$4,700 Per Month
- 3 Beds
- 2 Baths
- 2,298 Sq Ft
- House for Rent
4524 Riverwood Ave, Sarasota, FL 34231
4524 Riverwood Ave, Sarasota, FL 34231
3,305
Luxury Homes for Rent in Sarasota, FL
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$4,700
Total Monthly Price
- 3 Beds
- 2 Baths
- 1,044 Sq Ft
- Condo for Rent
3476 Winton Ave Unit SI ID1591392P, Sarasota, FL 34234
3476 Winton Ave Unit SI ID1591392P, Sarasota, FL 34234The advertised rate of $4,701/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 16, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,650 Per Month
- 2 Beds
- 3.5 Baths
- 2,093 Sq Ft
- Townhouse for Rent
235 Cocoanut Ave Unit 128E, Sarasota, FL 34236
235 Cocoanut Ave Unit 128E, Sarasota, FL 34236DOWNTOWN SARASOTA****MARQUEE EN VILLE** A beautiful four story 2 bedroom plus den/office townhome with a large 2 CAR GARAGE, lovely hardwood floors throughout and beautifully custom design walk in closets. Close to St. Armand’s Circle, Lido Key, restaurants, shopping, coffee shops, grocery stores and much more. Amenities include a heated pool, hot tub and fitness room. NO PETS. Call today!!
Jane Hunter JENNETTE PROPERTIES INC
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$4,622 Per Month
- 2 Beds
- 2 Baths
- 1,646 Sq Ft
- Townhouse for Rent
3107 Heatherwood Ln, Sarasota, FL 34235
3107 Heatherwood Ln, Sarasota, FL 34235Welcome to The Heatherwood Haven! This delightful two-story, 3-bedroom, 2-bathroom townhome is located in the stunning community of Heatherwood, a subdivision of The Meadows Golf and Country Club, which offers miles of private walking and biking trails, and tennis courts, a gym, three golf courses, lakes, and pools. Come, relish in the gorgeous Florida sunshine! Upon entering the home, you will
Andy Moore GULF COAST REALTY & MANAGEMENT
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$4,671 Per Month
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
1368 21st St Unit SI FL1-ID1623884P, Sarasota, FL 34234
1368 21st St Unit SI FL1-ID1623884P, Sarasota, FL 34234The advertised rate of $4,672/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,616
Total Monthly Price
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
- Condo for Rent
3823 Kingston Blvd Unit SI FL1-ID1590879P, Sarasota, FL 34238
3823 Kingston Blvd Unit SI FL1-ID1590879P, Sarasota, FL 34238The advertised rate of $4,616/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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$4,600 Per Month
- 2 Beds
- 2 Baths
- 1,445 Sq Ft
- Apartment for Rent
4540 Bee Ridge Rd Unit 175, Sarasota, FL 34233
4540 Bee Ridge Rd Unit 175, Sarasota, FL 34233American House Sarasota: Luxury 55+ Independent Living in the Heart of Sarasota, a warm, pet-friendly community set on 18 wooded acres where comfort and connection come first. Here, you’ll enjoy a vibrant, maintenance-free lifestyle filled with rich friendships and engaging activities, in a luxury setting designed around you. Residents enjoy resort-style amenities including an in-ground pool and
Michael Mazzei BHHS FLORIDA REALTY
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$4,600 Per Month
- 2 Beds
- 2 Baths
- 1,928 Sq Ft
- House for Rent
3881 Chatsworth Greene Ct Unit 20, Sarasota, FL 34235
3881 Chatsworth Greene Ct Unit 20, Sarasota, FL 34235Spectacular views from the enclosed lanai of this graciously appointed 2 bedroom 2 bath villa located in the Chatsworth Greene community in The Meadows. This beautiful villa has been updated with easy care flooring, custom cabinetry in kitchen and new appliances. The property is decorated with all the southern hospitality and charm needed to make your vacation here truly enjoyable. Located in the
Shirley Cuddy REALTY SERVICES INC
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$4,600 Per Month
- 2 Beds
- 2 Baths
- 1,880 Sq Ft
- House for Rent
4884 Marsh Field Rd, Sarasota, FL 34235
4884 Marsh Field Rd, Sarasota, FL 34235Turnkey furnished single family home in the Meadows is available monthly rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom has two twin
Greg Sheller RE/MAX ALLIANCE GROUP
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$4,600 Per Month
- 2 Beds
- 2 Baths
- 1,756 Sq Ft
- House for Rent
7093 Fairway Bend Ln, Sarasota, FL 34243
7093 Fairway Bend Ln, Sarasota, FL 34243Fully upgraded light and bright turnkey furnished villa in Palm Aire. This beautiful and spacious villa has 1,756 square feet, two bedrooms, den/office with a pull out sofa, two bathrooms, large living room, dining room plus a sunroom. The kitchen has been upgraded, has stainless appliances, plenty of room for food preparation and a pass through to the dining room. The primary bedroom has a king
