Apartments for Rent Near Booker High in Sarasota - 119 rentals

Remarks: Perfect spot for those wanting to enjoy the golf course activity and country club lifestyle. This cute little efficiency condo offers expansive golf course views from the front entry patio. New paint and new flooring throughout and all new furnishings! This is just the place you would want to spend time in while relaxing here on the Sun Coast! Situated in the "Heart of The Meadows" located amongst the beautiful oak trees and foliage that shades the 13+ miles of walking trails of this community. Just a few miles from the UTC Mall and lots of shopping / dining venues. Close to downtown Sarasota and beaches. Can be rented Seasonally for $3,000 per month. The 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: Welcome to 209 Briggs Court—an inviting annual rental ideally located just minutes from Downtown Sarasota, just off Fruitville Road with convenient access to I-75, world-renowned Gulf beaches, dining, and shopping. This charming home blends classic Florida character with modern updates, featuring original terrazzo floors, a light-filled open living space, and a spacious kitchen with ample storage—perfect for everyday living or entertaining. All bedrooms offer generous closet space, adding comfort and functionality. Updated in 2020, the home provides peace of mind while maintaining its timeless appeal. A dedicated laundry room with an adjacent bonus space offers flexibility for a home office, playroom, or additional storage. The bright Florida room, lined with windows, is the perfect spot to relax or enjoy your morning coffee. Step outside to a large, fenced backyard with plenty of room to unwind, garden, or entertain, along with mature fruit trees and a beautiful mango tree in the front yard. Enjoy year-round living in a central Sarasota location—close to everything, yet tucked away for privacy and comfort.

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

Listing Agent: Drew Jacobsen (941-253-6309)

Remarks: Great views of the golf course and water from the glass enclosed lanai of this second floor condo in The Chartwell Greene community of The Meadows. This fully furnished and well equipped property is the perfect place to spend your winter vacation. Updated kitchen boasts solid wood cabinets, stainless steel appliances, granite counters and a breakfast table where you can enjoy your morning beverage. Glass enclosed lanai has been equipped with a small desk great for setting up your laptop computer. Master bedroom offers access to private bathroom and large walk-in closet, guest bedroom outfitted with twin beds. This unit can be rented on an annual basis, owner will consider removing furniture if necessary for annual renting. This is a NO SMOKING property. Association does not allow renters to have pets.

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

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

Remarks: PENTHOUSE TURNKEY FURNISHED CONDO! AVAILABLE 2027 SEASON. GATED. Super location 1/2 mile from UTC Mall and I-75 Exit. 2-bedroom 2 bath with Waterview. Dedicated parking spot under the building. Extra-large kitchen overlooking the dining and living room. Eating space in the kitchen. Elegantly furnished. Steps away from amenities such as heated community pool, two hot tubs, exercise room, and two lighted tennis courts. SORRY NO PETS PER HOA RULES. There is a HOA application. You must be approved to move in. Rentals under 6 months are subject to Sales and Tourist tax(13%). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.

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

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

Remarks: Beautiful 3 bedroom ,2 and 1/2 bath ,end unit Townhome in Nautique at Waterside in Lakewood Ranch, Florida .This floorplan is only 1 of 2 here that offer over 2524 sq. ft of living space plus outdoor space. Offered as an Annual Unfurnished rental. The Great Room with it's open floorplan allows for seamless family gatherings and entertaining .The Kitchen has beautiful stainless appliances, stone counters, upgraded cabinetry and a large island . A back screened-in lanai area is off the Great Room for outdoor enjoyment.. The Laundry Room has custom cabinetry and a sink. A 2 car garage is out back. The Master Bedroom is conveniently located on the main floor and has a beautiful ensuite bath offering double vanities ,walk-in shower, water closet and large walk-in closet. There is a Powder Room on the first floor. Upstairs offers 2 bedrooms , with ceiling fans and lots of closet space, a bonus/loft area perfect for an office space etc.and a full guest bath. Located near Kingfisher Lake and Waterside Place, the community offers a mix of contemporary townhomes and single-family homes. Community Amenities & Resort-Style Living include a heated community pool, tropical cabana, dog park, pickleball courts, and a playground. Walkable community. The neighborhood sits just steps away from Waterside Place’s restaurants, shops, and the farmers' market. Minutes to Lakewood Ranch Main st. ,I-75 and the UTC Mall corridor. Lawn care and yard maintenance is included Pets allowed with non-refundable pet fee.

