Apartments for Rent Near Booker Middle in Sarasota - 133 rentals

Remarks: Relax in your private backyard oasis at this stunning turnkey furnished Sarasota pool home, perfectly designed for short- to mid-term stays with most utilities included. Ideal for anyone relocating to Sarasota, working remotely, or simply looking to enjoy the Florida lifestyle, this beautifully decorated beach-themed home offers flexible rental options from 1 to 7 months, including month-to-month availability. Conveniently located right next to the Legacy Trail, the home is only 7 minutes from vibrant Downtown Sarasota and just 15–20 minutes from some of the area’s most beautiful beaches, including world-famous Siesta Key Beach. Featuring 3 spacious bedrooms plus a separate office area, this inviting home combines comfort and convenience with coastal charm. Step outside to enjoy the private fenced backyard with a sparkling pool, perfect for relaxing after a day at the beach, biking the trail, or exploring downtown Sarasota. Experience the best of Sarasota living where every day feels like a vacation filled with sunshine, coastal charm, and endless opportunities to relax, explore, and unwind.

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

Listing Agent: Michele Tanner (941-894-5603)

Remarks: Spacious 2-bedroom, 1-bath second-floor walk-up condo featuring wood flooring in the dining room, hallway, and family room, with cozy carpet in the bedrooms. Water, sewer, garbage, and pest control are all included for added convenience. Small Pet Allowed. Enjoy community amenities such as a pool and clubhouse, plus assigned parking. Ideally located near Ringling College, New College of Florida, FSU, and the Ringling Museum — a truly great location!

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

Listing Agent: Heidi Thompson (941-807-2241)

Remarks: Available July 1, 2026. Spacious 3-bedroom, 2-bathroom duplex home in the City of Sarasota, conveniently located within walking distance of Ringling College of Art and Design and just minutes from downtown Sarasota, local colleges, shopping, dining, and area beaches. This home 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: This cute 2 bedroom light filled home has had major updates including a brand new range and dishwasher, new luxury vinyl plank flooring in the primary bedroom. Other updates include new tile, vanity and fixtures in the bathroom, one year old washer and dryer. The backyard is completely fenced and private. This home has a functional floor plan offering a large living area with natural light! The kitchen has granite countertops and ample storage space. The screened-in lanai overlooks a large and private fenced-in backyard. DOGS & CATS will be considered on a case-by-case basis. Beyond your doorstep lies a world of convenience. LONG TERM HOME RENTALS SARASOTA, ANNUAL RENTALS SARASOTA, SINGLE FAMILY HOME RENTALS SARASOTA.

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

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

Remarks: Meadows ANNUAL ground floor rental; furnished and under $2000! Welcome to easy Florida living in the highly sought-after Meadows community! This beautifully maintained downstairs 2-bedroom, 2-bath condo offers peaceful water and golf course views and comes fully furnished turnkey — just bring your toothbrush and settle in. The condo features a newer kitchen with rich wood cabinetry, granite countertops, tile flooring, and a spacious walk-in laundry room. The open living and dining area showcases attractive laminate wood-look flooring and flows seamlessly to the tiled lanai, where you can relax and enjoy serene golf course and water views morning or evening. Located in desirable Willow Links, residents enjoy two heated community pools, assigned parking, and plenty of guest parking. And extra storage space is a great bonus! Directly across from The Meadows Shopping Village, you’ll have restaurants, cafés, and professional services within walking distance. Plus, you’re just minutes from UTC Mall, downtown Sarasota, SRQ Airport, beaches, shopping, and more. The Meadows community is known for its miles of walking and biking trails, lush landscaping, golf, tennis, pickleball, fitness, and active lifestyle amenities. Annual rental only. Fully furnished. Security deposit required. Owner will consider one pet with pet deposit. HOA rules apply — no trucks or commercial vehicles permitted for overnight parking. Don’t miss this rare downstairs unit with incredible views in one of Sarasota’s most convenient and scenic communities!

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

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

Remarks: Stunning High-Rise Condominium in the Heart of Sarasota – Your Urban Oasis Awaits!  Welcome to your dream condo at 1350 Main Street, located in the vibrant downtown Sarasota. This exquisite 2-bedroom, 2-bathroom residence offers a perfect blend of luxury, convenience, and modern living - ideal for professionals, retirees, or anyone looking to experience the best of Florida living.  Step into this beautifully designed, sleek interior and modern amenties high-rise condo and be captivated by the open-concept layout that maximizes space and light.  Enjoy the elegance of the kitchen, which is equipped with top-of-the-line built-in LG and Bosch appliances.  The primary bedroom boasts a spacious walk-in closet and easy access to a well-appointed bathroom, ensuring privacy and comfort. A second bedroom, offers flexibility for guests, office space, or family. Both bathrooms are beautifully designed, featuring modern fixtures and finishes.  Step out onto your private balcony to soak in the vibrant atmosphere of downtown Sarasota.  Living at 1350 Main Residential means embracing a lifestyle filled with amenities, 24-hour security, fitness center, cable TV, internet, maintenance of grounds, and so much more. Enjoy the convenience of being just a stone's throw away from the marina, public transit, and beautiful sidewalks perfect for morning strolls or evening runs. You’ll love being in the heart of a vibrant community while having easy access to nearby restaurants, shopping, and cultural attractions.  Call today  and experience firsthand the luxurious lifestyle that awaits you at 1350 Main - where modern comfort meets urban sophistication!

