Remarks: Annual unfurnished single-family home offering 2 bedrooms, 2 bathrooms, a one-car garage, and a large, fully fenced backyard. This well-maintained home features a spacious split-bedroom floor plan with tile flooring throughout and a versatile living room, dining room, and family room layout. The kitchen offers an eat-in dining area and a convenient pass-through window to the family room, creating an open and functional living space. Just beyond the family room is a spacious enclosed lanai, perfect for relaxing or enjoying additional living space year-round. The primary suite features a walk-in closet, private access to the lanai, and an updated en-suite bathroom with a tub/shower combination. The guest bedroom includes a built-in closet, while the updated guest bathroom features a walk-in shower. Outside, you'll find a large, fully fenced backyard complete with a storage shed, providing plenty of room for outdoor activities and entertaining. This home is dog-friendly and offers plenty of secure outdoor space for your four-legged companion. Located outside of an HOA, you'll enjoy added flexibility and fewer restrictions. Conveniently situated near shopping, dining, parks, and major roadways, this home offers easy access to everything Sarasota has to offer.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)

Remarks: Fully furnished pool home in the highly sought-after Ashton Elementary School district. Ideal for families relocating to Sarasota, building a home, or seeking a turnkey rental while getting to know the area. Bright, open living spaces and a private pool complement a prime location just minutes from Siesta Key Beach, shopping, dining, parks, and medical facilities. Flexible lease terms available; current rate reflects an annual lease, with shorter terms offered at adjusted seasonal rates plus applicable taxes. Tenant is responsible for lawn and pool maintenance. Pets considered with owner approval and applicable fees.

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

Listing Agent: Irma Scherer (941-279-3630)

Remarks: Recently remodeled with granite counter tops, stainless steel appliances, luxury vinyl floors, roof, fencing, etc. 3 bedroom 2 bath split plan with large lanai and fenced yard. Currently occupied and available 8/1.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Cyndi Twigg (941-780-2000)

Remarks: Adorable turnkey furnished vacation rental on oversized lot and walkable to Arlington Park and Sarasota Memorial. Available for weekly, monthly and annual rental.

Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)

Listing Agent: Adam Kabinoff (941-554-4896)

Remarks: WONDERFUL home available to rent in the sought after Brentwood Estates community. This unfurnished single family home has it all and is just waiting for you to call home. The 1,484 square foot home has 3 bedrooms, 2 bathrooms, living room, dining room with ample room to entertain 10+ guests, kitchen with views to the pool/lanai and a very large walk in pantry with second refrigerator, breakfast nook/bonus room and many other interior features that make it the perfect home. The primary bedroom has an on suite bathroom with stall shower. The guest bathroom has a stall shower and spacious vanity. Inside full sized washer and dryer. Sliding glass doors in the dining room and breakfast nook/bonus room lead to a screened lanai with new pool pavers, heated pool with new heater and new pump, custom built pool bar and plenty of space for several sitting/dining areas. Pool area is wired for speakers and television. 8'x 30' RV/Truck, motorcycle, boat and trailer parking to side of house with privacy fence. 12'x24' workshop/storage shed with roll up door and ramp, lighting, loft space and separate electrical panel on property so no need to pay for a pricy storage facility. Raised garden area with irrigation system. 8' privacy fence with gate access on either side of the house. Posts in place for hammock. Pets are welcome. Ready for an annual rental so call today as this will not last long!! Close to beaches, Legacy Trail, downtown Sarasota, I75, Doctors Hospital and Sarasota Memorial Hospital, Sarasota Airport, Mote Marine Aquarium, Selby Gardens, Ringling Museum and all that Bee Ridge and Fruitville Road have for fun and entertainment.

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

Listing Agent: C. Alison Hunter (941-587-5667)

Remarks: Repairs are in progress, but the house is ready to be shown! New vinyl flooring is being installed and interior freshly painted. This lovely home is positioned in a well-established, family-oriented community of Gulf Gate East - featuring spacious lots, wide streets, and sidewalks. It is centrally located, close to Siesta Key Beaches, restaurants, and shopping with easy access to Clark Rd and Tamiami Trail. House is bright and light with lots of windows, 2 pairs of sliding doors leading to screened pool area and features vaulted ceilings, breakfast nook, closet pantry, walk in closet in master Bdrm and 2 cars screened in garage with build ins for storage. Caged pool in the back has electric heater. Home is available to rent starting 07/01/2026. 4 months minimum or Annual rental, no pets. It is partially furnished, but the furniture is optional and can be removed. Some furniture and decorations shown on pictures do not convey. These photos were taken before current tenant moved in and they swiped the dining room for the living room, so it looks different. Lease is subject to HOA application approval. First, last and damage deposit required upfront. Pool and Lawn services are included in the rent.

