$2,000 Per Month
5174 Northridge Rd Unit 211, Sarasota, FL 34238
Second floor 2 bedroom, 1 bath condo. Turnkey furnished. Screened patio. Gated community offers two pools. Hot tub, excellent gym, clubhouse, tennis court. Great location near legacy trail, restaurants, shopping plaza, I75 and only 6 miles to siesta key.
Joseph Stephens ONE STEP AHEAD REALTY INC
$5,000 Per Month
4640 Tower Hill Ln Unit 2315, Sarasota, FL 34238
Welcome to Stoneyrook Arbor Greens, located behind the gates at Stoneybrook Golf & Country Club. This bright and delightful GROUND FLOOR condo offers the perfect blend of comfort, style, and resort-style living in one of Sarasota's most sought-after golf and tennis clubs. Step inside to find an inviting open interior featuring granite countertops, durable tile flooring throughout, and tasteful
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$5,000 Per Month
9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3-month minimum stay required. Available April through Mid December 2026... Not Available for Season 2027 ... Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the
Robert Bevington SHOWTIME REALTY
$6,500 Per Month
800 N Tamiami Trail Unit 303, Sarasota, FL 34236
ALINARI 2 bedroom, 2 bath turnkey furnished unit, split floor plan. Just a few blocks from DOWNTOWN SARASOTA, walk to the arts, partial Bay views. Amenities include heated pool, spa, fitness center, billiards and club room, theater room and security. Enjoy all that downtown has to offer, with plenty of shopping, dining and cultural venues. Available 1/03/2024 from January to March at $6500 a
Teresa Ribaudo JENNETTE PROPERTIES INC
$7,000 Per Month
1200 E Peppertree Ln Unit 602, Sarasota, FL 34242
This property is a 30 night minimum.1200-602 is a Penthouse unit in a Bay-side Mid-rise, located approximately 150 yards away from the Bay with a view of the waterway and downtown Sarasota in the distance. Approx. 1200 Sq. Ft. (1462 including the lanai)Lanai has a twin daybed with a trundle, eating area, and desk setup for remote work. Assigned covered parking located in parking garage
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,800 Per Month
1350 Main St Unit 1501, Sarasota, FL 34236
Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact
bill trier HORIZON REALTY INTERNATIONAL
$3,500 Per Month
5734 Ashton Lake Dr Unit 7, Sarasota, FL 34231
Available to rent May 2026 through August 2026. Location, Location, Location! Only 3.5 miles to the famous Siesta Key Beach. This ground floor 2-bedroom 2 bath unit is bright, airy and elegantly furnished. High ceilings and comes with a carport. Ashton Lakes is located on 33 acres of luscious greenery. with 4 lakes, 2 heated pools, one with a lap lane, a combination of 2 tennis courts and 4
Philip Abraham ASHTON LAKES REALTY INC
$2,150 Per Month
5551 Bentgrass Dr Unit 11303, Sarasota, FL 34235
Available June 15. Live the UTC lifestyle in this fully furnished, renovated condominium in the gated community of Las Palmas, ideally located near University Town Center, Lakewood Ranch, Benderson Park, and just minutes to I-75. This updated third-floor residence features luxury vinyl plank flooring, high ceilings, plush carpet in the bedrooms, newer Quartz stone countertops, updated lighting,
Mia McKeehan PREMIER SOTHEBY'S INTERNATIONAL REALTY
$12,000 Per Month
20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,600 Per Month
750 N Tamiami Trail Unit 304, Sarasota, FL 34236
Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or
Rachelle Golden MICHAEL SAUNDERS & COMPANY
$1,950 Per Month
4821 Winslow Beacon Unit 42, Sarasota, FL 34235
Annual Rental Available – 4821 Winslow Beacon, Sarasota, FL Owner seeking long-term tenant. Beautifully, move-in ready 2-bedroom, 2-bath condo available for an annual lease in the highly desirable Winslow Beacon community of The Meadows. Offered furnished or partially furnished, this second-floor residence features soaring vaulted ceilings, laminate flooring throughout, modern furnishings, and an
Amy Chapman MICHAEL SAUNDERS & COMPANY
$1,695 Per Month
1015 Villagio Cir Unit 201, Sarasota, FL 34237
This charming and spacious 2/2 top floor corner unit is available now for annual rent. The condo features its own entrance/staircase and has new carpet throughout the common spaces and tile flooring in the bathrooms and kitchen. You’ll like the unit’s feel right as you enter the living / dining room area with the high tray ceilings. Glass sliding doors lead out to your private covered lanai and
Corinne Gillett ROSEBAY INTERNATIONAL REALTY, INC
$7,700 Per Month
1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the
Andy Moore GULF COAST REALTY & MANAGEMENT
$2,500 Per Month
5246 Wedgewood Ln Unit 60, Sarasota, FL 34235
Just bring a suitcase and enjoy paradise! See video here: TURNKEY FURNISHED condo 2 beds, 2 baths available Annually, Seasonally, or Short term. Tastefully renovated and updated throughout. Professionally designed and decorated with your comfort in mind, you will truly enjoy your vacation in this wonderful setting. This condo has a FABULOUS unobstructed GOLF COURSE and LAKE VIEW is highly sought
Carlos Perez FINE PROPERTIES
$2,100 Per Month
9300 Clubside Cir Unit 1308, Sarasota, FL 34238
AVAILABLE OFF SEASON! Gated golfing community on Palmer Ranch. 3rd-floor condo with open floor plan and unobstructed view from the kitchen through to the lanai with spectacular water views from all sides. Granite counters in the kitchen, lots of seating space in the living room and with lots of windows. There is a king bed in the main bedroom and a custom-tiled walk-in shower in the adjoining
Robin De Busk STRINGER MANAGEMENT INC
$1,700 Per Month
5134 Northridge Rd Unit 112, Sarasota, FL 34238
FURNISHED and 100% updated Ground floor unit with screened patio and carport. Water, high speed internet, and Washer/dryer included. Gated community offers 2 pools, spa, tennis, excellent gym and clubhouse. Available April 16th.