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

Listing Agent: Jane Hunter (941-896-0622)

Remarks: Unfurnished, Annual Rental available 6/1/2026. Nestled in the sought-after Longwood Run neighborhood of Sarasota, this beautifully appointed former model home offers an exceptional blend of elegance, comfort, and privacy. Designed with an expansive open floor plan, the residence features soaring vaulted ceilings and spacious living areas filled with natural light, creating an inviting atmosphere ideal for both relaxing and entertaining. At the heart of the home is a large kitchen with an inviting breakfast nook, perfect for casual dining and morning coffee. A separate den with custom built-ins provides the ideal space for a home office, library, or media room. Step outside to your own private retreat, where a sparkling pool and spa are surrounded by lush landscaping, offering complete privacy and a tranquil setting for outdoor living year-round. This exceptional rental combines refined living with the peaceful charm of one of Sarasota’s most desirable neighborhoods.

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

Listing Agent: Andrew Barnard (941-920-2001)

Remarks: Beautifully updated and fully furnished and equipped Sarasota rental available for occupancy June 1st, 2026. This move-in ready home offers modern upgrades, quality finishes and a desirable location close to shopping, dining, golf courses, parks and the Legacy Trail. The home features an open-concept floor plan with a spacious living and kitchen area that flows seamlessly to the screened back porch, creating a bright and inviting atmosphere with plenty of natural light. The interior was extensively remodeled in 2020 with custom kitchen and bathroom cabinetry, granite countertops, tile flooring throughout, freshly painted walls, upgraded bathrooms including a new master shower and updated guest bath, and automatic window shades in the living room. Additional updates include a new roof (2020), new A/C (2024), garage epoxy flooring (2024/2025) and beautifully maintained landscaping. All appliances including washer and dryer are included, and the home is fully furnished and equipped for convenience. Ideally located just steps away from the community amenities including the pool and tennis courts in a peaceful, well-maintained neighborhood. Rent is $3,000 per month. First month, last month, and security deposit required for move-in. Tenant responsible for electric, water and gas utilities. Cable is included in the rent. No pets permitted. $50 credit and background check required per adult applicant.

Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)

Listing Agent: Anna Bridinger, Pa (941-544-8195)

Remarks: Lovely villa available for rent conveniently located near downtown Sarasota. This 2 bedroom, 1.5 bathroom, 1,022 square foot villa offers a spacious kitchen, living room/dining room combination, lots of storage and a screened lanai with relaxing bench and view of a pond. The kitchen has matte finished counter tops and plenty of counter and storage space. The primary bedroom has a large walk in closet with an ensuite 1/2 bathroom with new vanity and framed mirror. The guest bedroom has a walk in closet. The full bathroom has a tub/shower combination, new vanity and medicine cabinet. There is an outside storage closet for washer/dryer which owner will furnish if the tenant doesn't have their own. Located minutes from downtown Sarasota, near to beaches, shopping, grocery stores, restaurants, theater, St. Armand's Circle, Sarasota/Bradenton airport and easy drive to I75. Available for an annual rental. Call today as this will not last long.

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

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

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. No smoking/vaping allowed. 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. One small adult dog under 25 lbs. is allowed with a refundable $300 pet deposit.

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

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

Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00

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

Listing Agent: Heidi Thompson (941-807-2241)

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. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. 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. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. 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: 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. Total Monthly Leasing Price (TMLP) includes base rent and mandatory monthly fees and is based on a 12+ month lease term. Additional fees may apply. Please contact the community for a full fee breakdown. 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: Lovely turnkey furnished 2/2 ground floor unit in the Meadows with lake and golf course view. Wood flooring throughout. The Master has a Queen bed and the Guest bedroom has a full size bed. There is a Queen sleeper sofa in the living room. Walk across the street to restaurants, bank, beauty salon and more. The Meadows offers biking, jogging and walking trails throughout the community and several different membership packages for golf, swimming and tennis. Owner is offering this unit as a monthly rental or a 6-7 month off-season rental at 2600/mo. + utilities. The New UTC Mall and Nathan Benderson Recreational Park are 1 mile away. The surrounding area offers abundant shopping, dining, entertainment and I-75 access. NO PETS. CONDO ASSOCIATION SAYS DO NOT BARBEQUE INSIDE OR OUTSIDE UNIT, INCLUDING LANAI. PROPANE GAS OR OTHER FIRE HAZARDS ARE PROHIBITED ON PREMISES PER ORDER OF FIRE MARSHALL.

