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

25 rentals

The Avenues at Winter Springs - Photo 1 of 1

17h ago

8.6

Very good

The Avenues at Winter Springs

1 Laurel Oaks Dr, Winter Springs, FL 32708

Dogs and cats ok | Carpet

1–3 beds

1–2 baths

$1,316–$1,810

Apartment for rent

709 Heather Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

709 Heather Ln, Winter Springs, FL 32708

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

3 beds

2 baths

$2,435

House for rent

Available May 15

Top amenities
On-Site Laundry
On-Site Management
Storage
320 Macgregor Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

320 Macgregor Rd, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,545

$2,420

Price drop

House for rent

Available Feb 28

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

3d ago

Our team has verified this company

Verified

336 Cello Cir, Winter Springs, FL 32708

Dogs and cats ok | Garage parking | Walk-in closets

3 beds

2 baths

$2,355

$2,150

Price drop

House for rent

Available Jan 23

Top amenities
Ceiling Fan
Kiwi Apartments - Photo 1 of 1

4d ago

8.3

Very good

Kiwi Apartments

829 E Wildmere Ave, Longwood, FL 32750

Dogs and cats ok

2 beds

1 bath

$1,500

Apartment for rent

4816 Cliveden Loop - Photo 1 of 1

4d ago

Pet Friendly house for rent in Sanford

4816 Cliveden Loop, Sanford, FL 32773

Dogs and cats ok

3 beds

2.5 baths

$2,245

House for rent

Nearby rental good for eco-living

$1,700

Casselberry

Nearby rental good for pet owners

155 Cory Ln - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Springs

Dogs and cats ok | In-unit laundry | On-site management

2 beds

2 baths

$1,499

Apartment for rent

Available Mar 16

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
306 San Gabriel St - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Springs

For Rent-3/2 Single Family House in Winter Spring

306 San Gabriel St, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$1,845

House for rent

Available Apr 1

Top amenities
High Ceilings
Swimming Pool
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130 N Edgemon Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

130 N Edgemon Ave Winter Springs, FL 32708

130 N Edgemon Ave, Winter Springs, FL 32708

Dogs and cats ok | Outdoor space

4 beds

3 baths

$2,240

House for rent

Available Feb 9

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

2 beds

2 baths

$2,570

$2,325

Price drop

House for rent

Available Feb 11

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
On-Site Laundry
Advertisement

Find sweet deals near Highlands

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

$1,995

Winter Springs

$1,316–$1,810

Winter Springs

$1,845

Winter Springs

2223 Barkwood Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2223 Barkwood Ct, Lake Mary, FL 32746

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

3 beds

2 baths

$2,385

House for rent

Available May 11

Top amenities
Ceiling Fan
High Ceilings
On-Site Laundry
4784 Cliveden Loop - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Sanford

4784 Cliveden Loop, Sanford, FL 32773

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

3 beds

2.5 baths

$2,250

House for rent

Available Mar 6

Top amenities
Business Center
Garage Parking
In-Unit Laundry
On-Site Laundry
On-Site Management
2808 Gipper Cir - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Sanford

3 BR / 2.5 BA Home In Reagan Pointe

2808 Gipper Cir, Sanford, FL 32773

Dogs and cats ok | On-site laundry

3 beds

2.5 baths

$2,795

House for rent

Top amenities
On-Site Laundry
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

$1,765

House for rent

Available Dec 22

1304 Sterling Oaks Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1304 Sterling Oaks Dr, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,510

$2,375

Price drop

House for rent

Available Apr 20

637 Silver Birch Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

637 Silver Birch Pl, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$3,610

$2,625

Price drop

House for rent

Available May 1

Top amenities
Ceiling Fan
Fireplace
119 N Alderwood St - Photo 1 of 1

5d+ ago

Pet Friendly North Orlando house for rent in Winter Springs

119 N Alderwood St, Winter Springs, FL 32708

Dogs and cats ok | In-unit laundry | Garage parking

4 beds

2 baths

$2,450

House for rent

Top amenities
In-Unit Laundry
1912 Wizard Ct - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Longwood

1912 Wizard Ct, Longwood, FL 32750

Dogs and cats ok | Outdoor space | Storage

2 beds

1 bath

$1,395

House for rent

Available Feb 24

Top amenities
On-Site Laundry
On-Site Management
Package Service
Storage
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805 Buckie Dr - Photo 1 of 1

5d+ ago

Pet Friendly Highlands house for rent in Winter Springs

805 Buckie Dr, Winter Springs, FL 32708

Dogs and cats ok

3 beds

2 baths

$2,165

House for rent

114 Cory Ln - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Springs

114 Cory Ln, Winter Springs, FL 32708

Dogs and cats ok | In-unit laundry | Dishwasher

2 beds

2 baths

$1,700

Apartment for rent

Top amenities
In-Unit Laundry
407 Sheoah Blvd #13 - Photo 1 of 1

5d+ ago

Pet Friendly Highlands condo for rent in Winter Springs

407 Sheoah Blvd #13, Winter Springs, FL 32708

Dogs and cats ok | In-unit laundry | Dishwasher

2 beds

2 baths

$1,650

Condo for rent

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

5d+ 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

617 S Grant St #617 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Longwood

2 BR, 2 BA in Wildme

617 S Grant St #617, Longwood, FL 32750

Dogs and cats ok

2 beds

2 baths

$1,975

Apartment for rent

Available Dec 22

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
1662 Orrington Payne Pl - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Casselberry

1662 Orrington Payne Pl, Casselberry, FL 32707

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

3 beds

2.5 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: March 18, 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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