Apartments for Rent in Winter Haven, FL with Pools

45 rentals available

5.0
Prose Cypress Pointe
$1,349
3110 Gowan Drive, Winter Haven, FL 33884
(321) 490-4157
Rent Savings
Top rated for Location
“The staff is very nice and helpful”
24 units available
1 bed • 2 bed
Amenities
In unit laundry, Granite counters, Pet friendly, Stainless steel, Walk in closets, Gym + more
Modern Amenities
Thriving community minutes from restaurants and transportation.
Prose Cypress Pointe offers a vibrant living experience with a perfect blend of modern amenities and city conveniences. Located in Winter Haven, it's just a short distance from a variety of top restaurants and essential transportation options. Residents particularly appreciate the spacious, pet-friendly apartments and attentive management.
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5.0
Briarcrest at Winter Haven
$1,032
200 Avenue K Southeast, Winter Haven, FL 33880
(863) 209-7164
Rent Savings
Top rated for Location
“I love the space that our apartment has is absolutely huge and the staff were amazing throughout the whole application process and everything is close to us so we have no problem with parking and the amenities are grade. We love everything about these apartments and I love that the laundry rooms and the room are locked and only you have access to them through a key so that makes it extra safe and I really appreciate that. Thank you so much.”
43 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance + more
Resort-Style Amenities
Spacious apartments in prime Winter Haven location.
Nestled in a prime location, Briarcrest at Winter Haven offers a cost-effective living experience, with prices below the metro average. Residents love the expansive living spaces and the friendliness of the staff, who make the application process a breeze. Amenities like two sparkling pools and a state-of-the-art fitness center add to the allure, making this community a top favorite.
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Vista Lake Ned
$1,330
4025 Lake Ned Village Cir, Winter Haven, FL 33884
(863) 445-9749
Rent Savings
10 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Pet Paradise
Pet-friendly community near Winter Haven's best attractions.
Vista Lake Ned is a top choice for pet owners, offering a welcoming community with dog-friendly spaces that residents love. Located in Winter Haven, the property boasts modern amenities such as hardwood floors, in-unit laundry, and a sparkling pool. Plus, it's conveniently positioned near a variety of dining options and entertainment within 5 miles.
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The Waverly at Winter Haven
$1,338
1015 Lake Forest Boulevard, Winter Haven, FL 33884
(863) 250-4034
Rent Savings
29 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Pet friendly, 24hr maintenance, Garage, Stainless steel + more
Modern Sanctuary
Conveniently located with lush amenities
The Waverly at Winter Haven offers a peaceful and well-maintained community with dog-friendly amenities and spacious apartments. Residents love the modern features and the responsive management team. Convenient access to local dining and essential outlets enhances the living experience.
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Best market deals
These units are the best deal in town.
115 8th St SE 1 Bed
1 Bed • 1 Bath • 620 sqft
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Nov 10
726 West Central Avenue 1 Bed
1 Bed • 1 Bath • 980 sqft
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631 Ave H NW Bldg 2 631 Ave H Nw Unit 4
2 Beds • 1 Bath • 750 sqft
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Briarcrest at Winter Haven 152
1 Bed • 1 Bath • 790 sqft
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Dec 23
113 AVENUE C SE B
1 Bed • 1 Bath • 550 sqft
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Dream Winter Haven
$1,399
5004 Dream Drive, Winter Haven, FL 33880
(512) 648-2651
Rent Savings
41 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Pet friendly, New construction, Stainless steel + more
Popular Retreat
Top viewed haven with superb amenities
Dream Winter Haven stands out with its top viewed status and a plethora of amenities like a refreshing pool, dog park, and new construction benefits. Located conveniently near local shops and restaurants, it promises a peaceful living environment, perfect for those who appreciate easy access to everyday needs.
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4.7
Haven at Lake Deer Apartments
$1,099
350 24th St. NW, Winter Haven, FL 33880
(863) 292-6520
Rent Savings
Top rated for Location
“Happy with community”
15 units available
Studio • 1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Pet friendly, Recently renovated, Stainless steel + more
Lakeside Comfort
Tranquil lakeside living in Winter Haven, FL.
Discover a serene retreat at Haven at Lake Deer Apartments, where an inviting lakeside location offers a peaceful sanctuary in Winter Haven, FL. Enjoy remodeled homes with patios, granite countertops, and a welcoming atmosphere praised by residents. Amenities like the sparkling pool and 24-hour gym enhance your lifestyle, with easy access to local parks and restaurants.
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5658 Forest Ridge Drive
$1,560
5658 Forest Ridge Drive, Winter Haven, FL 33881
(844) 395-3959
1 unit available
3 bed
Amenities
W/D hookup, Hardwood floors, Pet friendly, New construction, Pool, and Air conditioning
Recently updated units
304 Kayden Cv
$2,190
304 Kayden Cv, Winter Haven, FL 33859
(844) 395-3959
1 unit available
4 bed
Amenities
Dishwasher, Pet friendly, New construction, Garage, Pool, Ceiling fan + more
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Lake Buckeye Condo
$1,400
1550 11th Street Northeast, Winter Haven, FL 33881
(863) 258-3338
1 unit available
2 bed
Amenities
W/D hookup, Patio / balcony, Granite counters, Dishwasher, Walk in closets, Pool + more
Recently updated units
“Limited Time Offer – Sign a lease by November 30, 2025, and receive 25% off your second month’s rent!” Beautiful 3 Bed 2 Bath Ranch Pool Home! Lawn Pool Care Included!
$1,800
310 White Ibis Lane, Winter Haven, FL 33884
(863) 232-6262
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Stainless steel, Walk in closets, Pool + more
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Luxury apartments
Top units for an elevated lifestyle.
4120 Sophia Boulevard 5 Bed
5 Beds • 2.5 Baths • 2477 sqft
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3412 COSTELLO CIRCLE 5 Bed
5 Beds • 3 Baths • 2447 sqft
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1812 Carnostie Road 4 Bed
4 Beds • 2 Baths • 2170 sqft
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Beautiful 3 bedroom/2.5 bath in NEW Winter Haven neighborhood! 3 Beds, 2.5 Baths, $2500
3 Beds • 2.5 Baths • 2566 sqft
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175 CLOVERDALE ROAD 3 Bed
3 Beds • 2 Baths • 1867 sqft
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689 LAKE HOWARD DRIVE NW
$1,850
689 North Lake Howard Drive, Winter Haven, FL 33880
(813) 994-4422
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Parking, Pool, Air conditioning + more
Recently updated units
503 AVENUE B NW
$1,995
503 Avenue B Northwest, Winter Haven, FL 33881
(888) 883-8509
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Pool, Tennis court, Fireplace, and Ice maker
Recently updated units
1906 SARAH STREET
$1,999
1906 Sarah Street, Winter Haven, FL 33859
(866) 473-3476
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, New construction, Garage, Walk in closets, Pool + more
Recently updated units
800 OVERLOOK GROVE DRIVE
$1,850
800 Overlook Grove Drive, Winter Haven, FL 33884
(407) 362-6290
1 unit available
3 bed
Amenities
Dishwasher, Garage, Recently renovated, Walk in closets, Pool, Ceiling fan + more
Recently updated units
1301 Evergreen Court
$1,790
1301 Evergreen Court, Winter Haven, FL 33881
(407) 214-9262
1 unit available
3 bed
Amenities
W/D hookup, Hardwood floors, Dishwasher, Pet friendly, Garage, Pool + more
Recently updated units
1301 DIEGO TERRACE
$2,300
1301 Diego Ter, Winter Haven, FL 33884
(407) 930-3530
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Garage, Stainless steel, Walk in closets + more
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Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Winter Haven range from $950 to $3,500 per month.

