2-Bedroom Condos for Rent in Sarasota County, FL

• 

  

  

  /55

  $5,700 per month

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Condo for Rent

  12470 Wellen Golf St Unit 104, Venice, FL 34293

  Revel in the coastal charm and unparalleled comfort of this stunning condo at 12470 Wellen Golf St #104, nestled in the vibrant community of Wellen Park. This beautifully furnished 2-bedroom, 2-bathroom with a Den home spans 1,579 sq ft, offering a harmonious blend of style and convenience. Unique advantages of this condo: First floor unit – no steps! Quiet satellite pool right next to condo and

  Tiffany Monday Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  12470 Wellen Golf St Unit 104, Venice, FL 34293
• 

  

  

  /60

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Condo for Rent

  5615 Sheffield Greene Cir Unit 42, Sarasota, FL 34235

  OPEN FOR 2025 SEASON! Turnkey furnished, end unit on the second floor overlooking the heated pool! This lovely condo features vaulted ceilings in the living area, a combo living and dining area and eating space in the well outfitted kitchen. The master bedroom offers a king sized bed and large walk in closet and overlooks the pool area as well, with sliders going out to one of the two screened

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5615 Sheffield Greene Cir Unit 42, Sarasota, FL 34235
• 

  

  

  /68

  $2,000 per month

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

  1255 Tarpon Center Dr Unit 310, Venice, FL 34285

  Escape the snow to your relaxing beach vacation! This charming 2-bedroom, 2-bath condominium is just steps away from Venice Beach. This turnkey furnished third-floor unit is right off the elevator for easy access and just upstairs from the community pool. Enjoy the views of pristine Venice Beach directly from your apartment. Both bedrooms feature queen beds and have ample closet and dresser

  Joe Failla PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1255 Tarpon Center Dr Unit 310, Venice, FL 34285
• 

  

  

  /19

  $4,350 per month

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Condo for Rent

  6984 Prosperity Cir Unit 602, Sarasota, FL 34238

  **** AVAILABLE DECEMBER 2025 THROUGH APRIL 2026 AT SEASONAL RATE. 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

  6984 Prosperity Cir Unit 602, Sarasota, FL 34238
• 

  

  

  /23

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft
  • Condo for Rent

  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

  1350 Main St Unit 1007, Sarasota, FL 34236
• 

  

  /37

  $4,300 per month

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Condo for Rent

  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

  8370 Wingate Dr Unit 714, Sarasota, FL 34238
• 

  

  /34

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Condo for Rent

  5748 Sabal Trace Dr Unit 102, North Port, FL 34287

  Short term rental, 3 to 4 months. Available July thru December, except for the week of November 16th. GROUND LEVEL 2 bedroom, 2 bathroom condo with 1 car garage. Located in the GATED COMMUNITY of The Colony at Sabal Trace. Beautifully updated condo throughout. Kitchen has granite countertops and stainless steel appliances. And a work station desk area with monitor in one of the closet pantries

  Alan Myhre SECURE DOOR PROPERTY MANAGEMENT

  5748 Sabal Trace Dr Unit 102, North Port, FL 34287
• 

  

  /37

  $1,500 per month

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

  504 Narvaezi St Unit 126, Venice, FL 34285

  ISLAND OF VENICE. Are you looking to get away to that special place where you can unwind and enjoy the Island lifestyle? Well look no further, your dreams have come true. Located within minuets to the beautiful Venice beach, local parks that have tennis courts, plenty of shopping and so many wonderful local restaurants you wont be able to see them all. This condo is back on the rental market and

  Edward Whitaker PERLA'S PROPERTIES, LLC

  504 Narvaezi St Unit 126, Venice, FL 34285
• 

  

  /45

  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  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

  1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
• 

  

  /51

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. 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

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
• 

  

  /17

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Condo for Rent

  1150 Tarpon Center Dr Unit 209, Venice, FL 34285

  BREATHTAKING OCEAN VIEWS from every room directly on Venice Beach. Gorgeous updated kitchen with Quartz counter tops. Large screen lanai. Seasonal Beachfront Rental in Venice, FL available for 2025 season! January 1- April 30 $7,000/Mo and additional months at a lower rate. 3 month minimum. Monthly rent includes all taxes and fees. Beachfront 2 bedroom , 2 full bath 2nd floor front end unit with

  Jonathan Minerick HOMECOIN.COM

  1150 Tarpon Center Dr Unit 209, Venice, FL 34285
• 

  

  /61

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Condo for Rent

  9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The PointeAvailable September 1 – December 15, 2025Available again April 18, 20263-month minimum stay requiredAttractively priced, this property offers an incredible opportunity to spend your winter surrounded by water on beautiful Siesta Key! Nestled on the southernmost tip of the island, The Pointe

  Robert Bevington SHOWTIME REALTY

  9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
• 

  

  /70

  $9,900 per month

  • 2 Beds
  • 3 Baths
  • 2,070 Sq Ft
  • Condo for Rent

  1800 Benjamin Franklin Dr Unit A901, Sarasota, FL 34236

  Great Opportunity to rent a piece of Paradise, available for the 2025-26 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 Har-Tru tennis

  Christof Heckert CHARITY & WEISS INTERNATIONAL LLC

  1800 Benjamin Franklin Dr Unit A901, Sarasota, FL 34236
• 

  

  /20

  $15,500 per month

  • 2 Beds
  • 2.5 Baths
  • 2,135 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  Special offer!Get $2000 (total) off for leases of 4+ months.Amazing Gulf front location in Longboat Key (LBK), FloridaThis two bedroom, 2 1/2 Bath condo (plus pull-out couch) is completely renovated and remodeled. All brand-new furnishings, appliances, counters, cabinets, cookware, linens, etc. This ninth-floor unit at the luxurious Promenade offers the best of everything.

