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Luxury Houses for Rent in Winter Springs, FL

25 rentals

173 Constitution Way #173 - Photo 1 of 1

4d ago

Luxury townhouse for rent in Winter Springs

$1,950 - 2 Bedroom 2.5 Bathroom Townhouse In Winter Springs With Great Amenities

173 Constitution Way #173, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

2 beds

2.5 baths

$1,950

House for rent

Available Jun 1

Top amenities
Air Conditioning
Central Heat
Garage Parking
In-Unit Laundry
Swimming Pool
1350 Tarflower Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

1350 Tarflower Dr, Winter Springs, FL 32708

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,750

House for rent

Top amenities
Carpet
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
775 Maple Leaf Loop #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Springs

Maple Leaf 775 - 1

775 Maple Leaf Loop #1, Winter Springs, FL 32708

Luxury | Swimming pool | Outdoor space

4 beds

3.5 baths

$3,500

House for rent

Available Apr 8

606 Casa Park Court A #606 - Photo 1 of 1

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

$2,000 - 2 Bedroom 2.5 Bathroom Apartment In Winter Springs With Great Amenities

606 Casa Park Court A #606, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

2 beds

2.5 baths

$2,000

House for rent

Available Jun 19

Top amenities
Assigned Parking
Dishwasher
Hardwood Floor
In-Unit Laundry
Storage
Swimming Pool
775 Maple Leaf Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

775 Maple Leaf Loop, Winter Springs, FL 32708

Luxury | Walk-in closets | Swimming pool

4 beds

4.5 baths

$3,700

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
Hardwood Floor
High Ceilings
Swimming Pool
140 Mcleods Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

140 Mcleods Way, Winter Springs, FL 32708

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,950

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Management
Swimming Pool

Nearby rental good for eco-living

$1,940

Fern Park

Nearby rental good for pet owners

$2,400

Oviedo

544 Tall Oaks Ter - Photo 1 of 1

5d+ ago

Luxury house for rent in Longwood

544 Tall Oaks Ter, Longwood, FL 32750

Luxury | Outdoor space

3 beds

2 baths

$2,325

House for rent

337 Riunite Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

337 Riunite Cir, Winter Springs, FL 32708

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,555

House for rent

Available Jun 16

Top amenities
Garage Parking
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542 Colonnades Cv - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

542 Colonnades Cv, Casselberry, FL 32707

Luxury | Outdoor space

2 beds

2 baths

$2,000

$1,690

Price drop

House for rent

Available May 4

1448 La Paloma Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1448 La Paloma Cir, Orlando, FL 32708

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,440

House for rent

Available May 6

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Find sweet deals near Winter Springs

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,585

Longwood

$2,345

Winter Park

$2,090

Casselberry

$1,745

Fern Park

837 Shell Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

837 Shell Ln, Longwood, FL 32750

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,560

House for rent

Available May 27

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
1400 Ponce De Leon Blvd - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1400 Ponce De Leon Blvd, Orlando, FL 32708

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$2,965

House for rent

Available Jun 19

Top amenities
Garage Parking
High Ceilings
Listings within 10 miles
2525 Native Ct #NA - Photo 1 of 1

3d ago

Our team has verified this company

Verified

Fully remodeled- Dommerich School with Great Amenities

2525 Native Ct #NA, Maitland, FL 32751

Luxury | Swimming pool | In-unit laundry

4 beds

2.5 baths

$4,900

House for rent

Available Apr 20

Top amenities
Air Conditioning
Fireplace
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
402 E Springtree Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

402 E Springtree Way, Lake Mary, FL 32746

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,250

House for rent

Available Feb 11

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
On-Site Laundry
703 Drywood Ave - Photo 1 of 1

4d ago

Our team has verified this company

Verified

703 Drywood Ave, Fern Park, FL 32730

Luxury | Walk-in closets | Outdoor space

2 beds

2 baths

$1,940

House for rent

Available Jun 18

1029 Kelsey Ave - Photo 1 of 1

19h ago

Our team has verified this company

Verified

1029 Kelsey Ave, Oviedo, FL 32765

Luxury | Walk-in closets | Outdoor space

3 beds

2.5 baths

$2,465

House for rent

Available Mar 5

Top amenities
Ceiling Fan
Fireplace
5484 Park Vale Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

5484 Park Vale Blvd, Goldenrod, FL 32792

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,285

House for rent

Available May 11

Top amenities
Garage Parking
1018 Corkwood Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1018 Corkwood Dr, Oviedo, FL 32765

Luxury | Walk-in closets | On-site laundry

4 beds

2.5 baths

$2,820

House for rent

Available Mar 23

Top amenities
Ceiling Fan
On-Site Laundry
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1011 Manigan Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1011 Manigan Ave, Oviedo, FL 32765

Luxury | Walk-in closets | Deck

3 beds

2 baths

$2,515

House for rent

Available May 18

Top amenities
High Ceilings
1002 Gotwalt Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1002 Gotwalt Dr, Oviedo, FL 32765

Luxury | Deck | Garage parking

4 beds

2.5 baths

$2,660

House for rent

Available Jun 22

Top amenities
Ceiling Fan
Hardwood Floor
806 E Charing Cross Cir - Photo 1 of 1

3d ago

Our team has verified this company

Verified

806 E Charing Cross Cir

806 E Charing Cross Cir, Lake Mary, FL 32746

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$3,290

$2,485

Price drop

House for rent

Available May 15

Top amenities
Garage Parking
1029 Beckstrom Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1029 Beckstrom Dr, Oviedo, FL 32765

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,390

House for rent

Available May 15

Top amenities
Ceiling Fan
797 Minerva Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

797 Minerva Lane

797 Minerva Ln, Lake Mary, FL 32746

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,470

House for rent

Available Jun 10

Top amenities
Garage Parking
1125 Covington St - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1125 Covington St, Oviedo, FL 32765

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,365

House for rent

Available Jun 18

Top amenities
Garage Parking
1003 Ragsdale Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1003 Ragsdale Rd, Oviedo, FL 32765

Luxury | High ceilings | Hardwood floor

3 beds

2 baths

$2,425

House for rent

Available May 21

Top amenities
Fireplace
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Springs > Winter Springs Luxury Houses For Rent
Updated: April 21, 2026

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Discover luxury Winter Springs, FL houses for rent

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
🍽With dishwasher
❄️With air conditioning
🚗With garage parking
🍃With outdoor space
🏠With photos