Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
659 N JEFFERSON AVE #659, SARASOTA, FL 34237
$1,87552 Days on yellowkey MLS ID: R4911133
REDUCED by $25 (1.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Community: Jefferson PinesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year:
Middle School: Booker Middle
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)
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495167 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Elementary School: Southside Elementary
High School: Sarasota High
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)
5179 WILLOW LINKS #27, SARASOTA, FL 34235
$4,200300 Days on yellowkey MLS ID: A4662355
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980Community: Willow LinksCondo
Elementary School: Gocio Elementary
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)
3102 WINDRUSH BOURNE #4, SARASOTA, FL 34235
$2,350296 Days on yellowkey MLS ID: A4662981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984Community: Windrush BourneVilla
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)
750 N TAMIAMI TRL #304, SARASOTA, FL 34236
$2,600349 Days on yellowkey MLS ID: A4657467
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 2001Community: Renaissance 1Condo
Elementary School: Alta Vista Elementary
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.
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$2,50016 Days on yellowkey MLS ID: A4694387
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1014 Built: 1974Community: Essex HouseCondo
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)
1952 MORRILL ST #B, SARASOTA, FL 34236
$1,75017 Days on yellowkey MLS ID: A4695160
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1925Community: Pos Sub Of Blks G & HSingle Family
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)
1195 VILLAGIO CIR #208, SARASOTA, FL 34237
$1,70017 Days on yellowkey MLS ID: A4694899
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Community: VillagioCondo
Remarks: This beautifully maintained 2-bedroom, 2-bathroom condominium in the highly desirable gated Villagio community is now available for an annual lease. Situated on the second floor with its own private entrance and staircase, this inviting residence combines an open layout with thoughtful features throughout. Step inside to a bright and spacious living and dining area highlighted by soaring ceilings and an open-concept kitchen complete with a breakfast bar — perfect for entertaining or everyday living. The primary suite features a generous walk-in closet and an ensuite bathroom with a walk-in shower. Positioned on the opposite side of the unit for added privacy, the second bedroom offers ample closet space and easy access to the guest bathroom with a bathtub. Luxury vinyl flooring flows throughout the main living areas and bedrooms. A dedicated office nook provides the perfect work-from-home setup, and the in-unit laundry closet with washer and dryer adds everyday convenience. Enjoy a cup of coffee on your covered lanai. One covered carport space is also included in the rent. Residents of the Villagio enjoy a prime location just minutes from downtown Sarasota, world-class beaches, shopping, dining, and entertainment, with easy access to US-301, I-75, and public transportation. Community amenities include a heated resort-style pool, fitness center, tennis court, and playground. Rent is $1,700 per month (no utilities included). Move-in requirements are first month’s rent plus a security deposit equal to one month’s rent. Villagio Condominium Association requires a $100 background check fee per adult applicant. This is a non-smoking unit, and unfortunately pets are not permitted. For more information or to schedule a private showing or video walkthrough, contact us today.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
5147 WILLOW LINKS #18, SARASOTA, FL 34235
$1,89017 Days on yellowkey MLS ID: A4692708
Remarks: This beautiful 2nd Floor condo turnkey furnished, has been remodeled with updates including but not limited to kitchen counter tops, stainless steel appliances, and completely remodeled master bath. All floors are tiled, with the exception of the two bedrooms which are carpeted. The master bathroom has been beautifully updated and includes a tiled glassed-in shower. Enjoy panoramic views and sunsets across the water and golf course from your glassed-in lanai. Two conveniently located swimming pools in Willow Links. The Meadows Country Club (not mandatory to join but highly recommended) has three 18-hole private and public golf courses, 17 Har Tru tennis courts, and a new fitness center under construction. The Meadows has 15 miles of walking and biking trails, 80 pristine lakes, and nearly 3,500 homes (consisting of various styles of condominiums and houses) uniquely placed with beautiful views of the lakes, golf courses, and awesome Spanish moss-clad oak trees, Palm trees, and picture-perfect mature landscaping. The Meadows is 20 minutes to beaches, the downtown arts, and St. Armands Circle. Walk to the most recent International rowing events at Nathan Benderson Park World Class Rowing & Aquatic Sports Arena, Whole Foods, the UTC Mall, and much more.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Silvia Nolla (941-228-9234)
