$2,795 Per Month
1709 N Tamiami Trail, Sarasota, FL 34236
Watch the gorgeous sunset from this Bay View unit! This tasteful, furnished, waterfront condo is located in the brand new The Strand resort community. Enjoy the convenience of living minutes from downtown, Lido Key, and SRQ Airport and the peacefulness of the sunsets over the Sarasota Bay viewed from your large lanai. This condo features 1 bedroom plus den with closet, 2 full
$1,375 Per Month
4152 Central Sarasota Pkwy Unit 723, Sarasota, FL 34238
Second floor one bedroom condo. Tile in main area. Gated community of bella villino offers heated pool. Hot tub. Game room. Excellent gym. Tennis. Raquetball. Basketball.
Joseph Stephens ONE STEP AHEAD REALTY INC
$1,850 Per Month
7461 W Cntry Club Dr N, Sarasota, FL 34243
ANNUAL OR SEASONAL TURNKEY FURNISHED | BEAUTIFULLY REMODELED COASTAL-DECORATED CONDO IN PALM-AIRE GOLF COMMUNITY. Welcome to this beautifully remodeled, coastal-inspired two-bedroom, two-bathroom condominium located in the highly desirable Palm-Aire Golf Community. This stunning residence features an open great room floor plan with breathtaking views of the water and championship golf course,
$3,800 Per Month
4733 Winslow Beacon Unit 13, Sarasota, FL 34235
****Rented 2026 Season**** Ground floor condo has been graciously appointed with updated furnishings including king bed in Master bedroom and twins in guest bedroom, leather living room sofa and recliner and large flat screen TV. The updated kitchen has been outfitted with granite counter tops and solid wood cabinetry as well as stainless steel appliances. A screened lanai overlooks a
Shirley Cuddy REALTY SERVICES INC
$1,495 Per Month
1895 Debbie St Unit 1, Sarasota, FL 34231
Superb location near lots of shopping and restaurants in a quiet neighborhood across from the local church. Great 2 bed 1 bath unit with galley kitchen and small side yard (not fenced). Tile throughout lots of windows so light and bright. Main bathroom with shower/tub combo. Pet friendly owner approved pets and breeds with a refundable pending no damages pet deposit of $500 each pet.
$5,370 Per Month
6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$1,900 Per Month
2921 Bentley St, Sarasota, FL 34239
Conveniently located near Tuttle and High Park - this fabulous 2 bedroom 1 1/2 bathroom villa with car port and double driveway. Tropical backyard perfect for entertaining or relaxing. Terrazzo floors throughout. New main bathroom, washer and dryer. Lawn care included in rent. Freshly painted. Close to downtown and shopping and restaurants. Call Rick for an appointment to tour this beautiful
$25,000 Per Month
1300 Benjamin Franklin Dr Unit 1005, Sarasota, FL 34236
Experience coastal luxury at The Beach Residences, a Ritz-Carlton managed property on Lido Key, perfectly positioned above the Gulf of Mexico with a sweeping wraparound balcony capturing Sarasota’s most breathtaking views. This expansive three-bedroom, three-bath residence has been newly renovated and showcases impeccable designer furnishings throughout. Floor-to-ceiling windows flood the home
Inbal August DOUGLAS ELLIMAN
$2,995 Per Month
2066 Roselawn St, Sarasota, FL 34231
This gorgeous modern townhouse boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space and comfort for a family.The kitchen is a chef's dream with GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES. The OPEN FLOOR PLAN includes dining space and cozy living room, both featuring HIGH/VAULTED ceilings, truly a warm and inviting atmosphere.The townhouse also includes LOFT
$2,950 Per Month
3005 Chase Cir, Sarasota, FL 34231
Utilities included! Waiting for your dream home to be finished or looking to spend several months in beautiful Sarasota, you have found your rental home! Situated in the lovely, peaceful Gulf Gate community, just 8 minutes to Siesta Key Beach, you will enjoy this fully remodeled 2 bedroom 2 bathroom home. This home provides a modern, updated finish with many sitting areas including the Florida
Alice Lewis PREFERRED SHORE LLC
$3,000 Per Month