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

Listing Agent: Catherine Foley (941-961-8978)

Remarks: ESCAPE TO PARADISE!!! Enjoy your perfect getaway in this beautifully decorated 2-BEDROOM, 2-BATH condominium featuring a priceless lake view with a peak of the golf course. Relax year-round in the glass and screen-enclosed lanai while taking in the peaceful surroundings. This comfortable, well-appointed condo has everything you need to feel right at home. Nestled in the heart of THE MEADOWS, you'll be surrounded by scenic lakes, lush landscaping, and miles of beautiful walking and biking paths. The Meadows is a highly sought-after golf community offering championship golf, tennis, pickleball, shopping, dining, and more---providing the perfect blend of relaxation and recreation. Season and OFF-season rentals rates available. Contact us for availability and pricing.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: BEAUTIFUL AND SPACIOUS CONDO 2BED/2BATH IN THE MEADOWS / 2ND FLOOR-- WITH A GORGEOUS GOLF, LAKE VIEW / FURNISHED / AVAILABLE FOR ANNUAL LEASE. *2 CLOSETS IN MASTER-BEDROOM / WASHER & DRYER-WALKING LAUNDRY ROOM / LANAI / ASSIGNED CARPORT PARKING+GUEST PARKING / BASIC CABLE-TV-INTERNET INCLUDED.---------------- 2 COMMUNITY POOL HEATED FOR ONLY RESIDENTS OF LONGWATER CH. \ PLAYGROUND & BASKETBALL COURT. OPTIONAL MEMBERSHIPS PROVIDE ACCESS TO AN INCREDIBLE AMENIT LIFESTYLE INCLUDING: 15 Har-Tru tennis courts • 10 pickleball courts • Championship golf • Junior Olympic swimming pool • State-of-the-art fitness center TENNIS COURTS, 15 MILES OF WALKING AND BIKING PATHS, 80 LAKES, AND 3,400 HOMES (CONSISTING OF CONDOMINIUMS AND HOUSES) UNIQUELY PLACED WITH BEAUTIFUL VIEWS OF THE LAKES, GOLF COURSES, AND AWESOME SPANISH MOSS CLAD OAK TREES, MATURE LANDSCAPING, & LESS THAN 20 MINUTES TO BEACHES, DOWNTOWN, AND ST ARMANDS CIRCLE. LESS THAN 5 MINUTS TO THE MALL "UNIVERSITY TOWN CENTER"--------------------- NO PETS / NO TRUCKS / NO SMOKING.-----------------ONLY AVAILABLE FOR LONG TERM.

Listing is courtesy of: MEDWAY REALTY (941-375-2456)

Listing Agent: Cecilia Fernandez (941-400-7075)

Remarks: Spacious and beautifully updated 3-bedroom, 2 bath condominium overlooking the 16th fairway with stunning views of the golf course and tranquil waterway. Enjoy the scenery year-round from the open lanai featuring sliding glass enclosures. This bright and inviting home offers generously sized rooms, a large walk-in closet, and abundant storage space throughout. Additional features include covered carport parking with a private storage closet, plus ample guest parking. Residents can relax at the heated community pool, which overlooks the golf course and waterway, providing a peaceful resort-like setting. Located in the highly desirable Meadows Community, this beautiful golf community features two championship golf courses, miles of scenic lakes and nature preserves, and over 13 miles of walking and biking trails. Residents also enjoy convenient access to dining, shopping, and a variety of recreational amenities. Move-in ready and available now ---don't miss this opportunity to enjoy the Florida lifestyle at its finest!!!!!!!!

