Apartments for Rent Near Brookside Middle in Sarasota - 132 rentals

Remarks: Annual Rental: Waterfront 3BD/2BA home with private pool and sailboat water with boat slip. Looking for a laid-back Siesta Key flip-flop lifestyle with urban conveniences? Discover 1232 Northport Drive, a secluded, peaceful setting less than one mile from world-famous Siesta Key beach. This updated island one-story home awaits your annual escape from daily demands, but not too far, as high-speed internet provides the AI connection between paradise and business. Bring your family, dog, and boat for an amazing year in the tropics. The home is currently furnished, and the owners will consider removing the furniture so you can move in your personal belongings for comfort. The home is offered as an annual rental that includes pool and grounds maintenance and inside laundry room with full sized washer/dryer; however, tenants are responsible for utilities, including renters’ insurance, water/sewer, and electricity. The application process includes a background check, with a desired minimum credit score of 680/person. No smoking, vaping, or recreational drugs permitted. The home is ready now for your arrival. Live your Siesta Key dream, waiting for your move. Call for private showings; in person or virtual.

Listing is courtesy of: BROCK REALTY INC. (941-313-1234)

Listing Agent: Lynn Brock (941-313-1234)

Remarks: GORGEOUS 2 BEDROOM, 2BATHROOM, TURNKEY FURNISHED SEASONAL RENTAL LOCATED IN THE HIGHLY SOUGHT-AFTER COMMUNITY OF VILLAGE BROOKE! This property is perfect for your Sarasota family vacation. When you walk into this unit you will love the light, bright and homie feeling you get. ALL OF THE FURNITURE IN THIS UNIT IS BRAND NEW! The large sliding glass door that leads out to your private screened in lanai lets in a ton of natural light. The kitchen is equipped with everything you will need during your stay for all of your cooking adventures. The master suite features a king size bed and tons of closet and draw space along with an updated master bathroom with a shower and tub combo. The spare bedroom is set up with two XL twin beds and desk for your working needs. Village Brooke features an array of amenities including two community pools, two tennis courts, pickleball, shuffleboard and a newly updated community club house that features a fully equipped kitchen, perfect for hosting private or community events. Laundry facilities are conveniently available in each building. Please call for your showing today. I am sorry no pets or trucks.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Kayla Lamb (941-315-9500)

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: Available starting May 15, 2026) Escape to this bright and inviting condo in the highly sought-after Castel Del Mare, located just minutes from the world-famous Siesta Key Beach, ranked the #1 beach in the USA. From the moment you arrive, you’ll be welcomed by the light, airy décor and spacious living areas that make this condo feel like a true coastal retreat. Thoughtful touches, including a large walk-in closet, ensure a comfortable and organized stay, while the stylish and relaxed design makes it the perfect setting for a seasonal getaway. Residents of Castel Del Mare enjoy resort-style amenities, including two sparkling pools—one overlooking the Intracoastal Waterway—tennis courts, a fishing pier for casting a line or watching dolphins play, a recreation room, and on-site management for convenience and peace of mind. Nestled along the Intracoastal Waterway, this community offers a rare blend of tropical beachside living and relaxation, where every day feels like a vacation. Don’t miss this opportunity to enjoy your fall escape in paradise—your Florida getaway awaits!

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

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

Remarks: Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month! November and December are available for $2,750 per month, and January is available for $5,000. Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse. Offering picturesque bay and treetop views, this move-in-ready residence is located within one of South Siesta Key's most desirable Gulf-to-Bay communities. Designed for effortless coastal living, the light-filled interior features an open split-bedroom floor plan and tile flooring throughout. The updated kitchen showcases granite countertops, additional cabinetry, and ample workspace, while both bathrooms have been refreshed with stylish new vanities. Take in sweeping bay views from the living area, or enjoy the rare luxury of a privately owned beachside cabana—perfect for storing beach chairs, umbrellas, and all your seaside essentials while keeping Siesta Key's famous white sand where it belongs. Situated in the quieter southern section of the Key, you'll enjoy a peaceful setting while remaining close to local restaurants, shopping, and island activities. Hop aboard the Froghopper or Free Ride Trolley to explore Siesta Key with ease. Bay Tree amenities include: Private beach access to Turtle Beach Two heated pools (beachside and bayside) Grilling and picnic areas Free boat slips for owners Kayak storage racks On-site management Reserved owner parking Ample guest parking Whether you're walking to nearby dining, kayaking on the bay, enjoying a sunset beach stroll, or simply relaxing and taking in the views, this exceptional property offers the best of both bayfront and beachfront living. Seasonal Rates: May 15 – October 31, 2026: $2,300/month November – December 2026: $2,750/month January 2027: $5,000/month Annual Rental Rate: $3,350/month Contact us today for availability and additional details.

