How much is rent for an apartment with a pool in Winter Park?

Rental prices for apartments with pools in Winter Park range from $1,100 to $10,000 per month.

How many apartments with pools are available for rent in Winter Park?

Currently, there are 44 apartments with pools available for rent in Winter Park.

How can I find a cheap apartment in Winter Park?

You can find the lowest-priced apartments in Winter Park by using the cheap apartments filter or you can search by apartments that are offering move-in specials .

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Apartments for Rent in Winter Park, FL with Pools

32 rentals available

1 of 16
Tuscany Villas
$1,599
3656 North Goldenrod Road, Winter Park, FL 32792
(689) 288-8576
2 units available
1 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Relaxed Living
Charming retreat in the heart of Winter Park
Tuscany Villas offers a peaceful retreat nestled in the heart of Winter Park, FL. With cats and dogs welcomed, residents enjoy an inviting community with a sparkling pool that's perfect for relaxation. Local dining, shopping, and entertainment options are conveniently accessible, ensuring a vibrant and fulfilling lifestyle.
Recently updated units
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1 of 27
5.0
Westmount at Winter Park
1701 Lee Road, Winter Park, FL 32789
(689) 207-6444
$1,356+ moTotal price12-mo lease
Top rated for Location
“I recently moved into Westmount, and I couldn’t be happier with my decision! Everything about this community has exceeded my expectations. The staff is incredibly friendly and made my move-in process so smooth. The community is clean and well-maintained, and the amenities are amazing. I also love how quiet and peaceful it is here, perfect for unwinding after a long day. The location is super convenient, with nearby stores, restaurants. Westmount already feels like home, and I’m so excited to be part of this community. Highly recommend it to anyone looking for a comfortable and welcoming place to live!”
12 units available
Studio • 1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Pet friendly, Walk in closets, Gym, Pool, Air conditioning + more
Pet-Friendly Paradise
Diverse amenities with great community connections.
Westmount at Winter Park offers a serene living environment complemented by stylish interiors and thoughtful amenities. Residents love the off-leash dog park, creating a welcoming environment for both cats and dogs. Surround yourself with local dining, entertainment, and shopping in beautiful Winter Park, all while enjoying the peace and quiet of home.
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Whisper Lake
3250 Whisper Lake Ln, Winter Park, FL 32792
(475) 265-5882
$1,425+ moTotal price7-mo lease
Rent Savings
30 units available
1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Lakeside Oasis
Nature-filled comfort in Winter Park
Whisper Lake offers a serene lakeside setting and abundant amenities, perfect for those seeking relaxation and activity. Residents enjoy proximity to parks, shopping, and restaurants within a walkable distance. It offers a pet-friendly environment with spaces for both cats and dogs, alongside a picturesque location.
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Paseo at Winter Park Village
940 West Canton Avenue, Winter Park, FL 32789
(407) 357-0131
$2,193+ moTotal price12-mo lease
7 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Resort Amenities
Prime Locale Near Shopping and Entertainment
Paseo at Winter Park Village boasts upscale features and prime amenities, making it a gem in Winter Park, FL. Located within walking distance to shopping, dining, and entertainment, this property offers a vibrant lifestyle. Residents love the resort-style pool, 24-hour fitness center, and friendly, responsive staff who are often praised for organizing engaging social events.
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Elon at Winter Park
$1,597
712 Nicolet Avenue, Winter Park, FL 32789
(407) 337-9393
Rent Savings
6 units available
1 bed
Amenities
In unit laundry, Nest technology, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly + more
Urban Elegance
Chic living in Winter Park's vibrant heart.
Elon at Winter Park offers chic urban living with a perfect blend of serenity and convenience. Residents enjoy close proximity to Winter Park's dynamic entertainment and culinary scenes. The community is dog-friendly with modern, spacious apartments enriched with designer accents.
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1625 Tioga Trail
$4,495
1625 Tioga Trail, Winter Park, FL 32789
(888) 659-9596 ext. 6753399
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
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640 N PARK Avenue
$2,200
640 North Park Avenue, Winter Park, FL 32789
(321) 228-2873
1 unit available
1 bed
Amenities
Hardwood floors, Dishwasher, Garage, Recently renovated, Walk in closets, Pool + more
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2500 LEE Road
$1,350
2500 Lee Road, Winter Park, FL 32789
(407) 808-7127
1 unit available
1 bed
Amenities
Dishwasher, Parking, Pool, Ceiling fan, Microwave, and Garbage disposal
Community Oasis
Exclusive Lake Access and Serene Community Living
Discover the beautifully renovated condo in Winter Park, boasting exclusive access to Lake Killarney. Residents cherish the well-maintained pool and lakefront amenities, ideal for relaxation and socializing. The condo's prime location offers superb dining and entertainment nearby, merging comfort with convenience.
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1368 HIBISCUS Avenue
$7,500
1368 Hibiscus Avenue, Winter Park, FL 32789
(321) 318-1050
1 unit available
4 bed
Amenities
Patio / balcony, Dishwasher, Garage, Walk in closets, Pool, Ceiling fan + more
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151 N ORLANDO Avenue
$2,000
151 North Orlando Avenue, Winter Park, FL 32789
1 unit available
2 bed
Amenities
Dishwasher, Pool, Ceiling fan, Hot tub, Media room, and Bbq/grill
Lakefront Living
Stunning lake views and modern amenities
Nestled along Lake Killarney, this condo offers spectacular lakefront views paired with the comfort of modern amenities. Residents have access to a lakefront pool and private boat dock, bringing the best of outdoor living just a step away. With a fully renovated interior and proximity to bustling Winter Park Village, this home is perfect for those seeking both tranquility and convenience.
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1442 PALM Avenue
$9,900
1442 Palm Avenue, Winter Park, FL 32789
(305) 850-8932
1 unit available
5 bed
Amenities
Patio / balcony, Granite counters, Dishwasher, Garage, Walk in closets, Pool + more
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1814 BARKER Drive
$10,000
1814 Barker Drive, Winter Park, FL 32789
(407) 427-0743
1 unit available
5 bed
Amenities
On-site laundry, Dishwasher, Garage, Stainless steel, Gym, Pool + more
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Winter Park lakefront just steps from Park Avenue
$9,500
660 Osceola Avenue, Winter Park, FL 32789
(407) 840-1908
1 unit available
3 bed
Amenities
On-site laundry, Patio / balcony, Dishwasher, Garage, Recently renovated, Walk in closets + more
Recently updated units
630 KILLARNEY BAY Court
$2,695
630 Killarney Bay Court, Winter Park, FL 32789
(407) 257-2710
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Garage, Walk in closets, Pool + more
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250 Carolina Avenue
$1,800
250 Carolina Avenue, Winter Park, FL 32789
(888) 659-9596 ext. 6566297
1 unit available
2 bed
Amenities
On-site laundry, Patio / balcony, Pet friendly, Garage, Recently renovated, Walk in closets + more
Prime Location
Just a block from Winter Park's vibrant Park Avenue
Enjoy the unbeatable location of 250 Carolina Avenue, just one block from the exciting Park Avenue with its renowned restaurants, museums, and shopping. The property boasts a gated community with beautiful landscaping and highly appreciated amenities including a pool, clubhouse, and tennis courts. The spacious units, complete with high ceilings and balconies, offer a comfortable and luxurious living experience.
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147 S Interlachen Ave
$9,500
147 South Interlachen Avenue, Winter Park, FL 32789
(303) 587-9980
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Garage, Pool + more
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