Sarasota County, FL Homes for Rent with Pool

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  $24,500 per month

  • 3 Beds
  • 3.5 Baths
  • 3,462 Sq Ft
  • House for Rent

  85 S Polk Dr, Sarasota, FL 34236

  Booked May13th-24th, June 10th to June 20th, June 29th-July 6th, July 9th - Aug 2nd, Oct 11th-18th, Nov 1st-15th, Nov 22nd-29th, Dec 20th- April 4th 2026. Fabulous canal-front home located on fabulous Lido Key, just minutes from St. Armand's Circle is a boater's dream. Sarasota Bay awaits you! With fresh Beachy Florida Decor, it is in one of the most desirable locations on the west coast of

  Jennifer LeBlanc PRECISE REALTY CORP

  85 S Polk Dr, Sarasota, FL 34236
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  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • House for Rent

  2330 Bradford St, Sarasota, FL 34231

  Pet-friendly, SARASOTA FURNISHED 1 month minimum rental. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the

  Margaret Young JENNETTE PROPERTIES, INC.

  2330 Bradford St, Sarasota, FL 34231
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  $17,850 per month

  • 4 Beds
  • 3 Baths
  • 2,349 Sq Ft
  • House for Rent

  501 Channel Ln, Longboat Key, FL 34228

  Booked March through Sep 3rd 2025. Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floorplan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous

  Jennifer LeBlanc PRECISE REALTY CORP

  501 Channel Ln, Longboat Key, FL 34228
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  $18,000 per month

  • 4 Beds
  • 3 Baths
  • 3,211 Sq Ft
  • House for Rent

  1179 Morningside Place, Sarasota, FL 34236

  Absolutely gorgeous turnkey furnished home on Lido Shores. This turnkey furnished two story house has a whopping 3,211 square feet, four bedrooms, three bathrooms, two master suites, living room/kitchen/breakfast nook combination, formal living area, laundry room with plenty of counter space and a utility sink, vaulted ceilings, three bedrooms on the first floor and one of the master suites on

  C. Alison Hunter JENNETTE PROPERTIES INC

  1179 Morningside Place, Sarasota, FL 34236
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  $8,000 per month

  • 4 Beds
  • 4 Baths
  • 3,254 Sq Ft
  • House for Rent

  10908 Bullrush Dr, Venice, FL 34293

  BOOKED JAN 15-APRIL 15 2026, Rarely available but due to a cancellation, as the tenant loved SN so much, he purchased a house in this resort. This gorgeous pool home is NOW Available starting Jan 15 2025 for as least 3 months. Sarasota National "Live the Good Life" Lennar built this 3254 sq.ft Seasonal beautiful POOL home 4 bedrooms, 4 bathrooms, living room, dining room, breakfast nook,

  Liesa Payne COLDWELL BANKER SUNSTAR REALTY

  10908 Bullrush Dr, Venice, FL 34293
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  $24,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,043 Sq Ft
  • House for Rent

  125 S Blvd of Presidents, Sarasota, FL 34236

  Booked May 4th through 24th, June 14th to June 28th, July 18th to July 25th, Dec14th 2025 to Jan 17th 2026. Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps 8, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa, or investigating St. Armand's Circle or

  Jennifer LeBlanc PRECISE REALTY CORP

  125 S Blvd of Presidents, Sarasota, FL 34236
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  $32,850 per month

  • 4 Beds
  • 4 Baths
  • 2,572 Sq Ft
  • House for Rent

  39 S Polk Dr, Sarasota, FL 34236

  Booked Dec 23rd through April 22nd, June 7th through June 29th, August 23rd-29th, Nov 1st through Nov 15th, Nov. 22nd-28th, Dec 23rd through rest of 2025. This beautiful canal-front home is located on fabulous Lido Key. Minutes from St. Armand's and Lido Beach. Enjoy fine dining and shopping, or relax on the sands of Lido Beach. Come home to your 3 bedroom 3 bath home with family room,

  Jennifer LeBlanc PRECISE REALTY CORP

  39 S Polk Dr, Sarasota, FL 34236
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  $4,900 per month

  • 3 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • House for Rent

  2843 New England St, Sarasota, FL 34231

  Seasonal rental inquiries only, not available for annual lease, Currently Booked Feb 1, 2025 - Mid April 2025. Prices fluctuate throughout the year. Subject to availability. This single story, three bedroom two bathroom vacation rental home features a large swimming pool and a private fenced back yard for an inviting outdoor living space. Stepping through the front door, you enter into the great

