Homes for Rent near The Classical Academy of Sarasota

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  /26

  $1,868 per month

  • 1 Bath
  • 604 Sq Ft
  • Apartment for Rent

  1420 Lakefront Dr Unit ST-3325, Sarasota, FL 34240

  The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom

  Angelic Tassos CORCORAN DWELLINGS REALTY

  1420 Lakefront Dr Unit ST-3325, Sarasota, FL 34240
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  /26

  $2,150 per month

  • 2 Beds
  • 2 Baths
  • 1,297 Sq Ft
  • House for Rent

  6524 Mauna Loa Blvd, Sarasota, FL 34241

  This light and bright dog friendly Lake Sarasota Home has two bedrooms, a large living room, screened lanai, fenced back yard, two car garage, newer roof, tile floors, drive space, two bathrooms and lower electric bills due to solar (Previous tenant paid $40-$80 per month). New vinyl flooring has been recently installed in the bedrooms and a new HVAC system will keep you nice and cool in the

  John Werner BLUE SKY REAL ESTATE

  6524 Mauna Loa Blvd, Sarasota, FL 34241
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  /27

  $1,995 per month

  • 1 Bed
  • 1.5 Baths
  • 1,092 Sq Ft
  • Condo for Rent

  5001 Baraldi Cir Unit 22212, Sarasota, FL 34235

  Available for an annual lease only. This furnished condo is tastefully decorated and comfortable with room to spread out. The private bedroom and full bath are upstairs. The main living area not only has the family room but a den that is furnished with a pull-out sofa and TV. No carpet, LVP floors are throughout. Extra seating is outside on the screened lanai. Full size washer and dryer are

  Maureen Plichta STRINGER MANAGEMENT INC

  5001 Baraldi Cir Unit 22212, Sarasota, FL 34235
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  /15

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,946 Sq Ft
  • House for Rent

  4420 Chase Oaks Dr, Sarasota, FL 34241

  Seasonal rate has been reduced to $5200.00! Available for March and April 2025 due to tenant cancellation! Enjoy this 2 bedroom 2/bath Villa with sweeping views of the Golf Course from the screened rear patio. Formal Dining room for your evening dinners. Updated kitchen with all the tools one needs to make a 3 course meal for friends and family. A bonus den off the kitchen for your business needs

  Angela Bailey MONARCH PROPERTY GROUP LLC

  4420 Chase Oaks Dr, Sarasota, FL 34241
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  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Condo for Rent

  5330 Hyland Hills Ave Unit 2312, Sarasota, FL 34241

  Turn-key. Also available SHORT-TERM. Welcome to this cozy 2 bedrooms, 2 baths with a Den first floor unit with amazing pond and golf course views. Located in the luxury resort style gated community of Heritage Oaks Golf and Country Club which offers 24/7 guard service, clubhouse, restaurant, bar and grill lounge, 5 swimming pools, tennis courts, fitness center, a calendar of events, and a golf

  Veronica Alves WILLIAM RAVEIS REAL ESTATE

  5330 Hyland Hills Ave Unit 2312, Sarasota, FL 34241
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  /23

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 2,141 Sq Ft
  • House for Rent

  2929 Heather Bow, Sarasota, FL 34235

  BOOK NOW!! The Best of Both Worlds! Enjoy the privacy of a single-family home in The Meadows, a serene, park-like community just 15 minutes from downtown Sarasota. Nestled on a third of an acre, this home welcomes you with a charming arched courtyard. Inside, natural light fills the space through abundant windows, complemented by vaulted ceilings in the great room and a wall of sliders leading to

  Heidi Thompson STRINGER MANAGEMENT INC

  2929 Heather Bow, Sarasota, FL 34235
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  /20

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • House for Rent

  5358 Myrtle Wood Unit 52, Sarasota, FL 34235

  AVAILABLE FOR 2026 SEASON. This end unit Villa features many upgrades like remodeled kitchen, granite counters in kitchen and baths, and top of the line washer and dryer. Recently installed A/C unit with Nest thermometer is easily programmed. Community pool is nearby. Check the schedule of events at the Meadows Community Center, which includes bridge, Mah Jong, library and pickle ball. The