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Beautifully updated 2B 2B condominium. Spacious W/ washer and dryer. Screened lanai overlooking gorgeous water views surrounding the golf course. Located in The Meadows a highly desirable golf community offering 2 championship golf courses, tennis facilities and 13 miles of scenic walking and biking trails. This well-maintained community provides a perfect blend of natural beauty, recreation and convenience. Available off season 2026 and March - December 2027.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Due to a cancellation, this beautiful ground floor end unit is available!!!! January & April 2026 are $3,400 and February & March 2026 are $3,800. The last 19 photos show updates in decorating, mostly wall hangings. Also note, new dining set, new fridge, kitchen faucet and microwave. Both the great room and primary bedroom have large screen T.V.'s. Steps away from large pool, yet very private. Owner prefers 3-4 months, but don't hesitate to contact regarding less. Thank your for viewing!!!.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: A beautiful 2/2 Condominium. This nicely decorated and spacious unit has a screened lanai with glass enclosures that overlooks the most gorgeous view of the lake. The Meadows features 13 miles of walking and biking paths within its natural sanctuary. Two champion 18-hole golf courses and tennis courts. The Meadows also offers dining and shopping. Located in Weybridge. Available August - December 2026 w/off season rates offered, and May - December 2027.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Very nice Ground Floor Condominium in Woodland Grove in The Meadows. This spacious 2/2 backs to a beautiful, lush backdrop of foliage and nature you can enjoy on a screened lanai. Large Master with walk in closet and private bath. Separate laundry room with washer and dryer. This is a seasonal Rental and has all the amenities you'll need. 2026 off season rates available (June-Nov.) and 2027 April - Nov. available. The Meadows has 13 miles of walking and biking trails, gorgeous lakes, a golf course, dining and shopping.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Escape to paradise in this beautifully updated and spacious 3 bedroom 2 bath condominium located in the desirable Heronmere 2 at The Meadows. Thoughtfully designed with warm, inviting finishes. This comfortable home is the perfect seasonal retreat. Relax on the charming Lanai, which opens to the outdoors and offers peaceful, scenic views--the ideal spot for morning coffee or evening sunsets. The Meadows is one of Sarasota's premier golf communities, featuring over 30 picturesque lakes, 12 miles of walking and biking trails, lush landscaping, and abundant wildlife. Enjoy access to championship golf, tennis, pickleball, community shopping and dining, all within this beautiful park-like setting. Conveniently located just minutes form Downtown Sarasota, University Town Center, Nathan Benderson Park and the areas World famous Gulf Coast Beaches.

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

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Annual Unfurnished Rental | Available September | The Meadows Enjoy peaceful golf course living in one of Sarasota's most desirable communities! This beautifully maintained 2-bedroom, 2-bath villa with a GARAGE offers a bright, open floor plan with soaring ceilings, neutral colors, and no carpet—featuring tile and laminate flooring throughout. The updated kitchen includes newer stainless steel appliances, while the home also features a newer A/C system, impact windows, ceiling fans, and an inside laundry closet with a full-size washer and dryer. The spacious primary suite offers a walk-in closet and an updated bath. Relax year-round in the glass-enclosed lanai overlooking the beautifully manicured Meadows golf course. A private storage closet provides plenty of room for golf clubs, bicycles, beach chairs, and other outdoor gear. Includes a 1-car garage. As a resident of The Meadows, you'll enjoy: • ?? Over 14 miles of scenic walking and biking trails • ??? Golf courses, driving range & putting green • ?? Community pools • ?? Fitness center • ?? Pickleball & tennis courts • ?? Fishing lakes • ?? Playground & basketball court • ??? Restaurants, shopping & community events • ?? Walking distance to many of the community's amenities Conveniently located just minutes from UTC Mall, Benderson Park, downtown Sarasota, SRQ Airport, and the area's world-famous Gulf beaches. Available September for annual lease. Vehicle Restrictions: Pickup trucks are permitted but must be parked inside the garage overnight. No commercial vehicles, trailers, boats, RVs, or motorcycles may be parked overnight in the community. Landlord will consider one small pet, with pet deposit, and must be approved by landlord and HOA. Application process is 2-step verification with 2 separate fees.

