$3,800 Per Month
4397 Longmeadow Unit 35, Sarasota, FL 34235
***LEASED 2024 SEASON*** GROUND FLOOR condo in Woodland Grove, this is a great condo in a wonderfully serene yet convenient location. Truly close to everything you could possibly want or need. OFF SEASON RATES AVAILABLE. Call Terri
Terri Roehlig REALTY SERVICES INC
$1,400 Per Month
5122 Northridge Rd Unit 102, Sarasota, FL 34238
BEST VALUE IN SERENADE ON PALMER RANCH!BRIGHT 1ST FLOOR ONE-BEDROOM CONDO,LOCATED IN A BEAUTIFULLY MAINTAINED RESORT-STYLE GATED COMMUNITY.OUTSTANDING AMANITIES INCLUDE 2 HEATED POOLS,SPA,TENNIS COURTS,A FITNESS CENTER AND LUSH TROPICAL LANDSCAPING.THE CONDO IS IDEALLY LOCATED MINUTES FROM THE WORLD FAMOUS SIESTA KEY BEACH. RATED #1 BEACH IN USA.THE CONDO IS PRICED BELOW MARKET FOR A
Joseph Stephens ONE STEP AHEAD REALTY INC
$6,000 Per Month
17625 Opal Sand Dr Unit 203, Venice, FL 34293
Welcome To Wellen Park! This gorgeous "Birkdale" 2nd floor, 2-bedroom, 2-bathroom condo is located within the gated Community of Wellen Park Golf & Country Club. Take in the stunning views of the fairway and the lake as you enter the condo which boasts a soothing coastal color palette. Clever open floor plan features a spacious open kitchen located at the heart of this gorgeous, well-appointed
Roxanne Klopp JENNETTE PROPERTIES, INC.
$1,525 Per Month
102 Capri Isles Blvd Unit 106, Venice, FL 34292
Charming Coastal Turnkey-Furnished Annual Rental – Prime Venice LocationEnjoy easy Florida living in this cozy turnkey-furnished one-bedroom pied-à-terre, ideally located just 2.5 miles from the beautiful shores of Venice Beach. This convenient ground-floor condo offers comfort, style, and an unbeatable location close to everything Venice has to offer.The bright, updated interior features
Susan Brooks COLDWELL BANKER SUNSTAR REALTY
$3,000 Per Month
460 Base Ave E Unit 125, Venice, FL 34285
Welcome to The Sand Dune! This ocean-themed second-story 2-bedroom, 2-bath condo is located in the well-established community of The Sentinel. The community of The Sentinel is pristine; from the lush landscaping to the close proximity to the renowned Caspersen Beach Park, you will never want to leave. Known as Shark’s Tooth Capital of the World, the Gulf waters at Caspersen Beach has converging
Andy Moore GULF COAST REALTY & MANAGEMENT
$10,500 Per Month
2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228
Stunning Gulf-Front Condo with Breathtaking Views at Islands West! Experience the epitome of coastal living in this exquisite 2-bedroom, 2-bathroom condominium on the 12th floor of Islands West, where full Gulf views become a part of your daily life. This beautifully furnished unit is not just a rental; it’s a lifestyle choice that offers you the chance to wake up to the soothing sounds of waves
Jane Hunter JENNETTE PROPERTIES INC
$2,850 Per Month
8350 Wingate Dr Unit 925, Sarasota, FL 34238
Welcome to this spacious 3-bedroom, 2-bathroom condo in the highly desirable Pinestone community at Palmer Ranch, available for rent at $2,850/month. Offering 1,604 square feet of living space, this two-story residence features a bright, open layout with beautiful lake and wooded views that create a peaceful, private setting.The main level includes a well-appointed kitchen with ample
Curtis Ware KW COASTAL LIVING III
$2,500 Per Month
12280 Wellen Golf St Unit 105, Venice, FL 34293
Looking for an off-season rental in a luxury golf course community? This beautifully designed, first floor condo has everything you could want. 2 bedrooms, 2 bathrooms, a fantastic kitchen and lanai with a golf course view. Fully turnkey, with everything you need, plus bicycles. You'll enjoy an array of amenities, which include: resort-style zero-entry pool and spa, fitness center, pickleball,
Zachary Waggoner AMERICAN REALTY OF VENICE, INC
$5,800 Per Month
950 Tarpon Center Dr Unit 301, Venice, FL 34285
Welcome to your beachfront retreat at The Orleans in Venice, Florida — a beautifully updated 2-bedroom, 2-bathroom condominium where coastal living meets modern comfort. Located at 950 Tarpon Center Drive, this mid-rise Gulf-front community offers a classic Florida lifestyle with all the conveniences and charm you could hope for. Monthly rate is $5800 for 2026 season. Unit is NOT available for
Zachary Waggoner AMERICAN REALTY OF VENICE, INC
$1,750 Per Month
4142 Central Sarasota Pkwy Unit 1426, Sarasota, FL 34238
