$2,000 per month
6984 Prosperity Cir Unit 602, Sarasota, FL 34238
South Sarasota is home away from home. Looking for your perfect winter get away or off-season rental this is it, fantastic location easy access to stores and beach. Spacious 2-bedroom 2 bathroom. WITH DEN… Fully equipped and ready for you. Call for Details.
Anthony DeLuca AUDREY RAIN RENTALS, INC
$5,250 per month
726 Birdsong Ln, Sarasota, FL 34242
AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quaint shops and restaurants in the downtown village. Whether it’s our million-dollar
Scott Nold TNG PROPERTY MANAGEMENT
$8,000 per month
1350 Main St Unit 1007, Sarasota, FL 34236
DOWNTOWN SARASOTA Location! Location! Location!..MORE PICTURES TO COME...This 10th floor turnkey FURNISHED two bedroom two bathroom condo is available starting December 2025! 1350 Main amenities include heated pool and spa, fitness center, Conference room and 24 hour secure lobby. One car parking space in secure garage. Move in and enjoy the Downtown lifestyle at the beautiful 1350 Main
Jane Hunter JENNETTE PROPERTIES INC
$2,800 per month
8857 Milestone Dr, Sarasota, FL 34238
Large end-unit townhome in Promenade East at Palmer Ranch with more windows and more space than inside units is now available! The 1758 sq. ft. home features 3 bedrooms and 2.5 bathrooms. In this two-story, all concrete brick construction townhome, downstairs includes an open concept design with a well-equipped kitchen providing all appliances and a spacious living area. The appliances' package
Wojciech Suchanek EXPERTIA REALTY
$4,300 per month
8370 Wingate Dr Unit 714, Sarasota, FL 34238
New rental!!!! Welcome to Lakefront Escape, your serene getaway in Sarasota. This 2 bedroom, 2 bathroom, ground floor condo with water view offers a perfect blend of relaxation and adventure, making it an ideal retreat to unwind and explore the beautiful surroundings. Three month minimum rental required in the Pinestone At Palmer Ranch community.With two bedrooms, this property
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
$2,800 per month
2403 Browning St, Sarasota, FL 34237
3 bedroom 2 bathroom near downtown Sarasota available for rent. Some flexibility on availability to move in. Corner lot with a curved drive way which has an entrance and an exit. Fenced back yard. A court yard right off your door for a morning coffee. Master bathroom has a walk-in shower. Every bedroom has a ceiling fan. This cute home can be rented with the furniture or without furniture.
Tracy Tanovich HOME WISE REALTY GROUP, INC.
$9,500 per month
1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with
Andy Moore GULF COAST REALTY & MANAGEMENT
$3,400 per month
1500 State St Unit 603, Sarasota, FL 34236
Fully furnished beautiful 1 bedroom condo in the heart of downtown Sarasota! That’s right . . . leave your car and walk to your favorite restaurants, shops or the spectacular Bayfront Park & Marina to watch boats go by, visit O’Leary Tiki Bar or Marina Jacks. This is a 2018 built boutique community of only 20 residences - 5 units per floor, with a secured entry, controlled elevator access and an
Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE
$2,250 per month
1640 Stickney Point Rd Unit 40-101, Sarasota, FL 34231
Available April. 2025- Furnished Annual..Freshly updated, ground floor, with laundry in the unit and reserved parking spot. Here's your chance to start living your new life here in Southwest Florida in The Resort Style, Water fronted Community of Castel Del Mare New Furnishings and Well Appointed with everything for your guest stay. Great Location 10 min walk to Siesta Key Crescent Beach and 10
Robert Bevington SHOWTIME REALTY
$10,500 per month
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
Available April 2025 this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite countertops, and an amazing amount of cabinet space. Bathrooms are
Robert Bevington SHOWTIME REALTY
$4,900 per month
2182 Fruitville Rd, Sarasota, FL 34237
Annual unfurnished BRAND NEW, WELL CONSTRUCTED, amazing townhome that is flooded with natural light show casing large rooms with high end finishes, lighting, tall ceilings and comfortable stylish design. Come on in the front door or access thru rear 2 car garage with epoxy flooring, an entry with laundry, elevator or staircase, that lead to an open and exciting entertaining living area on the 2nd
Henry Rossi RENT SARASOTA
$3,500 per month
Unlisted Address
This is an upstairs apartment, new construction. Three month minimum lease period. ABSOLUTELY NO PETS AND NO SMOKERS!