  Shirley Cuddy REALTY SERVICES INC

  5358 Myrtle Wood Unit 52, Sarasota, FL 34235
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  /78

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • House for Rent

  5239 Myrtle Wood, Sarasota, FL 34235

  THE MEADOWS...Available now!! Spacious 2 bedroom, 2 bath Villa located in the Spring Lake Community in the Meadows. This villa offers plenty of indoor and outdoor living. Open floor plan in dining / living area. Living room has large sliding glass doors to let the outside in. Screened lanai area off the kitchen and living room. Great place for an evening dinner under the stars or a relaxing place

  Teresa Ribaudo JENNETTE PROPERTIES INC

  5239 Myrtle Wood, Sarasota, FL 34235
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  /11

  $3,100 per month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Condo for Rent

  5255 Willow Links Unit 45, Sarasota, FL 34235

  NOW AVAILABLE FOR DECEMBER 2024. THE MEADOWS - DOWNSTAIRS CONDO OFFERS RECENT UPDATES WITH BEAUTIFUL GOLF & LAKE VIEWS.

  Terri Roehlig REALTY SERVICES INC

  5255 Willow Links Unit 45, Sarasota, FL 34235
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  /35

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Condo for Rent

  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

  5136 Harpers Croft Unit 11, Sarasota, FL 34235
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  /30

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  4415 Longmeadow Unit 44, Sarasota, FL 34235

  PRICE REDUCED FOR SEASON!!!!!!!!!!!! This wonderful end upstairs condo is in a prime location of The Meadows. Nicely appointed and waiting for you to enjoy! Close to shopping, beaches, Benderson Park, & restaurants. This community offers parks, lakes & walking trails throughout the community.

  Shirley Cuddy REALTY SERVICES INC

  4415 Longmeadow Unit 44, Sarasota, FL 34235
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  /20

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft
  • House for Rent

  4026 Lyndhurst Ct Unit 13, Sarasota, FL 34235

  What a beautiful location for you to spend your winter vacation in. Watch the action on the golf course from the lounging area of the screen enclosed lanai. Recently purchased and renovated and has ALL new furnishings throughout, graciously appointed and fully furnished with all you need while you enjoy the warm winter weather in sunny Sarasota. This 3-bedroom 2 bath property features hard wood

  Shirley Cuddy REALTY SERVICES INC

  4026 Lyndhurst Ct Unit 13, Sarasota, FL 34235
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  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft
  • Condo for Rent

  3017 Willow Green Unit 18, Sarasota, FL 34235

  Leased January-April 2026. High season rates in effect December through April and off-season rates May through November. This is a 3- month minimum rental and can be rented twice per year.Spacious, open light & bright end unit on the second floor with vaulted ceilings, new appliances. Kitchen is open to living room, and decorated in coastal colors by new owners. King bed and queen bed in

  Margaret Young JENNETTE PROPERTIES, INC.

  3017 Willow Green Unit 18, Sarasota, FL 34235
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  /78

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft
  • Condo for Rent

  4462 Weybridge Unit 72, Sarasota, FL 34235

  The MEADOWS/ SARASOTA/ UTCClose to local conveniences! This lovely 2-bedroom, 2-bathroom condominium is found at on the second floor of Weybridge. The home is convenient to town center, UTC Mall, Whole Foods and, and parks/open spaces. The feature rich on-site amenities include pool, fitness center, clubhouse, and professional landscaping. Cross the threshold into a warm welcome that includes

  Jane Hunter JENNETTE PROPERTIES INC

  4462 Weybridge Unit 72, Sarasota, FL 34235
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  /30

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Condo for Rent

  5032 Marshfield Rd Unit 19, Sarasota, FL 34235

  3 bedroom 2 bath in Heronmere. GROUND FLOOR condo is located in Heronmere 1 off Honore Avenue and University - has been updated throughout. AVAILABLE turnkey furnished. Large spacious rooms and plenty of closets and two storage closets. Walk in closets and Walk in shower in the primary suite. Queen bed in bedroom 2. Desk etc office in bedroom 3. If needed will add bed or sleeper etc. Updated