Currently, there are 140 apartments with pools available for rent in Winter Haven.

You can find the lowest-priced apartments in Winter Haven by using the cheap apartments filter or you can search by apartments that are offering move-in specials.

City Guide for Winter Haven, FL

With a name like Winter Haven, you just know that living here is going to be pleasant. With year-round warm weather, long, sunny days on the lake, and plenty of affordable apartments for rent, this little city is bound to make any renter happy. So, read on my friends, and I'll tell you all about the Winter Haven renter's life.

A typical day in the life of a local Winter Havenian? Well, first of all, you've got to start your day out on the water, when the wind and party boats are still sleeping, and the lake is as smooth as butter

View Winter Haven City Guide

Apartments for Rent in Winter Haven, FL with Pools

Prose Cypress Pointe

Briarcrest at Winter Haven

Vista Lake Ned

The Waverly at Winter Haven

Dream Winter Haven

Haven at Lake Deer Apartments

5658 Forest Ridge Drive

304 Kayden Cv

Lake Buckeye Condo

“Limited Time Offer – Sign a lease by November 30, 2025, and receive 25% off your second month’s rent!” Beautiful 3 Bed 2 Bath Ranch Pool Home! Lawn Pool Care Included!

689 LAKE HOWARD DRIVE NW

503 AVENUE B NW

1906 SARAH STREET

800 OVERLOOK GROVE DRIVE

1301 Evergreen Court

1301 DIEGO TERRACE

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Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Winter Haven?

How many apartments with pools are available for rent in Winter Haven?

How can I find a cheap apartment in Winter Haven?