Tammy Berryman TAMARA M BERRYMAN LLC
$9,900 per month
1800 Benjamin Franklin Dr Unit A901, Sarasota, FL 34236
Great Opportunity to rent a piece of Paradise, just became available for the 2024-25 season !!! This beautiful 9th floor residence with spectacular Gulf of Mexico views from the wrap around balcony, all bedrooms, living room and kitchen is turnkey furnished and fully equipped. L’Elegance on Lido Beach offers resort style amenities including heated 85ft pool, spa, wading pool, 2
Christof Heckert CHARITY & WEISS INTERNATIONAL LLC
$4,250 per month
1658 Blakemore Ln, Sarasota, FL 34231
Available for April 4250.00 + for the month...Siesta Key Pool Home Retreat – Just Steps from Sarasota Bay and Crescent Beach!Available June 1 through September 30th, 2025 - 4250.00 Experience the charm of coastal living in this delightful Siesta Key Pool Home, just two houses from Sarasota Bay and less than a mile's walk to Crescent Public Beach—no car needed for your beach days!This
Robert Bevington SHOWTIME REALTY
$3,000 per month
445 N Orange Ave Unit 303, Sarasota, FL 34236
Right in the heart of The Rosemary District! This 2 bed,2 bath plus den boutique style Condo is offered as an annual unfurnished rental in Citrus Square .Located near shops and restaurants and just a few blocks away from downtown is this quaint New Orleans style Condo Complex ,Citrus Park. The Large open floor plan looks out French Doors with Juliet balcony overlooking lush foliage. Updated
Catherine Foley JENNETTE PROPERTIES, INC.
$3,500 per month
2933 Maiden Ln, Sarasota, FL 34231
Adorable home built in 2021 in the heart of Sarasota. Designer furnishings from Crate & Barrel, West Elm, are blended with custom wood furniture. Situated in central Sarasota, Close to Siesta Key this spacious home is like new and designed to embrace indoor/outdoor living and entertaining. The short drive to Siesta Key, downtown, and the areas best dining makes this home the perfect location. A
Seth Westerberg EXP REALTY LLC
$4,800 per month
8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242
This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until
Anthony DeLuca AUDREY RAIN RENTALS, INC
$2,200 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
Jason Truluck Williams GRAYSTONE REAL ESTATE
$2,095 per month
5685 Ashton Lake Dr Unit 2, Sarasota, FL 34231
ANNUAL AND SEASONAL RENTAL AVAILABLE. This stunning first-floor tiled condo in the picturesque Ashton Lakes community is the perfect retreat you’ve been searching for. Featuring two bedrooms and two full bathrooms, this TURN-KEY FURNISHED residence has been beautifully renovated, offering a modern yet inviting atmosphere. Step into a bright and airy open-concept living space that seamlessly
Susan Brooks COLDWELL BANKER SUNSTAR REALTY
$6,500 per month
8901 Veranda Way Unit 111, Sarasota, FL 34238
RENTED FEB., MARCH., APRIL 2026: AVAILABLE APRIL THROUGH DEC. Abbey Model, largest of the verandas, available now, spacious and comfortable, king bed in the primary bedroom, TV mounted on the wall, Bay window, new vinyl flooring, adjoining master bath has twin sinks, soaking tub and glass walk in shower. The living room has a new sofa and love seat, large TV, and there are sliding glass doors
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$3,650 per month
3607 Square Ln W Unit 20, Sarasota, FL 34238
AVAILABLE FOR SEASON! THEIR LOSS, YOUR GAIN! Palmer Square/Palmer Ranch. RARELY AVAILABLE 3 Bedroom/2.5 Bath property 2 story w/garage. Wonderfully decorated and extremely comfortable Townhome on the North side of Palmer West, overlooking the lake and Prestancia. Very quiet dead end street. Over 2,000 Sq. Ft of living space with Living Room on the ground floor, a wall of windows leading to the
Kimberly Kay A STEP ABOVE R. E. & MGMT INC.