Joseph Stephens ONE STEP AHEAD REALTY INC
$6,400 Per Month
1250 N Portofino Dr Unit 107, Sarasota, FL 34242
This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a full wall length closet for guests. The walk-in closet is reserved for the Owners. The guest bedroom has 2 single beds that can be combined to
Margaret Young JENNETTE PROPERTIES, INC.
$2,600 Per Month
4106 Central Sarasota Pkwy Unit 1026, Sarasota, FL 34238
Welcome to Bella Villino, your fully furnished seasonal retreat in the heart of Sarasota. Fully updated 2nd floor unit and styled with brand-new furnishings, décor, and finishes throughout, this light and bright condo offers an effortless coastal escape designed for comfort, relaxation, and easy Florida living. Fresh paint, new flooring, crown molding, high ceilings, and west-facing windows
Jessica Burdick LOYD ROBBINS & CO. LLC
$3,500 Per Month
1250 N Portofino Dr Unit 303, Sarasota, FL 34242
Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal
Angela Bailey MONARCH PROPERTY GROUP LLC
$2,800 Per Month
1064 N Tamiami Trail Unit 1606, Sarasota, FL 34236
SEASONAL VACATION RENTAL IN THE BROADWAY PROMENADE! AVAILABLE DEC-APRIL 2027 Enjoy the best of Sarasota living in this spacious two-bedroom, two-bath residence at Broadway Promenade. The well-appointed galley kitchen features granite countertops with a convenient pass-through and breakfast bar, stainless steel appliances, and a pantry—perfect for both everyday living and entertaining. The open
Cody Smith RENT SARASOTA
$6,000 Per Month
5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
** AVAILABLE APRIL 2026! ** BOOKED JANUARY THROUGH MARCH 2026 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the
Kayla Lamb NEXTHOME EXCELLENCE
$2,750 Per Month
8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242
2750.00 Monthly May through October 2026 ... Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open
Robert Bevington SHOWTIME REALTY
$12,500 Per Month
350 Golden Gate Point Unit 61, Sarasota, FL 34236
THE VIEW*** THE VIEW**** THE VIEW****from this luxurious 2-bedroom 2 bath, 6th floor unit is SPECTACULAR! Immaculate, and featuring all white furnishings, cabinetry and decor, this condo is STUNNING against the backdrop of beautiful Sarasota Bay. Located in the private enclave of Golden Gate Point, you'll feel a world away in one of the most prestigious addresses in town. There is a view from
Robin Turner WATERSIDE REALTY LLC
$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 Christmas,
Pamala Casey CASEY REALTY CORPORATION
$2,895 Per Month
301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
Beautiful 3rd floor condo overlooking the Bayfront/City. Great downtown location with access to all Sarasota offers! This corner unit 2 bedroom 2 bath condo features an open floor plan great for entertaining. French doors lead to both the Guest and Master bedrooms. Master bedroom has sliders with tinted windows for extra privacy. Guest bedroom ensuite has a jetted tub for those relaxing soaks!