For Rent! This Charming one-bedroom unit with a private screened lanai overlooking the pond! Bella Villino is a luxury community where you'll enjoy relaxing on a heated pool and A workout fitness center, tennis courts, an indoor racquetball and basketball court, a clubhouse, and also a car wash station. Water and Basic Cable included with the rent. Kitchen has granite countertops, breakfast bar,
Suely Brandao CENTURY 21 BEGGINS ENTERPRISES
$12,000 Per Month
1155 N Gulfstream Ave Unit 1607, Sarasota, FL 34236
Imagine waking to breathtaking sunrises and falling asleep to mesmerizing sunsets—a daily experience in this exceptional 2-bedroom, 2.5-bathroom condo. Available April 1st, 2026, this fully furnished residence offers unparalleled luxury, downtown convenience, and iconic scenery—there's simply no view like The VUE! From the moment you step off the private elevator, prepare to be captivated by the
Alison Kanter DANIELLE GLADDING & CO. REALTY
$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
$2,400 Per Month
8750 Olde Hickory Ave Unit 9204, Sarasota, FL 34238
AVAILABLE FOR 6 MONTH OR ANNUAL RENTAL: Updated vacation condo on the 2nd floor in an elevator building. Bright and cheerful with easy care vinyl flooring, granite kitchen counters, updated bathrooms, tastefully decorated in a coastal theme, king bed in master bedroom and twin beds in guest bedroom, great view of the golf course and lake from the screened lanai. One covered parking space and
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$4,500 Per Month
12520 Galapagos Ct Unit 201, Venice, FL 34293
Enjoy the best of Florida living in this beautifully maintained home at 12520 Galapagos Ct in Wellen Park Golf & Country Club! Available as an off-season rental, this property offers the perfect blend of comfort, style, and relaxation in a peaceful setting. Step inside to an open and inviting floor plan filled with natural light, spacious living areas, and a well-appointed kitchen ideal for
Zachary Waggoner AMERICAN REALTY OF VENICE, INC
$1,800 Per Month
509 W Venice Ave Unit 102, Venice, FL 34285
Prime Island Living! Charming 2BR/1BA in Historic Downtown Venice FOR ANNUAL LEASE! Experience the ultimate coastal lifestyle in this inviting 2-bedroom, 1-bathroom condo located in the heart of Historic Downtown Venice. Situated on the Island, this property offers the perfect blend of small-town charm, beachside relaxation, and active recreation right at your doorstep in a 55+ community setting.
Kimberly Gauvreau CENTURY 21 SCHMIDT REAL ESTATE
$1,900 Per Month
5205 Lake Village Dr Unit 16, Sarasota, FL 34235
This Turnkey Furnished second floor 2 Bedroom and 2 Bath condo with a lake view located in The Meadows is IMMEDIATELY AVAILABLE for Summer and Fall 2026 and for Season 2027!!! Ideal location just across from the Meadows Village center and minutes from the University Parkway retail corridor, Nathan Benderson Park, and the Mote Marine Aquarium.
Brian Johnson SHOWTIME REALTY
$6,000 Per Month
9560 High Gate Dr Unit 1624, Sarasota, FL 34238
RENTED JAN., FEB., MARCH 2027. AVAILABLE APRIL FORWARD. You will vacation in style in this beautifully updated second-floor Barrington with front and rear screened lanais and spectacular updated kitchen with quartz counters and stainless steel appliances, reconfigured kitchen with eating space, open to dining and living area, high-end vinyl plank flooring throughout, newly redone bathrooms, and
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$2,500 Per Month
3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
1-bed, 1-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$5,500 Per Month
17570 Opal Sand Dr Unit 201, Venice, FL 34293
"Wellen Golf 3-Bed, 2-Bath Condo” Nestled in the serene coastal town of Venice, Florida, this exquisite condo at 17570 Opal Sand Dr, #201 offers a retreat of comfort and style. With three spacious bedrooms and two full baths, this 1,300 sq ft furnished haven promises a lifestyle of ease and convenience. Step into a sunlit living space that seamlessly blends elegance with modern charm, perfect for
Tiffany Monday Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE
$2,200 Per Month
5677 Ashton Lake Dr Unit 11, Sarasota, FL 34231
AVAILABLE OFF SEASON ONLY. NOT AN ANNUAL RENTAL .GROUND FLOOR, LAKE VIEW WITH A LANAI. Very spacious 2 bedroom split floor plan with a washer and dryer in the condo. Lots of ceramic tile, little carpeting. Great location, 2 miles to Siesta Key. Covered parking and heated community pool.