$2,450 per month
Unlisted Address
FOR LEASE UNFURNISHED ONE BEDROOM in DOWNTOWN SARASOTA> Welcome Home in this one of kind condominium located at the 1350 MAIN Street condominiums. This full of light open floor plan is complemented by high ceilings and floor to ceiling windows that enhance the sense of comfort and space. Step out of the front doors of 1350 MAIN and discover all of the nearby dining, shopping and entertainment
Patrice Ivan WAGNER REALTY
$9,900 per month
2365 Bay St, Sarasota, FL 34237
Welcome to The Bay Street Resort!! This designer 3 bedroom 2 bath home sleeps up to 10 guests & is walkable to the Legacy Trail, Payne Park, the Bay St Publix and the East end of Main Street. The property was professionally renovated & furnished with vacationing guests in mind. The bright open floor plan offers an open living room, dining room & foyer seating area that allows you to see &
Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC
$11,000 per month
1145 Horizon View Dr, Sarasota, FL 34242
Availalbe July 1st 2025 through October 31 2025. Available December 16th 2025 through November of 2026. Featuring everything you could imagine needing on your beach vacation, this home is truly exceptional. The custom pool and spa provide you the opportunity to enjoy your personal outdoor oasis. Thoughtful updates make it a perfect second home or full-time retreat.Tucked away on a
Robert Bevington SHOWTIME REALTY
$4,500 per month
4174 Kingston Way, Sarasota, FL 34238
AVAILABLE MAY 1, 2025 for 4 to 12 month lease. Charming and impeccably maintained 4 bedroom/3 bath furnished pool home located in the neighborhood of Gulf Gate East. Fantastic lake view with Southern exposure. Open and spacious layout with elegantly curated mid-century modern decor. The home has a formal living and dining area, family room/kitchen/dining area with both areas opening up to the
Frank DiNardo SECURE CAPITAL
$1,800 per month
4006 Crockers Lake Blvd Unit 17, Sarasota, FL 34238
AVAILABLE NOW for annual lease. Discover this charming first-floor 2-bedroom, 2-bath condo in the sought-after Vintage Grand community. Featuring newer flooring and dishwasher, this condo offers a modern and cozy living space. Ideally located within the community, it provides easy access to an array of recreational amenities, including basketball, tennis, volleyball courts, two swimming pools,
Kevin Bryceland RANCH REALTY
$3,000 per month
2410 Cass St, Sarasota, FL 34231
Available Month to Month April 1st 2025 through December 2025 Updated Gulf Gate Woods Pool Home is one of the most sought-after homes in Sarasota. This fully furnished, 3-bedroom, 2-bathroom home with a heated pool is located in the serene Gulf Gate Woods neighborhood, offering you the ultimate Florida retreat.Why Choose This Home? Live Your Florida Life.. Updated Hurricane Doors and
Robert Bevington SHOWTIME REALTY
$4,300 per month
2705 Pursell Cir, Sarasota, FL 34232
!!!" PRICE UPDATED "!!! DIDN'T GET FLOODED AT ALL DURING LAST TWO HURRICANES!!!Charming and Spacious 4-Bedroom, 3-Bathroom Home in SarasotaWelcome to your dream retreat! Nestled in a peaceful cul-de-sac, this beautifully renovated 4-bedroom, 3-bathroom home is perfect for families or anyone seeking comfort and style.Step inside and feel instantly at home with an open-concept
Yulia Entina LPT REALTY, LLC
$2,200 per month
4640 Tower Hill Ln Unit 2322, Sarasota, FL 34238
ANNUAL RENTAL AVAILABLE NOW: Do you love the country club life but are not a golfer? This is the perfect fit for you, 2nd floor condo with two bedrooms and two baths, King bed in the master bedroom and a queen bed in the guest bedroom, eating space in the kitchen and the kitchen is open to the dining room. Sliding glass doors out onto a tiled lanai overlooking a peaceful preserve view.