C. Alison Hunter JENNETTE PROPERTIES INC
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$4,600 Per Month
- 3 Beds
- 2 Baths
- 1,468 Sq Ft
- House for Rent
6986 W Country Club Dr N Unit 6986, Sarasota, FL 34243
6986 W Country Club Dr N Unit 6986, Sarasota, FL 34243SARASOTA'S PALM AIRE GOLF & COUNTRY CLUB Villa available for rent. The turnkey furnished villa has three bedrooms, two bathrooms, tile floors throughout, comfortable living room, dining room and a large kitchen. The primary bedroom has a king sized bed, walk in closet and en-suite bathroom with a stall shower. The guest bedroom has two twin beds. The second guest bedroom is set up as a den with
C. Alison Hunter JENNETTE PROPERTIES INC
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$4,580
Total Monthly Price
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- Condo for Rent
5307 Mink Rd Unit SI ID1604746P, Sarasota, FL 34235
5307 Mink Rd Unit SI ID1604746P, Sarasota, FL 34235The advertised rate of $4,580/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 1, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher
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$4,505
Total Monthly Price
- 3 Beds
- 2 Baths
- 2,497 Sq Ft
- Condo for Rent
628 42nd St Unit SI ID1591470P, Sarasota, FL 34234
628 42nd St Unit SI ID1591470P, Sarasota, FL 34234The advertised rate of $4,505/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,500 Per Month
- 2 Beds
- 2.5 Baths
- 1,725 Sq Ft
- Condo for Rent
100 Central Ave Unit H716, Sarasota, FL 34236
100 Central Ave Unit H716, Sarasota, FL 34236DOWNTOWN SARASOTA...updated unit in the heart of Sarasota. this stylish luxury, exquisitely furnished turnkey condo boasts 1,725 sq. ft. and features 2 spacious bedrooms ( en suite), 2.5 bathrooms, a den and an expansive balcony with captivating bay and city views. Elegant touches like rich dark hardwood floors, custom cabinetry, and granite countertops create a warm, inviting space. NEW 2024
Teresa Ribaudo JENNETTE PROPERTIES INC
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,396 Sq Ft
- Condo for Rent
226 Golden Gate Point Unit 44, Sarasota, FL 34236
226 Golden Gate Point Unit 44, Sarasota, FL 34236 -
$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,494 Sq Ft
- Condo for Rent
1100 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236
1100 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236LOCATION, LOCATION, LOCATION. Turnkey furnished condo available to rent in the sought after Lido Key Beach community of Lido Surf and Sand. This newly renovated two bedroom, two bathroom condo has it all. The condo has a comfortable living room with floor to ceiling views of the Gulf of Mexico. Well appointed kitchen has plenty of counter and cabinet space and a breakfast table. The primary
C. Alison Hunter JENNETTE PROPERTIES INC
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$4,500 Per Month
- 3 Beds
- 2 Baths
- 2,298 Sq Ft
- House for Rent
4524 Riverwood Ave, Sarasota, FL 34231
4524 Riverwood Ave, Sarasota, FL 34231Welcome to this stunning contemporary pool home, offering 3 bedrooms, 2 full bathrooms, a dedicated office, and nearly 2,300 square feet of thoughtfully designed living space. Situated on a premium corner lot with no HOA and located outside of a flood zone, this exceptional home offers privacy, modern design, and everyday comfort in one of Sarasota’s desirable locations.Designed with both
Joseph Ebert RE/MAX ALLIANCE GROUP
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$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,283 Sq Ft
- Condo for Rent
1709 Clower Creek Dr Unit BR104, Sarasota, FL 34231
1709 Clower Creek Dr Unit BR104, Sarasota, FL 34231 -
$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,210 Sq Ft
- Condo for Rent
3582 Parkridge Cir Unit 29106, Sarasota, FL 34243
3582 Parkridge Cir Unit 29106, Sarasota, FL 34243Escape Winter and Experience the Best of Florida Living Enjoy a carefree seasonal retreat in this beautifully furnished 3-bedroom, 2-bath lakefront condo, perfectly designed for snowbirds looking to relax and soak up the Florida sunshine. The bright, open floor plan is filled with natural light and showcases tranquil lake views from the main living areas and the screened lanai—an ideal place to
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
- Condo for Rent
5501 Ashton Way Unit 5501, Sarasota, FL 34231
