$2,250 per month
850 S Tamiami Trail Unit 431, Sarasota, FL 34236
two level rental available for short term or annual rent in Central Park 11. Centrally located near downtown Sarasota and a short drive to Siesta and Lido. Two large bedrooms with en suite bathrooms and large kitchen. Water view of the Bayou from the porch.
Alexandra Lawson-baker PREFERRED SHORE LLC
$1,650 per month
1662 Fortuna St Unit 1662 Fortuna St Sarasota, Sarasota, FL 34239
Pet friendly! All utilities included. Close to everything!
$8,000 per month
2295 Gulf of Mexico Dr Unit 54S, Longboat Key, FL 34228
SNOW BIRDS WELCOME! Fully Furnished and turnkey, immaculate 2 bedroom condo at The Islander Club with over 40 foot terrace. Renters have access to private beach and all ammenities; Clubhouse and Tennis Courts, New Pool, New Fitness Center, New Saunas. Islander Club is minutes to grocery, convenience stores, restaurants, The Longboat Key Club and a short distance to world famous St.
Julie Lojacono Mackie COLDWELL BANKER REALTY
$3,400 per month
2130 S Jefferson Ave, Sarasota, FL 34239
Walk to Arlington Park. Excellent location. Bike to South Side areas and Southside School. Near Sarasota Memorial. 3 bedroom 2 bath available immediately. Fenced back yard. 2 car garage. Most pets accepted
$3,200 per month
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
This fully renovated apartment is a sunlit, open-concept retreat with nearly every detail refreshed in 2024. The kitchen boasts custom cabinetry, quartz countertops, and a Frigidaire Gallery appliances. The second room with two beds is perfect for guests. Flooring in light wood runs throughout, and hurricane-impact floor and windows offer peace of mind. The community offers 800 feet of bayfront,
Valeria Fucaraccio Benesch Brokers, LLC
$8,000 per month
455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the
$1,695 per month
3700 S Osprey Ave Unit 204, Sarasota, FL 34239
Spacious 2-Bedroom Condo in Prime Sarasota Location – Walk to The Bay!Welcome to Unit 204 at 3700 S Osprey Ave – a beautifully updated 2-bedroom, 1-bathroom condo nestled in the heart of Sarasota’s desirable Southside Village neighborhood. Just minutes from Siesta Key Beach, downtown Sarasota, and within walking distance to shops, restaurants, and the scenic waterfront, this location is ideal
Michael Sorensen STRINGER MANAGEMENT INC
$2,650 per month
850 S Tamiami Trail Unit 110, Sarasota, FL 34236
Beautifully landscaped quiet small community in the heart of Sarasota. Walk to downtown or Marina Jack's. Publix grocery store across the street. Steps from community mailbox center, pool, spa,bbq and clubhouse and fitness center. Library in clubhouse. Clubhouse available for private events.
$2,650 per month
2840 Webber St, Sarasota, FL 34239
Location, Location, Location!Live in one of Sarasota’s most highly desired neighborhoods – Southgate! This freshly painted 3-bedroom, 2-bathroom single-family home is centrally located just minutes from shops, restaurants, beaches and Downtown Sarasota. Enjoy walking or biking to nearby bars, restaurants, cafes, and local hotspots. With its unbeatable location and your very own personal pool
Nicholas Crawford PMI SOUTHWEST FLORIDA
$1,499 per month
2157 Bougainvillea St, Sarasota, FL 34239
$1499- 1 Bed 1 Bath Private Detached Apartment In Sarasota. close to beaches and hospital with in unit washer/dryerNote: This unit comes unfurnished and photos are for staging purposes only. Located in desirable Southgate neighborhood, close to Siesta Key beach, Arlington Park, and downtown Sarasota. At only 0.5 miles from Sarasota Memorial Hospital, this guest house is an ideal
$2,850 per month
615 S Palm Ave Unit 4, Sarasota, FL 34236
