$7,000 per month
2375 Waldemere St, Sarasota, FL 34239
Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2025:September 9 to October 15, 2025;October 20 to November 21, 2025;Available Dates in 2026:December 30 (NEW YEAR) to January 31, 2026;March 10 to April 30, 2026;OR Long-term starting from May 1, 2026.Should you wish to rent TWO LUXURY RESIDENCES for a larger
Claudia Dybala DALTON WADE INC
$2,650 per month
161 Golden Gate Point Unit 1, Sarasota, FL 34236
Downtown Sarasota on Golden Gate Point *** Annual/Long Term Rental *** Ground Floor End Unit ***Water Views***Private Garage Parking***Private Locking Storage Closet***Amazing 1 bedroom, 1 bathroom condo in downtown Sarasota on Golden Gate Point. This unit is newly updated and features an open concept with tile floors throughout, central air/heat, dishwasher, stainless steel appliances, updated
Amy Robinson AMY ROBINSON REAL ESTATE LLC
$3,450 per month
161 Golden Gate Point Unit 4, Sarasota, FL 34236
•. .•* Coveted Downtown Location `*•. .•***Ground Floor End Unit*** This unit includes a 400 sq ft private courtyard, fully fenced with locking gates, and storage room - with courtyard the total square footage is over 1,100 square feet. Available June 1, 2025. Golden Gate Point is literally a glittering mini 22-acre peninsula that juts into Sarasota Bay. We invite you to enjoy a peaceful,
Amy Robinson AMY ROBINSON REAL ESTATE LLC
$1,700 per month
2664 Woodgate Ln Unit D2, Sarasota, FL 34231
This furnished 2-bedroom, 2-bath villa is centrally located just minutes from stunning beaches, Sarasota Memorial Hospital, downtown Sarasota, and the vibrant Gulf Gate area. Located in Pinewood Village, residents enjoy access to community amenities including a heated pool, clubhouse, fitness room, and shuffleboard courts. Included in the rent is cable TV and water/sewer. Furnished Property Only
Maureen Plichta STRINGER MANAGEMENT INC
$6,800 per month
1000 Benjamin Franklin Dr Unit 205, Sarasota, FL 34236
This 2 bedroom/2 bath is spacious and has a gorgeous lanai lending itself to you enjoying the warmth of Florida in January, February, and March. You won’t see any snowflakes here! The master bedroom has a huge king sized bed and the guest bedroom has two twin beds. Open living room, dining room, and kitchen with new lighting. Entire unit has all new flooring as well.After you wrap up
Pamala Casey CASEY REALTY CORPORATION
$2,250 per month
1371 14th St, Sarasota, FL 34236
Welcome to your dream home in beautiful, sunny Sarasota. This fully renovated 3 bedroom, 2 bathroom home offers the perfect blend of modern style, comfort, and convenience just minutes from world famous Siesta Key Beach, vibrant downtown Sarasota, and top rated schools. Enjoy sleek finishes, new flooring, fresh paint, and stylish fixtures throughout. Fully renovated kitchen featuring stainless
Lisa Cundiff DENNIS REALTY PROPERTY MGMT.
$1,425 per month
2740 Hidden Lake Blvd Unit D, Sarasota, FL 34237
Bright & Convenient 2-Bedroom, 1-Bath End Unit – Second Floor. This spacious second-floor end unit offers 2 bedrooms and 1 bathroom, with brand-new carpet in the bedrooms and tile flooring in the living room and kitchen. Enjoy added privacy and natural light in this desirable corner unit. Conveniently located near public transportation, downtown, and a variety of restaurants—everything you need
Heidi Thompson STRINGER MANAGEMENT INC
$3,000 per month
2953 Oak St, Sarasota, FL 34237
Charming Sarasota Rental with Private PoolWelcome to this inviting 3-bedroom, 2-bathroom home in desirable Sarasota, offering 1,416 square feet of thoughtfully designed living space. This newly listed rental property features a split floor plan that provides privacy and separation between the primary bedroom and additional bedrooms.Step inside to discover elegant tile floors
Chelsie Mocoroa Gobel KELLER WILLIAMS ON THE WATER S
$5,000 per month
500 S Washington Dr Unit 25B, Sarasota, FL 34236
Spend your season in the sun in this lovely 1 bed/1 bath condo in this heart of St Armand’s Circle building! Literally steps to the shops and restaurants everyone loves and 2 blocks to beautiful Lido Beach. You can’t beat this location, only minutes to downtown Sarasota with all its nightlife, restaurants and culture. This 1 bedroom, 1 bathroom condo has been recently updated with a new kitchen,
Bridget Gennett JENNETTE PROPERTIES INC
$3,800 per month
1558 4th St Unit 208, Sarasota, FL 34236
Zahrada 2 new condo complex that is turnkey furnished downtown Sarasota. This unit is so cute and decorated in chic style. This is a 3 month min for all rentals. This owner would do an annual rental at $3800 or a seasonal rental at $6200. Small pet will be considered with a $500 non refundable pet fee. The unit does come with 1 assigned under building parking, with a lot of outdoor parking on the
toyia Youtzy JENNETTE PROPERTIES, INC.