314 VIA ANINA DR, SARASOTA, FL 34243
$2,80017 Days on yellowkey MLS ID: A4695122
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1853 Built: 2025Community: Sienna Park Townhomes At UniversityTownhouse
Elementary School: Emma E. Booker Elementary
Remarks: elcome to the Caladesi, your perfect rental retreat!NO PETS ALLOWED. This spacious and modern townhome offers 1,853 square feet of comfort and convenience, with a one-year lease (or longer) available. With three bedrooms, two-and-a-half bathrooms, and an open two-story layout, this home is designed for relaxation and functionality. On the first floor, you’ll find a welcoming foyer, a convenient powder room for guests, and a one-car garage—perfect for quick trips to nearby beaches. The oversized great room flows seamlessly into the kitchen, offering plenty of counter space and a café area with sliding glass doors that open to the lanai. Enjoy peaceful mornings sipping coffee in the yard under Sarasota's sunny skies. The second floor is your private retreat, featuring all three bedrooms. The owner’s suite boasts a spacious walk-in closet and a serene bathroom with a walk-in shower, dual vanities, and a linen closet. A walk-in laundry room upstairs makes chores a breeze. Two additional bedrooms with large windows and ample natural light are perfect for guests, a home office, or family members. A second full bathroom at the end of the hall ensures added privacy and convenience. Located just minutes from Sarasota’s beautiful beaches, this home combines modern amenities with a prime location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
606 OWL WAY, SARASOTA, FL 34236
$7,900118 Days on yellowkey MLS ID: A4682280
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 1973Community: Bird Key SubSingle Family
Remarks: UNFURNISHED ANNUAL OR LONGER LEASE AVAILABLE IMMEDIATELY - Beyond the gates of Bird Key, in one of Sarasota’s most coveted island enclaves, this refined three-bedroom, three-bath residence with private office is gracefully positioned on nearly one-third of an acre. Set between the cosmopolitan charm of St. Armands Circle and the cultural vibrancy of downtown Sarasota, the home offers effortless access to Lido Beach, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and SRQ airport—an address defined by both prestige and convenience. Designed for elegant everyday living and seamless entertaining, the thoughtfully conceived floor plan unfolds with light-filled interiors and refined architectural details. Expansive sliding glass doors extend the main living and dining areas to the resort-style pool terrace, creating a harmonious indoor-outdoor experience. The gourmet kitchen serves as the heart of the home, appointed with an oversized center island, induction cooktop, stainless steel appliances, custom wood cabinetry, a secondary prep sink, and a dedicated bar area—an ideal backdrop for intimate gatherings or larger soirées. The primary suite is a private sanctuary, offering direct access to the pool, a spa-inspired bath with soaking tub and separate shower, and an exceptional collection of closets including a walk-in dressing space and additional double closets. Two distinct guest suites provide comfort and privacy: one featuring custom built-ins with a concealed Murphy bed and French doors to the pool, the other distinguished by cathedral ceilings, an en-suite bath, and its own French doors opening to a serene paver patio. A split-bedroom configuration enhances privacy, while a beautifully appointed office or den with pocket doors and custom shelving offers versatility for remote work or quiet retreat. Outdoors, a majestic illuminated banyan tree anchors the lushly landscaped grounds, creating an enchanting focal point by evening. The fenced yard ensures privacy and tranquility, while the newly rescreened pool enclosure invites year-round enjoyment. Recent enhancements include impact windows and doors, a tile roof (2013), fresh interior and exterior paint, crown molding, plantation shutters, and integrated smart home technology—delivering both timeless style and modern sophistication. Optional membership to the Bird Key Yacht Club offers access to marina slips, tennis, fitness, swimming, and a vibrant social calendar, with a new clubhouse and waterfront dining experience anticipated in 2026. This is more than a residence—it is an invitation to embrace the Bird Key lifestyle, where island serenity meets world-class amenities in the heart of Sarasota. READY UNFURNISHED ANNUAL LEASE OR LONGER
