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Best Luxury Houses for Rent in Winter Park FL - 5 Homes

860 N Denning Dr

860 N Denning Dr, Winter Park, FL 32789
1 / 20
$6,000

3 Beds, 2 Baths, 2,000 sq ft

Pets Allowed Furnished
2426 Whitehall Cir

2426 Whitehall Cir, Winter Park, FL 32792
1 / 5
$4,200

3 Beds, 2 Baths, 1,661 sq ft

Dogs Allowed Pool
336 Blue Heron Dr

336 Blue Heron Dr, Winter Park, FL 32789
1 / 5
$4,600

3 Beds, 2.5 Baths, 1,754 sq ft

Pets Allowed Waterfront
860 N Denning Dr

860 N Denning Dr, Winter Park, FL 32789
1 / 5
$5,500

3 Beds, 2.5 Baths, 1,405 sq ft

Pets Allowed Furnished
1504 Minnesota St

1504 Minnesota St, Orlando, FL 32803
1 / 5
$2,950

2 Beds, 1 Bath, 945 sq ft
More Rentals Near Winter Park, FL

We found 20 more rentals that closely match your search.
653 Stanford Dr

653 Stanford Dr, Altamonte Springs, FL 32714
1 / 11
$2,145

2 Beds, 2 Baths, 1,307 sq ft
7508 Carolyn Ave

7508 Carolyn Ave, Orlando, FL 32807
1 / 18
$3,500

3 Beds, 1 Bath, 1,122 sq ft

Pets Allowed Furnished
1406 Conway Rd

1406 Conway Rd, Orlando, FL 32812
1 / 20
$3,600

3 Beds, 2 Baths, 1,432 sq ft

Pets Allowed Furnished Fenced Lot Security System
2600 S Crystal Lake Dr

2600 S Crystal Lake Dr, Orlando, FL 32806
1 / 20
$3,300

2 Beds, 1 Bath, 782 sq ft

Pets Allowed Furnished Fenced Lot Security System
1815 Larkin Ave

1815 Larkin Ave, Orlando, FL 32812
1 / 17
$3,600

3 Beds, 2 Baths, 1,023 sq ft

Pets Allowed Furnished Fenced Lot Security System
1118 Overdale St

1118 Overdale St, Orlando, FL 32825
1 / 16
$3,200

3 Beds, 1 Bath, 1,175 sq ft

Pets Allowed Pool Furnished Fenced Lot Security System
1614 Ferris Ave

1614 Ferris Ave, Orlando, FL 32803
1 / 18
$3,345

3 Beds, 1 Bath, 1,000 sq ft

Pets Allowed Furnished
820 W Harvard St

820 W Harvard St, Orlando, FL 32804

For Rent

By Owner
$3,100

3 Beds, 2 Baths, 1,164 sq ft

Pets Allowed Patio
412 Harwood St

412 Harwood St, Orlando, FL 32803
1 / 5
$2,500

1 Bed, 1 Bath, 565 sq ft

Pets Allowed Furnished
2600 S Crystal Lake Dr

2600 S Crystal Lake Dr, Orlando, FL 32806
1 / 5
$2,800

2 Beds, 1 Bath, 782 sq ft

Pets Allowed Furnished
1225 E Amelia St

1225 E Amelia St, Orlando, FL 32803
1 / 5
$3,450

3 Beds, 2 Baths, 1,370 sq ft

Pets Allowed
413 E Citrus St

413 E Citrus St, Altamonte Springs, FL 32701
1 / 5
$2,815

3 Beds, 2 Baths, 2,163 sq ft

Pets Allowed Pool
421 E Gore St

421 E Gore St, Orlando, FL 32806
1 / 5
$4,995

3 Beds, 3 Baths, 2,418 sq ft

Pool Fireplace
1614-1614 Ferris Ave

1614-1614 Ferris Ave, Orlando, FL 32803
1 / 5
$3,500

3 Beds, 1 Bath, 1,000 sq ft

Pets Allowed Furnished
1224 Catherine St

1224 Catherine St, Orlando, FL 32801
1 / 5
$3,195

3 Beds, 2 Baths, 1,401 sq ft
2009 E Washington St

2009 E Washington St, Orlando, FL 32803
1 / 5
$2,800

2 Beds, 2 Baths, 1,800 sq ft

Fireplace
$3,500

3 Beds, 2 Baths, 1,856 sq ft

2910 Lake Arnold Pl, Orlando, FL 32806
$3,950

3 Beds, 1.5 Baths, 1,728 sq ft

437 Richmond St, Orlando, FL 32806
$3,300

3 Beds, 3 Baths, 1,862 sq ft

1999 Peel Ave, Orlando, FL 32806
$2,940

2 Beds, 2 Baths, 1,702 sq ft

907 Sussex Close, Orlando, FL 32804

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Winter Park, FL Luxury Homes for Rent

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