750 N Tamiami Trail, Sarasota, FL 34236
Look no further—this downtown Sarasota condo located at The Renaissance has it all. This 12th-floor, comfortably furnished and tastefully decorated residence features 2 bedrooms, 2 bathrooms, and an open living room/dining room/kitchen combination with a split floor plan. Enjoy a lovely lanai where you can take in the sights and energy of the city. The kitchen provides ample counter and cabinet
$2,100 Per Month
4106 Central Sarasota Pkwy Unit 1018, Sarasota, FL 34238
Enjoy the Florida lifestyle in this beautifully updated 1-bedroom, 1-bath furnished rental condo at Bella Villino Condominiums in Sarasota, FL. This peaceful end-unit offers a bright, coastal-inspired retreat with high ceilings, brand-new flooring, fresh paint, wooded views, and a quiet location within the gated community. Designed for comfort and convenience, the open living area features a
Jessica Burdick LOYD ROBBINS & CO. LLC
$3,600 Per Month
8429 Cypress Lake Cir, Sarasota, FL 34243
Discover this spacious 4-bedroom, 2-bath home in the heart of Sarasota, offering an open layout with a beautifully updated kitchen, generous cabinet space, and large windows that fill the home with natural light. The primary suite includes a walk-in closet and en-suite bath. Enjoy a peaceful backyard from the screened lanai. Lawn care and pest control included. A two-car garage provides
$2,200 Per Month
1045 40th St, Sarasota, FL 34234
ANNUAL RENTAL AVAILABLE - JUNE 20th - Turnkey Fully Furnished - Also available monthly at $3200/mon. All Utilities Included (electric, water, lawn care, gas and wifi included) 1 bedroom 1 1/2 bath home with modern touches and a beautiful private garden in the back patio surrounded by a gate and is pet friendly. . This home is located less than 2 miles from downtown. This is a perfect option if
Beth Harris COMPASS FLORIDA LLC
$2,300 Per Month
5920 Driftwood Ave, Sarasota, FL 34231
Available May-Dec 2026 only** This fully furnished villa in South Sarasota is a rare find! One Block from the Water; 5 minutes from the beach! With 2 bedrooms and 2 bathrooms, this villa has been tastefully updated including a new kitchen featuring granite counter tops and beautiful cabinets with ample storage. The main living areas and second bedroom now have stylish vinyl laminate flooring.
$9,300 Per Month
1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.
Andy Moore GULF COAST REALTY & MANAGEMENT
$1,450 Per Month
2705 Hidden Lake Blvd, Sarasota, FL 34237
Open and bright 2/1 has nice large balcony to sit on and over look the adult pool. Fully tiled and freshly painted and ready to move in! The complex features 2 pools one for adults and one for the kids and a playground as well. Onsite security as well. Call today for private showing.
$3,500 Per Month
2926 Captiva Dr, Sarasota, FL 34231
Gulf Gate Woods Home... February 2024 is not available. Available longer term with start date of March 1 2024 or the home can be rented for just the Month of March 2024. Beautiful, updated 3 bedroom/2 bath pool home located in desirable Gulf Gate Woods- Ready for you to move right in! Large circular driveway compliments the home with parking in addition to the two-car attached
Robert Bevington SHOWTIME REALTY
$4,900 Per Month
11 Sunset Dr, Sarasota, FL 34236
Annual turnkey furnished Want to live on the water with your own beach? Now you can, in style, in this renovated 2/2 condo with beautiful water views of Sarasota Bay and the Ringling Bridge. Welcome to this luxury condo, downtown Sarasota, right next door to the Ritz Carlton on Sarasota Bay. This condo was fully renovated down to the dry wall, with updated plumbing and electrical, AC, kitchen,
$2,050 Per Month
3755 S School Ave Unit 41, Sarasota, FL 34239
55+ Community. LIMITED TIME DISCOUNT ON FIRST 3 MONTHS OF RENT (INQUIRE FOR DETAILS). VERY LOW MOVE IN COSTS! ONLY FIRST MONTH RENT AND A $500 SECURITY DEPOSIT REQUIRED. LEASE OPTION WOULD BE CONSIDERED. Owner pays the association fees, and rent includes cable, water, sewer, trash, and more. Beautifully updated and move-in-ready condo located in the heart of Sarasota, just minutes from