  Joseph Meszaros M&M PROPERTY MANAGEMENT GROUP

  2843 New England St, Sarasota, FL 34231
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  $9,000 per month

  • 3 Beds
  • 3 Baths
  • 2,985 Sq Ft
  • House for Rent

  6553 Taeda Dr, Sarasota, FL 34241

  This Lovely POOL Home situated on a large private lot in a quiet GOLF COURSE community is perfect for your seasonal getaway. Three bedrooms & den/office , 3 baths, 3 car garage, beautifully decorated with all the comforts of home. The split floor plan features formal living and dining rooms and a spacious master suite with his and her closets, a King bed and large en-suite bathroom. The 2 guests

  Teresa Ribaudo JENNETTE PROPERTIES INC

  6553 Taeda Dr, Sarasota, FL 34241
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  $21,000 per month

  • 6 Beds
  • 5.5 Baths
  • 3,071 Sq Ft
  • House for Rent

  55 N Washington Dr, Sarasota, FL 34236

  Booked June 5th-12th, Dec 27th through 2025. This property is currently on the market. St. Armand's Circle, the famous vacation destination in Florida, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/1 bath attached apartment). A wonderful 2 story pool home with granite kitchen, formal dining area, wood flooring which sleeps (14). The floor plan

  Jennifer LeBlanc PRECISE REALTY CORP

  55 N Washington Dr, Sarasota, FL 34236
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  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft
  • House for Rent

  549 Fallbrook Dr, Venice, FL 34292

  FOUR MONTH MINIMUM ~~~~ PLEASE DO NOT ASK FOR EXCEPTION~~~~NOW AVAILABLE FOR 2025 SEASON ~~~~~~GOLF MEMBERSHIP & TRAIL FEE COMES WITH THIS LUXURY GOLF RENTAL! UNLIMITED GOLF.......This home has access to TWO POOLS; the neighborhood pool & community pool! FRESHLY DECORATED with mostly new furnishings and all new appliances in this house! Golf cart is included with this home which makes it like

  Lisa Marie Zambuto RE/MAX ALLIANCE GROUP

  549 Fallbrook Dr, Venice, FL 34292
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  $30,000 per month

  • 4 Beds
  • 3 Baths
  • 2,274 Sq Ft
  • House for Rent

  226 N Blvd of Presidents, Sarasota, FL 34236

  Unavailable through 2025 at this point. Modern updated St Armand's pool home attends to every detail to achieve a wonderfully relaxing vacation. Just a short walk to restaurants & shopping on famous St. Armand's circle, this home has it all! Whether you are poolside, strolling the Circle, or playing on nearby Lido beach, you won't be disappointed.Despite the appearance from curbside, this

  Jennifer LeBlanc PRECISE REALTY CORP

  226 N Blvd of Presidents, Sarasota, FL 34236
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • House for Rent

  11605 Garessio Ln, Sarasota, FL 34238

  SARASOTA'S very best place to live...PALMER RANCH. THE ISLES is a Luxury community to stay awhile. Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. The Isles on Palmer Ranch is a master community built around lakes and native preserves. Heated Lagoon Poll, lighted tennis courts, bocce ball court, basketball court, playground and Lakeside Village Center with

  Jane Hunter JENNETTE PROPERTIES INC

  11605 Garessio Ln, Sarasota, FL 34238
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  $12,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,532 Sq Ft
  • House for Rent

  2319 Harbour Oaks Dr, Longboat Key, FL 34228

  SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  2319 Harbour Oaks Dr, Longboat Key, FL 34228
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  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • House for Rent

  1125 Hampton Rd, Sarasota, FL 34236

  Three beds +office, 2 bath vacation rental home in Tahiti Park. Tastefully decorated, flat screen TV's and Wi Fi throughout. This wonderful home has all you need for the perfect vacation retreat.The master bedroom features a king-sized bed, walk in closet, dual sinks in the bath, the guest bedrooms both have queen beds and there is an office that opens onto the spacious screened Lanai and

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1125 Hampton Rd, Sarasota, FL 34236
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  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • House for Rent

  5753 New York Ave, Sarasota, FL 34231

  Charming pool home in a great location near shopping and Siesta Key Beach. 3 bedroom,2 bath single family home overlooking a large screened- in private pool Master bedroom has a King size bed and newly remodeled en -suite Bath. Guest bedroom has a Queen size bed and 3rd bedroom has 2 twin beds. Guest bath has a tub and shower .Full size washer, dryer . Enjoy this private retreat. Less than 5

  Catherine Foley JENNETTE PROPERTIES, INC.