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Wendy Lynn (941-718-1366)
3711 PARKRIDGE CIR #6-201, SARASOTA, FL 34243
$1,80042 Days on yellowkey MLS ID: A4692355
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2006Community: Parkridge Ph 33 & 19Condo
Remarks: Parkridge is a tropically landscaped, gated community of 347 condominiums, just off University Parkway, in Sarasota, Florida. Lakes with streaming fountains enhance the property. The UNFURNISHED townhouse-style condo consists of 3 bedrooms and two full bathrooms, on the second floor, over your garage. The open floor plan is flooded with natural light. The kitchen boasts solid wooden cabinetry overlaid with slab granite countertops and stainless steel appliances. The kitchen also has a breakfast bar and a closet pantry. The unit now has brand new carpeting throughout. The screened-in balcony off the master bedroom can also be accessed from the living area. This development also features a resort-style heated pool on the lake. Parkridge has all that the University Parkway corridor has to offer-shopping, casual dining, close to UTC mall and I-75, SRQ airport and downtown Sarasota and the beaches. First, last and security up front. Don't let this one get away-call today. This community is governed by a homeowners' association (HOA). The HOA requires lease applicants to complete an application process, which may include application fees, background screening, and common area deposits. Please contact the agent for specific details regarding HOA requirements and associated fees for this property.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
4763 TRAVINI CIR #114, SARASOTA, FL 34235
$1,80072 Days on yellowkey MLS ID: A4688690
REDUCED by $50 (2.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 2004Community: Las PalmasCondo
Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. It's like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show. For Sale also but owner will take off the market if rented. SORRY TENANTS ARE NOT ALLOWED PETS PER HOA RULES. Move in ready.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
3466 BEEKMAN PL #36, SARASOTA, FL 34235
$2,00018 Days on yellowkey MLS ID: A4692142
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1988Community: Fty Three WestSpa: NoVilla
Remarks: Beautiful Villa has newly renovated Kitchen and Floors with 1 Car Garage. Unit has an enclosed lanai for more living area with a pull-down murphy bed for guest to use. Very private outdoor patio area with nice landscaping to enjoy. Back entrance to community pool right behind unit. Front entrance is tiled/screen in and private seating area. Atrium in kitchen window/high ceilings in unit. Owner will consider small pet at Owners discretion. Call agent to see today!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-792-6900)
Listing Agent: Shawna Baker (941-792-6900)
1121 MORNINGSIDE PL, SARASOTA, FL 34236
$14,500178 Days on yellowkey MLS ID: A4674983
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3454 Built: 1960Community: Lido CSpa: NoSingle Family
Remarks: This amazing turnkey furnished home is just steps from the sandy shores within the Lido Shores private gated beach access. A short jaunt to St Armand's Circle with about 100 stores St Armand's Circle is world known as an unforgettable destination. From vacation trinkets to upscale galleries, breakfast or lunch cafes to gourmet dinner feasts at top of the line restaurants you will find it all. Head north to Longboat Key with plenty of sidewalks for walking or biking. You will find 4 spacious bedrooms all with en-suite bathrooms plus a powder room downstairs for guests. Open-plan living room on first floor just off the fully equipped kitchen with modern appliances, breakfast bar and dining table. Living room has wood burning fireplace with sliders going out to the private, sunny patio pool area with grill and outdoor shower. Family room off the primary bedroom on 2nd floor with 53" tv and built-in shelves. Salt water pool with electric pool heater. Just bring your toothbrush and clothes to start enjoying our strong sense of leisure Florida lifestyle.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
765 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$2,30019 Days on yellowkey MLS ID: A4694521
