Siesta Key. This home offers incredible convenience and comfort in a peaceful, safe and friendly neighborhood for walking and biking. This house comes fully equipped with kitchen appliances, laundry with washer & dryer, wall A/C in every room and an outdoor propane grill with dining options both indoors or outdoors. Less than 1.5 miles to downtown Sarasota's eclectic array of dining, shopping, and entertainment. 7- night minimum stay is required. Non-smoking. Base Rate plus any applicable taxes and fees. City of Sarasota Rental Registration # 26-VR-000044

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)