Rentals with a Pool in Windermere, FL

Rentals with a Pool for Rent in Windermere, FL

Show Map

14 Listings

Map

Rentals with a Pool for Rent in Windermere, FL

14 Listings

39Active

14 listings

Rentals with a Pool for Rent in Windermere, FL

Show Map

14 Listings

Map

Rentals with a Pool for Rent in Windermere, FL

14 Listings

39Active

$13,500/mo

3 bd · 4 ba · 2,848 sqft

6126 Payne Stewart Dr, Windermere, FL

Jill Irwin · IRWIN REALTY GROUP LLC

20Active

$5,500/mo

4 bd · 4 ba · 3,133 sqft

12688 Salomon Cove Dr, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

44Active

$8,900/mo

5 bd · 5 ba · 4,028 sqft

6020 Marleon Dr, Windermere, FL

Charles Newman · UNITED REALTY GROUP INC

Price Reduced30Active

$8,250/mo

5 bd · 6 ba · 5,312 sqft

13503 Lake Cawood Dr, Windermere, FL

Nick Horton · BANNER INT'L REAL ESTATE

29Active

$7,000/mo

4 bd · 3 ba · 2,578 sqft

8351 Bowden Way, Windermere, FL

John Goggin · STOCKWORTH REALTY GROUP

54Active

$29,000/mo

7 bd · 7 ba · 8,000 sqft

9725 Chestnut Ridge Dr, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

43Active

$7,500/mo

6 bd · 5 ba · 4,161 sqft

Address withheld · Windermere, FL

Carol Valentino, LLC · NEWKEY REAL ESTATE LLC

Price Reduced53Active

$8,900/mo

5 bd · 4 ba · 3,058 sqft

5927 Caymus Loop, Windermere, FL

Carla Pereira Motta · MS LAND & BUILDING LLC

Price Reduced4Active

$6,799/mo

4 bd · 3 ba · 2,398 sqft

8507 Bowden Way, Windermere, FL

Jessica Cueva PA · CHARLES RUTENBERG REALTY ORLANDO

43Active

$5,000/mo

5 bd · 4 ba · 3,725 sqft

8719 Crescendo Ave, Windermere, FL

Maria Ubillus · FOLIO REALTY LLC

Price Reduced20Active

$4,500/mo

4 bd · 3 ba · 2,484 sqft

8794 Crescendo Ave, Windermere, FL

Alessandra Oliveira · FLORIDA CONNEXION PROPERTIES

23Active

$9,500/mo

5 bd · 7 ba · 5,205 sqft

11406 Waterstone Loop Drive, Windermere, FL

Kimroy Mussington · WEICHERT REALTORS HALLMARK PRO

Price Reduced12Active

$7,500/mo

4 bd · 3 ba · 3,200 sqft

6119 Foxfield Ct, Windermere, FL

Hans Welbergen · WINDERMERE INTERNATIONAL REALTY

Price Reduced21Active

$5,950/mo

4 bd · 4 ba · 3,062 sqft

8122 Whitford Ct, Windermere, FL

Hans Welbergen · WINDERMERE INTERNATIONAL REALTY

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Explore Windermere rentals

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Listing data & MLS disclosures

Windermere, FL community profile

Explore Windermere rentals

Listing data & MLS disclosures

Windermere, FL community profile