Rachel Tritschler RE/MAX ALLIANCE GROUP
$2,200 Per Month
4366 Madeira Ct Unit 3356, Sarasota, FL 34233
Furnished 2 Bedroom | 2 Bath - Lake Views Welcome to this inviting furnished 2nd-floor condo in Casa Del Sol, where vaulted ceilings in the living areas and bedrooms create an airy, open feel. The Florida Room with inside laundry closet adds everyday convenience, while peaceful lake views let you start the morning with sunshine and relax in the afternoon shade. Casa Del Sol offers more than just
Diane Skelly, PA KELLER WILLIAMS ON THE WATER S
$7,500 Per Month
862 Hudson Ave Unit 862, Sarasota, FL 34236
Fully furnished annual rental available immediately. Located in Sarasota’s coveted west-of-the-trail, canal-front enclave of Hudson Landings, this property offers a rare ground-floor residence with a deeded dock and direct bay access, plus the furnishings include the use of the kayak and paddleboard! Built in 1989 and spanning 1,362 square feet, this thoughtfully updated home features three
Fred Sassen MICHAEL SAUNDERS & COMPANY
$2,350 Per Month
8375 Glenrose Way Unit 211, Sarasota, FL 34238
OPEN FOR RENT 4/1/2026 at $2350 you pay electric, in Sarasota, Palmer Ranch, Pinestone rental. This first floor all tiled unit is tucked in a quite corner of this gated Pinestone community. All new furnishing have been bought for this unit for a seasonal tenant to enjoy. Very private back screened lanai to enjoy with flower garden and trees. The complex is very close to the famous biking or
toyia Youtzy JENNETTE PROPERTIES, INC.
$3,050 Per Month
2719 Forest Knoll Dr, Sarasota, FL 34232
AVAILABLE APRIL 1ST, 2026. RARE OPPORTUNITY! SAVE MONEY!!! Take advantage of this fully furnished move in ready on June 1st!!! House has everything from towels to silverware! Welcome to fully furnished newly remodeled home 3 bedroom, 2 bathroom house in Sarasota, Florida, 4 minute walk to amazing and famous Legacy Trail and 7 miles from Nr. 1 Beach in USA Siesta Key Beach. This gorgeous home
Nicolai Todosiciuc PA REALTY ONE GROUP MVP
$3,800 Per Month
5136 Harpers Croft Unit 11, Sarasota, FL 34235
Cute and Cozy, ground floor 2-bedroom 2 bath condo in The Meadows is the perfect place to spend your winter vacation. Full of charm and decorated with a definite vacation feel from tropical paintings to the soft and mellow tones of the furnishings. Guest bedroom is equipped with a desk workspace and has a queen-sized Murphy bed that is perfect for occasional guests. Glass enclosed lanai is
Shirley Cuddy REALTY SERVICES INC
$2,350 Per Month
9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242
Available May through October 15th 2026... Not Open for Winter Season 2027...Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for
Robert Bevington SHOWTIME REALTY
$8,400 Per Month
1100 Point of Rocks Rd, Sarasota, FL 34242
This is a short term rental. Listing price reflects off season rate, high season rates will be higher. Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable
Beth Dilley ASCENDIA REAL ESTATE
$6,500 Per Month
320 Ohio Place, Sarasota, FL 34236
Stay by DOWNTOWN Sarasota in this FULLY RENOVATED 100-year-old home in historic Laurel Park! FURNISHED or unfurnished, this unique home offers 3 bedrooms and 2 large custom bathrooms with RAIN SHOWERS. The efficiency behind the primary residence is 1 bedroom and 1 bath plus kitchen perfect as an OFFICE or IN-LAW QUARTERS. The OPEN LAYOUT and HIGH CEILINGS give the space a light and airy feeling
Benjamin Schwab KEYRENTER SARASOTA PROPERTY MANAGEMENT
$8,500 Per Month
1345 2nd St Unit C, Sarasota, FL 34236
AVAILABLE FOR 2027 SEASON... Look at this great location Downtown Sarasota. Walk to everything. This commercial building is 3 floors with spa lounge on 1 & 2. Top floor with private elevator is the penthouse condo. This 4 bedroom is very unique with a very open floor plan and high ceilings. The kitchen has huge workable island, wine fridge, built in oven and microwave, 6 burner gas top with
toyia Youtzy JENNETTE PROPERTIES, INC.