  5753 New York Ave, Sarasota, FL 34231
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  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • House for Rent

  8525 Karpeal Dr, Sarasota, FL 34238

  6 month lease available June 2025. Palmer Oaks, a gated community at the edge of South Sarasota's Palmer Ranch - close to I-75 and 5 miles to the white sands of Siesta Key beach. Built in 2011 by D R Horton, this three bedroom/two bath/two car garage home overlooks a pond and fountain. Spacious living room/dining room with new Luxury vinyl plank flooring as you walk through the front door. New

  Margaret Young JENNETTE PROPERTIES, INC.

  8525 Karpeal Dr, Sarasota, FL 34238
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  $16,000 per month

  • 3 Beds
  • 3 Baths
  • 2,753 Sq Ft
  • House for Rent

  3434 Casey Key Rd, Nokomis, FL 34275

  Fabulous Gulf to Bay property on beautiful Casey Key, one of the most unusual keys on the West Coast of Florida. Immaculately kept three bedroom home with a dock on the bayside of Casey Key. Cabana across the street overlooks the Gulf of Mexico. Beautiful views from the living room across the pool to the bay. Updated kitchen with granite countertops and stainless appliances. Primary bedroom

  C. Alison Hunter JENNETTE PROPERTIES INC

  3434 Casey Key Rd, Nokomis, FL 34275
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  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • House for Rent

  5519 Azure Way, Sarasota, FL 34242

  Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

  Catherine Foley JENNETTE PROPERTIES, INC.

  5519 Azure Way, Sarasota, FL 34242
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  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft
  • House for Rent

  10313 Hebblewhite Ct, Englewood, FL 34223

  An outstanding home with 3 bedrooms (one set up as a den with a Murphy bed.). All new appliances. Spacious kitchen, formal dining room, large living room, patio and lanai. Newly furnished and equipped. Community has heated pool and Wi-fi available for your use. Just a short ride to Manasota Beach. Boca Royale golf course and restaurant just across the street. THREE MONTH MINIMUM.

  Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

  10313 Hebblewhite Ct, Englewood, FL 34223
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  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,477 Sq Ft
  • House for Rent

  1332 Capri Isles Blvd Unit 19, Venice, FL 34292

  A lovely detached villa overlooking the twelfth fairway of Capri Isles Golf Course. Two bedrooms, two baths, den and two car garage. Kitchen equipped with all newer appliances. Formal dining area. Conveniently located a short distance from shopping, & golf. Restaurants and medical facilities are nearby. CALL FOR OFF SEASON RATES AND AVAILABILITY. THREE MONTH MINIMUM RENTALS.

  Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

  1332 Capri Isles Blvd Unit 19, Venice, FL 34292
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  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • House for Rent

  3674 Lorton Ave, North Port, FL 34286

  RARE POOL HOME IN NORTH PORT – POOL MAINTENANCE INCLUDED! Don’t miss this incredible opportunity to live in a sparkling pool home with pool maintenance included – a rare find in North Port Charlotte! This well-maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort and convenience on a peaceful street with no HOA.Step inside to enjoy an open-concept layout with

  Brent Ortigoza LPT REALTY, LLC

  3674 Lorton Ave, North Port, FL 34286
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  $12,000 per month

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • House for Rent

  156 N Blvd of the Presidents, Sarasota, FL 34236

  **Property is currently undergoing renovations, but will be available for short-term leasing August 2025.**3 bed/ 2 bath/ Pool home, walking distance to Lido Beach!

  Andres Vazquez RC REALTY GROUP INC

  156 N Blvd of the Presidents, Sarasota, FL 34236
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  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • House for Rent

  1577 Monarch Dr Unit 1577, Venice, FL 34293

  mmaculately Maintained Villa in the acclaimed Plantation Golf & Country Club. REDUCED $40000!! FOR QUICK SALE - BRING OFFERS, SELLER IS HIGHLY MOTIVATED!! Back on market, not due to inspection. This home is immaculate. Almost Turnkey! Many furnishings can stay. Annual Rental Available for $2500 a month. This meticulously cared-for paired villa offers a maintenance-free lifestyle in one of the

  Elaine Dillon-Angelakis GULF REALTY & ASSOCIATES LLC

  1577 Monarch Dr Unit 1577, Venice, FL 34293

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