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

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

Remarks: Located in Sarasota's highly desired Longwood Run community, this spacious 4-bedroom, 2.5-bath home offers a bright, airy interior and a functional two-story layout perfect for family living and entertaining. Enjoy easy-to-maintain laminate vinyl and tile flooring throughout – no carpet here! The home features two distinct living rooms: a private, enclosed space for quiet relaxation, perfect for a formal dining room, and an open-concept area that seamlessly connects to the kitchen and dining. Sunlight floods both spaces, with sliding glass doors opening to a backyard oasis. This outdoor haven boasts a sparkling, screened-in swimming pool, an expansive covered lanai with a grilling area, and ample space for lounging or outdoor dining, effortlessly blending indoor comfort with outdoor enjoyment. The heart of the home is a spacious kitchen with warm wooden cabinetry, elegant granite countertops, a center island breakfast bar, and an modern dark-finished appliance package. The dining area, seamlessly connected to the kitchen, is illuminated by stylish pendant lighting and benefits from abundant natural light, enhancing the bright and airy feel of the entire space. The main level includes a convenient first-floor bedroom, a half bath, and a laundry room, ideal for guests or a home office. Upstairs, the spacious primary suite offers a walk-in closet and an en-suite with a double vanity and large glass shower. The two other upstairs bedrooms feature ample closet space, ceiling fans, and large windows, sharing a full bathroom with a granite-topped vanity, tiled floor, and a shower/tub combo. This home also includes a two-car garage, providing ample parking and storage. The highly sought-after Sarasota location truly sets this home apart. Enjoy an exceptional Sarasota lifestyle just minutes from the world-class shopping and dining destination of UTC, offering an endless array of stores and restaurants. Its prime location also provides quick access to Sarasota-Bradenton International Airport (SRQ), recreational opportunities at Nathan Benderson Park, and I-75 for convenient travel to Sarasota's stunning Gulf beaches and beyond. 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: Virtually Staged. Renovated 3BR/2BA Villa in The Meadows Available Furnished or Unfurnished | Tropical Setting | Annual Lease with optional terms Experience the best of Sarasota living in this beautifully renovated 3-bedroom, 2-bath villa-style townhome located in Huntingwood, a charming community within The Meadows. Behind a private wrought-iron gate, a welcoming Spanish-inspired courtyard sets the tone for this exceptional home, offering the perfect space for morning coffee, container gardens, or relaxing evenings under the Florida sky. Completely renovated in 2024 with sophisticated designer finishes, the home features soaring vaulted ceilings, abundant natural light, large-format tile flooring, smooth ceilings with no popcorn, and an open-concept layout designed for today's lifestyle. Walls of glass and multiple sliding doors seamlessly connect the indoor living spaces with lush tropical surroundings. The stunning kitchen has been thoughtfully opened to the main living area and showcases quartz countertops, contemporary cabinetry, glass-front display cabinets with custom lighting, European appliances, a reverse osmosis water filtration system, pantry storage, and direct access to the private front courtyard—ideal for entertaining and indoor-outdoor living. The first-floor primary suite serves as a peaceful retreat with three closets and a beautifully redesigned en-suite bath featuring dual vanities, quartz counters, designer lighting, premium fixtures, and a spacious walk-in shower with a rain shower head and striking custom tile work. Just beyond the primary suite, a sun-filled Florida room surrounded by walls of glass overlooks tropical greenery and offers exceptional flexibility. Use the space as a home office, nursery, yoga studio, reading lounge, artist's retreat, or private sitting room. Upstairs, you'll find two spacious guest bedrooms, an updated full bath, and luxury vinyl plank flooring throughout. A large walk-in attic provides an abundance of storage rarely found in townhome living. Additional features include: • Available furnished or unfurnished • Wi-Fi and Cable included • Flexible lease terms • 2-step application process • Covered carport with exterior storage room • Three closets in the primary suite • Pantry and reverse osmosis system in kitchen • Glass display cabinets with custom lighting • Vaulted ceilings • Quartz countertops throughout • Luxury vinyl flooring upstairs • Smooth ceilings (no popcorn) • Multiple outdoor living spaces The Meadows Lifestyle Living in The Meadows means enjoying over 1,600 acres of beautifully maintained grounds, mature canopy roads, lakes, and miles of scenic walking and biking trails. Residents enjoy access to tennis, pickleball, golf, fitness facilities, swimming pools, playgrounds, and a full calendar of resident activities and social events throughout the year. The community's prime location places you just minutes from UTC shopping and dining, Nathan Benderson Park, downtown Sarasota, SRQ Airport, and the area's world-famous Gulf Coast beaches. Per HOA, overnight parking of trucks and commercial vehicles is not permitted. This is a rare opportunity to lease a move-in-ready villa offering style, flexibility, privacy, and an exceptional Sarasota lifestyle. Available furnished or unfurnished. Annual lease preferred; 6- or 8-month options available.