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

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

Remarks: Charming 2BR/1BA second-floor duplex located in the highly desirable Downtown Historic District of Laurel Park. Ideally situated just steps from Main Street, this inviting residence offers easy access to Sarasota’s vibrant dining, shopping, entertainment, parks, and waterfront. Inside, the spacious living and dining areas feature beautiful wood flooring throughout, while the open kitchen seamlessly connects to the main living space, creating a bright and welcoming atmosphere perfect for entertaining. Both bedrooms are generously sized, and the full bath adds to the home’s charm and character. Enjoy the convenience of living, working, and playing in the heart of downtown Sarasota, surrounded by the rich history and culture of the Arts & Cultural District. Included in Rent: Water, Sewer, Garbage No on-site laundry. Gas water heater. PETS: One small dog/cat 20 lbs or less. Only one allowed. $35/month per pet and an additional $250 Security Deposit/per pet. Move-in Fees/ Security Deposits: First month rent and security deposit equal to 1x the monthly rent OR No-Security Deposit Option: Ask about applying for a zero-security deposit option through our partnership with The Guarantors. At PMI Southwest Florida, we strive to provide an experience that is cost effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our Standard Program handles insurance, air filter changes, utility set up, credit building, rent rewards and more at a rate of *$39.95/month, added to every property as a required program. You have the option to elect our Premium Program, which includes all of the above plus identity protection & pest control at a rate of *$49.95/month. *If you provide your own insurance policy, the RBP cost will be reduced by $11.95, which is the amount of the insurance premium billed by Second Nature Insurance Services This home also comes with high speed internet up to 1 Gig at an exclusive group rate of $65.00, and includes 24/7 premium support and setup to help get you connected at move-in.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Brandon Green (941-806-9963)

Remarks: Available for short-term rental (3-month minimum). This beautiful end-unit villa in The Meadows offers the perfect home away from home; ideal if you’re building, remodeling, relocating, or simply looking for a Florida getaway. Bright and welcoming, the villa features cathedral ceilings, tall windows, and walls of sliders that fill the space with natural light while showcasing tranquil pond views and lush landscaping. The kitchen is designed for both style and convenience with off-white soft-close cabinetry, stunning Baltic granite countertops, and easy access to the grilling patio. The primary suite offers a peaceful retreat with pond views, crown molding, a walk-in closet, dual vanities, and a glass-enclosed shower. With no adjacent neighbors, enjoy true privacy and serenity. Step outside to a heated community pool just a block away, or explore all The Meadows has to offer: 14 miles of biking and hiking trails, tennis courts, pickleball, dining close by; all set on 1,650 acres of park-like grounds with 80 lakes. The location is unbeatable; just 15 minutes to downtown Sarasota, St. Armands Circle, Lido Beach, and close to UTC Mall, Nathan Benderson Park, Whole Foods, Trader Joe’s, the new Mote SEA Aquarium, and more. Utilities, cable, and Wi-Fi are included, plus a one-car garage for your convenience. Whether you’re here for work, transition, or relaxation, this villa is the perfect spot to enjoy the Sarasota lifestyle.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Rachelle Golden (941-538-8998)

Remarks: Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or $5,000/month for a 3-month stay, this rental opportunity fits a variety of needs. Located in one of Sarasota’s most sought-after buildings, residents enjoy exceptional amenities including a resort-style pool, fitness center, secure access, and garage parking. Step outside your door and find yourself just moments from world-class dining, shopping, theaters, and the waterfront of Sarasota; this is truly walkable downtown living at its best. The residence itself is light-filled and spacious, offering a peaceful retreat in the heart of the city. Whether you're relocating, exploring the Sarasota lifestyle, or just looking for a change of scenery, this is an incredible place to call home. Don’t miss your chance to lease this exceptional property; short-term, seasonal, or long-term. Contact us today to schedule a private tour and secure your ideal stay in Sarasota.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Rachelle Golden (941-538-8998)

Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.

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

Listing Agent: Jesse Bauer (941-465-8583)

Remarks: Rare 2 bedroom 1 bath unfurnished annual rental in the heart of Downtown Sarasota. Enter the unit through using the private stairway located on the side of the building. As you enter the unit you will walk directly into the large living which still boasts original wood flooring. Off of the living room you will find a brand new kitchen which features new flooring, stainless steel appliances, new cabinets, and granite counter tops. Off the kitchen you will find a private laundry room complete with a stackable washer and dryer. The two bedrooms and updated bathroom are located on the other side of the unit. The two bedrooms are both oversized and feature ample size for holding any and all furniture you have. With walking distance to Main St., Burns Ct. and Payne Park, the location is arguably one of the best in Sarasota. In addition to the rent, a resident benefits fee of $35.00 will be applied.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Jaime Barcelo (941-275-3233)