  Natasha Shevchuk 1ST PREMIER INTL PROPERTIES

  1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
• 

  

  /23

  $2,845 per month

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Condo for Rent

  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.

  445 N Orange Ave Unit 303, Sarasota, FL 34236
• 

  

  /28

  $4,750 per month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Condo for Rent

  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

  8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242
• 

  

  /53

  $6,000 per month

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

  917 Wexford Blvd Unit 917, Venice, FL 34293

  Experience the ultimate in relaxation and comfort with our updated ground floor condo, boasting views of the golf course within the picturesque Plantation Golf and Country Club of Venice, Florida. Entering, you find an open-concept living area that merges the living room, dining space, and kitchen. The living room features a cozy sofa set and a modern entertainment unit with an electric fireplace

  Beth Dilley ASCENDIA REAL ESTATE

  917 Wexford Blvd Unit 917, Venice, FL 34293
• 

  

  /49

  $2,095 per month

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

  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

  5685 Ashton Lake Dr Unit 2, Sarasota, FL 34231
• 

  

  /41

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Condo for Rent

  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

  8901 Veranda Way Unit 111, Sarasota, FL 34238
• 

  

  /22

  $3,250 per month

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Condo for Rent

  12580 Galapagos Ct Unit 107, Venice, FL 34293

  NEW WELLEN PARK CONDO WITH SHOPPING AND RESTAURANTS CLOSE TO DOWNTOWN WELLEN PARK. 2 BEDROOM PLUS FLEX ROOM (CAN BE USED AS DEN OR BEDROOM) AND 2 BATH FIRST FLOOR CONDO ON THE GOLF COURSE. UNLIMITED GOLF ACCESS INCLUDED IN PRICE, INCLUDING GOLF TRANSFER FEE. BUILT IN 2024 AND HAS ONLY BEEN USED A FEW TIMES BY THE OWNER - CEILING FANS IN EVERY ROOM WITH UPGRADED LIGHTING FIXTURES. THIS MODEL HAS

  John Holden LPT REALTY, LLC

  12580 Galapagos Ct Unit 107, Venice, FL 34293
• 

  

  /25

  $1,750 per month

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

  708 Tamiami Trail S Unit 320, Venice, FL 34285

  Short term rental available in the 55+ community of Holiday Apts on Venice Island. 3 month minimum stay. Lovely 2 bedroom 2 bathroom fully Turnkey Furnished condo on the 3rd floor. Newly remodeled kitchen with stainless steel appliances. Both bedrooms have ensuite bathrooms. Close to all the Venice Beaches. Enjoy shopping and dining along Historic Venice Ave downtown. Condo association needs 15

  Alan Myhre SECURE DOOR PROPERTY MANAGEMENT

  708 Tamiami Trail S Unit 320, Venice, FL 34285
• 

  

  /34

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  4640 Tower Hill Ln Unit 2322, Sarasota, FL 34238

  ANNUAL RENTAL AVAILABLE NOW: Live the country club lifestyle without breaking the bank. OWNER WILL PAY FOR A FULL YEAR'S SOCIAL MEMBERSHIP giving you access to the main pool, the fitness center, and all of the activities the club has to offer. Two bedrooms and two bathrooms, a King bed in the master bedroom and a queen bed in the guest bedroom. The kitchen has an eating space and is open to the

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

  4640 Tower Hill Ln Unit 2322, Sarasota, FL 34238
• 

  

  /34

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /36

  $2,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,224 Sq Ft
  • Condo for Rent

  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

  850 S Tamiami Trail Unit 725, Sarasota, FL 34236
• 

  

  /94

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Condo for Rent

  17475 Opal Sand Dr Unit 101, Venice, FL 34293

  Gorgeous professionally decorated Arabella II end unit on the first floor in the premier Golf Community of Wellen Park Golf & CC. This clever open floor plan is the largest of the Veranda Homes featuring 1,569 sq. ft. of well thought out living space, 1,886 including both screened in lanai's on the front of the condo and the back. This home also offers a den with a desk and a queen size sofa bed

  Roxanne Klopp JENNETTE PROPERTIES, INC.

  17475 Opal Sand Dr Unit 101, Venice, FL 34293
• 

  

  /25

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Condo for Rent

  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

  9480 High Gate Dr Unit 2121, Sarasota, FL 34238
• 

  

  /31

  $1,950 per month

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

  3255 Beneva Rd Unit 102, Sarasota, FL 34232

  Available to rent from 2 months to 6 months. $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, making this the perfect retreat!

