Apartments for Rent Near Booker Middle in Sarasota - 95 rentals

Remarks: Turnkey furnished 2-bedroom, 2-bath annual rental located in the highly desired Sheffield Greene community within The Meadows. This upstairs unit features two screened-in lanai balconies with water-view, offering private outdoor space and elevated views, along with a one-car garage. Residents of Sheffield Greene have access to two community pools, including an Olympic-size pool, as well as a fitness center. The community also offers direct gated access to Nathan Benderson Park, ideal for walking, biking, and outdoor recreation. Situated within The Meadows, a master-planned community known for its expansive green space, lakes, and miles of walking and biking trails. Optional membership is available at The Meadows Country Club, offering golf, tennis, and additional amenities. Convenient location just minutes to University Town Center, I-75, downtown Sarasota, and the Gulf beaches.

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

Listing Agent: Patrice Ivan (941-993-0823)

Remarks: This updated 2-bedroom, 1-bath condo offers a bright, comfortable living space. Updates include modern light fixtures, granite countertops, tile flooring in the main areas, and laminate flooring in the bedrooms. A full-size washer and dryer add everyday convenience, while the spacious screened lanai provides a peaceful spot to relax with a direct view of the community park. Residents enjoy access to a well-equipped clubhouse featuring an exercise facility and two sparkling pools. Located less than two miles from downtown Sarasota, this home combines quiet community living with quick access to the city’s dining, shopping, and waterfront attractions. Rent includes water and sewer.

Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)

Listing Agent: Lolita Berezowsky (941-350-8645)

Remarks: Welcome to the best value in downtown Sarasota! This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city. Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center, billiards room, and guest suites. Under-building parking and secure storage are included for your convenience. Ideally located across from the Van Wezel Performing Arts Hall, Municipal Auditorium, and Bayfront Park. Just steps from Publix, dining, salon, fitness, dentist, and more — everything you need is right outside your door. Walk to the Players Theatre, shopping, and Sarasota’s best downtown attractions. Move-in ready! Season $2900 month plus tourism tax, Off season $2500 month plus tourism tax. Application fee $100 each adult, Administration fee $100.00, $75 application fee to Broadway Promenade applies.

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

Listing Agent: Diane Skelly, Pa (941-724-4989)

Remarks: Beautiful Pool Home centrally located in Sarasota. Vacation Rental. Three bedroom, 2 bath with 1 car attached garage. Nicely appointed and Turnkey Furnished. Open floor plan with tile floors throughout. Granite in kitchen, stainless appliances, updated baths and washer/dryer. Private caged pool area to enjoy the Florida weather. Pool can be heated for year round enjoyment. All the toys you will need to make your stay enjoyable; bicycles, kayaks, paddle board and beach chairs. Gulf Gate area is easy access to Siesta Key Beach, shopping and restaurants. Seasonal Rate $4200 and Off Season available for $3000 mo. Monthly Minimum. Small pet allowed with owner's approval. (Tenant pays for all utilities). Available Dec & January. Already leased Feb-April 2026. Available May 1st at the off season rate.

Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)

Listing Agent: Paula Mapp (941-379-2448)

Remarks: Escape from the cold and snow this winter and relax by the private pool at your vacation destination. Nestled amongst the lush foliage of The Meadows is this graciously appointed single family pool home that is just waiting for you to enjoy this coming winter. The updated kitchen and open floor plan makes this home a place to enjoy. With 3 bedrooms and two baths there is plenty of room for occasional guests. The screened pool area overlooks a lush garden area. There are approximately 15 miles of walking trails throughout The Meadows for taking a stroll in the cool of the evening. Just a short drive to many of the areas beautiful beaches, the new UTC Mall, Benderson Rowing Park and Mote Marine. Close to shopping and dining and the cultural attractions of downtown Sarasota. Available for December 2025, January and February 2026. This is a NO SMOKING - NO PET property.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Shirley Cuddy (941-321-1549)

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: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run. This home is the definition of move-in ready, offering a fully furnished, turnkey experience—everything you see is included! Featuring a rare two-car garage and a 1% lender credit, the villa boasts a redesigned kitchen with soft-close cabinetry, sleek tile flooring throughout, and elegantly remodeled bathrooms. Whether you are looking to buy, lease, or explore a path to ownership, this completely furnished villa offers the perfect tropical retreat without the hassle of moving furniture. This listing is an active rental with a flexible rent-to-own option available. Contact the listing agent today for more information regarding rental rates and specific rent-to-own terms.

