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Luxury Houses for Rent in Winter Springs, FL

25 rentals

783 Evert Ct - Photo 1 of 1

3d 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

$2,645

Price drop

House for rent

Available Jan 7

Top amenities
Ceiling Fan
Fireplace
Garage Parking
High Ceilings
On-Site Laundry
326 San Rafael St - Photo 1 of 1
No deposit

19h 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

$1,300

House for rent

Top amenities
Dishwasher
In-Unit Laundry
208 Heatherwood Ct - Photo 1 of 1

4d ago

Luxury house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

208 Heatherwood Ct, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$3,445

House for rent

Top amenities
Fireplace
Garage Parking
In-Unit Laundry
Package Service
Swimming Pool
419 Harbor Winds Ct - Photo 1 of 1

5d+ ago

Luxury Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

419 Harbor Winds Ct, Winter Springs, FL 32708

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,850

House for rent

Top amenities
Garage Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
213 Heatherwood Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

213 Heatherwood Ct, Winter Springs, FL 32708

Luxury | Walk-in closets | Swimming pool

4 beds

4 baths

$4,889

House for rent

Top amenities
Dishwasher
Fireplace
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
281 Woodgreen Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Springs

281 Woodgreen Ln, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,750

House for rent

Top amenities
Assigned Parking
In-Unit Laundry

Nearby rental good for eco-living

$2,445

Alafaya Woods

Nearby rental good for pet owners

607 Casa Park Ct E #E - Photo 1 of 1

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

House for rent

962 Sequoia Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Springs

House for rent

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600 Casa Park Court F - Photo 1 of 1

5d+ ago

Luxury Tuscawilla townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

600 Casa Park Court F, Winter Springs, FL 32708

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,097

$1,997

Price drop

House for rent

Top amenities
Fireplace
In-Unit Laundry
Swimming Pool
1612 Slash Pine Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Oviedo

1612 Slash Pine Pl, Oviedo, FL 32765

Luxury | Swimming pool | Outdoor space

3 beds

2 baths

$2,295

House for rent

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

$1,595

Lake Mary

$2,605

Lake Mary

$4,325

Winter Park

$1,705

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3531 Norwich Ct - Photo 1 of 1

9h ago

Our team has verified this company

Verified

3531 Norwich Ct, Casselberry, FL 32707

Luxury | Walk-in closets | On-site laundry

4 beds

2 baths

$2,845

$2,575

Price drop

House for rent

Available Dec 23

Top amenities
On-Site Laundry
670 Hibiscus Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

670 Hibiscus Rd, Casselberry, FL 32707

Luxury | On-site laundry | Outdoor space

3 beds

1 bath

$3,600

$2,340

Price drop

House for rent

Available Feb 23

Top amenities
On-Site Laundry
1108 Santa Cruz Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1108 Santa Cruz Way, Orlando, FL 32708

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,355

House for rent

Available Feb 2

Top amenities
Ceiling Fan
336 Cello Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

336 Cello Cir, Winter Springs, FL 32708

Luxury | On-site laundry | Garage parking

3 beds

2 baths

$2,035

House for rent

Available Feb 10

Top amenities
Ceiling Fan
Hardwood Floor
On-Site Laundry
1018 Pegel Ct - Photo 1 of 1

1h ago

Our team has verified this company

Verified

1018 Pegel Ct, Oviedo, FL 32765

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,470

House for rent

Available Jan 16

Top amenities
Ceiling Fan
Garage Parking
Listings within 10 miles
14922 Lymington Cir - Photo 1 of 1

5d+ ago

Luxury University Estates house for rent in University

14922 Lymington Cir, University, FL 32826

Luxury | Swimming pool | Outdoor space

4 beds

3 baths

$2,845

House for rent

717 Secret Harbor Ln #309 - Photo 1 of 1

5d+ ago

Luxury house for rent in Lake Mary

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

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,595

House for rent

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 | Outdoor space | Garage parking

3 beds

2 baths

$2,570

$2,470

Price drop

House for rent

Available Feb 18

Top amenities
Ceiling Fan
Garage Parking
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4494 Maidenhair Cv - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4494 Maidenhair Cv, Oviedo, FL 32765

Luxury | Walk-in closets | Deck

3 beds

2 baths

$2,140

House for rent

Available Feb 23

1175 Lambert Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1175 Lambert Ln, Longwood, FL 32750

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$2,300

House for rent

Available Dec 17

586 S Sundance Dr - Photo 1 of 1

1h ago

Our team has verified this company

Verified

586 S Sundance Dr, Lake Mary, FL 32746

Luxury | On-site laundry | Outdoor space

4 beds

2 baths

$3,650

$2,605

Price drop

House for rent

Available Feb 25

Top amenities
Ceiling Fan
On-Site Laundry
1018 Hornbeam St - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1018 Hornbeam St, Oviedo, FL 32765

Luxury | On-site laundry | Outdoor space

3 beds

2 baths

$2,445

House for rent

Available Mar 20

Top amenities
On-Site Laundry
4511 Wyndcliff Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4511 Wyndcliff Cir, Orlando, FL 32817

Luxury | Walk-in closets | Deck

3 beds

2 baths

$2,370

House for rent

Available Mar 9

Top amenities
Ceiling Fan
1052 Alpug Ave - Photo 1 of 1

1h ago

Our team has verified this company

Verified

1052 Alpug Ave, Oviedo, FL 32765

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,295

House for rent

Available Jan 16

Top amenities
Ceiling Fan
1086 Manigan Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1086 Manigan Ave, Oviedo, FL 32765

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,300

House for rent

Available Feb 9

Top amenities
Ceiling Fan
Garage Parking
On-Site Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Springs > Winter Springs Luxury Houses For Rent
Updated: January 20, 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