Listing is courtesy of: FLORIDA & NEW YORK REAL ESTATE (941-321-2383)

Listing Agent: Monika Szkorupova (941-321-2383)

Remarks: Sarasota 3 bedroom rental home on a cul-de-sac with 2 car garage. Presenting this annual rental opportunity for a super clean, well-maintained single family home with open floor plan. The home comes with a 2 car garage with a brand new washer and dryer. The kitchen appliances are newer. This cozy three-bedroom, two-bathroom residence is located on a pond and features beautiful water views from your large screened lanai. The home is situated in Bearded Oaks, a quiet neighborhood of 57 homes with a community pool, and is known for its lush greenery and mature oak trees. Residents enjoy a peaceful suburban atmosphere with the convenience of being close to downtown Sarasota, providing easy access to schools, hospitals, shops, restaurants and cultural attractions. Situated on a quite cul-de-sac, this 3BR/2BA home has an open floor plan, newer appliances, two car garage, and a large screened in Lanai with a beautiful lake view. This is a very peaceful area with a community pool for residents to enjoy. Come see for yourself! You will not be disappointed! Work trucks or vans must be parked in garage.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Margaret Young (941-359-3435)

Remarks: Welcome to your own private waterfront retreat on beautiful Lake Flamingo. This charming 3-bedroom, 2-bath home offers a peaceful setting where you can start your mornings with coffee on the brand-new expansive deck, taking in stunning sunrise views and abundant wildlife along the spring-fed lake. Designed with a spacious open and split-bedroom floor plan, the home is filled with natural light thanks to large windows that frame picturesque views of the lake and surrounding natural beauty. The bright interior features attractive white cabinetry, wood flooring in the bedrooms, and numerous updates throughout, creating a warm and inviting atmosphere. Recent improvements include a freshly painted interior, new landscaping, and a brand-new deck, making this home truly move-in ready. The oversized deck is perfect for entertaining, grilling dinner, or simply relaxing with a glass of wine while enjoying the peaceful waterfront setting. Both the deck and backyard are fully fenced, offering exceptional privacy and security. Garden enthusiasts will appreciate the generous side yard with plenty of room to create their own outdoor oasis. Storage is abundant with two walk-in closets, a large 10' x 3' closet in the third bedroom, a linen closet, and a spacious storage shed. Despite its tranquil setting, this home is ideally located just 1–2 blocks from supermarkets, restaurants, shops, and a pharmacy, providing everyday convenience while feeling worlds away from it all. Flexible lease terms available.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Seth Westerberg (941-342-7653)

Remarks: COCOANUT HEIGHTS historical neighborhood. This duplex is a few blocks south of the The Ringling College of Art and Design Sound Center the school’s world-class Studio Labs and Soundstage/Post-Production facilities, which together form one of the most advanced academic sound and film production environments in Florida. Available July 1, 2026. Spacious 3-bedroom, 2-bathroom duplex home and just minutes from downtown Sarasota, local colleges, shopping, dining, and area beaches. This rental offers a comfortable residential feel with fresh interior paint, tile flooring throughout including the bedrooms, updated kitchen and bathrooms, new appliances, central A/C, carport, and washer/dryer hookups. Annual lease available at $2,000 per month with a $2,000 security deposit. First and last month's rent required. Section 8 accepted. Please drive by the property only and do not disturb the tenant. Showings by appointment only.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Thomas Waters Iii, Pa (941-228-5373)

Remarks: Completely renovated and move-in ready, this beautiful 3-bedroom, 2-bath home in Kensington Park offers the perfect blend of modern upgrades, comfort, and convenience. The spacious floor plan features a bright and inviting living area, updated finishes throughout, and a fully remodeled interior designed for today's lifestyle. The kitchen is equipped with brand-new appliances, providing both style and functionality for everyday living. Washer and dryer hookups add convenience, while the large fenced backyard offers plenty of room for entertaining, outdoor activities, and pets. Ideally situated in a central Sarasota location, residents enjoy quick access to shopping, dining, schools, downtown Sarasota, SRQ Airport, and the world-renowned beaches of Siesta Key and Lido Key. With easy access to major roadways, commuting throughout Sarasota and Manatee Counties is a breeze. This exceptional rental opportunity combines modern living, a spacious outdoor area, and an unbeatable location. Schedule your private showing today.

