$4,000 per month
- 4 Beds
- 2 Baths
- 1,989 Sq Ft
- House for Rent
2186 Sunnyside Place, Sarasota, FL 34239
2186 Sunnyside Place, Sarasota, FL 34239$4,000 per month
2186 Sunnyside Place, Sarasota, FL 34239
2186 Sunnyside Place, Sarasota, FL 34239$6,800 per month
2042 Craft Ln, Sarasota, FL 34239
Location, location, location, in Quiet Cul-De-Sac, only 5 miles to #1 rated SIESTA KEY BEACH! Experience luxury living in the highly desirable Arlington Park neighborhood! Very limited inventory of homes available in this area! This home offers (2) separate owner's suites. Beautifully newly-renovated 5-Bedroom, 4-Bathroom home w/ PRIVATE HEATED POOL & screen enclosure! Enjoy miles of scenic
Scott Thompson AMERITRUST REALTY LLC
$20,000 per month
1347 Harbor Dr, Sarasota, FL 34239
Discover unparalleled luxury in this stunning home located in the one of the most prized addresses in Sarasota HARBOR ACRES neighborhood. This exceptional residence features 5 spacious bedrooms, perfect for family and guests, and a versatile home office for those who work remotely.As you approach, admire the elegant circular driveway and beautifully landscaped front yard. The entrance
Michaela Damm MICHAELA DAMM & PARTNERS
$4,900 per month
3521 Almeria Ave, Sarasota, FL 34239
Great condition, Great location 1 mile to beach, Great school district,Fully Furnished
$2,550 per month
2311 Waldemere St Unit B, Sarasota, FL 34239
This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access 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
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$3,500 per month
3236 S Lockwood Ridge Rd, Sarasota, FL 34239
Annual/ Seasonal TURNKEY furnished Wonderfully renovated 3/2 pool home in South Gate! The open floor plan makes this home easy for family time and entertaining. The kitchen features solid wooden cabinetry, slab quartz counters with a breakfast bar, a custom tile backsplash, and is complemented by stainless steel appliances. The dining room is adjacent to the kitchen and living room. The main
Cody Smith RENT SARASOTA
$4,400 per month
2469 Waldemere St, Sarasota, FL 34239
Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot TubWelcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment.Step into the expansive screened Florida
Robert Bevington SHOWTIME REALTY
$3,500 per month
2144 Webber St, Sarasota, FL 34239
AVAILABLE NOW - 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
$1,500 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 cabinetry,
Mark Willborn VALUE PLUS, LLC
$1,750 per month
3101 Bee Ridge Rd Unit 214, Sarasota, FL 34239
Move-in ready, this clean and well-maintained 1-bedroom, 1-bathroom second-floor unit offers comfort, convenience, and a fantastic central location. Enjoy the ease of an assigned parking space, with additional guest parking available for visitors. The community features great amenities, including a heated pool, on-site laundry facilities, and extra storage space for your
Anita Darvai Seaton OFFERMATE REAL ESTATE
$2,700 per month
2035 Goldenrod St, Sarasota, FL 34239
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
$7,500 per month
1638 South Dr, Sarasota, FL 34239
FULLY REMODELED - UNFURNISHED 4 BEDROOM - VERY ATTRACTIVE MODERN - GREAT FAMILY HOME. EXTENDED WIDE-OPEN BACKYARD FULLY FENCED. A MUST SEE IF YOU LIKE RANCH STYLE. THE ENTIRE HOME WAS REMODELED IN 2025, NOTHING LEFT TO DO JUST MOVE IN. ALL NEW - HVAC - ELECTRIC - WINDOWS – DOORS- KITCHEN - BATHS - ROOF - GARAGE DOOR. NOTHING MISSED ON THIS VERY ATTRACTIVE HOME IN CHEROKEE PARK, SOUTH SIDE SCHOOL
Ryan Ackerman COLDWELL BANKER REALTY
$5,000 per month
2141 Hyde Park St, Sarasota, FL 34239
Sunshine, palm trees, majestic oaks, and your own private pool—this beautiful turnkey furnished downtown Sarasota home is ready for your next getaway, available for monthly rental year-round with a 30-day minimum stay—just bring your sunscreen and flip flops! Step inside to an open and inviting living area filled with natural light, flowing seamlessly into the dining space and a well-equipped
Scott Nold TNG PROPERTY MANAGEMENT
$15,000 per month
1725 Bonita Ct, Sarasota, FL 34239
This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior
Teresa Ribaudo JENNETTE PROPERTIES INC
$7,000 per month
2365 Waldemere St, Sarasota, FL 34239
Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2025:From November 25 to December 10, 2025;From December 30, 2025, to January 10, 2026;Available Dates in 2026:From April 20,2026OR Long-term starting May 1, 2026Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our
Claudia Dybala DALTON WADE INC
$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 2026:January 20-31, 2026;March 30 to April 22, 2026;OR Long-term starting from May 1, 2026.Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota),
Claudia Dybala DALTON WADE INC
$3,500 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
$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
$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
$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
$10,000 per month
1716 Stapleton St, Sarasota, FL 34239
1716 Stapleton St, Sarasota, FL 34239$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
Sylvia Nowicki PREFERRED SHORE LLC
$3,950 per month
1354 Tearose Place, Sarasota, FL 34239
