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1 of 15
$2,305
1 unit available
4 bed
Amenities
Pet friendly
1 of 15
2920 Whispering Trails Drive(888) 659-9596 ext. 5258481
2920 Whispering Trails Drive, Winter Haven FL 33884
$2,220
1 unit available
3 bed
Amenities
Hardwood floors, Dishwasher, Pet friendly, New construction, Pool, and Air conditioning
1 of 17
$2,195
1 unit available
4 bed
Amenities
Granite counters, Dishwasher, Pet friendly, Garage, Recently renovated, Air conditioning + more
1 of 19
$1,595
1 unit available
1 bed • 3 bed
Amenities
In unit laundry, Dishwasher, Carport, Recently renovated, Ceiling fan, and Internet access
1 of 20
$1,095
1 unit available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Parking, Recently renovated, Gym + more
1 of 26
$1,899
1 unit available
3 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Pet friendly, New construction, Garage + more
1 of 6
$1,900
1 unit available
3 bed
Amenities
Dishwasher, Garage, Recently renovated, Walk in closets, and Microwave
1 of 28
$2,000
1 unit available
3 bed • 4 bed
Amenities
In unit laundry, Dishwasher, Garage, Microwave, Furnished, and Range
1 of 4
$1,900
1 unit available
4 bed
Amenities
Dishwasher, Garage, Ceiling fan, Microwave, Range, and Refrigerator
1 of 10
$1,825
1 unit available
3 bed
Amenities
Patio / balcony, Garage, Recently renovated, Stainless steel, Microwave, and Refrigerator
1 of 17
$1,950
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Garage, Air conditioning, Ceiling fan + more
1 of 25
$1,875
1 unit available
1 bed • 2 bed
Amenities
On-site laundry, Patio / balcony, Dishwasher, Pet friendly, Parking, Pool + more
1 of 19
$2,500
1 unit available
4 bed
Amenities
Granite counters, Dishwasher, Garage, Walk in closets, Pool, Ceiling fan + more
1 of 13
$1,600
1 unit available
3 bed
Amenities
Parking, Recently renovated, Ceiling fan, Media room, Range, and Refrigerator
1 of 9
$2,000
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Walk in closets, Microwave, and Range
1 of 16
$1,785
1 unit available
3 bed
Amenities
Pet friendly, Pool, Ceiling fan, Extra storage, Microwave, and Refrigerator
Top neighborhoods in Winter Haven

Cypresswood Country Club
What it’s like to live in Cypresswood Country Club
Golf course views attract residents to Cypresswood Country Club, where homes surrounding fairways offer scenic vistas and peaceful evenings. Residents enjoy community tennis courts and the neighborhood's proximity to Legoland Florida. Though summer afternoon thunderstorms regularly interrupt outdoor activities, the designated lightning shelters throughout common areas provide safe options during storms. The area's relative affordability compared to Orlando or Tampa neighborhoods creates opportunities for retirees seeking golf course living without premium resort pricing.
Great for
Families
Retirees
Professionals
Young Renters
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial
Find More Rentals By
Find More Rentals Nearby
- Lakeland Pet Friendly Apartments (8)
- Four Corners Pet Friendly Apartments (248)
- Celebration Pet Friendly Apartments (7)
- Kissimmee Pet Friendly Apartments (157)
- Plant City Pet Friendly Apartments (9)
- Horizon West Pet Friendly Apartments (102)
- St. Cloud Pet Friendly Apartments (60)
- Doctor Phillips Pet Friendly Apartments (23)
- Clermont Pet Friendly Apartments (37)
- Zephyrhills Pet Friendly Apartments (7)
Frequently Asked Questions
Frequently Asked Questions (FAQs)
Rental prices for pet-friendly apartments in Winter Haven range from $800 to $2,300 per month.
Currently, there are 27 pet-friendly apartments available for rent in Winter Haven.
Yes, most landlords and property management companies in Winter Haven will ask for a refundable pet deposit. If there was no damage to the property caused by your pet, you should be able to recover the deposit at the end of your lease. Some rental properties in Winter Haven may also charge monthly pet rent.