$5,500 per month
2266 Clematis St, Sarasota, FL 34239
Adorable turnkey furnished vacation rental on oversized lot and walkable to Arlington Park and Sarasota Memorial. Available for weekly, monthly and annual rental.
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$5,200 per month
888 Blvd of the Arts Unit 405, Sarasota, FL 34236
DIRECT BAYFRONT VIEWS. Newly remodeled 2 BEDROOM/2 BATH Condo. Enjoy this 'open' floor plan unit Sarasota's premium downtown complexes directly on Sarasota Bay with panoramic view of the inter coastal waterway and Longboat Key. This unit is a short distance to Rooftop dining,shopping,walk to Van Wezel Performing Arts Hall,Sarasota. Opera, The Ritz, Selby Botanical Gardens,Burns Court
Marisa Marino BRIGHT REALTY
$3,250 per month
3940 Brookside Dr, Sarasota, FL 34231
Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary and charming elements. Two large exceptional bedrooms, 1 King, 1 Queen and 1 Twin beds, sleeps 5. Wall of closets, two brand new modern baths, and equally gorgeous kitchen fully equipped with brand new appliances, ceiling fans in every room, central air, white beamed
Diann Thelen GULF COAST RENTAL HOMES&CONDOS
$3,750 per month
3843 Chapel Dr, Sarasota, FL 34234
***Weekly or Monthly Rental*** Monthly Rate: $7,500 (In Season), $3,500 (Off Season). Rate does not include Taxes, Cleaning or Fees. Call for availability. No Annual Rentals. Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar,
Dave Holt PMI SARASOTA
$1,895 per month
3961 Ashwood Ln Unit 44, Sarasota, FL 34232
Well-maintained 55+ villa in desirable Glen Oaks Ridge. This villa has 2 bedrooms and 2 baths, an open living/dining room combination, a separate family room plus an enclosed Florida Room, private laundry room with extra storage space with a laundry tub, and a covered carport. Community pool, fitness center, clubhouse with library and kitchen and on-site manager. Glen Oaks Ridge is located just a
Pamala Casey CASEY REALTY CORPORATION
$6,000 per month
2311 Waldemere St Unit A, Sarasota, FL 34239
This three-bedroom, two-bath plus office furnished home is recently renovated with expansive fenced yard, screened front patio and interior laundry. No home on one side, abuts a green space. Go to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens,
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,900 per month
2005 Tetlow Place, Sarasota, FL 34239
An updated jewel in the heart of Sarasota's historic South Gate neighborhood, this recently renovated and furnished bright home stands as a testament to the mid-century boom that shaped Sarasota. With two bedrooms, one bath and a separate enclosed sunroom/office with sliding glass doors should you need quiet while working, it has it all. Sunroom square footage not included in square footage under
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$13,500 per month
1720 Spring Creek Dr, Sarasota, FL 34239
Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This fully furnished enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a picturesque facade that
Adnan Dedic COMPASS FLORIDA LLC
$1,500 per month
2155 Wood St Unit B17, Sarasota, FL 34237
Annual Turnkey furnished Comfortable, well constructed (concrete block) and renovated 1/1 condo downtown Sarasota backing up to Payne Park and the Legacy Trail. The galley kitchen has solid wooden cabinetry topped with wooden slab counters, custom stone backsplash and pantry. The floor plan is open for ease of entertaining. This community is very peaceful and quiet yet very close to shopping
Henry Rossi RENT SARASOTA
$4,000 per month
750 N Tamiami Trail Unit PH2, Sarasota, FL 34236
Available for rent July 15, 2025. $4,000/ANNUAL rate, $5000/SEASONAL rate, months December, January, February, March, April 2026. Lovely Furnished (or could be unfurnished if annual), 2Bed/1Bath Downtown Sarasota condo offering all the amenities of a luxury hotel. This top floor Penthouse is completely renovated. Beautiful kitchen with quartz countertops, open floor plan into the living room and
Marion Fitzpatrick ALLISON JAMES ESTATES & HOMES
$1,850 per month
4327 Longmeadow Unit 17, Sarasota, FL 34235