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$7,000 per month
5444 Cape Leyte Dr, Sarasota, FL 34242
Discover the ultimate coastal escape in this meticulously designed 4-bedroom, 3-bathroom retreat, just moments from the award-winning Siesta Key Beach, renowned for its powdery white sands and turquoise waters. This home offers island charm, a seamless blend of comfort, style, and convenience.Step inside to a spacious, open-concept layout tailored for both relaxation and entertaining. The
Domanic Calamese KW COASTAL LIVING III
$3,500 per month
2301 Lindstrom St, Sarasota, FL 34237
Charming Downtown Rental across from Payne Park and walking distance to Main St Sarasota. Newer construction, 2 bedroom 2 1/2 bath Townhouse with 2 car garage and Community Pool. Owner’s Suite has a walk in closet and En-Suite bath with dual vanities and walk in shower. Guest Suite has En Suite Bath with tub/shower. Kitchen features Quartz Countertops, stainless appliances, breakfast bar, and
Jennifer Bright BRIGHT REALTY
$1,995 per month
1697 Brookhouse Cir Unit BR217, Sarasota, FL 34231
***AVAILABLE MAY 15, 2025 THROUGH OCTOBER 15, 2025*** This unit is a second-floor, end unit. Lots of Natual light. Turnkey furnished with a private entrance and just around the corner from one of six swimming pools. The master bedroom has a king-sized bed. The guest room has a murphy bed. Pelican Cove is a gated community abounding with amenities including a low cost 86-slip boat harbor;
Anthony DeLuca AUDREY RAIN RENTALS, INC
$2,500 per month
850 S Tamiami Trail Unit 725, Sarasota, FL 34236
Vacation rental. Spacious & Fully Furnished 2BD 2.5BA Condo - Available Mid April - End of December 2025. **$100 Central Park Property Management Application adult, $1500 Security Deposit, Sales Tax, $100 Administrative Fee, $150 Association Fee (14-day approval process from the board), and electricity over $50. Sorry no pets allowed! 2 story townhome with new kitchen and baths, hardwood floors
Diane Skelly, PA KELLER WILLIAMS ON THE WATER S
$2,200 per month
2169 Pueblo Cir Unit V18, Sarasota, FL 34231
Nestled in the heart of the Gulf Gate area, this delightful villa offers the perfect home. Designed for residents 55+, it provides a serene community and with proximity to everything Sarasota has to offer.The primary bedroom features a luxurious king-size bed, a spacious walk-in closet for ample storage, and an ensuite bathroom with a versatile tub-shower combination. This private space is
Melissa Godio SHOWTIME REALTY
$3,600 per month
4660 Ocean Blvd Unit G1, Sarasota, FL 34242
Escape to your sunlit sanctuary on Siesta Key! This beautifully designed 2-bedroom, 2-bathroom ground-floor condo is nestled in the desirable waterfront community of Sea Village. The bright, open kitchen invites culinary creativity, while the spacious living area offers plenty of room for relaxation or hosting guests. Each bedroom is a cozy retreat, complete with custom closets for a touch of
Beth Dilley ASCENDIA REAL ESTATE
$2,350 per month
1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231
Bright and Inviting Condo in Castel Del Mare – Minutes from Siesta Key Beach!Welcome to this delightful condo in the highly sought-after Castel Del Mare, perfectly situated just minutes from Siesta Key Beach, the #1 beach in the USA. From the moment you step inside, you’ll be enchanted by the thoughtfully designed décor and the magical ambiance.This spacious condo features charming living
Robert Bevington SHOWTIME REALTY
$4,500 per month
9480 High Gate Dr Unit 2121, Sarasota, FL 34238
AVAILABLE OFF-SEASON: Abbey model, two bedrooms, two baths, a den, and a glass-enclosed lanai allowing for extra space and all-weather use and offering a scenic view of the golf course and lake. The kitchen features stainless steel appliances and a breakfast table nestled under the bay windows. The kitchen is open to the dining room and there is new furniture in the living area and a large
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$1,950 per month
3255 Beneva Rd Unit 102, Sarasota, FL 34232
Available to rent from 2 months to 6 months. Now available from April 1st. $2600/month December thru April, and $1950/month May thru November. Beautifully decorated, fully turnkey furnished 2 bedroom, 2 bathroom ground floor condo in Village Brooke. Cozy kitchen sports stone countertops and stainless-steel appliances. Luxury vinyl plank flooring throughout! Stocked with everything you need,
Alan Myhre SECURE DOOR PROPERTY MANAGEMENT
$18,000 per month
1111 Ritz Carlton Dr Unit 1004, Sarasota, FL 34236
Experience the height of Ritz Carlton luxury in this fabulous 3 bed/3 bath condo in the hotel residences in beautiful downtown Sarasota! Gorgeous full water views of Sarasota Bay! The RITZ CARLTON GOLD MEMBERSHIP is included for golfing and use of all the amenities at the hotel and the RITZ BEACH CLUB. This spacious, totally redone condo has everything you could want in the Ritz lifestyle. It
Bridget Gennett JENNETTE PROPERTIES INC
$8,000 per month
1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size
Andy Moore GULF COAST REALTY & MANAGEMENT
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