  Helen Daruszka FOREFRONT REALTY, LLC

  5032 Marshfield Rd Unit 19, Sarasota, FL 34235
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  /60

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft
  • House for Rent

  3131 Windrush Bourne Unit 22, Sarasota, FL 34235

  THE MEADOWS - OFF-SEASON 2025 TURNKEY FURNISHED 3 MONTH MINIMUM RENTAL - The Meadows Golf & Country Club Updated villa 2 Bedrooms 2 Bathrooms with tranquil pond views in a park-like oasis 15 minutes from downtown. In desirable Windrush Bourne, a paver driveway, ample parking and private patio welcome you home. Enjoy gorgeous oversized tile on the diagonal, natural light and walls of sliders bring

  Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE

  3131 Windrush Bourne Unit 22, Sarasota, FL 34235
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  /49

  $4,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,367 Sq Ft
  • House for Rent

  7592 Aguila Dr, Sarasota, FL 34240

  Two 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

  7592 Aguila Dr, Sarasota, FL 34240
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  /24

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  4493 Longmeadow Unit 76, Sarasota, FL 34235

  Lovely condo located in the desirable community of The Meadows. This second floor, turnkey furnished has two bedrooms, two bathrooms and is ready for a booking. The condo has a living room/dining room combination, tile floors throughout and a laundry room. The primary bedroom has a king sized bed, large walk in closet, vanity with a sink and a private bathroom with a second sink and a stall

  C. Alison Hunter JENNETTE PROPERTIES INC

  4493 Longmeadow Unit 76, Sarasota, FL 34235
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  /19

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft
  • Condo for Rent

  5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241

  2BR/2BA Condo, Seasonal Rental - Heritage Oaks Golf & Country Club, OFF SEASON AVAILABILITY ONLYThis Condo is FORE you!Our Heritage Oaks condo, located in the golf community of Heritage Oaks Golf & Country Club in Sarasota, FL is available for monthly/seasonal rental.Minimum 30-day stays, but seeking a 3-month minimum rental for the season:In season pricing: January-

  Dave Holt PMI SARASOTA

  5320 Hyland Hills Ave Unit 2225, Sarasota, FL 34241
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  /78

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft
  • Condo for Rent

  4616 Ringwood Meadow Unit 20, Sarasota, FL 34235

  AVAILABLE JAN/FEB & APR 2026. Located in The Meadows, this condo is nestled in one of Sarasota's most popular and sought-after resort style communities. The Village Center has a cafe, restaurant & Village Pub. The Meadows Country Club offers "optional" Country Club memberships and amenities, including golf, pro shops, tennis with 17 Har-Tru lighted courts, pickle ball a Junior Olympic swimming

  Chrissie Cummings JENNETTE PROPERTIES INC

  4616 Ringwood Meadow Unit 20, Sarasota, FL 34235
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  /11

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Condo for Rent

  5271 Willow Links Unit 49, Sarasota, FL 34235

  Wonderful bright and open ground level/one level/end unit. Located in the Meadows area of Sarasota in Willow Links with views of the greens and the creek. Condo is in excellent condition with remodeled kitchen, oak cabinets and stainless steel appliances. There is a dining/living area that expands into the lanai where you can enjoy the views. The Meadows is an active community that offers a

  Pamala Casey CASEY REALTY CORPORATION

  5271 Willow Links Unit 49, Sarasota, FL 34235
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  /58

  $4,622 per month

  • 2 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Townhouse for Rent

  3107 Heatherwood Ln, Sarasota, FL 34235

  Welcome 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

  3107 Heatherwood Ln, Sarasota, FL 34235
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  /56

  $2,871 per month

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft
  • Condo for Rent

  5301 Mahogany Run Ave Unit 1023, Sarasota, FL 34241

  Welcome to Tranquil Waters! This breathtaking second-floor 2-bedroom, 2-bathroom lakefront condo is located in the highly established Heritage Oaks Golf and Country Club. Nuzzled in nature, this tropical lakefront condo is the perfect location for you and your family to make memories that will last a lifetime! Heritage Oaks Golf and Country Club have resort-style amenities galore! The

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5301 Mahogany Run Ave Unit 1023, Sarasota, FL 34241
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  /16

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Condo for Rent

  4546 Weybridge Unit 39, Sarasota, FL 34235

  This property is located in the Meadows community. There is a one month minimum for renting this unit. This property can also be rented in the off season. Call for rates. The back of unit backs up to the golf course with a pond view. There are 2 bedrooms and 2 baths. Unit is on the first floor. Split plan. One assigned parking space in front of the unit. Great location for walking or biking.

