$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 20 to December 10, 2025;From December 30, 2025, to January 10, 2026;Available Dates in 2026:From February 19 to March 5, 2026;From March 15 to March 25, 2026;From April 1 to April 15, 2026;OR Long-term starting May 1, 2026Should you wish
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 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
$2,800 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
$3,750 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
$3,500 per month
4634 Mcintosh Rd, Sarasota, FL 34233
Enjoy the perfect fusion of comfort and style in the heart of Sarasota on a 1.28-acre property. Bring your boat and RV. Just 10 minutes away from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom residence welcomes you with elegant luxury vinyl floors that flow seamlessly throughout the living spaces, creating an inviting and warm ambiance. The heart of the home, a
Han Ching FINE PROPERTIES
$2,400 per month
4160 Fruitville Rd Unit 65, Sarasota, FL 34232
LOCATION - LOCATION - LOCATION -- Welcome to this 2 bedroom, 2 bathroom condo, beautifully and totally remodeled in a contemporary European style. As you enter you will be greeted by the spacious living area and as you continue your tour, you will notice the simplistic and aesthetically pleasing clean lines along with the modern functionality of the kitchen and bathrooms. The screened in lanai
Roger Coles PRIORITY REAL ESTATE MGMT.
$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. This is a furnished
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
$1,750 per month
5611 Bidwell Pkwy Unit 205, Sarasota, FL 34233
Welcome to 5611 Bidwell Pkwy #205 in beautiful Sarasota, Florida – a light-filled 2-bedroom, 2-bath condo tucked inside the gated community of Admirals Walk.This second-floor unit offers an open layout that feels spacious and inviting from the moment you walk in, the split bedroom floorplan is ideal for privacy. The primary suite features a large walk-in closet and an en-suite bathroom with a
Pamala Casey CASEY REALTY CORPORATION
$1,450 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
$5,900 per month
3970 Prairie Dunes Dr, Sarasota, FL 34238
Annual turnkey furnished Want to live in a very spacious light filled, LARGE HOME, with a heated pool, on a golf course, in Country Club of Sarasota? This home is on a very large lot on Prestancia golf course so no close by neighbors. This home was designed with family time and entertaining in mind. The living room, dining room and den are open planned and filled with sunlight from sliding
Henry Rossi RENT SARASOTA
$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
$2,400 per month
4244 Central Sarasota Pkwy Unit 712, Sarasota, FL 34238
Step into a world of tranquil luxury at Plaza de Flores, an exclusive gated community that creates a serene lifestyle. Nestled in a coveted corner of this picturesque neighborhood, discover a 2-bedroom, 2-bathroom sanctuary offering an open layout that exudes Florida elegance and comfort. Upon entering the condo, you are greeted immediately by the view of a stunning screened-in lanai and tranquil
Lana Moriece MICHAEL SAUNDERS & COMPANY
$2,100 per month
5681 Bidwell Pkwy Unit 204, Sarasota, FL 34233
ADMIRALS WALK welcomes you home. Available July 1st, 2025 is this spacious condo with an open floor plain featuring 3 bedrooms and 2 bathrooms. This second floor unit is in the perfect location within the community with privacy and ease of access. This condo includes granite counters and tons of storage space throughout. Admirals Walk is a gated community with incredible amenities including
Edward Whitaker PERLA'S PROPERTIES, LLC
$5,200 per month
8370 Wingate Dr Unit 724, Sarasota, FL 34238
Enjoy this 3 bedroom, 2 bath condo with a beautiful lake view in the sought after community of Pinestone At Palmer Ranch with all its amenities! This condo unit is a "Chateau" model where the Primary bedroom, with a King bed and ensuite bathroom is on the 2nd floor! This unit is unique in its layout with an open floor plan. The kitchen, dining area and living room are open to relaxing views out
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
$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
$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
$2,250 per month
2619 Clipper Ship Way, Sarasota, FL 34231
Monthly Rental. Welcome to your perfect coastal getaway in sunny Sarasota, Florida! This charming "Sandy Feet Retreat" is all about location and lifestyle, giving you the best mix of beachside relaxation and local excitement. Just two miles over the bridge, you’ll find yourself sinking your toes into the soft powdery sands of Siesta Key Beach. Whether you’re in the mood for a spontaneous
Mindy Valdiv Valdivia SEAQUIN REALTY LLC
$3,200 per month
2311 Waldemere St, 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
$2,350 per month
5849 Tidewood Ave Unit 12, Sarasota, FL 34231
Amazing Opportunity – Annual Rental Available June 1, 2025!Don’t miss this beautifully updated 2-bedroom, 2-bath villa in the sought-after Baywood Colony Villas, just minutes from Siesta Key Beach. Nestled along the Intracoastal Waterway, this villa boasts western rear exposure—perfect for enjoying breathtaking sunsets from the waterfront or your private lanai.Step inside to a bright, open floor
Robert Bevington SHOWTIME 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
$2,100 per month
721 Hancock Ave Unit 1, Sarasota, FL 34232
Fully renovated 2/1 house in the heart of Sarasota (Fruitville), with quiet and secure neighborhood. House has brand new tiles all over, new ac, new bath vanities and space for cars and trailers. A unique property for workers that needs extra space for their "toys".On the back has a cute Apto which can be rented out as well, but for now its being vacant or used by owners once in a while.