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

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

Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Dyrk Dahl (941-320-7373)

Remarks: Available August 1, 2026 60 Day Minimum... 3000.00 annually 3000.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres. Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed! January through April 2027- 4500.00 monthly plus taxes and fees.

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

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

Remarks: Updated and fully furnished turnkey 2-bedroom, 2-bathroom half duplex available with a 6-month minimum lease in one of South Sarasota’s most desirable neighborhoods. This beautifully maintained home features an open-concept floor plan, a stylish updated kitchen with quartz countertops, white cabinetry, and stainless-steel appliances, as well as a spacious primary suite with an ensuite bathroom and walk-in closet. The thoughtfully designed bedroom layout allows the second bedroom and adjacent bathroom to be closed off from the main living area, creating a private guest suite ideal for visitors, roommates, or extended stays. Enjoy Florida living year-round from the screened lanai overlooking a private backyard, perfect for relaxing or entertaining. Ideally located near top-rated Sarasota schools and just minutes from Siesta Key Beach, premier shopping, dining, and everyday conveniences, including Publix, Trader Joe’s, Target, Gulf Gate’s popular restaurants, and Detwiler’s Farm Market. The home also offers quick access to the Tamiami Trail retail corridor and Sarasota’s renowned Gulf Coast attractions. First month, last month, and security deposit required. Water/sewer included. Tenant responsible for electric and cable/internet. Application required.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Rick Tritschler, Jr. (941-928-1292)

Remarks: Great Location on Spacious Corner Lot. Very Clean and Updated Rental Featuring 3 Bedrooms, 2 Bathrooms. Enjoy the Nice Side Drive & 1.5 Car Garage with Laundry Hook-Up, Big Foyer, Newer Kitchen with Breakfast Bar Overlooking Family Room, 3rd Bedroom Can Also Be Used as Office or Work-Out Room, Primary Bedroom has a Private Entrance, Double Closets and Private Bathroom. New Flooring, Paint and All New Lighting. Very Close to Tamiami and Siesta Key...

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

Listing Agent: Lisa Sanders (773-398-0378)

Remarks: Short term condo rental available in the highly sought after, highly secluded, gated community of Pelican Cove in Sarasota. This cozy 2 bedroom, 2 bathroom condo is a 2nd floor unit, so no chance of foot noise from above. Kitchen has tile countertops and an attached outside deck with a gorgeous woodsy view through glass sliding doors. Small table in kitchen for those quick snacks and larger table in dining area. Ceramic tile flooring throughout. Clothes washer and dryer inside unit! Fully turnkey furnished unit, so just bring your suitcase. Community has 3 clubhouses, each with a heated pool, fitness center, tennis & pickleball courts, boating, kayaking, canoeing, paddle boarding, Exercise, art and sculpting classes are provided, as well as many groups to join! Pelican Cove includes a harbor with 85 slips with direct access to the intracoastal waterway and the Gulf of America. Plenty of restaurants and shops just outside the community. As well as Sarasota's world class beaches, including #1 Siesta Key Beach with it's famous white powdered sugar sand. 2 months minimum, but 3 or 4 months preferred. Season rent is $4500 a month. Off season availability from May 11th thru October 15th at $1950 a month. Pelican Cove Condo Association requires 21 days for application approval.

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Alan Myhre (941-866-6685)

Remarks: Not available for an annual lease. Not available for season 2027. Escape the winter and enjoy the Florida weather pool side at this 2-bedroom, 2-bath, single family home. This fresh, clean, tastefully decorated, well maintained pool home in Gulf Gate is available for a long or short stay and allows a small dog! The primary bedroom has a king size bed, double closets, 45" wall mounted TV, and en suite with walk-in shower. The second bedroom with queen size bed is just as cozy and the couch in the Florida room pulls out to a queen size bed making room for visiting guests to sleep. The screen lanai adds some outdoor living space with peaceful views of nature out back and the privacy fence gives just that from both side of the home. The large solar heated pool is the place to relax, kick back and live the Florida lifestyle. This home is equipped with most everything, you'll just have to pack your swimsuit and plan your stay here in Sarasota. Just a short drive to the beautiful beaches of Siesta Key and not far from downtown where you can take in the arts with shows, concerts, ballets, and all downtown Sarasota has to offer. With close proximity to Publix, Costco, Sarasota Memorial Hospital, The Legacy Trail, and great local Restaurants this location is convenient. Live your best life! Call today to make your reservation. Utilities are included for the seasonal months at $6100 per month with a cap on electric and water usage. Off-season at $2995 per month the guest will be responsible and billed for electric and water and internet