Listing is courtesy of: EXP REALTY, LLC (941-462-3321)

Listing Agent: Jennifer Kenna (941-253-3003)

Remarks: Annual Rental | Furnished or Unfurnished | 2nd Floor End Unit in Weybridge at The Meadows - Enjoy peaceful, resort-style living in this beautiful 2-bedroom, 2-bath second-floor end unit located in desirable Weybridge within The Meadows. This light-filled corner condo features a split-bedroom floor plan and soaring cathedral ceilings, creating a spacious, open feel throughout. Take in breathtaking views from every angle—your screened balcony overlooks the golf course, tranquil lakes, and mature shade trees, while the front of the home offers a serene water and fountain view. With extra windows exclusive to end units, natural light fills the space all day long. Recent updates include newer flooring (just one year old), a brand-new AC system, new full-size washer and dryer in a large laundry room, a new TV in the great room, updated guest bathroom with a new toilet, and custom shades on the balcony. Available furnished or unfurnished to suit your needs. Weybridge residents enjoy a heated pool, assigned and guest parking, and a convenient storage shed for bikes. Living in The Meadows means access to over 1,600 acres of lush greenspace, 14 miles of scenic walking and biking trails, golf, tennis, pickleball, fitness facilities, restaurants, parks, playgrounds, basketball courts, and a full calendar of community activities. Important Details: • Annual lease only • Tenant responsible for utilities • 1 small pet per owner • No trucks, commercial vehicles, or motorcycles permitted overnight per association • Application requires two steps with separate fees

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Amy Chapman (941-225-1500)

Remarks: SIX MONTH LEASE, NO LONGER>>>NO PETS>>>NON SMOKER>>>PLEASE DO NOT CALL THE REALTOR....DeSoto Acres...Rent minimum 6 months to a year! MAGNIFICENT COUNTRY ESTATE IN THE HEART OF TOWN...3000 square foot PRISTINE RETRO home with 3 large suites each with their own beautiful bathrooms, high ceilings throughout, Beautiful HUGE eat in kitchen with new appliances, Large dining room, large living room, large Family/Florida room overlooking the huge pool and pool deck all with a screened cage, Large 2 car garage and a 2 car carport on 2+ acres and GATED entrance on DeSoto Road. Water/sewer provided and Reverse osmosis/water filtration, central vacuum, new well pump. Beautiful Terrazzo floors and European tile in all three bathrooms, large closets. The front has a circular driveway and as a courtyard greets you. NO SMOKING/SMOKERS NO PETS. $2800/month...6 month LEASE...not furnished. Tenant is responsible for electric, cable and internet. Owner provide water/sewer including reverse osmosis and water filtrations system. Owner also takes care of lawn and the pool care. Available May 1st. ONLY 6 MONTH LEASE. DO NOT CALL THE REALTOR...CALL THE LANDLORD/OWNER 9Four1 3FIVE0 7nine07. DO NOT CALL THE REALTOR. CALL THE OWNER. Their number is in the last sentence.

Listing is courtesy of: VUE REALTY, LLC (941-269-8400)

Listing Agent: Scotty Ledford (941-400-7360)

Remarks: Penthouse Unit! Currently offering up to 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: 15 month lease price. Currently offering up to 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: 15 month lease price. Currently offering up to 3 months free! Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!

Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)

Listing Agent: Aj Rebhan (704-502-7778)

Remarks: Welcome to this charming 2-bedroom, 2-bath SECOND SETORY (Top Floor) condominium located in Heronmere in The Meadows. Open floor plan, lots of closet space and a stackable in-unit WASHER & DRYER. Enjoy an abundance of natural light from sliding glass doors that look out over the manicured grass, pine trees and COMMUNITY POOL. The The generous living and dining area flows seamlessly to a screened lanai with desirable southeast exposure, perfect for relaxing or enjoying your morning coffee. The primary Bedroom features a walk-in closet and a private en-suite bathroom, providing comfort and convenience. This unfurnished rental allows you to personalize the space to your own style. Residents have access to a community pool and beautifully maintained grounds. The Meadows community is known for its lush landscaping, scenic walking and biking trails, and peaceful surroundings. Optional membership to The Meadows Country Club is available, offering golf, tennis, fitness, and social amenities. Ideally located just minutes from University Town Center shopping and dining, parks, downtown Sarasota, and the stunning Gulf Coast beaches, this home offers both comfort and convenience in one of Sarasota’s most desirable communities.

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

Listing Agent: Anna Lee Williams (240-315-4672)

Remarks: Available for 2027 peak season- January through April .. 4500.00 /month with 3 month stay.. Freshly updated and fully furnished, this ground-floor condo offers easy living with in-unit laundry and a reserved parking space, making it perfect for a comfortable seasonal stay. Located in the resort-style, waterfront community of Castel Del Mare, the condo is beautifully furnished and thoughtfully equipped with everything needed for a relaxing getaway. The location is unbeatable — just a 10-minute walk to Siesta Key’s Crescent Beach, and a short stroll to dining, shopping, jet ski rentals, and more. Enjoy biking to Siesta Key Village or crossing the bridge to hop on the free trolley, giving you true walkability without needing your car. Community amenities include two heated pools, a kayak launch, pickleball and tennis courts, a fishing pavilion, and a coastal boardwalk. Rental options include an annual lease at $2,300/month starting in May 2026...