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

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

Remarks: Available furnished or unfurnished, this well-maintained 3-bedroom, 2-bathroom home with a 2-car garage offers flexibility and convenience in a desirable Sarasota location. The home features a split-bedroom floor plan and a spacious open-concept great room, providing comfortable living and entertaining space. The kitchen is complemented by a generous 5' x 7' storage closet and convenient indoor laundry area. The primary suite offers privacy from the secondary bedrooms, making the layout ideal for a variety of living arrangements. Enjoy Florida living year-round from the large, screened lanai, perfect for outdoor dining, relaxing, or entertaining guests. Additional features include an expanded driveway, low-maintenance landscaping, and a generator hookup for added peace of mind. Ideally located within the City of Sarasota, this home is just minutes from area beaches, shopping, dining, entertainment, and downtown Sarasota. Ringling College of Art and Design and New College of Florida are also nearby, making this an excellent option for professionals, seasonal residents, or those seeking convenient access to Sarasota's cultural and recreational amenities. Available furnished or unfurnished. Lease terms and availability may vary. Contact listing agent for details.

Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)

Listing Agent: Dj Morieko (941-356-4431)

Remarks: AVAILABLE AUGUST 2026 . FURNISHED .Charming single family in lovely neighborhood located in central Sarasota location. Close to Siesta Key and Downtown Sarasota. Available for Annual, seasonal or monthly rentals. Ask for rates and availability. TENANT OCCUPIED UNTIL MAY 1 2026 Welcome to your perfect retreat in Sarasota! This beautifully furnished 3-bedroom, 2-bathroom home offers 1,600 sq. ft. of comfortable living space with everything you need to settle in right away. Enjoy a fully fenced yard—great for pets or outdoor relaxation. The home is ideally located just minutes from Siesta Key Beach, making it perfect for those who love sun, sand, and coastal living. Property Features: 3 Bedrooms, 2 Bathrooms Fully Furnished – Move-in ready! Fenced Yard – Great for privacy and pets . Prime Location – Close to beaches, dining, and shopping Lease Terms: Annual Lease – $2,900/month Pets Welcome – $400 nonrefundable pet fee $1,000 refundable security deposit.Don’t miss this opportunity to live near one of the best beaches in the country! Schedule a showing today. Background and credit check required for annual rentals

Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)

Listing Agent: William Glade (941-356-1054)

Remarks: This is a short-term rental. Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key Beach and Siesta Key Village. This coastal-inspired home features 3 bedrooms, 2 baths, bright open living spaces, comfortable furnishings, and plenty of room for the family to enjoy. A fully equipped kitchen, inviting indoor-outdoor living areas capture the essence of Florida coastal living, whether you’re catching world-famous sunsets on the quartz sands of Siesta Beach or grilling in the private, lush backyard, this is your perfect Florida getaway.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: AVAILABLE NOW FOR ANNUAL LEASE. Centrally located 2 bedroom, 2 bathroom single-family home in KENSINGTON PARK offering unfurnished annual living in a convenient Sarasota location. This residence offers the comfort and privacy of a single-family home with EASY ACCESS to shopping, dining, parks, everyday services, Downtown Sarasota, University Parkway, SRQ Airport, UTC, Benderson Park, Lido Key, St. Armands Circle and Siesta Key. Kensington Park is an established central Sarasota neighborhood located near Fruitville Road and Tuttle Avenue, with quick access to downtown. Enjoy being about 4-5 miles from Downtown Sarasota, approximately 5-6 miles from Sarasota-Bradenton International Airport, and a short drive to Sarasota’s GULF BEACHES including Lido Beach and Siesta Key. Unfurnished annual lease. Available now.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Richard Ivan (941-800-8891)

Remarks: This is a short term (weekly) rental. Listing reflects off season rate. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout, from the brand-new kitchen to the spa-like bathrooms. You'll find a designated office space off the kitchen, perfect for remote work. The first bedroom features a king bed, and the second bedroom features a queen bed. Outside, soak up the Florida sunshine by the sparkling saltwater pool. With direct canal access, cast a line for some fishing, or launch a paddle board and explore the tranquil canals, where you're likely to spot local manatees and other fascinating wildlife. After exploring the canals, take a leisurely walk of just a few minutes to the world-famous Siesta Key Beach. Feel the soft, powdery quartz sand between your toes and bask in the beauty of the Gulf. Then, it's back to your private oasis where, as the sun begins its descent, it's 'tini time! Mix your favorite martini and savor it while watching the spectacular sunset paint the sky over the canal, beautifully highlighting silhouetted palm trees. It's truly an unforgettable end to a perfect day! Bikini Tini Time offers the perfect blend of tranquility and convenience, just moments from Siesta Key Village's vibrant shops and restaurants. Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: Charming 3BR/2BA single-family POOL home ideally located off Bee Ridge Road & Cattlemen in the heart of Sarasota. This home offers a unique vintage feel blended with modern updates. Cute kitchen with updated counters and modern appliances. The spacious layout features two large living room areas, providing plenty of room to relax, entertain, or create a separate family and media space. Step outside to enjoy the oversized screened-in lanai overlooking a deep swimming pool and fully fenced backyard - perfect for entertaining, pets, and enjoying the Florida lifestyle year-round. Additional features include an in-unit washer and dryer, workshop space, and covered parking for two vehicles. No HOA restrictions mean boats and trailers are permitted, giving you the flexibility hard to find in Sarasota. Conveniently located just 20 minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer. Quick access to I-75. NOT IN A FLOOD ZONE. Pet-friendly and full of character, this home is a rare rental opportunity with space, charm, and freedom.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)