WEST OF THE TRAIL. Sparkling 2BR/2.5BA + Office/Den, caged heated POOL/SPA; $3800/month; Mandarin Park/SMH area, gated community unfurnished, LR, DR, Courtyard, 2 car garage; maintenance free, all appliances, elegant finishes throughout. 12 month minimum lease required. Owner pays pool maintenance, landscaping and appliance service contract. OWNER FINANCING with 15% down at 6.25% fixed up to 5
Marc Overfelt FLORIDA BAY REALTY INC
$3,000 per month
3360 S Osprey Ave Unit 210B, Sarasota, FL 34239
JUST LISTED! 2025/ 2026 FALL AND WINTER MONTHY SEASONAL RENTAL - 2 bed/2 bath upstairs condo w/elevator! This well appointed condo is within a 5 minute drive to the world famous Siesta Beach ...yet it is on the mainland! The complex has a nice community heated pool and is VERY close to restaurants and shopping, It's a 10 minute drive to downtown Sarasota where you can enjoy the Opera, Library,
Annabelle Newland STOCKTON REALTY ADVISORS LLC
$2,000 per month
1901 Hyde Park St Unit C, Sarasota, FL 34239
Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. More information can be found here Multiple units available
Jason Truluck Williams GRAYSTONE REAL ESTATE
$1,750 per month
3751 S School Ave Unit 19, Sarasota, FL 34239
Look at this! Sought after Southgate! Fully and freshly complete quality remodel. New kitchen, bathrooms, flooring, doors, fixtures, lighting, and paint. This condo is immaculate. Amazing Location, just across the street from the Siesta Mall with shopping, restaurants and fitness center. This unit couldn't be any more convenient! Walk to the Post Office. Very private location. Quiet top floor
Jules Roman YORKSHIRE INTERNATIONAL R.E.
$2,000 - $2,500 per month
2208 Bahia Vista St, Sarasota, FL 34239
This property at 2208 Bahia Vista St offers a flexible living arrangement with 2 to 3 bedrooms and 2 to 3 bathrooms, accommodating various needs. The square footage ranges from 942 to 1340, providing ample space for comfortable living. Key amenities include air conditioning, a dishwasher, and in-unit washer/dryer for convenience. Residents can enjoy a pool, as well as a private balcony or patio
$2,000 - $2,500 per month
2208 Bahia Vista St, Sarasota, FL 34239
This property at 2208 Bahia Vista St offers a flexible living arrangement with 2 to 3 bedrooms and 2 to 3 bathrooms, accommodating various needs. The square footage ranges from 942 to 1340, providing ample space for comfortable living. Key amenities include air conditioning, a dishwasher, and in-unit washer/dryer for convenience. Residents can enjoy a pool, as well as a private balcony or patio
$2,000 per month
2200 Bahia Vista St Unit B3, Sarasota, FL 34239
This 2-bedroom, 2-bathroom property at 2200 Bahia Vista St offers 942 square feet of living space. The living room provides ample room for relaxation and features air conditioning for comfort. The kitchen is equipped with essential appliances including a refrigerator, oven, range, microwave, and dishwasher, making meal preparation convenient. Each bedroom is designed for privacy and comfort, with
$2,200 per month
2695 S East Ave, Sarasota, FL 34239
Southside school district. furnished duplex house for qualified income and background. 75 application fee.carport, space for 3 carslocated in a neardowntown sarasota neighborhood with 10 min to beaches, either number one siesta key or lido. updated, furnished duplex.very private, from now, w income verification big living rm. Southside school district! in walking distance.
$3,600 per month
2431 Loma Linda St, Sarasota, FL 34239
2431 Loma Linda St, Sarasota, FL 34239$25,000 per month
2327 Hillview St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta
Domanic Calamese KW COASTAL LIVING III
$25,000 per month
2585 Clematis St, Sarasota, FL 34239
**SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy
Domanic Calamese KW COASTAL LIVING III
$1,850 per month
1901 Hyde Park St Unit G, Sarasota, FL 34239
Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.
Jason Truluck Williams GRAYSTONE REAL ESTATE
$2,900 per month
2003 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
$6,500 per month
1451 S Jefferson Ave, Sarasota, FL 34239
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated two-bed/two-bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the sparkling pool on a day off or take advantage of Arlington Park facilities nearby feature a public pool, tennis,
Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,800 per month
3700 S Osprey Ave Unit 214, Sarasota, FL 34239
Discover your ideal rental retreat at Plaza Gardens, a charming boutique condo nestled in a lush tropical setting. This peaceful two-bedroom, one-bathroom unit is ideally located just southeast of Siesta Key’s North Bridge, providing easy access to beautiful beaches. Enjoy nearby conveniences with Morton’s Market and Publix for hassle-free grocery shopping. Downtown Sarasota is just minutes away,
Andrea Cohen COLDWELL BANKER REALTY
$8,500 per month
Unlisted Address
Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$10,000 per month
1865 Orchid St, Sarasota, FL 34239
Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten
Tina Ellis COMPASS FLORIDA LLC
$7,000 per month
3126 Bougainvillea St, Sarasota, FL 34239
Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, and a large laundry room with a bonus refrigerator for entertaining. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
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