5501 Ashton Way Unit 5501, Sarasota, FL 34231Available January and February 2027. Absolutely stunning first-floor end unit condo available for rent in the highly desirable Ashton Lakes community. This condo is located at the end of a quiet cul-de-sac, one of the best locations in Ashton Lakes. This tastefully furnished 2-bedroom, 2-bath residence features large, stylish tile throughout and an open floor plan that flows beautifully with
Cody Sequino HARBORSIDE REALTY
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,666 Sq Ft
- Condo for Rent
9560 High Gate Dr Unit 1626, Sarasota, FL 34238
9560 High Gate Dr Unit 1626, Sarasota, FL 34238Available now through the 2027 season ending April 2027. 6 Month Rental. Seasonal rental available in the Verandas at Stoneybrook Golf & Country Club. This furnished Abbey end-unit floor plan offers 2 bedrooms, 2 bathrooms, a den, and an attached 1-car garage. The end-unit location provides additional windows in the den and guest bedroom, allowing for added natural light throughout the home. The
Michael Emery CORCORAN DWELLINGS REALTY
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$4,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,954 Sq Ft
- Townhouse for Rent
3661 Parkridge Cir Unit 9104, Sarasota, FL 34243
3661 Parkridge Cir Unit 9104, Sarasota, FL 34243Spacious Three Bedroom, Two and one Half Bath, town house with one car garage. The firs floor living area feature kitchen with granit counter tops, wood cabinets and breakfast area. Living room with comfortable sofas and easy chair, dinning room and screen lanai. The master has King bed, walk-in closet and ensuite bathroom, with dual sinks. The second bedroom has queen bed, the third
Halina Pilarska BRIGHT REALTY
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$4,500 Per Month
- 4 Beds
- 3 Baths
- 2,175 Sq Ft
- House for Rent
5274 Far Oak Cir, Sarasota, FL 34238
5274 Far Oak Cir, Sarasota, FL 34238 -
$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,438 Sq Ft
- House for Rent
5253 Avenida Del Mare, Sarasota, FL 34242
5253 Avenida Del Mare, Sarasota, FL 34242Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key Beach and Siesta Key Village.
Beth Dilley ASCENDIA REAL ESTATE
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,671 Sq Ft
- Condo for Rent
50 Central Ave Unit 15B, Sarasota, FL 34236
50 Central Ave Unit 15B, Sarasota, FL 34236SHORT TERM ONLY. The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops.
Hamid Mohajir RENT SARASOTA
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
- Condo for Rent
1771 Ringling Blvd Unit 603, Sarasota, FL 34236
1771 Ringling Blvd Unit 603, Sarasota, FL 34236DOWNTOWN SARASOTA Living at it's best. Location is everything in this 2 bedroom + a den & 2 bathrooms. The main bedroom has a king size bed and large flat screen TV, en-suite bath and a walk-in closet. Second bedroom has a queen bed with a walk in closet, flat screen TV and en-suite bath. The den will accommodate overflow company with a queen futon and and ottoman that converts to a single bed.
Teresa Ribaudo JENNETTE PROPERTIES INC
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$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,444 Sq Ft
- House for Rent
3803 Easton St, Sarasota, FL 34238
3803 Easton St, Sarasota, FL 34238Location, location, location! Very popular Gulf Gate East subdivision, conveniently located just off Beneva Rd, near Legacy Trail, Siesta Key, I-75, downtown Sarasota, shopping, dining at Gulf Gate area and in A-rated school districts. Comfortable family home on corner lot, featuring paved driveway, 2 car garage, private, fenced backyard with open heated pool, and screened in porch for outdoor
Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,324 Sq Ft
- Condo for Rent
5270 Hyland Hills Ave Unit 1724, Sarasota, FL 34241
5270 Hyland Hills Ave Unit 1724, Sarasota, FL 34241Not available for Jan-March2027! Available long or short term. As you approach the grand entrance of Heritage Oaks Golf & Country Club, you'll know you are entering a spectacular private community. Once passed the 24-hour secured gates the sense of a fun filled active lifestyle becomes obvious with five heated swimming pools, four lighted Har-Tru tennis courts, state of the are fitness center and
Maureen Plichta STRINGER MANAGEMENT INC
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,238 Sq Ft
- Condo for Rent
8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238