Pamala Casey CASEY REALTY CORPORATION
$5,500 Per Month
9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242
Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The
Emerson Robbins HARRY ROBBINS ASSOC INC
$6,500 Per Month
500 S Washington Dr Unit 11A, Sarasota, FL 34236
St. Armands Circle/Lido Key dream vacation rental! Welcome to your completely remodeled favorite vacation spot, this exceptional location offers the combination of comfortable living, convenience and proximity to three of this vibrant area's sought-after attractions, St. Armands Circle, Lido Beach and of course, downtown Sarasota. This lovely two-bedroom, two-bath first-floor condominium has just
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$7,500 Per Month
1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
This is a short term rental. Listing reflects peak season rate. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the moon on the water. The spacious living area is bathed in natural light,
Beth Dilley ASCENDIA REAL ESTATE
$2,000 Per Month
3215 Beneva Rd Unit 204, Sarasota, FL 34232
LOCATION, LOCATION, LOCATION!!! Located in the heart of Sarasota, this maintenance free, second floor cozy condo offers two bedrooms, two bathrooms and a combined living room and dinning room giving this condo an open feeling. With a lanai just of the living room, it overlooks beautiful mature oak trees and meticulously maintained lawn, making this the perfect spot to enjoy a morning cup of
Thomas Hennerty COMPASS FLORIDA LLC
$9,420 Per Month
6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242
Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach, from the 1st floor of this beautifully appointed two- bedroom, two-bathroom apartment with fully-equipped kitchen. Relax in the living room that overlooks the gulf. Enjoy your morning coffee sitting out on the screened in lanai just steps from the sand.This unit features Private wireless internet, Double
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,500 Per Month
1255 E Peppertree Dr Unit 305, Sarasota, FL 34242
his property is a 30 night minimum.1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,500 Per Month
235 Cocoanut Ave Unit 106B, Sarasota, FL 34236
SARASOTA DOWNTOWN LIVING!!! This stylish 4 story townhome offers 2-bedrooms, 3.5-bathroom and a 2 CAR GARAGE and is perfectly situated in Downtown. The complex is an easy pedestrian distance to shopping, many dining options, and nearby open spaces. On-site features include pool and fitness center. On the first floor there is a roomy office space provided for you. You can take the stairs or the
Jane Hunter JENNETTE PROPERTIES INC
$1,700 Per Month
3201 Beneva Rd Unit 201, Sarasota, FL 34232
GORGEOUS 2 BEDROOM, 2BATHROOM, TURNKEY FURNISHED SEASONAL RENTAL LOCATED IN THE HIGHLY SOUGHT-AFTER COMMUNITY OF VILLAGE BROOKE! This property is perfect for your Sarasota family vacation. When you walk into this unit you will love the light, bright and homie feeling you get. ALL OF THE FURNITURE IN THIS UNIT IS BRAND NEW! The large sliding glass door that leads out to your private screened in
Kayla Lamb NEXTHOME EXCELLENCE
$2,900 Per Month
5320 Hyland Hills Ave Unit 2222, Sarasota, FL 34241
Welcome to the Lakeview 2 Bedroom 2 Bath Condo on Golf Course, a stunning property located in Heritage Oaks in the heart of Sarasota, FL. This condo offers two spacious bedrooms and two full bathrooms, and a den/study with a sofa sleeper, perfect for those who value comfort and convenience. The property is nestled within a golf community, providing residents with an opportunity to enjoy the sport
Ray Shope ROSEBAY INTERNATIONAL REALTY, INC
$2,500 Per Month
8735 Olde Hickory Ave Unit 8308, Sarasota, FL 34238
CONDO IS FOR SALE - TENANT WOULD HAVE TO ALLOW SHOWINGS: AVAILABLE OFF-SEASON - BEAUTIFULLY UPDATED 3RD FLOOR: Enjoy the view across the golf course from the screened lanai of this exceptional 3rd-floor vacation condo at the Terraces of Stoneybrook, NEW KITCHEN, NEW APPLIANCES, NEWLY REMODELED BATHROOMS, NEW FLOORING - It's stunning. Play golf, hit the tennis courts, take a dip in the crystal
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
$1,850 Per Month
7461 W Cntry Club Dr N Unit 108, 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,
Cody Smith RENT SARASOTA
$5,000 Per Month
5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
Listing reflects peak season rate. Available peak season months: January 2027-April 2027. Off season rates start at $5,000. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment
Beth Dilley ASCENDIA REAL ESTATE
$1,600 Per Month
6191 Timberlake Dr Unit A-6, Sarasota, FL 34243
Spacious 2 bed / 2 bath condo with fantastic golf course view from screened lanai as well as master bedroom. Large walk-in shower in master bath, big walk in closet in master suite, laundry room with side by side washer/dryer. New blinds throughout the unit, freshly repainted and new stove, nearly new dishwasher and refrigerator. Granite counters and solid wood cabinets in the large kitchen with
Shirley Cuddy REALTY SERVICES INC
$2,000 Per Month
5133 Willow Links Unit 11, Sarasota, FL 34235
OFF-SEASON RENTAL - MAY 1 THRU DEC 15, 2026 - THE MEADOWS GOLF & COUNTRY CLUB* OFF-SEASON AVAILABLE* BEAUTIFULLY FURNISHED GROUND FLOOR 2/2 CONDO* LANAI OVERLOOKS THE LAKE* MASTER BEDROOM/KING BED, GUEST/TWIN BEDS* THE MEADOWS SITS ON 1650 LUSH ACRES, 80 LAKES, 16 MILES BIKING/HIKING TRAILS, 3 18-HOLE GOLF COURSES, 17 HAR TRU TENNIS COURTS, RESTAURANTS and more* CLOSE TO DOWNTOWN, ST ARMANDS
Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE
$5,500 Per Month
9330 Clubside Cir Unit 3209, Sarasota, FL 34238
RENTED JAN.FEB. 2027: Well-furnished vacation condo at Stoneybrook G&CC with golf transfer available for a fee (check with clubhouse for fee schedule.) King bed in master bedroom, queen bed in guest bedroom, nicely furnished living area, well-equipped kitchen with all you will need for a few months in the Florida Sunshine. The lanai is tiled and screened and offers a great golf course view. There
Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE
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