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Pet Friendly Apartments for Rent in Highlands, Winter Springs, FL

25 rentals

Experience resort - Photo 1 of 1

1h ago

Pet Friendly apartment for rent in Winter Springs

Experience resort

1 Laurel Oaks Dr, Winter Springs, FL 32708

Dogs and cats ok

1–3 beds

1–2 baths

$1,245–$1,834

Apartment for rent

1525 Orrington Payne Pl - Photo 1 of 1

11h ago

Pet Friendly townhouse for rent in Casselberry

Townhouse - CASSELBERRY, FL

1525 Orrington Payne Pl, Casselberry, FL 32707

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2 baths

$2,150

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
601 David St - Photo 1 of 1

23h ago

Our team has verified this company

Verified

601 David St Winter Springs, FL 32708

601 David St, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Walk-in closets

2 beds

1 bath

$2,145

House for rent

Available Nov 7

Cypress Longwood - Photo 1 of 1

1d ago

8.5

Very good

Cypress Longwood

375 Summer Cypress Cv, Longwood, FL 32750

Dogs and cats ok | Balcony | Swimming pool

1–3 beds

1–2 baths

$1,560–$2,494

Apartment for rent

Top amenities
Residents Lounge
Swimming Pool
1442 Benwick Way - Photo 1 of 1

1d ago

Pet Friendly house for rent in Casselberry

1442 Benwick Way, Casselberry, FL 32707

Dogs and cats ok | Dishwasher | Microwave

3 beds

2 baths

$2,197

$2,097

Price drop

House for rent

226 Panorama Dr - Photo 1 of 1

2d ago

Pet Friendly house for rent in Winter Springs

Winter Springs 3 Bedroom, 2 Bath w/ Community Pool!

226 Panorama Dr, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$1,795

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool

Nearby rental good for eco-living

Nearby rental good for pet owners

$1,950

Winter Springs

403 Cidermill Pl - Photo 1 of 1

2d ago

Our team has verified this company

Verified

403 Cidermill Pl Lake Mary, FL 32746

403 Cidermill Pl, Lake Mary, FL 32746

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,160

$2,060

Price drop

House for rent

Available Sep 10

Top amenities
Fireplace
227 San Gabriel St - Photo 1 of 1
3D tour

3d ago

Pet Friendly house for rent in Winter Springs

Dogs and cats ok | Outdoor space | Swimming pool

3 beds

2 baths

$2,095

House for rent

Top amenities
Microwave
Swimming Pool
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324 Seminola Boulevard #B - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Casselberry

324 Seminola Boulevard #B, Casselberry, FL 32707

Dogs and cats ok | In-unit laundry | Air conditioning

2 beds

1 bath

$1,600

Apartment for rent

Available Oct 24

Top amenities
In-Unit Laundry
1260 Seminola Blvd #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

RARE RENT-TO-OWN OPPORTUNITY WITH SPECIAL OFFICE/RESIDENTIAL ZONING! (Grandfathered-In)

1260 Seminola Blvd #NA, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,500

$2,400

Price drop

House for rent

Available Sep 12

Top amenities
Air Conditioning
Assigned Parking
Hardwood Floor
In-Unit Laundry
Wheelchair Accessible
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Find sweet deals near Highlands

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

$1,595

Highlands

$1,915

Winter Springs

$1,400

Winter Springs

$1,950

Winter Springs

1968 Downs Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1968 Downs Ct, Lake Mary, FL 32746

Dogs and cats ok | Outdoor space | On-site laundry

4 beds

3 baths

$3,145

$3,020

Price drop

House for rent

Available Nov 25

Top amenities
Ceiling Fan
High Ceilings
On-Site Laundry
20 2nd St - Photo 1 of 1

5d+ ago

Pet Friendly North Orlando house for rent in Winter Springs

4 Bedroom Pet-Friendly Home in WINTER SPRINGS, FL with Main Street Renewal

20 2nd St, Winter Springs, FL 32708

Dogs and cats ok | Swimming pool

4 beds

2 baths

$2,240

House for rent

1048 N Us Highway 17 92 #1 - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Longwood

1048 N Us Highway 17 92 #1, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Business center

1 bed

1 bath

$2,900

House for rent

Available Nov 1

1834 Raspberry Cane Ct - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Longwood

1834 Raspberry Cane Ct, Longwood, FL 32750

Dogs and cats ok | Garage parking | Swimming pool

3 beds

2 baths

$2,095

House for rent

Available Sep 10

Top amenities
Garage Parking
On-Site Management
478 C St - Photo 1 of 1

5d+ ago

Pet Friendly Lake Kathryn condo for rent in Casselberry

478 C St, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | In-unit laundry

1 bed

1 bath

$1,530

Condo for rent

Top amenities
In-Unit Laundry
429 Sheoah Blvd #12 - Photo 1 of 1

5d+ ago

Pet Friendly Highlands condo for rent in Winter Springs

429 Sheoah Blvd #12, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$1,595

Condo for rent

705 Woodlawn Dr - Photo 1 of 1
Rent special

5d+ ago

Pet Friendly house for rent in Winter Springs

3 Bedroom Pet-Friendly Home in Winter Springs, FL with Main Street Renewal

705 Woodlawn Dr, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$1,950

House for rent

1978 Fireside Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1978 Fireside Ct Casselberry, FL 32707

1978 Fireside Ct, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,375

House for rent

Available Oct 31

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341 Goldstone Pl - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Lake Mary

341 Goldstone Pl, Lake Mary, FL 32746

Dogs and cats ok | Dishwasher | Microwave

3 beds

2 baths

$2,225

House for rent

102 Kristi Ann Ct - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Springs

102 Kristi Ann Ct, Winter Springs, FL 32708

Dogs and cats ok

2 beds

1 bath

$1,800

House for rent

40 N Fairfax Ave - Photo 1 of 1

5d+ ago

Pet Friendly North Orlando house for rent in Winter Springs

40 N Fairfax Ave

40 N Fairfax Ave, Winter Springs, FL 32708

Dogs and cats ok | In-unit laundry | Air conditioning

2 beds

1 bath

$1,600

House for rent

Top amenities
In-Unit Laundry
1649 Lake Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Casselberry

Dogs and cats ok | Outdoor space | Walk-in closets

5 beds

4 baths

$2,995

House for rent

Available Sep 26

Top amenities
On-Site Management
326 San Rafael St - Photo 1 of 1
No deposit

5d+ ago

Pet Friendly house for rent in Winter Springs

326 San Rafael St, Winter Springs, FL 32708

Dogs and cats ok | In-unit laundry | Swimming pool

1 bed

1 bath

$1,400

House for rent

Top amenities
Dishwasher
In-Unit Laundry
647 Redwood Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

647 Redwood Dr, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$1,915

House for rent

Available Nov 21

633 Alton Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

633 Alton Rd Winter Springs, FL 32708

633 Alton Rd, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,045

House for rent

Available Aug 29

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands > Highlands Pet friendly Apartments For Rent
Updated: October 30, 2025

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Looking for pet friendly apartments in Highlands, Winter Springs, FL near you?

🐱PetsDog, cat, and other pet policies vary by owner and individual listing
🌇Pet friendly rentals25
💰Best rent deal1 Laurel Oaks Dr
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Highlands, Winter Springs, FL rent data, which covers average and median rents in Highlands, Winter Springs, FL.

To know how much rent you can afford in Highlands, Winter Springs, FL, use our rent affordability calculator.

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