Welcome to the Meadows. Casual resort style living can be yours in the Meadows Community. Come see this 2 bedroom 2 bathroom first floor property with newer stainless appliances, laminate flooring and a great view of the golf course off the screend lanai. Woodland Grove is a friendly community with an outstanding community pool surrounded by a nature preserve and boardwalk. This 2 bedroom 2
Peg Schmitt REALTY HUB
$2,650 per month
1064 N Tamiami Trail Unit 1637, Sarasota, FL 34236
Annual UNfurnished 2/2 penthouse floor condo. The Broadway Promenade is a elegant condominium development of 187 units across the street from Sarasota Bay in the city's cultural arts district. This top floor unit is bright and cheery and filled with natural light from two slidin glass doors. Partial view of Pioneer Park and the city will be a treat. The kitchen boasts slab granite counter tops,
Henry Rossi RENT SARASOTA
$1,675 per month
850 S Tamiami Trail Unit 401, Sarasota, FL 34236
If lease signed by Sept 1st, fees up to $400 will be paid by owner. 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
Diane Skelly, PA KELLER WILLIAMS ON THE WATER S
$1,650 per month
2304 Ringling Blvd Unit 214, Sarasota, FL 34237
Awesome Location! This super clean and bright 2-bedroom unit has wood-look vinyl flooring in the main areas and comfy carpet in both bedrooms. The bathroom has been completely updated and looks great. Coin Washer/Dryer On Site. Small Pet Allowed & No Smoking or Vaping Allowed. You’re right next to the new Legacy Trail and just steps from Payne Park—with tennis courts, a skate park, walking paths,
Heidi Thompson STRINGER MANAGEMENT INC
$2,400 per month
129 Tyler Dr Unit 101, Sarasota, FL 34236
Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where
Mirjana Spurnic KONA REALTY
$1,800 per month
960 Highland St, Sarasota, FL 34234
Amazing LOCATION! west side of US1, one block from the bay. sunset beach area.. Remodeled unit, private parking spaces, water and garbage included. must see living space.
Rami Rosen CORNERSTONE PARTNERS
$2,150 per month
3621 Parkridge Cir Unit 11103, Sarasota, FL 34243
LOCATION, LOCATION -LAKE VIEW – in this very spacious almost 2,000 square feet Townhouse in Parkridge! Community Pool - solid surface counter tops, tile in kitchen and baths, carpet in living room & bedrooms plus 2 bonus rooms! Convenient to all restaurant's and shopping along the University Parkway corridor. Close to downtown Sarasota and the beaches on the Gulf. First & last month’s rent plus
Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE
$2,100 per month
642 N Jefferson Ave Unit 13, Sarasota, FL 34237
Beautiful Bermuda Park Condo – Also offered for sale (MLS #A4651611). Vaulted Ceilings, Private Lanai & Prime Sarasota Location Welcome to 642 N Jefferson Ave, a bright and spacious 2-bedroom, 2-bathroom condo located in the desirable Bermuda Park community in Sarasota. Situated in one of the newer buildings in the complex, this home combines comfort, privacy, and an unbeatable location. Step
Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE
$11,000 per month
1212 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236
Step into paradise at the Lido Beach Club, a premier Gulf-front destination that combines stunning water views, resort-style amenities, and unbeatable location. Available starting May 15, 2025, with the highly sought-after 2026 season still open, this luxurious two-bedroom, two-bathroom condo on the seventh floor invites you to experience the ultimate coastal lifestyle. Every room in this
Amber Watson MICHAEL SAUNDERS & COMPANY
$5,500 per month
4700 Greencroft Rd, Sarasota, FL 34235
Escape from the cold and snow this winter and relax by the private pool at your vacation destination. Nestled amongst the lush foliage of The Meadows is this graciously appointed single family pool home that is just waiting for you to enjoy this coming winter. The updated kitchen and open floor plan makes this home a place to enjoy. With 3 bedrooms and two baths there is plenty of room for
Shirley Cuddy REALTY SERVICES INC
$2,495 per month
2767 Ringwood Meadow Unit 3, Sarasota, FL 34235
NEW PRICE! Nearly completely refurbished in 2021, this oversized, unfurnished 2/2/2 villa in The Meadows' Chandlers Forde is available for occupancy. Luxury vinyl plank flooring in living/dining areas as well as both bedrooms and master bath. Tile in foyer, kitchen, and guest bath. Soaring cathedral ceilings, clerestory windows and a 2-story fireplace create a spacious and grand living dining