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Community: Sarasota HarborCondo
Remarks: Enjoy breathtaking waterfront vistas from this beautifully remodeled, ground-floor condo, available for lease at only $2,300/month in the 55+ maintenance-free Sarasota Harbor community. Offered turnkey furnished and completely move-in ready, this 2-bedroom, 1-bathroom home features brand-new tile flooring, updated kitchen cabinetry, modern appliances, and a bright, open layout with stunning views of Sarasota Bay. Tenants enjoy resort-style amenities including a clubhouse, pool, bayfront shuffleboard, kayak storage, first-come, first-served boat slips, and one covered parking spot. The standout feature is the unparalleled walkability—you are just a five-minute stroll from the world-class shopping and dining at St. Armands Circle, and a quick walk or bike ride to Lido Beach and South Lido Park. Plus, with the free Bay Runner trolley nearby connecting you right across the Ringling Bridge to downtown Sarasota, the absolute best of the coastal lifestyle is right at your doorstep.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephanie Paxton (941-932-5509)
4440 WEYBRIDGE #4440, SARASOTA, FL 34235
$1,80059 Days on yellowkey MLS ID: A4688269
REDUCED by $100 (5.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985Condo
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)
2100 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$2,20071 Days on yellowkey MLS ID: A4688842
REDUCED by $295 (11.8%) on 05/27/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 778 Built: 1968Community: Lido Harbour SouthCondo
Remarks: Enjoy beachside living at Lido Harbour South on Lido Key. The condo can be leased with furniture if needed. This east-facing condo features one bedroom, one and a half baths, and a bright, inviting layout. The kitchen offers granite countertops and stainless steel appliances, while the enclosed Florida room, with hurricane-impact windows, a ceiling fan, and a closet, provides the perfect spot to relax and enjoy the morning light. For added convenience, a washer is located in the primary bedroom closet, with a communal laundry room on the same floor. Residents have private beach access, a community pool, and a patio area with tables, lounge chairs, and an outdoor shower - everything needed for the perfect day in the sun. In the evenings, take in breathtaking sunsets from the private beach. Ideally located near Ted Sperling Park at South Lido Key Beach, where you can explore scenic nature trails or kayak through peaceful mangrove tunnels, and only minutes from St. Armands Circle's renowned dining and boutiques and the vibrant arts and culture of Downtown Sarasota, this condo captures the essence of relaxed island living.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
4012 VIA SIENNA CIR, SARASOTA, FL 34243
$2,10019 Days on yellowkey MLS ID: R4911321
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1616 Built: 2022Community: Sienna Park Twnhms/UniversityTownhouse
Remarks: Welcome to Sienna Park, a gated townhouse community ideally located in Sarasota near University Parkway. This stylish annual unfurnished rental offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and a bright open-concept layout designed for comfortable everyday living and entertaining. The second floor includes all three bedrooms, along with a convenient laundry area and additional loft area. The main level offers an inviting living and dining area with an open flow, plus a convenient half bath for guests. Residents of Sienna Park enjoy access to outstanding community amenities, including a resort-style pool with cabana seating, scenic walking trails, and beautifully maintained common areas. Located just minutes from I-75 and the UTC shopping district, you’ll have easy access to dining, shopping, entertainment, and Sarasota’s renowned Gulf Coast beaches. Available August 1st for move-in. No pets permitted. Applicants must have good credit, verifiable income, and a clean background history. First month’s rent, last month’s rent, and security deposit are required prior to move-in. Lindsay Leasing application fee is $75 per adult occupant. Association application fee is $150. Enjoy low-maintenance living in one of Sarasota’s most convenient and desirable locations. Sienna Park offers the perfect blend of comfort, style, security, and accessibility for enjoying the Sarasota lifestyle.
209 BRIGGS CT, SARASOTA, FL 34237
$2,50044 Days on yellowkey MLS ID: A4691467
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956Community: Desoto Park For Petroutsa BrosSingle Family
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)
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