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

25 rentals

429 Sheoah Blvd #9 - Photo 1 of 1

6h ago

Our team has verified this company

Verified

BAYTREE VILLAGE

429 Sheoah Blvd #9, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,499

House for rent

Available Jan 1

Top amenities
In-Unit Laundry
On-Site Laundry
The Avenues at Winter Springs - Photo 1 of 1

7h ago

8.6

Very good

The Avenues at Winter Springs

1 Laurel Oaks Dr, Winter Springs, FL 32708

Dogs and cats ok

1–3 beds

1–2 baths

$1,091–$1,900

Price drop

Apartment for rent

44 N Fairfax Ave - Photo 1 of 1

8h ago

Pet Friendly North Orlando house for rent in Winter Springs

44 N Fairfax Ave

44 N Fairfax Ave, Winter Springs, FL 32708

Dogs and cats ok | Air conditioning

2 beds

1 bath

$1,500

House for rent

40 N Fairfax Ave - Photo 1 of 1

8h 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

$1,500

House for rent

Top amenities
In-Unit Laundry
1442 Benwick Way - Photo 1 of 1

9h ago

Pet Friendly house for rent in Casselberry

1442 Benwick Way, Casselberry, FL 32707

Dogs and cats ok | Dishwasher | Microwave

3 beds

2 baths

$1,947

House for rent

1260 Seminola Blvd #NA - Photo 1 of 1

18h 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

$2,400

House for rent

Available Sep 12

Top amenities
Air Conditioning
Assigned Parking
Hardwood Floor
In-Unit Laundry
Wheelchair Accessible

Nearby rental good for eco-living

$1,525

Longwood

Nearby rental good for pet owners

475 E Church Ave - Photo 1 of 1

1d ago

Pet Friendly house for rent in Longwood

475 E Church Ave, Longwood, FL 32750

Dogs and cats ok | In-unit laundry | Dishwasher

2 beds

1 bath

$1,700

House for rent

Top amenities
In-Unit Laundry
Kiwi Apartments - Photo 1 of 1

2d ago

8.4

Very good

Kiwi Apartments

829 E Wildmere Ave, Longwood, FL 32750

Dogs and cats ok

2 beds

1 bath

$1,500

Apartment for rent

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264 Tavestock Loop - Photo 1 of 1

4d ago

Our team has verified this company

Verified

264 Tavestock Loop Winter Springs, FL 32708

264 Tavestock Loop, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

4 beds

3 baths

$2,799

House for rent

Available Feb 4

899 Moonluster Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

899 Moonluster Dr Casselberry, FL 32707

899 Moonluster Dr, Casselberry, FL 32707

Dogs and cats ok | Garage parking | Swimming pool

4 beds

4 baths

$3,280

House for rent

Available Jan 29

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Find sweet deals near Highlands

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

$1,091–$1,900

Winter Springs

$1,350

Casselberry

$1,849

Sanford

$1,795

North Orlando

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

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,520

$2,420

Price drop

House for rent

Available Feb 18

Top amenities
Ceiling Fan
Garage Parking
427 Sheoah Blvd #33 - Photo 1 of 1

5d+ ago

Pet Friendly Highlands condo for rent in Winter Springs

427 Sheoah Blvd #33, Winter Springs, FL 32708

Dogs and cats ok | Swimming pool

2 beds

1 bath

$1,900

$1,800

Price drop

Condo for rent

314 San Rafael St - Photo 1 of 1
No deposit

5d+ ago

Pet Friendly condo for rent in Winter Springs

314 San Rafael St, Winter Springs, FL 32708

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

1 bed

1 bath

$1,300

Condo for rent

Top amenities
Ceiling Fan
In-Unit Laundry
685 Georgia Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Longwood

685 Georgia Ave, Longwood, FL 32750

Dogs and cats ok | Ceiling fan

2 beds

1 bath

$1,525

House for rent

404 Edwin St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

404 Edwin St Winter Springs, FL 32708

404 Edwin St, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$1,795

House for rent

Available Jan 6

219 Flamingo Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

219 Flamingo Dr Sanford, FL 32773

219 Flamingo Dr, Sanford, FL 32773

Dogs and cats ok

4 beds

1 bath

$1,849

House for rent

Available Dec 22

2808 Gipper Cir - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Sanford

2808 Gipper Cir, Sanford, FL 32773

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

3 beds

2 baths

$2,800

House for rent

Available Dec 30

Top amenities
Controlled Access
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Swimming Pool
742 Featherstone Ln - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Lake Mary

Modern 3 Bed Townhouse in Lake Mary | 2.5 Baths | $2400/mo

742 Featherstone Ln, Lake Mary, FL 32746

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,400

House for rent

Available Jan 15

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
Microwave
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1662 Orrington Payne Place #1662 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Casselberry

3 BR, 3 BA in Casselberry

1662 Orrington Payne Place #1662, Casselberry, FL 32707

Dogs and cats ok | Hardwood floor | Walk-in closets

3 beds

3 baths

$2,250

House for rent

Available Dec 11

909 Orange Ave - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Longwood

Longwood 2 Bedroom, 1 Bath, ALL NEW INSIDE!

909 Orange Ave, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Dishwasher

2 beds

1 bath

$1,395

House for rent

227 San Gabriel St #227 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Springs

3 BR, 2 BA in North Orlando

227 San Gabriel St #227, Winter Springs, FL 32708

Dogs and cats ok | Hardwood floor | In-unit laundry

3 beds

2 baths

$1,995

Apartment for rent

Available Oct 23

Top amenities
In-Unit Laundry
1004 Northlake Dr - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Sanford

2 BR, 2 BA in Northlake Village Condominiums

1004 Northlake Dr, Sanford, FL 32773

Dogs and cats ok | In-unit laundry | Walk-in closets

2 beds

2 baths

$1,500

Apartment for rent

Available Feb 3

Top amenities
In-Unit Laundry
On-Site Laundry
1142 Landmark Ln #1142 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Casselberry

2 BR, 1 BA in Casselberry

1142 Landmark Ln #1142, Casselberry, FL 32707

Dogs and cats ok | In-unit laundry

2 beds

1 bath

$1,350

Apartment for rent

Available Dec 1

Top amenities
In-Unit Laundry
On-Site Laundry
326 San Rafael St #326 - Photo 1 of 1
No deposit

5d+ ago

Pet Friendly apartment for rent in Winter Springs

1 BR, 1 BA in North Orlando

326 San Rafael St #326, Winter Springs, FL 32708

Dogs and cats ok | Carpet | In-unit laundry

1 bed

1 bath

$1,350

Apartment for rent

Available Nov 11

Top amenities
In-Unit Laundry
1662 Orrington Payne Place - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Casselberry

1662 Orrington Payne Place, Casselberry, FL 32707

Dogs and cats ok | Hardwood floor | In-unit laundry

3 beds

2 baths

$2,250

House for rent

Top amenities
Fitness Center
Hardwood Floor
In-Unit Laundry
Swimming Pool
Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands > Highlands Pet friendly Apartments For Rent
Updated: January 30, 2026

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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.

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