Jennifer Herman MOUNT VERNON PROPERTY MGMT INC
$3,800 per month
2115 Alvarado Ln, Sarasota, FL 34231
Location, location, location! This property is conveniently positioned on cul-de-sac, close to Tamiami Trail (just East of US 41), near Siesta Key and Lido Key Beaches, downtown, shopping, an exceptional dining options, and in A-rated school districts. Unique family home, featuring wide paved driveway, 1 car garage, private, fenced backyard with open pool, seating arrangement under the pergola
Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE
$2,275 per month
6191 Timber Lake Dr Unit A11, Sarasota, FL 34243
BEING FURNISHED NOW WITH BRAND NEW FURNISHINGS, DECOR, LINENS, KITCHEN WARE!! MORE PICTURES TO COME AS NEW FURNITURE ARRIVES!! This TURNKEY FURNISHED first floor, light and bright end unit is available for a SHORT OR LONG TERM RENTAL or for an ANNUAL lease. It features all new porcelain flooring and paint throughout the interior. There's a new appliance package, new hall bath and the square feet
REBECCA LEVAR PALM AIRE REALTY PARTNERS LLC
$4,000 per month
1558 4th St Unit 216, Sarasota, FL 34236
DOWNTOWN SARASOTA...ZAHRADA. Be the first to experience this brand new, never occupied modern 2 story loft in the heart of the vibrant downtown district. This 2 bedroom, 2 bathroom end unit boasts an open floor plan with no one above or below you. Floor to ceiling high impact windows allows for plenty of natural light making it light and bright. Beautiful contemporary kitchen to please any cook
Teresa Ribaudo JENNETTE PROPERTIES INC
$1,675 per month
850 S Tamiami Trail Unit 203, Sarasota, FL 34236
This beautiful one bedroom one bath ground floor unit is located in Central Park ll. It is a very short drive to downtown area including Marina Jack Marina and restaurant. The unit has a new kitchen including cabinets and counter tops along with stainless steel appliances. Painted recently. Wood laminate flooring in living area. New carpet in bedroom. Tile is in the bathroom. There is a screened
Pat Gillum RE/MAX ALLIANCE GROUP
$1,549 per month
2115 5th St Unit 2, Sarasota, FL 34237
READY for quick occupancy..... First Floor 2 Bedroom 2 full bath unit with washer & dryer Available for immediate Occupancy. Off street Parking lot. Separate entrance.
Lee Dickstein SARASOTA REAL ESTATE SERVICES
$7,500 per month
380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where sweeping bay views set the stage for an exceptional lifestyle. This furnished residence captures the charm of a single-family home with its private courtyard entrance while offering all the benefits of resort-style community living. This comfortable three-bedroom retreat features a
Maureen Plichta STRINGER MANAGEMENT INC
$15,000 per month
3464 Camino Real, Sarasota, FL 34239
Absolutely stunning, newer lived in, new construction house in Southside school district and walking distance to Sarasota Memorial Hospital.Elevated 17 ft above sea level in X zone. Property features: 2 story masonry, solid building with elevator, 10 FT ceilings on both floors, all 4 bedrooms with own bathrooms and walk -in closets, office on main floor, gourmate kitchen with custom cabinetry,
Sylvia Nowicki PREFERRED SHORE LLC
$3,150 per month
435 S Gulfstream Ave Unit 506, Sarasota, FL 34236
Spacious unfurnished two bedroom, two bath condo on the 5th floor of THE REGENCY HOUSE with serene city view. The Regency House is one of the most desirable locations in downtown Sarasota. Located directly opposite the Bayfront and Marina Jack's as well as walking distance to the downtown shops, restaurants, and the Theater. The second bedroom boasts a built in Murphy bed and desk so it can
Annette Colabella ROSSI & COMPANY INC
$4,500 per month
5270 Villa Majorca Ct Unit 23, Sarasota, FL 34235
Enjoy your winter vacation in the comfortable surroundings of this graciously decorated 2 bedroom 2 bath villa. The home offers a master bedroom with private access to the master bathroom, closet space for all your "Fun-in-the-Sun" wardrobe and a guest bedroom with bath. The kitchen has been recently remodeled with beautiful cabinetry and quartz countertops, as well as upgraded stainless
Shirley Cuddy REALTY SERVICES INC
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