Winter Park, FL Homes for Rent with Pool

• 

  

  

  /18

  $4,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • House for Rent

  2952 de Brocy Way, Winter Park, FL 32792

  Step inside and be amazed by this fully renovated Winter Park Pines home, where modern luxury, stylish finishes, and everyday comfort come together seamlessly. With spacious bedrooms, an open, airy layout, and designer touches throughout, this home is ideal for entertaining or simply enjoying peaceful living. Step out to a screened-in patio overlooking a sprawling backyard and private pool, your

  Summer Hornburg BELMONT REALTY

  2952 de Brocy Way, Winter Park, FL 32792
• 

  

  

  /22

  $1,399 per month

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

  3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792

  Welcome home! This fantastic 2 bedroom, 2 bath Condo is available for move in on July 8th, 2025! You will love this fabulous condo in the charming and great central location of Winter Park /East Orlando. The 2 bedroom, 2 bath condo offers a spacious living and dining combo, with an open floor paln, large kitchen with lots of cabinet and storage space!! There are Sizable closet space in both

  Steve Simpson 407 PROPERTIES

  3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792
• 

  

  

  /11

  $1,700 per month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E215, Winter Park, FL 32789

  Spacious and conveniently located, this charming condo, offers comfortable living in a prime location! Featuring an open layout, modern finishes, and easy access to shopping, dining, and major roadways, this property is perfect for those seeking both convenience and style. Plus, the motivated owner has also listed this unit for sale—giving you options to rent or own! Don't miss out on this

  Kerem Munoz- Franquiz LA ROSA REALTY CENTRAL FLORIDA

  1695 Lee Rd Unit E215, Winter Park, FL 32789
• 

  

  

  /25

  $1,595 per month

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft
  • Condo for Rent

  7449 Wynnewood Square Unit 182, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Come home to this charming townhome in Winter Park! This beautifully maintained 2 bedroom, 2.5 bath home offers the perfect blend of comfort, convenience, and privacy. Step inside to an inviting open floor plan ideal for entertaining or simply relaxing at home. The spacious kitchen features a cozy eating area, perfect for casual meals or morning

  Annette Ortega KELLER WILLIAMS ADVANTAGE 2 REALTY

  7449 Wynnewood Square Unit 182, Winter Park, FL 32792
• 

  

  

  /12

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792

  Welcome to Golfside Villas. This community is nestled near Downtown Orlando, Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. This condominium features an open floor plan that consist of 2 bedrooms, 2 bathrooms, and a screened in patio. Over 1000 sqft of living space awaits you with a few upgrades. This neighborhood features a laundry

  Damon Mayers MAYERS REAL ESTATE LLC

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
• 

  

  /21

  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft
  • Condo for Rent

  3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792

  Great Investment Opportunity!Updated 2-bed, 2-bath condo in the Colonies community featuring brand-new stainless-steel appliances, granite countertops, walk-in closets, and a new balcony. Enjoy amenities like a pool and playground.Close to UCF, Valencia, and Full Sail, with easy access to dining, shopping, and major highways.Schedule a showing today!

  Paola Ramirez ROBERT SLACK LLC

  3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
• 

  

  /19

  $1,550 per month

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft
  • Condo for Rent

  3007 George Mason Ave Unit H-3D, Winter Park, FL 32792

  Move-in ready and beautifully updated, this two-story condo in the desirable Colonies Community offers 2 bedrooms and 2.5 bathrooms, with each bedroom featuring its own private en-suite bath. All bedrooms are located upstairs. While a convenient half bath is located on the first floor. The home features fresh interior paint, new flooring in many rooms, and numerous upgrades throughout. The

  Alex Zweydoff ALLEGIANT MANAGEMENT GROUP INC

  3007 George Mason Ave Unit H-3D, Winter Park, FL 32792
• 

  

  /45

  $3,300 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  690 Osceola Ave Unit 502, Winter Park, FL 32789

  Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for

  Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  690 Osceola Ave Unit 502, Winter Park, FL 32789
• 

  

  /23

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit B114, Winter Park, FL 32789

  The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Don’t miss the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit B114, Winter Park, FL 32789
• 

  

  /17

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E115, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E115, Winter Park, FL 32789
• 

  /2

  $2,475 per month

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Townhouse for Rent

  2748 Bright Bird Ln, Winter Park, FL 32792

  2023 Townhome with 3 bedrooms and 2.5 bathrooms located in gated community a resort-style pool with a cabana. High-speed 1GB fiber optic internet and 75 cable channels are included in the rent. Enclosed attached 1 car garage and driveway parking. Stone countertops, SS appliances, and tile floors on level one, all bedrooms and laundry are upstairs.

  Hasan Shahab EXP REALTY LLC

  2748 Bright Bird Ln, Winter Park, FL 32792

Showing Results 81 - 91, Page 3 of 3