Best Luxury Houses for Rent in Winter Park FL

10 Rentals

1681 Walnut Ave

1681 Walnut Ave, Winter Park, FL 32789
1 / 5
$3,750

Dogs Allowed Fireplace

3 Beds | 2 Baths | 1,499 sq ft
1641 Chestnut Ave

1641 Chestnut Ave, Winter Park, FL 32789
1 / 5
$3,295

Pets Allowed

3 Beds | 3 Baths | 1,750 sq ft
1381 Canterbury Rd

1381 Canterbury Rd, Winter Park, FL 32789
1 / 5
$4,200

Pets Allowed Pool

3 Beds | 2 Baths | 1,819 sq ft
1807 N Park Ave

1807 N Park Ave, Winter Park, FL 32789
1 / 5
$3,295

Pets Allowed

3 Beds | 2 Baths | 1,747 sq ft
1504 Minnesota St

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

2 Beds | 1 Bath | 945 sq ft
3707 Pelican Ln

3707 Pelican Ln, Orlando, FL 32803
1 / 5
$3,250

Pets Allowed Pool Fireplace

3 Beds | 2 Baths | 1,947 sq ft
$3,400

1817 Loch Berry Rd, Winter Park, FL 32789

3 Beds | 2 Baths | 1,460 sq ft
$3,700

640 N Park Ave, Winter Park, FL 32789

2 Beds | 1.5 Baths | 897 sq ft
$3,500

2011 Meeting Pl, Orlando, FL 32814

3 Beds | 3.5 Baths | 2,064 sq ft
$3,450

1594 Common Way Rd, Orlando, FL 32814

3 Beds | 2 Baths | 1,495 sq ft
More Rentals Near Winter Park, FL

We found 25 more rentals that closely match your search.
783 Evert Ct

783 Evert Ct, Winter Springs, FL 32708
1 / 16
3 Beds

$2,810

Pets Allowed Hardwood Floors Yard Fireplace Fenced Lot Skylights
272 Churchill Dr

272 Churchill Dr, Longwood, FL 32779
1 / 15
3 Beds

$2,845

Pets Allowed Patio Walk-In Closets Fireplace Vaulted Ceiling
523 E Livingston St

523 E Livingston St, Orlando, FL 32803
1 / 19
3 Beds

$3,600

Pets Allowed Pool Furnished Security System
518 Limerick Pl

518 Limerick Pl, Altamonte Springs, FL 32714
1 / 5
$3,750

Cats Allowed Patio Walk-In Closets Gated Vaulted Ceiling

3 Beds | 2 Baths | 1,844 sq ft
538 Limerick Pl

538 Limerick Pl, Altamonte Springs, FL 32714
1 / 5
$3,750

Cats Allowed Patio Walk-In Closets Gated Vaulted Ceiling

3 Beds | 2 Baths | 1,844 sq ft
526 Limerick Pl

526 Limerick Pl, Altamonte Springs, FL 32714
1 / 5
$3,750

Cats Allowed Patio Walk-In Closets Gated Vaulted Ceiling

3 Beds | 2 Baths | 1,844 sq ft
809 Castlebar Wy

809 Castlebar Wy, Altamonte Springs, FL 32714
1 / 5
$3,750

Cats Allowed Patio Walk-In Closets Gated Vaulted Ceiling

3 Beds | 2 Baths | 1,844 sq ft
714 Boysenberry Ct

714 Boysenberry Ct, Winter Springs, FL 32708
1 / 17
3 Beds

$2,675

Pets Allowed Patio Fireplace Fenced Lot
519 E Livingston St

519 E Livingston St, Orlando, FL 32803
1 / 14
3 Beds

$4,600

Pets Allowed Pool Fireplace Fenced Lot Vaulted Ceiling
842 Benchwood Ct

842 Benchwood Ct, Winter Springs, FL 32708
1 / 17
3 Beds

$2,699

Pets Allowed
1334 Augusta National Blvd

1334 Augusta National Blvd, Winter Springs, FL 32708

For Rent

By Owner
1 / 35

Videos
$2,500

Dogs Allowed Patio Walk-In Closets Yard Security System Vaulted Ceiling Skylights

3 Beds | 2 Baths | 1,833 sq ft
519 E Livingston St

519 E Livingston St, Orlando, FL 32803

For Rent

By Owner
1 / 13
$4,600

Pets Allowed Pool

3 Beds | 3.5 Baths | 2,225 sq ft
3220 Tall Timber Dr

3220 Tall Timber Dr, Orlando, FL 32812

For Rent

By Owner
1 / 35
$3,650

Pets Allowed Pool Patio Walk-In Closets Hardwood Floors Fireplace Waterfront

3 Beds | 2 Baths | 2,380 sq ft
523 E Livingston St

523 E Livingston St, Orlando, FL 32803

For Rent

By Owner
1 / 27

Videos

Matterport 3D Tours
$3,600

Pets Allowed Pool Furnished

3 Beds | 2.5 Baths | 1,250 sq ft
3319 Florene Dr

3319 Florene Dr, Orlando, FL 32806

For Rent

By Owner
1 / 25
$5,000

Dogs Allowed Pool Furnished

3 Beds | 2 Baths | 2,450 sq ft
412 Harwood St

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

Pets Allowed Furnished

1 Bed | 1 Bath | 565 sq ft
2600 S Crystal Lake Dr

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

Pets Allowed Furnished

2 Beds | 1 Bath | 782 sq ft
1614-1614 Ferris Ave

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

Pets Allowed Furnished

3 Beds | 1 Bath | 1,000 sq ft
5350 Arpana Dr

5350 Arpana Dr, Orlando, FL 32839
1 / 5
$4,500

Pool Furnished

3 Beds | 2 Baths | 1,480 sq ft
230 E Esther St

230 E Esther St, Orlando, FL 32806
1 / 5
$2,795

Pets Allowed Furnished

2 Beds | 2 Baths | 1,449 sq ft
3807 S Semoran Blvd

3807 S Semoran Blvd, Orlando, FL 32822
1 / 5
$10,500

Pets Allowed Fireplace Waterfront

3 Beds | 3 Baths | 2,431 sq ft
13321 Camborne Pl

13321 Camborne Pl, Orlando, FL 32832
1 / 5
$3,200

Pets Allowed

3 Beds | 2 Baths | 1,920 sq ft
112 N Thornton Ave

112 N Thornton Ave, Orlando, FL 32801
1 / 5
$2,899

Dogs Allowed Fireplace

2 Beds | 2 Baths | 1,244 sq ft
1111 Eastern Way

1111 Eastern Way, Orlando, FL 32804
$3,400

Pets Allowed

3 Beds | 2 Baths | 1,757 sq ft
1819 E Central Blvd

1819 E Central Blvd, Orlando, FL 32803
1 / 5
$2,850

Pets Allowed Fireplace

2 Beds | 2 Baths | 1,218 sq ft

Houses Florida Orange County Winter Park

Helpful Rental Guides for Winter Park, FL

Quick Cleaning Tips for Renters

Quick Cleaning Tips for Renters

Budgeting Tips for Renters

Budgeting Tips for Renters

Use These 5 Mirror Tips to Transform Your Rental Apartment

Use These 5 Mirror Tips to Transform Your Rental Apartment

The Different Types of Rental Lease Agreements

The Different Types of Rental Lease Agreements

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