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Best Luxury Houses for Rent in Winter Park FL

8 Rentals Available

1915 Taylor Ave

1915 Taylor Ave, Winter Park, FL 32792

For Rent

By Owner
1 / 12
$4,354
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

3 Beds, 2 Baths, 1,460 sq ft

Pets Allowed Pool Yard Clubhouse Concierge
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
$3,795

1667 Mizell Ave, Winter Park, FL 32789

3 Beds | 3 Baths | 1,715 sq ft
$3,600

2252 Howard Dr, Winter Park, FL 32789

3 Beds | 2 Baths | 1,406 sq ft
$4,500

4478 Twinview Ln, Orlando, FL 32814

3 Beds | 2.5 Baths | 2,614 sq ft
$3,000

2607 Elizabeth Ave, Orlando, FL 32804

3 Beds | 2 Baths | 1,491 sq ft
$3,295

2408 Corrine Dr, Orlando, FL 32803

3 Beds | 2 Baths | 1,938 sq ft
$4,495

1965 Osprey Ave, Orlando, FL 32814

3 Beds | 2 Baths | 1,815 sq ft
More Rentals Near Winter Park, FL

We found 25 more rentals that closely match your search.
1448 Cumbie St

1448 Cumbie St, Orlando, FL 32804

For Rent

By Owner
1 / 36
$3,100
Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

12 Month Lease

3 Beds, 2 Baths, 1,510 sq ft

Pets Allowed Patio Smoke Free
971 Summer Stone Lp

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

$2,715

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
3735 Center Cove Lane

3735 Ctr Cv Ln, Apopka, FL 32712
1 / 20
3 Beds

$2,670

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
3724 Center Cove Lane

3724 Ctr Cv Ln, Apopka, FL 32712
1 / 20
3 Beds

$2,670

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
516 Bella Rosa Cir

516 Bella Rosa Cir, Sanford, FL 32771
1 / 5
3 Beds, 2 Baths, 1,579 sq ft

$2,695

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.
11833 Nautica Dr

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

$3,000

Fenced Lot Fitness Center
7508 Carolyn Ave

7508 Carolyn Ave, Orlando, FL 32807
1 / 5
3 Beds, 1 Bath, 1,122 sq ft

$3,600

Pets Allowed Furnished
1118 Overdale St

1118 Overdale St, Orlando, FL 32825
1 / 5
3 Beds, 1 Bath, 1,175 sq ft

$3,900

Pets Allowed Pool Furnished Fenced Lot Security System
4326 Blonigen Ave

4326 Blonigen Ave, Orlando, FL 32812
1 / 5
3 Beds, 2 Baths, 1,675 sq ft

$3,450

Pets Allowed Furnished Fenced Lot Security System
11325 Riverbank Blvd

11325 Riverbank Blvd, Orlando, FL 32817
1 / 20
3 Beds

$4,800

Pool Walk-In Closets Playground
809 N Hyer Ave

809 N Hyer Ave, Orlando, FL 32803
1 / 20
3 Beds

$3,150

Pets Allowed Hardwood Floors Fenced Lot Security System Vaulted Ceiling
5101 Timber Ridge Trail

5101 Timber Ridge Trail, Ocoee, FL 34761
1 / 5
3 Beds, 2 Baths, 1,268 sq ft

$2,650

Pets Allowed Fenced Lot
113 Marathon Ln

113 Marathon Ln, Sanford, FL 32771
1 / 16
3 Beds

$2,575

Pets Allowed Patio Yard Fenced Lot Vaulted Ceiling Double Vanities
395 Lancer Oak Dr

395 Lancer Oak Dr, Apopka, FL 32712
1 / 17
3 Beds

$2,635

Pets Allowed Patio Yard Fenced Lot Vaulted Ceiling Double Vanities
4620 Tampico Wy

4620 Tampico Wy, Sanford, FL 32773
1 / 16
3 Beds

$2,715

Pets Allowed Yard Gated Fenced Lot Double Vanities
1006 Brielle Ave

1006 Brielle Ave, Oviedo, FL 32765
1 / 16
3 Beds

$2,795

Pets Allowed Walk-In Closets Fireplace Playground
1120 Linkside Ct

1120 Linkside Ct, Apopka, FL 32712
1 / 19
3 Beds

$2,900

Pets Allowed
2621 Alclobe Cir

2621 Alclobe Cir, Ocoee, FL 34761
1 / 19
3 Beds

$2,585

Pets Allowed Patio Walk-In Closets Fenced Lot
10441 Coconut Grove Ln

10441 Coconut Grove Ln, Orlando, FL 32825

For Rent

By Owner
Studio, 1 Bath, 450 sq ft

$2,920

Total Monthly Price
2 Month Lease

Total Monthly Price New

Prices include all required monthly fees.
1648 Foxboro Dr

1648 Foxboro Dr, Orlando, FL 32812

For Rent

By Owner
1 / 24
3 Beds, 2 Baths, 1,600 sq ft

$3,000

Total Monthly Price
3 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pets Allowed Furnished Patio Yard Island Kitchen
$4,450

100 S Eola Dr, Orlando, FL 32801

2 Beds | 2.5 Baths | 2,005 sq ft
$2,995

1455 Catherine St, Orlando, FL 32801

3 Beds | 2.5 Baths | 1,942 sq ft
$6,250

3602 Upper Union Rd, Orlando, FL 32814

3 Beds | 2.5 Baths | 2,395 sq ft
$2,495

1415 Asher Ln, Orlando, FL 32803

2 Beds | 1 Bath | 1,100 sq ft
$4,450

260 S Osceola Ave, Orlando, FL 32801

2 Beds | 2 Baths | 1,765 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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