Rentals with a Pool in Winter Garden, FL

Rentals with a Pool for Rent in Winter Garden, FL

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24 of 28 Listings

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Rentals with a Pool for Rent in Winter Garden, FL

24 of 28 Listings

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28 listings

Rentals with a Pool for Rent in Winter Garden, FL

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24 of 28 Listings

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Rentals with a Pool for Rent in Winter Garden, FL

24 of 28 Listings

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Active

$6,800/mo

4 bd · 5 ba · 3,636 sqft

12934 Canopy Woods Way, Winter Garden, FL

Christian Ngoie · CHARLES RUTENBERG REALTY ORLANDO

32Active

$3,299/mo

4 bd · 3 ba · 2,070 sqft

3227 Buoy Cir, Winter Garden, FL

Winnie Tam · FLORIDA REALTY INVESTMENTS

42Active

$4,500/mo

3 bd · 3 ba · 2,116 sqft

15009 Lebeau Loop, Winter Garden, FL

Sofia Bastardo · TOP HOUSING LLC

78Active

$7,500/mo

7 bd · 4 ba · 4,700 sqft

1698 Juniper Hammock St, Winter Garden, FL

Azim Manji · WEICHERT REALTORS HALLMARK PRO

25Active

$3,750/mo

4 bd · 2 ba · — sqft

13345 Meadow Bay Loop, Winter Garden, FL

Jose Perez · JMP International Realty LLC

24Active

$7,200/mo

4 bd · 4 ba · 3,445 sqft

5358 Bowman Drive, Winter Garden, FL

Elisabeth Rusnak · SOUTHERN REALTY GROUP LLC

24Active

$7,200/mo

4 bd · 4 ba · 3,445 sqft

5358 Bowman Dr, Winter Garden, FL

Elisabeth Rusnak · SOUTHERN REALTY GROUP LLC

46Active

$4,300/mo

4 bd · 3 ba · 2,567 sqft

12462 Westfield Lakes Cir, Winter Garden, FL

Claudia Montes · LPT REALTY, LLC

46Active

$4,300/mo

4 bd · 3 ba · 2,567 sqft

12462 Westfield Lakes Circle, Winter Garden, FL

Claudia Montes · LPT REALTY, LLC

51Active

$3,600/mo

7 bd · 4 ba · 4,688 sqft

15130 Ovation Drive, Winter Garden, FL

Ashley Palata · THE SIMON SIMAAN GROUP

Price Reduced49Active

$5,300/mo

4 bd · 3 ba · 2,762 sqft

353 Lake Amberleigh Drive, Winter Garden, FL

Ivette Reyes · HOMESTEAD REALTY INC

Price Reduced49Active

$4,800/mo

4 bd · 3 ba · 2,762 sqft

353 Lake Amberleigh Dr, Winter Garden, FL

Ivette Reyes · HOMESTEAD REALTY INC

67Active

$6,500/mo

5 bd · 4 ba · 3,856 sqft

14807 Winter Stay Dr, Winter Garden, FL

Daniel Betancourt · EXP REALTY LLC

67Active

$6,500/mo

5 bd · 4 ba · 3,856 sqft

14807 Winter Stay Drive, Winter Garden, FL

Daniel Betancourt · EXP REALTY LLC

38Active

$6,000/mo

5 bd · 5 ba · 4,045 sqft

15155 Canoe Place, Winter Garden, FL

Neyla Fernandes · ALL CENTRAL FLORIDA REALTY LLC

38Active

$6,000/mo

5 bd · 5 ba · 4,045 sqft

15155 Canoe Pl, Winter Garden, FL

Neyla Fernandes · ALL CENTRAL FLORIDA REALTY LLC

27Active

$2,625/mo

3 bd · 3 ba · 1,356 sqft

1914 Sherbourne St, Winter Garden, FL

Jobe Peterson · THE LISTING REAL ESTATE MANAGEMENT

27Active

$2,625/mo

3 bd · 3 ba · 1,356 sqft

1914 Sherbourne Street, Winter Garden, FL

Jobe Peterson · THE LISTING REAL ESTATE MANAGEMENT

72Active

$6,000/mo

4 bd · 5 ba · 4,010 sqft

14411 Hampshire Bay Circle, Winter Garden, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

72Active

$6,000/mo

4 bd · 5 ba · 4,010 sqft

14411 Hampshire Bay Cir, Winter Garden, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

Price Reduced28Active

$8,000/mo

4 bd · 4 ba · 3,333 sqft

7573 Green Mountain Way, Winter Garden, FL

Ursula Garcia Moraes · PRISTINE INTERNATIONAL REALTY LLC

Price Reduced28Active

$8,000/mo

4 bd · 4 ba · 3,333 sqft

7573 Green Mountain Way, Winter Garden, FL

Ursula Garcia Moraes · PRISTINE INTERNATIONAL REALTY LLC

Price Reduced2Active

$3,400/mo

4 bd · 3 ba · 2,966 sqft

2158 Wintermere Pointe Drive, Winter Garden, FL

Barbara Schafer Holland · CLASSIC INTERNATIONAL REALTY LLC

Price Reduced12Active

$3,400/mo

4 bd · 3 ba · 2,966 sqft

2158 Wintermere Pointe Dr, Winter Garden, FL

Barbara Schafer Holland · CLASSIC INTERNATIONAL REALTY LLC

Listing data & MLS disclosures

MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-09-30 18:00:50 UTC
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.

Winter Garden, FL community profile

Population: 50,261
Median income: $102,195
Housing units: 18,962
People per sq. mi.: 562.2
Area: 89.4 sq. mi.

Source: HJN community data

Explore Winter Garden rentals

Listing data & MLS disclosures

MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-09-30 18:00:50 UTC
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.

Winter Garden, FL community profile

Population: 50,261
Median income: $102,195
Housing units: 18,962
People per sq. mi.: 562.2
Area: 89.4 sq. mi.

Source: HJN community data

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Listing data & MLS disclosures

Winter Garden, FL community profile

Explore Winter Garden rentals

Listing data & MLS disclosures

Winter Garden, FL community profile