Robin De Busk STRINGER MANAGEMENT INC
$4,500 Per Month
1703 N Tamiami Trail Unit 207, Sarasota, FL 34234
Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a queen size bed. Both
Philip Pisano, III MICHAEL SAUNDERS & COMPANY
$6,500 Per Month
12140 Wellen Golf St Unit 101, Venice, FL 34293
FOR RENT – Owner-Managed (We’re Your Landlords) – Pets OK Wellen Park Golf & Country Club First-floor 3BR/2BA (sleeps 6) with 10th tee views. Two golf memberships included. Fully furnished and no carpet. Owner-managed—rent directly from us; we’ll be your landlords and responsive point of contact. Walk to Pro Shop, fitness center (sauna & spa), resort-style heated pool & spa, tiki bar,
Jennifer Young INNOVATE REAL ESTATE
$2,190 Per Month
4377 Longmeadow Unit 7, Sarasota, FL 34235
Welcome to your slice of paradise in The Meadows ??This beautifully maintained 2-bedroom, 2-bath ground-floor END unit in Woodland Grove offers the perfect blend of comfort, light, and serene lakefront living. With extra windows on three sides, this corner residence is filled with natural light and showcases peaceful views of trees and a sparkling lake from your private screened
Amy Chapman MICHAEL SAUNDERS & COMPANY
$2,900 Per Month
Unlisted Address
LIDO TOWERS!!! Highly sought after FOURTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away.
Pamala Casey CASEY REALTY CORPORATION
$2,400 Per Month
750 N Tamiami Trail Unit 1404, Sarasota, FL 34236
Short-Term Rental Vacation rental – Downtown Living with City Views / This beautifully maintained 1-bedroom plus den condo on the 14th floor offers wonderful city views and abundant natural sunlight streaming throughout the home. The open floor plan creates a bright, cheerful atmosphere and is stylishly and comfortably furnished for relaxing or entertaining. The spacious rooms feature high
Cody Smith RENT SARASOTA
$2,950 Per Month
1188 N Tamiami Trail Unit 403, Sarasota, FL 34236
Immaculate 2 bedroom 2 1/2 bath condo in San Marco available for rent all year or for a minimum of three months. Spacious open floor concept. Modern kitchen with large breakfast bar, granite counters, solid wood cabinets and stainless-steel appliances. Roomy bedrooms, the master bedroom offers privacy, large his and hers closets, dual vanities, walk in shower and separate tub. The condo also
Pamala Casey CASEY REALTY CORPORATION
$3,100 Per Month
800 N Tamiami Trail Unit 211, Sarasota, FL 34236
DOWNTOWN SARASOTA...ALINARI The most sought after location. This 2 bedroom 2 bathroom condo has been totally updated. Beautiful hardwood floors, shutters throughout. State of the Art kitchen appliances. Granite counter tops, wood cabinets, split floor plan. Enjoy all the amenities this building has to offer, heated swimming pool, fitness center, media room, common area for business meetings or
Teresa Ribaudo JENNETTE PROPERTIES INC
$2,500 Per Month
12320 Wellen Golf St Unit 403, Venice, FL 34293
Your Dream Vacation Awaits! Whether it's a girl's getaway, a golf trip with friends, a romantic time with your significant other, or a work-from-home experience that feels like a vacation, we have the perfect spot for you! Introducing this stunning, brand-new 2-bedroom, 2-bath condo on the 4th floor, boasting breathtaking views of the Gordon Lewis Championship Golf Course. The golf course is
Gerly Oden GVO REALTY LLC
$3,100 Per Month
4570 Weybridge Unit 32, Sarasota, FL 34235
POPULAR WEYBRIDGE IN THE MEADOWS - BEAUTIFUL 2ND FLOOR CONDO OVERLOOKING GOLF COURSE & LAKES. AVAILABLE SEPTEMBER - DECEMBER 2025.