  Pat Gillum RE/MAX ALLIANCE GROUP

  4546 Weybridge Unit 39, Sarasota, FL 34235
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  /24

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  4397 Longmeadow Unit 35, Sarasota, FL 34235

  ***LEASED 2024 SEASON*** GROUND FLOOR condo in Woodland Grove, this is a great condo in a wonderfully serene yet convenient location. Truly close to everything you could possibly want or need. OFF SEASON RATES AVAILABLE. Call Terri

  Terri Roehlig REALTY SERVICES INC

  4397 Longmeadow Unit 35, Sarasota, FL 34235
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  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Condo for Rent

  5133 Willow Links Unit 11, Sarasota, FL 34235

  OFF-SEASON APRIL THRU DEC 2024 - 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 CIRCLE,

  Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICE

  5133 Willow Links Unit 11, Sarasota, FL 34235
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  /30

  $4,095 per month

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • Condo for Rent

  5270 Hyland Hills Ave Unit 1722, Sarasota, FL 34241

  Second floor, great view of the 14th hole. Well appointed, Wifi computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5270 Hyland Hills Ave Unit 1722, Sarasota, FL 34241
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  /29

  $4,140 per month

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Condo for Rent

  5330 Hyland Hills Ave Unit 2321, Sarasota, FL 34241

  Beautiful 2nd floor Abbey condo 1684 sq. ft., in Heritage Oaks Golf and Country Club. Heritage Oaks is a Private, gated community on a pristine golf course, close to downtown Sarasota and beaches. This condo has 2 bedrooms, 2 baths and a Den, has lots of space, upgrades and a fabulous view! Heritage Oaks Golf and Country Club offers numerous amenities including 5 heated pools, fitness center,

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5330 Hyland Hills Ave Unit 2321, Sarasota, FL 34241
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  $4,290 per month

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Condo for Rent

  5251 Mahogany Run Ave Unit 514, Sarasota, FL 34241

  Ready to relax in paradise? This turnkey 2 bedroom, 2 bath condo has everything you are looking for! With a bohemian coastal design through out you will find yourself truly lost in delight. Nuzzled in the nature, this tropical lake front condo is the perfect location for you and your family. When entering this tropical condo, you will find yourself completely surrounded by nature, with gorgeous

  Andy Moore GULF COAST REALTY & MANAGEMENT

  5251 Mahogany Run Ave Unit 514, Sarasota, FL 34241
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  /21

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Condo for Rent

  Unlisted Address

  This fully furnished 2 bedroom vacation rental is located in the Meadows Golf & Country Club. It is home to a 360-acre campus filled with all the excellent sport, dining and social activities that you would want to enjoy all year round. The outstanding golf, tennis, and fitness facilities are expansive and you will have endless opportunities for socializing and expanding your circle of friends

  Andy Moore GULF COAST REALTY & MANAGEMENT

  Unlisted Address
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  /11

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft
  • Condo for Rent

  5278 Wedgewood Ln Unit 48, Sarasota, FL 34235

  ***** LEASED 2024 SEASON***** UPSTAIRS GARDEN APARTMENT WITH GLASS ENCLOSED LANAI - EAT IN KITCHEN - BEAUTIFUL VIEW OF GOLF COURSE. OFF SEASON RATES AVAILABLE.

  Shirley Cuddy REALTY SERVICES INC

  5278 Wedgewood Ln Unit 48, Sarasota, FL 34235
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  /25

  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Condo for Rent

  4499 Longmeadow Unit 79, Sarasota, FL 34235

  Now available for 2026 Season. Beautiful ground floor condo in the popular community of Woodland Grove in The Meadows. Tile flooring throughout, sliding glass door, enclosed lanai for versatility with a lovely view of the bird sanctuary and a view of the golf course in the distance. Not pictured is: A new dishwasher & range, new bedding and shower curtain and new toilet in the primary bath.

  Terri Roehlig REALTY SERVICES INC

  4499 Longmeadow Unit 79, Sarasota, FL 34235

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