  Alan Myhre SECURE DOOR PROPERTY MANAGEMENT

  3255 Beneva Rd Unit 102, Sarasota, FL 34232
• 

  

  /89

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft
  • Condo for Rent

  12280 Wellen Golf St Unit 307, Venice, FL 34293

  Lovely two bedroom two bathroom condo located within the new premier gated golf Community of Wellen Park Golf & CC. Enjoy gorgeous views of the fairway as you enter this lovely open concept condo. Light, bright and decorated with a soothing color palette and coastal furnishings on the third floor. A King bed in master with TV and en-suite bath featuring a nice walk in shower. Second bedroom

  Roxanne Klopp JENNETTE PROPERTIES, INC.

  12280 Wellen Golf St Unit 307, Venice, FL 34293
• 

  

  /88

  $2,200 per month

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

  12180 Wellen Golf St Unit 202, Venice, FL 34293

  Gorgeous "Birkdale" 2nd floor, 2-bedroom, 2-bathroom condo with stunning views of the fairway, located within the gated Community of Wellen Park Golf & Country Club! Take in the lovely views of the fairway as you enter the condo which boasts a clever open floor plan with a dream kitchen located at the heart of the gorgeous condo. Large granite island for cooking and entertaining and new

  Roxanne Klopp JENNETTE PROPERTIES, INC.

  12180 Wellen Golf St Unit 202, Venice, FL 34293
• 

  

  /50

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Condo for Rent

  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

  1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
• 

  

  /32

  $2,950 per month

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Condo for Rent

  5611 Summer Side Ln Unit 46B, Sarasota, FL 34231

  Monthly rate advertised subject to length and 3+ months off season lease. October and later in season rate of $4750 and up to $7000 for December January and February. Subject to change and other terms of the lease contract. pricing inquiries. Prices are subject to change due to availability, duration of stay and months chosen.This fully furnished 2-bedroom, 2-bathroom condo invites you

  William Ol OHL LLC

  5611 Summer Side Ln Unit 46B, Sarasota, FL 34231
• 

  

  /85

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft
  • Condo for Rent

  12140 Wellen Golf St Unit 203, Venice, FL 34293

  Gorgeous "Birkdale" 2nd floor, 2-bedroom, 2-bathroom condo with stunning views of the fairway, located within the gated Community of Wellen Park Golf & Country Club. Take in the lovely views of the fairway and the lake as you enter the condo which boasts a clever open floor plan with a dream kitchen located at the heart of the gorgeous condo. Large island for cooking and entertaining and new

  Roxanne Klopp JENNETTE PROPERTIES, INC.

  12140 Wellen Golf St Unit 203, Venice, FL 34293
• 

  

  /23

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft
  • Condo for Rent

  2411 Aspinwall St Unit 2411, Sarasota, FL 34237

  Location, location, location! NEW ROOF COMING SOON! There is not a nicer villa downtown in this price point! This stunningly remodeled, 2 bedroom, 1 1/2 bath, one-story villa with pond views on a private dead-end street is within walking and bike riding distance distance of the vibrant downtown and all that it offers! The brand new kitchen is now open to the living area and has very EXOTIC

  Karen Falconer BRIGHT REALTY

  2411 Aspinwall St Unit 2411, Sarasota, FL 34237
• 

  

  /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
• 

  

  /34

  $5,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • Condo for Rent

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228

  Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural

  Alex Larchenko KELLER WILLIAMS ON THE WATER S

  2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228
• 

  

  /32

  $3,975 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228

  A perfect island getaway. This well appointed and updated Longboat Key condo is available as a six or seven month rental from late June through January. Located Bay side, you'll enjoy a sparkling pool, tennis, kayak launch, fishing pier, grill area and clubhouse, plus deeded beach access is 250ft from your front door. There's plenty of room to spread out with an open, split floor plan and a huge

  Rosemarie McKee COLDWELL BANKER REALTY

  3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228
• 

  

  /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
• 

  

  /48

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Condo for Rent

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

  Your Gulf-View Getaway at Siesta BreakersWake up to the sparkling blue waters of the Gulf of Mexico in this welcoming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short stroll brings you to the world-famous Siesta Key Beach, where you can sink your toes into powdery-soft white sand and swim in crystal-clear waters. If lounging by the pool is more your style, you’ll love the

  Robert Bevington SHOWTIME REALTY

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
• 

  

  /31

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Condo for Rent

  4639 Chapel Hill Dr Unit 2912, Sarasota, FL 34238

  AVAILABLE APRIL 15 - DEC. 2025 & JAN & FEB. 2026: Exceptionally well cared for ground floor condo with vinyl flooring throughout, recently updated kitchen with granite counters and tile floors with breakfast bar that is open to the dining and living area, King bed in master bedroom and walk-in closets plus adjoining bathroom with two sinks and walk-in shower, 2nd bedroom has queen bed and is

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

  4639 Chapel Hill Dr Unit 2912, Sarasota, FL 34238
• 

  

  /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

Showing Results 481 - 520, Page 13 of 18