Terri Roehlig REALTY SERVICES INC
$4,200 Per Month
8370 Wingate Dr Unit 725, Sarasota, FL 34238
Rented January through April 30, 2026. Welcome to Paradise at Pinestone on Palmer Ranch where you are close enough to the beaches, shopping and dining but far enough away to feel peaceful and relaxed. This condo is a seasonal rental and has a three month minimum stay. Whether you are vacationing or working full time from home this is your sanctuary. Located in the Pinestone of Palmer Ranch gated
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
$2,100 Per Month
5224 Lake Village Dr Unit 67, Sarasota, FL 34235
Welcome to 5224 Lake Village Drive #67, a beautifully updated seasonal rental nestled within Village Lake in the highly sought-after The Meadows. This ground-floor corner unit offers the perfect blend of comfort, convenience, and serene lakefront living—ideal for your next Sarasota getaway. Step inside to a light-filled 2-bedroom, 2-bath retreat featuring hurricane impact windows that showcase
Drew Jacobsen COMPASS FLORIDA LLC
$15,000 Per Month
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been
Cole Collins COLDWELL BANKER REALTY
$2,550 Per Month
3275 Beneva Rd Unit 104, Sarasota, FL 34232
Seasonal/ Short term rental only. This 2/2 ground floor condo is bright and cheery with solid surface flooring (no carpeting) and comfortable furnishings for your next vacation. The master bedroom has a large walk in closet and en suite bathroom. The community laundry is just down the hall. The amenities consist of two heated resort style pools, a large club house with full catering kitchen,
Hamid Mohajir RENT SARASOTA
$1,950 Per Month
4645 Tower Hill Ln Unit 2521, Sarasota, FL 34238
Stoneybrook Golf and Country Club, Available NOW! Spectacular 2/2 Plus Den. Split Plan ready for new family! Amazing preserve view from back terrace, very Private. Community features are too many to list. Includes 1 covered parking space and a storage shed. The Arbor Greens heated pool and tennis court is just around the corner from the unit. There is no elevator in this building. A social
Kimberly Kay A STEP ABOVE R. E. & MGMT INC.
$5,000 Per Month
1350 Main St Unit 909, Sarasota, FL 34236
2027 WINTER SEASON! FURNISHED RENTAL. AVAILABLE JANUARY 1ST ( 3 MONTH MINIMUM NEEDED! )DEC AND APRIL ARE $4,500.00 JAN, FEB AND MARCH - $5K A MONTH. All utilties/wifi/cable included. ALSO AVAIALABLE APRIL 1- DEC 31ST AT $3k A MONTH. This lovely one bedroom/bath turn key condo has everything for the city dweller.Private parking allows you to leave your car home and walk to everything!Walk
Annabelle Newland STOCKTON REALTY ADVISORS LLC
$4,300 Per Month
4757 Winslow Beacon Unit 20, Sarasota, FL 34235
RENTED: January, February, and March 2025. New Updates throughout this fully furnished seasonal rental property. New tile floors, throughout the property, new bath vanities and counter tops, mirrors and window coverings. Large laundry room with side-by-side washer/dryer. Master bedroom has queen bed, TV, walk-in closet and entry to screened lanai. Guest bedroom has Queen bed. Fully
Shirley Cuddy REALTY SERVICES INC
$5,500 Per Month
3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228
Available for season 2027! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by
Maureen Plichta STRINGER MANAGEMENT INC
$1,950 Per Month
3411 Clark Rd Unit 112, Sarasota, FL 34231
Fully remodeled 2-bedroom, 2-bath condo in Sienna Park just minutes from Siesta Key Beach! This move-in ready unit features brand new appliances and a never-used washer and dryer, a bright open layout, and a private patio perfect for enjoying Florida living year-round. Enjoy resort-style amenities including a pool, tennis courts, fitness center, sand volleyball court, dog park, and BBQ areas.
Jordan Cadavid Jones COLDWELL BANKER REALTY
$10,000 Per Month
1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits right on the beach at Longboat Key, one of the Gulf Coasts Premier Living Areas! This home is located right in the heart of the Players Club, one of Longboat Keys most luxurious communities with all the amenities to make your stay great!! The condo is located on the 3rd Floor with
Brad Wilson M&M PROPERTY MANAGEMENT GROUP
$8,010 Per Month
1200 E Peppertree Ln Unit 406, Sarasota, FL 34242
This property is a 30 night minimum. Central property, High-rise style unit with 2 Bedrooms and 2 Bathrooms. All rental properties are turn-key furnished and include washer & dryer. Fully equipped kitchens, Internet access, beach access, tennis courts and exercise facilities available, access to two swimming pools. No pets are permitted on the property.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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