Sarasota, FL Homes for Rent with Private Pool

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  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Townhouse for Rent

  2213 Wason Rd Unit 2, Sarasota, FL 34231

  rent is variable, $6000-$12,500

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  2213 Wason Rd Unit 2, Sarasota, FL 34231
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  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • House for Rent

  2729 Sydelle St, Sarasota, FL 34237

  Welcome to Casa Azul, the ideal Sarasota vacation home in Paver Park close to Downtown, Lido Beach & Siesta Key. Featuring 3 luxurious bedrooms & 2 well appointed bathrooms including an en suite in the Master. This home can comfortably accommodate groups of 6 w/ an 8 person max. Noteworthy features include a heated pebble pool & spa, outdoor kitchen with 4 burner grill & outdoor fridge, fully

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  2729 Sydelle St, Sarasota, FL 34237
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  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • House for Rent

  1905 Tulip Dr, Sarasota, FL 34239

  Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  1905 Tulip Dr, Sarasota, FL 34239
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  $7,150 per month

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

  3852 Gatewood Dr, Sarasota, FL 34232

  Welcome to Sweet Pineapple! This elegant 2-bedroom, 2-bath private pool home has been fully remodeled in 2022. This home is located just 7.6 miles from the world-renowned Lido Key Beach, where you can enjoy the beach's crystal-clear blue waters and kayak through the mangroves. When you are ready to adventure, head over to Saint Armand's Circle, where you will find exquisite restaurants and lovely

  Andy Moore GULF COAST REALTY & MANAGEMENT

  3852 Gatewood Dr, Sarasota, FL 34232
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  $15,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,531 Sq Ft
  • House for Rent

  213 N Washington Dr, Sarasota, FL 34236

  Absolutely gorgeous modern single family home in the heart of St. Armand's Key/Lido Key available for rent. This high end turnkey furnished three bedroom, three and a half bathroom beauty has all the bells and whistles. This light and bright home boasts over 3,500 square feet, living room/dining room/kitchen combination with a bonus nook, kitchen with stainless appliances, island and plenty of

  C. Alison Hunter JENNETTE PROPERTIES INC

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

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft
  • House for Rent

  1019 Snead Ave, Sarasota, FL 34237

  Welcome to The Castaway Cottage, your own private coastal retreat close to Downtown Sarasota and area beaches. There's room for the whole crew in this 3 bedroom 2 bathroom pool home with designer upgrades and beachy motif. Located just steps from the Ed Smith Stadium where the Orioles host their Spring Training games the house is quiet, comfortable and centrally located to all of the best

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  1019 Snead Ave, Sarasota, FL 34237
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  2232 Pine Terrace, Sarasota, FL 34231

  Welcome to Turtle House! This stunning 3-bedroom, 2-bath home with a pool is located in the heart of Sarasota. This home has been recently updated and offers a spacious backyard for you to entertain the whole family! Located only 12 minutes from the world-famous Siesta Key Beach and another three minutes away is Siesta Key Village, which is known for its exquisite restaurants and endless

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2232 Pine Terrace, Sarasota, FL 34231
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  $5,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • House for Rent

  3670 Emily Ln, Sarasota, FL 34238

  Rented for the 2026 winter season. This beautifully landscaped lake front home is where you will want to spend your winter vacation! Situated on Mirror Lake in the heart of Sarasota near Palmer Ranch, this lovely 2 bedroom, 2 1/2 bath home + sunroom offers a quiet and peaceful sanctuary as you sit by the pool with a good book and look out onto a 10 acre lake surrounded by beautiful trees and an

  Margaret Young JENNETTE PROPERTIES, INC.

  3670 Emily Ln, Sarasota, FL 34238
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  $8,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft
  • House for Rent

  7348 Stanhope Ct, Sarasota, FL 34238

  Lovely pool home located in PALMER RANCH...perfect SEASONAL getaway! Three bedrooms + a den/office, 3 baths, 2 car garage. Beautifully decorated with all the comforts of home. Split floor plan features formal living and dining rooms, a spacious master suite with his and her closets, a King size bed and large en-suite bathroom. The two guest bedrooms are tastefully furnished with a queen bed and

  Teresa Ribaudo JENNETTE PROPERTIES INC

  7348 Stanhope Ct, Sarasota, FL 34238
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  $6,200 per month

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • House for Rent

  2929 Mayflower St, Sarasota, FL 34231

  Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby.Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor

  Margaret Young JENNETTE PROPERTIES, INC.

  2929 Mayflower St, Sarasota, FL 34231
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  $26,250 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 30th, July 10th-17th August 23rd-31st, Sep 25th to October 17th, Nov 27th-Dec 6th, Dec 25th 2026-April 30th 2027. 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!

  Jennifer LeBlanc PRECISE REALTY CORP

  85 S Polk Dr, Sarasota, FL 34236
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  $4,700 per month

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

  2330 Bradford St, Sarasota, FL 34231

  Long term availability starting 4/4/26 - 12/31/26. Phillippi Creek area east of Tamiami Trail close to shops, restaurants and 15 minutes to downtown Sarasota.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.

  Margaret Young JENNETTE PROPERTIES, INC.

  2330 Bradford St, Sarasota, FL 34231
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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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  $24,000 per month

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

  125 S Blvd of Presidents, Sarasota, FL 34236

  This property is on the market and as of now will not be renting in 2027. Booked Dec14th 2025 to Jan 17th 2026, booked Jan 31st to Feb 7th, Feb 21st to April 18th, Dec 21st to 31st 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

  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 February to March 14th, March 21st to April 4th, September 5th to October 3rd, Dec 19th 2026 to Jan 2nd 2027, booked Jan 30th-March 6th 2027. 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, kitchen, and

  Jennifer LeBlanc PRECISE REALTY CORP

  39 S Polk Dr, Sarasota, FL 34236
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  $21,000 per month

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

  55 N Washington Dr, Sarasota, FL 34236

  Booked Dec 27th 2025 to Jan 3rd 2026. 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 bedroom and bath off of the garage). A wonderful 2 story pool home with granite kitchen, formal dining area, wood flooring which sleeps (14). The floor plan boasts an eat-in kitchen

  Jennifer LeBlanc PRECISE REALTY CORP

  55 N Washington Dr, Sarasota, FL 34236
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  /27

  $3,500 per month

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

  5753 New York Ave, Sarasota, FL 34231

  Now offered Annually for $3500.00 Fully Turnkey Furnished Available also for 6-12 months at agreed upon rental price depending on length and time of year.High season Dec-April is $5500.00 Garage is NOT offered with the Rental.Call for rates and availability Pool and grounds maintenance included. Rentals over 6 months and longer pay all utilities. Pets Welcome!!!!!Garage is NOT offered

  Catherine Foley JENNETTE PROPERTIES, INC.

  5753 New York Ave, Sarasota, FL 34231
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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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