$3,500 Per Month
1064 N Tamiami Trail Unit 1627, Sarasota, FL 34236
NOT AVAILABLE UNTIL END OF JAN 2027. DOWNTOWN CONDO IN BROADWAY PROMENADE! NOW AVAILABLE FOR 6+ MONTHS OR ANNUAL RENTAL, “Turnkey Furnished” 2 bedrooms/2 baths, located on the top floor of the highly sought after Broadway Promenade. As you enter the unit, you are greeted by a bright and open living and dining room, beautifully furnished with leather furniture, a wooden TV Stand/Console with
Chrissie Cummings JENNETTE PROPERTIES INC
$2,775 Per Month
1330 Georgetowne Cir, Sarasota, FL 34232
Beautifully maintained 4-bedroom, 3-bath home located in the desirable Georgetowne community of Sarasota. This spacious residence offers an open and functional floor plan with generous living areas, abundant natural light, and a well-appointed kitchen perfect for everyday living and entertaining. The primary suite features a private bath and ample closet space, while the additional bedrooms
Troy Jenkins REALTY EXECUTIVES GALLERY
$2,850 Per Month
1064 N Tamiami Trail Unit 1325, Sarasota, FL 34236
Annual UNfurnished 3/2 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 third floor unit is bright and cheery and filled with natural light. The view of Pioneer Park will be a treat, in the city. The kitchen boasts slab granite counter tops, stainless steel appliances, a breakfast bar,
Cody Smith RENT SARASOTA
$10,000 Per Month
1300 Benjamin Franklin Dr Unit 304, Sarasota, FL 34236
Welcome to an exceptional opportunity to lease a beautifully appointed coastal residence at 304 Benjamin Franklin Drive, Sarasota, FL 34236, perfectly positioned on the coveted barrier island of Lido Key. This elegant rental places you steps from the glistening sands and turquoise waters of the Gulf, offering a lifestyle that blends beachside serenity with world-class convenience. Unit 304
Renee Preininger SARASOTA TRUST REALTY COMPANY
$6,500 Per Month
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$8,000 Per Month
1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on he Gulf coastline. Lido Beach Club is a highly desirable community, with private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings and special events, a library and an OCEAN-FRONT HEATED POOL. This Million-dollar property will
Andres Vazquez RC REALTY GROUP INC
$6,900 Per Month
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a
Andy Moore GULF COAST REALTY & MANAGEMENT
$3,500 Per Month
4658 MacEachen Blvd, Sarasota, FL 34233
Summary: Beautifully updated modern but warm ranch style home in the heart of Sarasota. Open living space both functional and comfortable for you and your guests. Fully stocked kitchen fit for most all your cooking needs with ample seating for dining with family and friends overlooking a spacious backyard offering covered lounge seating. Did I mention a kid friendly zone excellent for hooking up
Joseph Meszaros M&M PROPERTY MANAGEMENT GROUP
$2,400 Per Month
4811 Woodbrook Dr, Sarasota, FL 34243
One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bath Key West style 2 story home located in the gated community of Woodbrook, a sought-after Neal Community in Sarasota. Walk right across the street to the beautiful community pool!This home features 2 oversized ensuite bedrooms and a bright, open floorplan perfect for entertaining! The open-concept layout
Lynn Clement COLDWELL BANKER REALTY
$2,000 Per Month
5735 Gardens Dr Unit 102, Sarasota, FL 34243
Located in the desirable Gardens at Palm-Aire Country Club, this charming 1st floor, 2-bedroom, 1-bath unfurnished condominium with assigned parking offers a perfect blend of comfort and convenience. Enjoy relaxed Florida living nestled within a beautifully maintained, park-like setting with mature landscaping. The property features an inviting light and bright floor plan with ceramic tile
Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
$6,930 Per Month
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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