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

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

Remarks: Resort-Style Living in a Gated Community! AVAILABLE IMMEDIATELY, this spacious 3-bedroom, 2-bath townhouse-style condominium offers the perfect blend of comfort, convenience, and resort-style amenities. Featuring an attached 1-car garage and a desirable open floor plan, this home has been thoughtfully updated with modern kitchen cabinetry, granite countertops, stainless steel appliances, and attractive laminate flooring throughout the main living areas. The bright and airy living space opens to a screened balcony overlooking a peaceful pond, creating the perfect spot to enjoy your morning coffee or unwind at the end of the day. The generous primary suite features an ensuite bath with dual vanities, while two additional bedrooms provide flexibility for guests, a home office or whatever use your heart desires! One of the most sought-after features is the private in-unit laundry room—no trips to a community laundry facility here! Residents enjoy access to exceptional community amenities, including: Two resort-style swimming pools, Two fitness centers, Tennis courts, Playground, Gated entry, Beautifully maintained grounds and walking areas. Conveniently located near shopping, dining, entertainment, and major roadways, this community truly feels like a year-round vacation destination. Available for immediate occupancy. Long-term lease only. First month's rent, security deposit, and credit/background screening required. Per community rules, no pets are permitted for tenants—no exceptions. Allow up to 2 weeks for required condo association tenant approval process - $100/adult applicant or $100/married couple, pool/fitness fob=$20, Gate remote (optional) $30; Owner credit/background check $40/adult occupant. *FLOOR PLAN IN PHOTOS*

Listing is courtesy of: RE/MAX ACTION FIRST (727-531-2006)

Listing Agent: Tammy Londer (727-295-8377)

Remarks: Annual Rental Available – 4821 Winslow Beacon, Sarasota, FL Owner seeking long-term tenant. Beautifully, move-in ready 2-bedroom, 2-bath condo available for an annual lease in the highly desirable Winslow Beacon community of The Meadows. Offered furnished or partially furnished, this second-floor residence features soaring vaulted ceilings, laminate flooring throughout, modern furnishings, and an open-concept living and dining area that feels bright and spacious. The split-bedroom floor plan provides privacy, while the primary suite offers a large walk-in closet and ensuite bath. Both bedrooms feature ceiling fans for year-round comfort. Enjoy morning coffee or evening relaxation on the screened lanai overlooking the community pool and lush tropical landscaping. Just steps from the community pool and surrounded by the natural beauty of The Meadows, residents enjoy convenient access to walking and biking trails, golf, tennis, shopping, dining, UTC, downtown Sarasota, and the area's world-famous Gulf beaches. Property Features: • 2 Bedrooms | 2 Bathrooms • Annual Rental • $1,950 per month • Furnished or partially furnished • Vaulted ceilings • Laminate flooring throughout • Spacious living and dining areas • Large walk-in closet in primary bedroom • Ceiling fans in bedrooms • Screened lanai with pool views • Steps to the community pool • Assigned parking • Full-size washer and dryer Lease Terms: • Owner seeking a 1- to 3-year lease • Application is a 2-step process with 2 separate fees ($50 and $100) • One small pet considered with required pet deposit • Available July 1st • Pickleball, tennis and fitness can be obtained with separate fees • No trucks or commercial vehicles allowed for overnight parking Enjoy comfortable Florida living in one of Sarasota's most sought-after communities. Schedule your private showing today!

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

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

Remarks: ** AVAILABLE NON-SEASON 2026 ONLY!!** TURNKEY FURNISHED 2 BEDROOM CONDO AT THE MEADOWS! FABULOUS LAKE & GOLF COURSE VIEWS! Nicely Furnished combination Living & Dining rooms. Screened Balcony faces East for Morning sun. Master BR has King size bed & walk-in closet, updated bathroom has step-in Shower. 2nd Bedroom has Twin beds. Guest bath can be closed off from Living areas, making it an ensuite for 2nd Bedroom. Eat-in Kitchen. New AC so you will be cool! Water, sewer & trash included in rent, Electric capped at $75 a month. No pets. Near UTC Mall, Restaurants, I-75, & Benderson Lake Park! RENTED FOR 2027 SEASON. Memberships to the Meadows Golf and/or Tennis available.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Kathy Liga (941-920-6070)

Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!

Listing is courtesy of: KONA REALTY (941-718-8293)

Listing Agent: Vlado Konatar (941-718-8293)