Available for Winter Season 2025-26! --3 month minimum. Owner Flexible. In the Heart of Downtown within a block of Sarasota Bay, Marina Waterfront, Selby Gardens and Downtown Shopping! Ground Floor, walk out level. Recently Updated, Turnkey Furnished, 1 Bedroom, l Bath Condo. New Laminate floors throughout. Master Bedroom with Queen Bed; combination tub-shower. Intimate Condo community of
Linda Starcher, PA RE/MAX ALLIANCE GROUP
$5,250 per month
219 Cosmopolitan Ct, Sarasota, FL 34236
Unfurnished annual townhouse rental available now in downtown Sarasota! The ultra-contemporary three-level townhouse with two-car garage and private elevator boasts three bedrooms, three full and one half baths along with two bonus rooms. It offers stylish urban living and boasts upgraded features throughout. This unique residence includes Miami-Dade impact-rated windows and doors, Lube Italian
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
$4,500 per month
Unlisted Address
Take a 60 second stroll across the street to the Beach from this Beautiful Renovated unit with an onsite heated pool. Enjoy Peek-a-views of the gulf beach right from the Living Room Sofa, or Private Wrap Around Balcony. There's truly Nothing else like it on the island. Located just 2 blocks from Publix with beach access across the street. Just bring your personal belongings as everything is right
Monique Holston-Greene COLDWELL BANKER REALTY
$13,000 per month
1905 Goldenrod St, Sarasota, FL 34239
LOCATION, LOCATION, LOCATION. Stunning turnkey furnished single family home available to rent in the sought after community of Poinsettia Park of Sarasota. This West of the Trail, 2020 build, Classic Homes by Clayton Inc., property is energy-efficient, elegant, beautifully furnished, and well appointed. Pulling up to the home you immediately notice the professional landscaping and lighting with
C. Alison Hunter JENNETTE PROPERTIES INC
$4,500 per month
226 Golden Gate Point Unit 44, Sarasota, FL 34236
Situated on a premier corner of Sarasota’s exclusive peninsula, this stunning corner unit offers an extraordinary blend of space, elegance, and panoramic waterfront views. Thoughtfully furnished and featuring a larger-than-standard floor plan, the residence is designed to showcase uninterrupted vistas of Sarasota Bay and the iconic Ringling Bridge, providing a breathtaking backdrop for vibrant
Peter Dang ALLIANCE RENTAL HOMES
$3,500 per month
2144 Webber St, Sarasota, FL 34239
AVAILABLE AUGUST 4th - Welcome to luxury living at 2144 Webber Street in Sarasota, FL. This modern 3-bedroom, 2.5-bathroom sanctuary offers 1,650 square feet of meticulously designed living space, seamlessly integrating sleek, contemporary features with cutting-edge smart home technologies. Every corner of this home is crafted for comfort and style, inviting you to enjoy a light and airy
Beth Harris COMPASS FLORIDA LLC
$7,500 per month
1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next
Andy Moore GULF COAST REALTY & MANAGEMENT
$5,000 per month
1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living! Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy. Enjoy private beach access to the stunning Gulf of Mexico, take a dip
Victoria Campbell LPT REALTY LLC
$2,500 per month
1500 State St Unit 505, Sarasota, FL 34236
Available immediately! Location, location, location! Only $2,500/month from now until December 31st, then $3,500/month from January 1st to March 31st, 6 month minimum lease. Don’t miss this rare opportunity to live in a beautiful turnkey furnished condo in the heart of downtown Sarasota. Located at the corner of State Street and Lemon Avenue, this 2017 boutique building features only 20
Michael Cella CELLA'S REAL ESTATE INC
$17,500 per month
613 Buttonwood Dr, Longboat Key, FL 34228
This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into the crystal clear deep end.