8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238** AVAILABLE FOR UPCOMING 2026 SEASON!! **GOLF MEMBERSHIP IS CURRENTLY NOT INCLUDED - CAN POSSIBLY BE WITH OWNER APPROVAL ** 2BR/2B first floor condo with 1238 sq. ft. Tastefully turnkey furnished, this home is completely updated and is located in the desirable Terraces Community of Stoneybrook Golf & Country Club. This impeccable condo affords long views of the 9th fairway and lake, evening
Kayla Lamb NEXTHOME EXCELLENCE
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,484 Sq Ft
- Condo for Rent
800 N Tamiami Trail Unit 708, Sarasota, FL 34236
800 N Tamiami Trail Unit 708, Sarasota, FL 34236Highly desirable turnkey unit at the luxurious Alinari in downtown Sarasota! This 2 bedroom, 2 bathroom unit on the seventh floor, is tastefully decorated and being offered for a summer or seasonal rental. ALREADY LEASED JAN - APRIL 2027. Spectacular split floor plan, large kitchen area and a den set up as an office. All furniture in the pictures is accurate. A nice balcony overlooking the pool
Christian Higgins ANDRE LECLAIR PROPERTIES LLC
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$4,500 Per Month
- 4 Beds
- 2 Baths
- 1,975 Sq Ft
- House for Rent
4360 Iola Dr, Sarasota, FL 34231
4360 Iola Dr, Sarasota, FL 34231Relaxed 4BR Sarasota Pool Home – Fully Furnished – 30-Day Min Available Furnished | 4BR / 2BA | 1,975 Sq Ft | $4,500–$7,500/mo plus taxes and fees | 30-Day Minimum Fully furnished and updated 4BR/2BA home with saltwater heated pool and spa. Offered as a monthly rental with a 30-day minimum. Seasonal and off-season rates apply. Ideal central Sarasota location near beaches, golf, and downtown.
Dave Holt PMI SOUTHWEST FLORIDA
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$4,500 Per Month
- 3 Beds
- 2.5 Baths
- 2,196 Sq Ft
- House for Rent
7860 Holiday Dr, Sarasota, FL 34231
7860 Holiday Dr, Sarasota, FL 34231 -
$4,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- Townhouse for Rent
7624 Bergamo Ave Unit 4B, Sarasota, FL 34238
7624 Bergamo Ave Unit 4B, Sarasota, FL 34238 -
$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,595 Sq Ft
- Condo for Rent
50 Central Ave Unit 16A, Sarasota, FL 34236
50 Central Ave Unit 16A, Sarasota, FL 34236Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This
Hamid Mohajir RENT SARASOTA
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 958 Sq Ft
- Condo for Rent
1703 N Tamiami Trail Unit 207, Sarasota, FL 34234
1703 N Tamiami Trail Unit 207, Sarasota, FL 34234Newer 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
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$4,500 Per Month
- 4 Beds
- 4.5 Baths
- 3,367 Sq Ft
- House for Rent
7592 Aguila Dr, Sarasota, FL 34240
7592 Aguila Dr, Sarasota, FL 34240Two story home available for annual rent- walking distance to Tatum ridge Elementary School. Step into this stunning 4-bedroom, 4.5-bathroom Sarasota home with a spacious 3367 sq ft layout, this property offers ample room for family gatherings and entertaining guests. The modern kitchen features high-end appliances, brand new countertops, and a large island, making it a chef's dream. The first
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Condo for Rent
8350 Wingate Dr Unit 913, Sarasota, FL 34238
8350 Wingate Dr Unit 913, Sarasota, FL 34238Unavailable until May 2027. Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant cultural
Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP
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$4,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1257 S Portofino Dr Unit 38, Sarasota, FL 34242
1257 S Portofino Dr Unit 38, Sarasota, FL 34242Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the
Kay Esposito SIGNATURE REALTY ASSOCIATES
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$4,500 Per Month
- 2 Beds
- 1.5 Baths
- 1,152 Sq Ft
- Condo for Rent
1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231
1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231View the intracoastal by SIESTA KEY from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to
Jane Hunter JENNETTE PROPERTIES INC
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$4,500 Per Month
- 4 Beds
- 2 Baths
- 1,806 Sq Ft
- House for Rent
6115 Carlton Ave, Sarasota, FL 34231
6115 Carlton Ave, Sarasota, FL 34231AVAILABLE ALL months including 2025 season! This 3 bedroom 2 bath, Bonus Room 1806 square foot home in Gulf Gate is oozing with Southern charm! Will sleep 6. Beautifully remodeled split plan is spacious, open and bright. The updates include a sleek, modern kitchen, upscale bathrooms with gorgeous lighting, beautiful new plank flooring, and beachy coastal colors for the interior and casual Florida
Olga Brock SAPPHIRE SUMMIT REALTY
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