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

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

Remarks: GOLF is on at The Meadows! Wonderfully situated, ANNUAL rental is now available! This freshly painted, landscaped, and pressure-washed pool home is located on a quiet cul-de-sac overlooking green space and the second green at The Meadows' private golf course. BE SURE TO CHECK OUT THE VIRTUAL TOUR. The deal with BENDERSON has been inked so expect a greater amount of panache to MEADOWS community. The home is completely tiled and ready for immediate occupancy. The kitchen features granite countertops, stainless steel appliances, and a double oven. The slider pass-through opens onto the spacious lanai with paver-brick decking. Of course, the pool and SPA are heated. The solid-wood backlit door adds charm, elegance, and warmth. The lighted garden is visible at night from the master, kitchen, dining, family, and second bedrooms. Five sliders surround the pool area, bath, and outdoor shower. The breakfast bar in the kitchen overlooks the large family room, making for perfect nights at home. The oversized master overlooks the pool through a triple slider and features a huge walk-in closet and double/separate sink vanities. The formal living and dining rooms also overlook the lanai. The second bedroom also features a slider that overlooks the pool. The pool bath is accessible from the lanai and interior. Lots of NEW paint and clean as a pin! The split plan offers three large bedrooms, with the second two bedrooms being fully served by the large second bath. The laundry room is large and offers additional storage shelves and cabinets. There is no carpet to be found anywhere! The oversized garage offers ample space for a large SUV, and the driveway provides sufficient parking for guests. High-speed internet, lawn care, pool care, and trash are included. Yearly tenants are allowed, for no cost, to become Meadows Renaissance members, which includes access to some of the club's activities and restaurants as available. Pets are considered on a case-by-case basis. No pickup trucks, boats, trailers, or commercial vehicles may be parked overnight. The Meadows Association offers storage space to annual tenants for a fee. Please be sure to check out the VIRTUAL tour! You will not be disappointed. This is NOT a seasonal rental and is rented UNFURNISHED. This is the perfect situation for those waiting on a new build and needing an upscale place to stay or to call home. Owner/Agent

Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)

Listing Agent: John Woodward (941-922-8400)

Remarks: Perfect spot for an individual wanting to enjoy a golf course lifestyle, this cute little efficiency condo offers expansive golf course views. New flooring freshly painted throughout. Steps away from the community heated pool and sunning decks and common laundry room. Situated in the "Heart of The Meadows" amongst the beautiful oak trees and foliage that shades the at miles of walking trails. Close to the UTC Mall, local beaches, shopping and downtown Sarasota. Condo Association does not allow pets. - this is a no smoking property.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Shirley Cuddy (941-321-1549)

Remarks: Available for rent, this fully furnished second-floor condo in Pinebrook Hollow at The Meadows offers a spacious, open layout with tile flooring throughout and peaceful nature/garden views. The living and dining areas flow seamlessly, creating an inviting space for everyday living and entertaining. The kitchen includes a breakfast bar and stainless steel appliances . The unit also features an in-unit combo washer/dryer for added convenience. Step outside to the large screened lanai overlooking a tranquil garden area—perfect for relaxing. Community amenities include a pool, tennis courts, and access to an extensive network of walking and biking paths. Ideally located near UTC Mall, downtown Sarasota, dining, schools, beaches, and major roadways with easy access to I-75. Schedule your private showing today. Please contact the co-agent for additional details.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Set within the desirable Jefferson Pines community, this updated 2-bedroom, 2-bath villa combines a peaceful residential setting with easy access to the best of Sarasota. The home features a bright, open interior with modern finishes, upgraded flooring, and an easy flow through the main living areas. The kitchen has been refreshed with contemporary cabinetry, stone counters, stainless steel appliances, and a layout that works well for both daily use and hosting. Interior details such as crown molding and updated fixtures add to the home’s appeal, while both baths have been renovated, including a primary bath with double sinks. The bedrooms are comfortably sized, and the enclosed extended lanai offers extra space to enjoy the private surroundings. Two dedicated parking spaces are directly in front of the villa and the community pool is just across the street. Jefferson Pines offers a convenient location near downtown Sarasota, Legacy Trail, Ed Smith Stadium, Sarasota-Bradenton International Airport, and area shopping, dining, and cultural destinations. Sorry no pets permitted. Good credit and issue free background required. First, last and security is required. Included in rent: HOA dues, water/sewer, trash, exterior pest control and basic cable.

Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)

Listing Agent: Terri Lindsay (941-404-8878)

Remarks: Annual UNfurnished Beautifully remodeled 2/2 villa in secluded neighborhood close to the Ringling Museum. Come home to a modern and spacious villa that is flooded with natural light from large windows, sliding glass doors and a Florida room that spans the unit. The floor plan is open for ease of entertaining. The bedrooms are spacious with good closets. The master en suite bathroom has a large shower stall that could be open to the walled outside enclosure. One assigned parking space and a large pool for relaxing complete the picture. This condo is super close to shopping, dining, the airport, downtown Sarasota and the beach. CALL NOW! NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

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

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.

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

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