Jennifer LeBlanc PRECISE REALTY CORP
$3,900 per month
1688 Bahia Vista St, Sarasota, FL 34239
Location, Location, Location ~ This home is currently available for a 12 month lease unfurnished. Welcome to 1688 Bahia Vista St in the heart of Sarasota, Florida- a beautifully renovated single family home that blends comfort with modern elegance. This spacious residence features three bedrooms and two bathrooms along with a open kitchen and living room perfect for both relaxation and
Noreen Slaalien COMPASS FLORIDA LLC
$5,000 per month
1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living!Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy.Enjoy private beach access to the stunning Gulf of Mexico, take
Victoria Campbell LPT REALTY LLC
$1,700 per month
3755 S School Ave Unit 42, Sarasota, FL 34239
Convenient location near bus line, shopping, restaurants, entertainment. Approval required by this 55+ community which does not allow pets. This 2-bedroom, 1-bathroom unit on the 3rd (top) floor has elevator access and has just been remodeled. Brand new kitchen features stainless steel appliances to include a french door refrigerator, stove, microwave and dishwasher as well as new wood
Mark Willborn VALUE PLUS
$15,000 per month
1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,199 per month
2753 Valencia Dr, Sarasota, FL 34239
Retro 2-Bedroom, 2-Bath Home for Rent in Sarasota. Discover the charm of this retro-inspired 2-bedroom, 2-bathroom home, ideally situated close to downtown Sarasota, hospitals, and shopping centers. Enjoy a large open great room featuring beautiful parquet wood floors perfect for relaxation and entertaining. The backyard patio offers a private outdoor retreat for relaxation or social gatherings.
John Michailidis REAL PROPERTY MANAGEMENT
$3,800 per month
2408 Sunnyside St, Sarasota, FL 34239
This is a west South Gate home , a mid-century modern re-do, vinyl flooring throughout With an optional HOA and the South Gate Recreational Center (a pool facility with a small membership fee) This is a 2 bedroom plus bonus room which can flex as office, studio, or even convert to 3rd bedroom, glass windows and doors lead out to an spacious fenced yard , Wrap around screened-in porch
Carmen Dupeyrat BEACHFRONT REALTY INC
$2,250 per month
301 S Gulfstream Ave Unit 103, Sarasota, FL 34236
Location, location! Looking for an affordable condominium downtown? Look no further than this wonderful boutique-style complex, right on the corner of Gulfstream and Ringling Boulevard. You will love this open concept space, featuring two bedrooms and two baths, no carpet anywhere, the kitchen has lots of cabinet space with pullout drawers, and plenty of counter space with a breakfast bar. The
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$1,795 per month
1670 Laurel St Unit 205, Sarasota, FL 34236
Apartment Walking Distance to Downtown!This second floor 2BR/1BA condo is ready for you. The newly remodeled unit is available either furnished or unfurnished.Neighborhood/Association:Downtown Sarasota is the cultural, culinary, and nightlife epicenter of the city. Main Street is brimming with restaurants, cafes, and bars, in addition to specialty shops and boutiques. Downtown
Dave Holt PMI SOUTHWEST FLORIDA
$1,750 per month
850 S Tamiami Trail Unit 304, Sarasota, FL 34236
Welcome to Central Park II, a beautifully maintained community nestled in the heart of downtown Sarasota. This refreshed and move-in-ready ground-floor end unit offers 1 bedroom and 1 bathroom, providing the perfect blend of comfort, convenience, and low-maintenance living. Recently renovated, the condo features fresh updates throughout, offering a cozy retreat just steps away from Sarasota’s
Diane Skelly, PA KELLER WILLIAMS ON THE WATER S
$1,799 per month
850 S Tamiami Trail Unit 227, Sarasota, FL 34236
One or more photo(s) has been virtually staged. Corner Downtown Sarasota Condo in Central Park II. Rent includes, Internet, cable, water, sewer and garbage collection. This unit has a bright, open layout and plenty of updates. Abundant natural light and peaceful pond views from two screened porches one each on the second and third floors. Inside, you'll find a welcoming living room with a
Paul Svilokos RENTPRO MANAGEMENT LLC
$2,000 per month
3350 S Osprey Ave Unit 211A, Sarasota, FL 34239