Remarks: Fully remodeled rental available at 3012 Clay Cir in Sarasota, offering a functional layout, spacious living areas, and abundant natural light throughout. This home features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with refreshed front landscaping that adds great curb appeal. The open kitchen flows seamlessly into the main living space—perfect for both everyday living and entertaining. The primary suite includes a private bathroom, while additional bedrooms provide flexibility for guests, a home office, or extra space. Enjoy a comfortable outdoor area ideal for year-round Florida living. Conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—this is a great opportunity for a long-term rental, seasonal stay, or flexible living option.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Taymer Graham (941-224-8737)

Remarks: Close to Siesta Key world famous beach. Available for long term & immediate occupancy. Unfurnished. Neatly maintained, 2 Bed, 2 Bath home in Gulf Gate. Light and bright, with brand new light fixtures, inside paint throughout and brand new carpet installed in both bedrooms. Situated in a quiet cul-de-sac and with a partially fenced backyard. Peaceful nature setting. Conveniently located near Sarasota Pavilion plaza, Costco and Gulf Gate Library. Walking distance to Gulf Gate's multiple shops and amazing restaurants. Within a short drive or bike ride to Siesta Key & Turtle Beach. Spacious tiled living area, nice kitchen and granite countertops. Full-size washer and dryer. Lawn maintenance, pest control and trash collection are included in the rent. First & Last month and Security deposit are required ($2,155.00 x 3). Complete application process includes background, eviction and credit check. Non-smoking tenants. One small pet may be considered. Agent is owner/manager.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Carolina Hernandez-Ron (941-321-7282)

Remarks: Now Available for Rent! Located at 2911 Woodpine Ct in Sarasota, Florida**, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready home is just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, you'll find a bright and open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for both everyday living and entertaining. Large windows and sliding glass doors fill the home with natural light while showcasing peaceful views of the lush backyard. The updated kitchen features modern cabinetry, sleek countertops, and ample workspace. A desirable split-bedroom floor plan provides added privacy, with a spacious primary suite offering generous closet space and an updated en-suite bathroom. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the screened-in porch and spacious backyard surrounded by mature landscaping, perfect for relaxing or entertaining. The attached two-car garage provides plenty of parking and additional storage. Enjoy an exceptional Sarasota lifestyle with easy access to Gulf Gate, Southside Village, St. Armands Circle, Selby Botanical Gardens, Marina Jack, Sarasota Bayfront, waterfront parks, boating, kayaking, shopping, dining, fitness studios, and Sarasota Memorial Hospital, all just minutes away. This exceptional rental offers the ideal combination of location, comfort, and convenience in one of Sarasota's most sought-after neighborhoods.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maidelin Moreira Miranda (813-482-3920)

Remarks: Siesta Key Waterfront Luxury Rental * Grand Canal • Private Dock • Pool • Boat Lift • Move-In Ready * Live the Ultimate Florida Waterfront Lifestyle. Now available For Immediate Move-in — a beautifully remodeled 2 Bedroom, 2½ Bath home located directly on the Grand Canal in Siesta Key * Property Highlights: 2 Bedrooms | 2½ Bathrooms * 2½ Car Garage with Epoxy Painted Floors * Brand New Appliances * New Washer & Dryer * Completely Remodeled - Modern & Move-In Ready * Private Backyard Pool * Separate Art Studio / Office with Private Paver Patio * Meditation Area with Outdoor Shower * Maintenance-Free Astro Turf & Beautiful Tropical Landscaping * Boater's Dream Waterfront Setup: 16,000 lb Boat Lift * Floating Drive-On Dock (Perfect for a 23' Boat or Jet Skis) * Brand New Dock with Shore Power * Direct Grand Canal Access * Enjoy peaceful canal views, mature tropical trees, and a private waterfront dock just steps from your door. This home blends luxury, comfort, and coastal lifestyle in one of Florida's most desirable waterfront communities * Prime Siesta Key Location * True Waterfront Living * Call Today for your Private Viewing!

Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)

Listing Agent: Justin Shirley (941-448-4872)