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: This furnished or unfurnished 2-bedroom, 2-bath villa is centrally located just minutes from stunning beaches, Sarasota Memorial Hospital, downtown Sarasota, and the vibrant Gulf Gate area. Located in Pinewood Village, residents enjoy access to community amenities including a heated pool, clubhouse, fitness room, and shuffleboard courts. Included in the rent is cable TV and water/sewer. Furnished or unfurnished 4 Month Minimum! Off-Season Rate or annual rate is $ 1695 / Seasonal Rate $ 2995.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: A charming two-bedroom condominium conveniently located near Siesta Key beach awaits you. Each bedroom boasts a comfortable queen-size bed for a restful night's sleep, complemented by TVs in both rooms for your entertainment. This unit features an indoor laundry room for added convenience, along with a screened-in lanai where you can unwind. Additionally, the eat-in kitchen provides a cozy space for enjoying meals together. Discover the perfect blend of comfort and convenience in this lovely condominium retreat. Tenants are responsible for electric, cable TV, and internet for the off-season months. Call for availability.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: FURNISHED 2 BEDROOM 2 BATH CONDO. Updated Kitchen and fantastic location. Primary suite has a king bed and guest bedroom has a queen. 2nd floor but don't worry there is an elevator. Rental comes with a designated storage closet right outside your door. Each floor has a laundry facility. Rent includes water, sewer, trash pickup and pest control. Use of amenities are included in the rent. Amenities include a community pool, fitness room and tennis court. Condo comes with parking spot number 32. Allow 10 days and $75 nonrefundable fee. Pet will be considered if approved by HOA (35-pound limit).

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Alba Lange (941-704-3026)

Remarks: Available for immediate move in. 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 Condo 3 miles from Siesta Key! Spacious 2 bedroom 2 bath residence offers 1095 square feet of comfortable living space. The open concept floor plan seamlessly connects the living, dining and kitchen areas creating a bright and inviting atmosphere. The updated kitchen features quartz countertops, shaker style cabinetry and modern appliances. Master bedroom includes a private ensuite bathroom with an upgraded walk in shower, the second bedroom provides ample space for guests or a home office. Screened lanai offers the perfect spot to enjoy Florida year round sunshine. Community amenities include a swimming pool, private parking and convenient access to shopping, dining, healthcare facilities, and local attractions. Call today to schedule your showing.

Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)

Listing Agent: Angela Bailey (941-270-1675)

Remarks: Available May 2026! Enjoy easy living in a beautifully maintained community just moments from shopping and dining, and only a short 2-mile drive to Siesta Key Beach. This first-floor condo in Ashton Lakes is move-in ready and features 2 bedrooms and 2 bathrooms. The unit is fully furnished, with nicely updated interiors and tile flooring throughout. It also includes covered parking and is ready for immediate occupancy. Residents can take advantage of fantastic community amenities, including two swimming pools (one heated), shuffleboard courts, tennis courts, grill and picnic areas, RV/boat storage, and a clubhouse—everything you need in one association. Rent includes water, sewer, basic cable, Wi-Fi, trash pickup, pest control, and full access to community amenities. Rates may vary depending on the length and timing of your stay. A six-month minimum lease beginning May 2026 is available at a base rent of $2,365 p er month, plus applicable taxes and fees. Weekly and monthly rental options may also be available.

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

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

Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE stainless steel appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system. The oversized backyard presents endless possibilities. The covered lanai and outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway and side parking port offers ample parking for multiple vehicles, making this home ideal for families and guests. Located just minutes from downtown Sarasota and a short drive to Siesta Key and Lido Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle and luxury.

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

Listing Agent: David Litvinov (773-294-4003)

Remarks: Enjoy this well-equipped comfortable villa for long or short term. Centrally located close to Siesta Key, Gulf Gate, Downtown, with all Sarasota has. Escape the cold and enjoy the community pool or America's #1 Beach right here in Sarasota. Settle into this newly remodeled furnished villa for a long or short-term stay, it features two queen size beds, a washer/dryer, three smart TVs, HD cable with Wi-Fi, Cibor TV box for international channels, and every appliance, fixture, and houseware is all new! Coffee or cocktails at the extended kitchen granite counter or take them outside to the private screened lanai. The master bath has a walk-in shower, and the second bath has a tub. April is considered a seasonal month at a reduced rate of $3000. For a long-term lease or off season, electricity and Wi-Fi is not included. Call for availability.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.

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

Listing Agent: Robin De Busk (941-922-4959)