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Best Luxury Houses for Rent in Winter Park FL

8 Rentals Available

2721 E Marks St

2721 E Marks St, Orlando, FL 32803
1 / 5
3 Beds, 2 Baths, 1,569 sq ft

$5,800

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Furnished Fireplace
870 Carver St

870 Carver St, Winter Park, FL 32789
1 / 5
3 Beds, 3 Baths, 1,875 sq ft

$5,150

Pets Allowed
1137 Oaks Blvd

1137 Oaks Blvd, Winter Park, FL 32789
1 / 5
2 Beds, 1.5 Baths, 1,149 sq ft

$2,695

Pets Allowed
438 Lakeview Ave

438 Lakeview Ave, Winter Park, FL 32789
1 / 5
2 Beds, 1 Bath, 1,250 sq ft

$3,400

Pets Allowed Waterfront
4461 Trapp Ln

4461 Trapp Ln, Orlando, FL 32814
1 / 5
3 Beds, 2 Baths, 1,709 sq ft

$3,900

Fireplace
814 Malone Dr

814 Malone Dr, Orlando, FL 32810
1 / 5
2 Beds, 2 Baths, 1,211 sq ft

$2,750

Pets Allowed
$3,995

1667 Mizell Ave, Winter Park, FL 32789

3 Beds | 3 Baths | 1,715 sq ft
$2,550

110 Killarney Bay Ct, Winter Park, FL 32789

2 Beds | 2 Baths | 1,140 sq ft
More Rentals Near Winter Park, FL

We found 25 more rentals that closely match your search.
138 Pine Isle Dr

138 Pine Isle Dr, Sanford, FL 32773
1 / 14
3 Beds

$2,705

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
1091 Summer Stone Loop

1091 Summer Stone Loop, Apopka, FL 32703
1 / 20
3 Beds

$2,670

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
1025 Summer Stone Lp

1025 Summer Stone Lp, Apopka, FL 32703
1 / 20
3 Beds

$2,670

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
1309 Kintla Rd

1309 Kintla Rd, Apopka, FL 32712
1 / 14
3 Beds

$2,610

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
594 Windy Pne Wy

594 Windy Pne Wy, Oviedo, FL 32765
1 / 5
3 Beds, 3 Baths, 2,086 sq ft

$3,500

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Patio Walk-In Closets Hardwood Floors
1571 Blue Nile Pt

1571 Blue Nile Pt, Sanford, FL 32771
1 / 5
3 Beds, 2 Baths, 1,700 sq ft

$2,530

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
1717 Country Terrace Ln

1717 Country Terrace Ln, Apopka, FL 32703
1 / 13
3 Beds

$2,665

Pets Allowed Hardwood Floors Fenced Lot Security System
2934 Gipper Cir

2934 Gipper Cir, Sanford, FL 32773
1 / 14
3 Beds

$2,800

Pool Security System
11833 Nautica Dr

11833 Nautica Dr, Orlando, FL 32827
1 / 16
3 Beds

$3,200

Fenced Lot Fitness Center
872 Fairview Ave

872 Fairview Ave, Altamonte Springs, FL 32701
1 / 19
3 Beds

$2,829

Pets Allowed
401 E Citrus St

401 E Citrus St, Altamonte Springs, FL 32701
1 / 4
3 Beds

$2,745

Pets Allowed Pool Patio
131 Andrews Rd

131 Andrews Rd, Sanford, FL 32773
1 / 20
3 Beds

$3,400

Pool
1224 Alexandra Ct

1224 Alexandra Ct, Orlando, FL 32804

For Rent

By Owner
1 / 35
3 Beds, 3.5 Baths, 2,656 sq ft

$12,000

Total Monthly Price
3 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Balcony Furnished Patio Fireplace Playground Waterfront
700 Oakland Rd

700 Oakland Rd, Altamonte Springs, FL 32701

For Rent

By Owner
1 / 26
3 Beds, 2 Baths, 1,545 sq ft

$2,600

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Yard Attic
223 Emmy Cv

223 Emmy Cv, Oviedo, FL 32765

For Rent

By Owner
1 / 42
3 Beds, 2 Baths, 2,022 sq ft

$3,295

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Yard Fireplace Double Vanities
342 Lady Palm St

342 Lady Palm St, Apopka, FL 32703
1 / 5
3 Beds, 2.5 Baths, 2,147 sq ft

$2,650

Pets Allowed
11827 Philosophy Way

11827 Philosophy Way, Orlando, FL 32832
1 / 5
3 Beds, 2.5 Baths, 2,203 sq ft

$3,500

Pets Allowed
2241 Heatheroak Dr

2241 Heatheroak Dr, Apopka, FL 32703
1 / 5
3 Beds, 2.5 Baths, 1,740 sq ft

$2,600

Pets Allowed Fireplace
1081 Lake Weldona Dr

1081 Lake Weldona Dr, Orlando, FL 32806
1 / 5
3 Beds, 2 Baths, 1,561 sq ft

$3,650
7284 Hawksnest Blvd

7284 Hawksnest Blvd, Orlando, FL 32835
1 / 5
3 Beds, 2.5 Baths, 2,451 sq ft

$3,475

Dogs Allowed Pool
5962 Paxton Ct

5962 Paxton Ct, Apopka, FL 32703
1 / 5
3 Beds, 3.5 Baths, 2,190 sq ft

$3,000
7326 Wethersfield Dr

7326 Wethersfield Dr, Orlando, FL 32819
1 / 5
3 Beds, 2 Baths, 1,528 sq ft

$3,200
106 Lake Dr

106 Lake Dr, Oviedo, FL 32765
1 / 5
3 Beds, 2 Baths, 2,294 sq ft

$3,500
11987 Globe St

11987 Globe St, Orlando, FL 32832
1 / 5
3 Beds, 2 Baths, 1,698 sq ft

$3,400
$3,275

11835 Gennaro Ln, Orlando, FL 32827

3 Beds | 2 Baths | 2,005 sq ft

Houses Florida Orange County Winter Park

Winter Park, FL Luxury Homes for Rent

Experience the finer side of living when you find a luxury home for rent in Winter Park, FL. From granite countertops and soaring ceilings to rich hardwood floors, Winter Park luxury houses provide all the upscale details you’re looking for. With 8 luxury rentals across the city, you’ll find a wide range of high-end homes to choose from. Start exploring Winter Park’s luxury home listings discover the perfect rental that fits your taste.

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