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Luxury Houses for Rent in Winter Springs, FL

25 rentals

783 Evert Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

783 Evert Ct, Winter Springs, FL 32708

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,810

House for rent

Available Jan 19

Top amenities
Fireplace
Garage Parking
Hardwood Floor
On-Site Laundry
1334 Augusta National Boulevard #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3/2 updated Mediterranean $2500

1334 Augusta National Boulevard #NA, Winter Springs, FL 32708

Luxury | In-unit laundry | Storage

3 beds

2 baths

$2,500

House for rent

Available Dec 1

Top amenities
Garage Parking
In-Unit Laundry
On-Site Management
Storage
714 Boysenberry Court - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

714 Boysenberry Ct Winter Springs, FL 32708

714 Boysenberry Court, Winter Springs, FL 32708

Luxury | Swimming pool | Outdoor space

3 beds

3 baths

$2,675

House for rent

Available Nov 26

Top amenities
Fireplace
601 David Street - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

601 David St Winter Springs, FL 32708

601 David Street, Winter Springs, FL 32708

Luxury | Walk-in closets | Outdoor space

2 beds

1 bath

$1,990

$1,860

Price drop

House for rent

Available Oct 31

600 Casa Park a Court - Photo 1 of 1

3h ago

Luxury Tuscawilla townhouse for rent in Winter Springs

600 Casa Park a Court, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,097

House for rent

Top amenities
Fireplace
In-Unit Laundry
Swimming Pool
416 Blue Bayou Lane - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

$2,500 - 3 Bedroom 3.5 Bathroom Townhouse In Winter Springs With Great Amenities

416 Blue Bayou Lane, Winter Springs, FL 32708

Luxury | Balcony | Swimming pool

3 beds

3 baths

$2,500

House for rent

Available Jan 5

Top amenities
Central Heat
Dishwasher
Garage Parking
In-Unit Laundry
Storage
Swimming Pool

Nearby rental good for eco-living

$2,399

Winter Park

Nearby rental good for pet owners

203 Mcleod's Way #203 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

3 BR, 4 BA in Jesups Reserve Townhomes

203 Mcleod's Way #203, Winter Springs, FL 32708

Luxury | Balcony | Walk-in closets

3 beds

4 baths

$2,500

House for rent

Available Jan 9

Top amenities
Hardwood Floor
1366 Tarflower Drive - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

$2,650 - 3 Bedroom 2.5 Bathroom Townhouse In Winter Springs With Great Amenities

1366 Tarflower Drive, Winter Springs, FL 32708

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,500

House for rent

Available Oct 24

Top amenities
Air Conditioning
Assigned Parking
Garage Parking
In-Unit Laundry
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102 Kristi Ann Court - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

House for rent

203 Mcleods Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

203 Mcleods Way, Winter Springs, FL 32708

Luxury | Balcony | Walk-in closets

3 beds

3 baths

$2,500

House for rent

Top amenities
Ceiling Fan
High Ceilings
In-Unit Laundry
Storage
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Find sweet deals near Winter Springs

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

$1,350

Winter Springs

$1,835

Winter Springs

$2,455

Winter Park

$2,310

Winter Springs

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

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

$1,800 - 2 Bedroom 2.5 Bathroom Townhouse In Winter Springs With Great Amenities

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

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,800

House for rent

Available Nov 8

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
On-Site Management
Swimming Pool
326 San Rafael St - Photo 1 of 1
No deposit

5d+ ago

Luxury house for rent in Winter Springs

326 San Rafael St, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

1 bed

1 bath

$1,350

House for rent

Top amenities
Dishwasher
In-Unit Laundry
600 Northern Way #906 - Photo 1 of 1
3D tour

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

600 Northern Way #906, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

3 beds

3 baths

$2,095

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
600 Northern Way #1001 - Photo 1 of 1
3D tour

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

600 Northern Way #1001, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

3 beds

3 baths

$2,095

House for rent

Top amenities
Controlled Access
In-Unit Laundry
647 Redwood Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

647 Redwood Drive, Winter Springs, FL 32708

Luxury | Garage parking | High ceilings

3 beds

2 baths

$2,010

$1,835

Price drop

House for rent

Available Nov 14

1200 La Mesa Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1200 La Mesa Ave, Orlando, FL 32708

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,135

House for rent

Available Dec 30

Top amenities
Ceiling Fan
Fireplace
Garage Parking
3531 Norwich Court - Photo 1 of 1

2d ago

Our team has verified this company

Verified

3531 Norwich Court, Casselberry, FL 32707

Luxury | Walk-in closets | On-site laundry

4 beds

2 baths

$2,785

$2,730

Price drop

House for rent

Available Jan 5

Top amenities
Ceiling Fan
On-Site Laundry
Listings within 10 miles
717 Secret Harbor Lane #309 - Photo 1 of 1

5d+ ago

Luxury house for rent in Lake Mary

717 Secret Harbor Lane #309, Lake Mary, FL 32746

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,695

House for rent

2146 Kimberwicke Circle - Photo 1 of 1

4d ago

Luxury house for rent in Oviedo

House for rent

1835 Edwin Boulevard - Photo 1 of 1

4d ago

Luxury house for rent in Winter Park

1835 Edwin Boulevard, Winter Park, FL 32789

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$3,295

$3,225

Price drop

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
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1416 Oil Lamp Cv - Photo 1 of 1

5d+ ago

Luxury house for rent in Lake Mary

1416 Oil Lamp Cv, Lake Mary, FL 32746

Luxury | Controlled access

4 beds

5 baths

$5,995

House for rent

1860 Via Contessa #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Newly Renovated - 8 Bedroom 6 Bathroom House In Winter Park

1860 Via Contessa #NA, Winter Park, FL 32789

Luxury | Balcony | Walk-in closets

8 beds

6 baths

$16,550

House for rent

Available Sep 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Fireplace
On-Site Laundry
Swimming Pool
1175 Lambert Lane - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1175 Lambert Lane, Longwood, FL 32750

Luxury | Garage parking | Ceiling fan

3 beds

2 baths

$2,415

$2,275

Price drop

House for rent

Available Dec 12

1021 Wainright Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1021 Wainright Dr, Oviedo, FL 32765

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,450

House for rent

Available Jan 12

250 Lynn Street - Photo 1 of 1

2d ago

Our team has verified this company

Verified

250 Lynn Street, Oviedo, FL 32765

Luxury | Walk-in closets | On-site laundry

4 beds

2 baths

$4,350

$3,105

Price drop

House for rent

Available Dec 29

Top amenities
Garage Parking
On-Site Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Springs > Winter Springs Luxury Houses For Rent
Updated: December 6, 2025

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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