Super access to Siesta Key as well as Southside Village, Sarasota. This secure second-floor end unit, two-bedroom, two-bath condominium is freshly painted, carpeted with tile flooring plus new Levelor window treatments throughout. Kitchen recently updated new including appliances, stainless sink, as well as all new electrical outlets and lighting dimmers. Ceiling fans with lighting in great room
John Marabella PREMIER SOTHEBY'S INTERNATIONAL REALTY
$5,000 per month
845 Benjamin Franklin Dr Unit 102, Sarasota, FL 34236
It doesn't get better than this! This condo is roomy, beautifully decorated and fully furnished. Located on the first floor with a private patio with direct access to the pool. Relax and read a book by the pool or jump on the Bay Runner trolley and go to St. Armand's circle. The beach is directly across the street, and the unit has 2 beach chairs and an umbrella. New AC and Water heater and
MEREDITH PUNTHRANGKUL REALNET FLORIDA REAL ESTATE
$4,500 per month
850 S Tamiami Trail Unit 230, Sarasota, FL 34236
Central Park Vacation Rental Near Downtown Sarasota. $3000 Off Season (Nov-Dec 2025) or $4500 Season (Jan-Mar 2026). This gorgeous 2 bedroom, 2.5 bath property is situated near the edge of downtown Sarasota. It is completely updated and ready for a season or off season tenant. The relaxing views from this unit are of the beautiful lake and just a short walk to the clubhouse, pool,
Terri Lindsay LINDSAY LEASING LLC
$2,475 per month
2850 Gulf of Mexico Dr Unit 10, Longboat Key, FL 34228
Annual Rental. Rarely available ANNUAL RENTAL on Longboat Key. This charming 1 bedroom condo has been fully furnished for your convenience. Located on the second floor, you will enjoy gorgeous sunsets and Gulf Views from the screened in lanai. Longboat Key is one of the most beautiful beaches in Florida and access is located just across the street. The condo complex is located just barely North
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
$2,495 per month
3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
GULF to BAY ACCESS! Beach Harbour Club Welcomes you home to Island living. New to the rental market is this second floor condo featuring 2 bedrooms, 2 bathrooms, dining room / family room combination and a full size washer / dryer located in the utility room. Beach Harbour Club is centrally located in the middle of Long Boat Key and this condo is a turn key fully furnished ANNUAL rental. There is
Edward Whitaker PERLA'S PROPERTIES, LLC
$8,000 per month
1638 South Dr, Sarasota, FL 34239
FULLY REMODELED 4 BEDROOM GREAT FAMILY HOME. NO POOL LESS EXPENSES. NO SHORT TERM RENTAL. A MUST SEE IF YOU LIKE RANCH STYLE. ALL NEW - HVAC - ELECTRIC - WINDOWS - KITCHEN - BATHS - ROOF. NOTHING MISSED ON THIS VERY ATTRACTIVE HOME IN CHEROKEE PARK, SOUTH SIDE SCHOOL AND THE HOSPITAL CORE.
Ryan Ackerman COLDWELL BANKER REALTY
$2,000 per month
3700 S Osprey Ave Unit 216, Sarasota, FL 34239
WEST OF THE TRAIL...this charming 2nd floor condo offers 2 bedrooms and 1 bathroom. The balcony is enclosed with screens and windows. Excellent location, convenience is key with this property. Situated just around the corner from the north bridge and minutes away from the world renowned SIESTA KEY BEACH. Live the best of both worlds in a peaceful, quiet area and easy access to coastal living.
Teresa Ribaudo JENNETTE PROPERTIES INC
$4,500 per month
3414 Old Oak Dr, Sarasota, FL 34239
Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great
Patrice Ivan WAGNER REALTY
$3,700 per month
2000 Craft Ln, Sarasota, FL 34239
Ask about our security deposit alternative to help with the upfront move-in cost! Welcome to this stunning 4-bedroom, 3.5-bathroom home in the heart of Sarasota! Complete with bright and open spaces throughout, this home offers over 1,500 square feet of living space, a fenced backyard oasis, modern finishes, and much more! This vintage 60's block ranch home is the perfect time capsule, featuring
Colbey Mason RYNTAL
$2,600 per month
835 S Osprey Ave Unit 101, Sarasota, FL 34236
One or more photo(s) has been virtually staged. Welcome to 835 South Osprey Avenue, Unit 101—your peaceful retreat in the heart of Sarasota. This charming 2-bedroom, 2-bathroom, 1,260 sq. ft. corner unit condo is nestled within the serene, 6-acre community of Central Park. As you enter, you're welcomed by a bright and spacious living area with tile floors that flow effortlessly through the unit
Darrin Campbell COMPASS FLORIDA LLC
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