Lucy Martins BB GROUP REALTY CORP
$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
$1,675 per month
3606 Beneva Rd Unit 502, Sarasota, FL 34232
Super location, close to everything! 2BR, 2BA 1st floor condo. Updated with stainless appliances, and granite countertop. Neutral gray paint throughout and ready for occupancy. Enjoy the Florida climate in your private screened lanai, overlooking a park-like setting and community pool just out the back door. A short drive to the famous Siesta Key Beach, downtown Sarasota, Bradenton/Sarasota
Karie Gorgone WAGNER REALTY
$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. You’re right next to the new Legacy Trail and just steps from Payne Park—with tennis courts, a skate park, walking paths, and a playground. Downtown Sarasota is just minutes away, with tons of great
Heidi Thompson STRINGER MANAGEMENT INC
$3,400 per month
4347 Berkshire Dr, Sarasota, FL 34241
This beautiful 3 bedroom / 2 bath split plan POOL home offers an open floorplan and is available from now until the end of December 2025. Enjoy the open and spacious kitchen with plenty of counter space, cabinetry, and appliances. The owner's suite has beautiful flooring, dual vanities, a relaxing soaking tub, and walk-in modern shower. You are certain to love the backyard oasis, sitting on your
Kimberly Kay A STEP ABOVE R. E. & MGMT INC.
$7,500 per month
306 Island Cir, Sarasota, FL 34242
Available now. Lovely pool home with canal water frontage located in Siesta Key's peaceful and secluded neighborhood of PalmIsland. Completely renovated with new kitchen, bathrooms, and floor coverings throughout this island retreat. Walk four blocks to the crystalsands of world famous Siesta Beach, and just a short walk to the Village. Beautiful backyard with spacious patio, heated swimming
Timothy Bloch QUEST PROPERTIES INC
$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
$2,495 per month
7893 Timberwood Cir Unit 183, Sarasota, FL 34238
2-Bedroom Villa for Lease in Village des Pins, Sarasota, FLAddress: 7893 Timberwood Circle, Sarasota, FLAvailability: Starting July 28, 2025Lease Term: Minimum 12 months (flexible for longer terms, such as 2 years)Furnishings: Offered fully furnished, with potential flexibility to rent unfurnished upon requestRent: $2,495 a month Property Overview:Welcome
Tami Satterlee BERKSHIRE HATHAWAY HOMESERVICE
$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
$1,550 per month
500 N Jefferson Ave Unit 4, Sarasota, FL 34237
Annual UNfurnished Nicely renovated open planned downtown condo available soon. Clerestory windows and vaulted ceilings create the ability to flood vast spaces with natural light, creating interior environments so open and bright they can feel downright heavenly. This condo is open planned with the kitchen, dining area and living room one big space. There is a screened in porch on the rear of
Henry Rossi RENT SARASOTA
$3,250 per month
2942 Tuckerstown Dr, Sarasota, FL 34231
Seasonal or short term rental only Amazing beautifully renovated 3/2 home in a peaceful setting that is close to everything Sarasota has to offer. This home appears to be brand new construction of high end materials with stylish and comfortable furnishings in an open planned design. The property is flooded with natural light from new impact windows and doors. The flooring is all solid surface so
Henry Rossi RENT SARASOTA
$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
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