Condos for Rent under $2,000 in Winter Haven FL - 761 Rentals

4900 Cypress Gardens Rd Unit 54-Hud

4900 Cypress Gardens Rd Unit 54-Hud, Winter Haven, FL 33884
1 / 5
$1,590

3 Beds, 2 Baths, 1,270 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
400 El Camino Dr Unit 220

400 El Camino Dr Unit 220, Winter Haven, FL 33884
1 / 5
$1,000

1 Bed, 1 Bath

(863) 439-6550
2085 Isle Royal Ct SE Unit 281

2085 Isle Royal Ct SE Unit 281, Winter Haven, FL 33880
1 / 5
$1,150

1 Bed, 1 Bath, 648 sq ft

Pool Vaulted Ceiling

(863) 264-5883
4900 Cypress Gardens Rd Unit 6

4900 Cypress Gardens Rd Unit 6, Winter Haven, FL 33884
1 / 5
$1,425

2 Beds, 2 Baths, 1,105 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 28

4900 Cypress Gardens Rd Unit 28, Winter Haven, FL 33884
1 / 5
$1,425

2 Beds, 2 Baths, 1,105 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 34-Hud

4900 Cypress Gardens Rd Unit 34-Hud, Winter Haven, FL 33884
1 / 5
$1,376

2 Beds, 2 Baths, 1,105 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 23

4900 Cypress Gardens Rd Unit 23, Winter Haven, FL 33884
1 / 5
$1,425

2 Beds, 2 Baths, 1,100 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 76-Hud

4900 Cypress Gardens Rd Unit 76-Hud, Winter Haven, FL 33884
1 / 5
$1,376

2 Beds, 2 Baths, 1,270 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 42

4900 Cypress Gardens Rd Unit 42, Winter Haven, FL 33884
1 / 5
$1,425

2 Beds, 2 Baths, 1,105 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
4900 Cypress Gardens Rd Unit 75

4900 Cypress Gardens Rd Unit 75, Winter Haven, FL 33884
1 / 5
$1,425

2 Beds, 2 Baths, 885 sq ft

Pets Allowed Pool Fitness Center

(863) 356-7558
1131 5th St SW Unit 5

1131 5th St SW Unit 5, Winter Haven, FL 33880

For Rent

By Owner
1 / 18
$900

1 Bed, 1 Bath, 450 sq ft

Smoke Free

(863) 356-8175
669 Avenue B NW Unit 8

669 Avenue B NW Unit 8, Winter Haven, FL 33881

For Rent

By Owner
1 / 26
$1,125

1 Bed, 1 Bath, 588 sq ft

Pets Allowed Walk-In Closets Hardwood Floors Smoke Free
2085 Isle Royal Ct SE Unit 280

2085 Isle Royal Ct SE Unit 280, Winter Haven, FL 33880
1 / 5
$1,150

1 Bed, 1 Bath, 648 sq ft

Pets Allowed

(407) 491-4893
2227 9th St SE

2227 9th St SE, Winter Haven, FL 33880
1 / 5
$999

Studio, 1 Bath, 600 sq ft

Pets Allowed Waterfront

(863) 397-5707
710 Ave C SW Unit 2A

710 Ave C SW Unit 2A, Winter Haven, FL 33880
1 / 5
$1,275

2 Beds, 1 Bath, 824 sq ft

(863) 528-2376
706 Eagle Pond Dr Unit 706

706 Eagle Pond Dr Unit 706, Winter Haven, FL 33884
1 / 5
$1,450

2 Beds, 2 Baths, 1,017 sq ft

(407) 409-5103
650 Ave J NW Unit 202

650 Ave J NW Unit 202, Winter Haven, FL 33881
1 / 2
$1,200

2 Beds, 1 Bath, 786 sq ft

Pets Allowed

(407) 674-7994
2075 Isle Royal Ct SE Unit 162

2075 Isle Royal Ct SE Unit 162, Winter Haven, FL 33880
1 / 5
$1,200

1 Bed, 1 Bath, 648 sq ft

(407) 409-5103
5850 Cypress Gardens Blvd Unit 607

5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884
1 / 5
$1,500

2 Beds, 1.5 Baths, 1,260 sq ft

(863) 294-6773
220 Ave Q NW

220 Ave Q NW, Winter Haven, FL 33881
1 / 5
$900

1 Bed, 1 Bath

Pets Allowed

(561) 577-4286
$1,300

2 Beds, 1.5 Baths, 934 sq ft

211 Lake Silver Dr Unit 6-B, Winter Haven, FL 33881
$1,200

1 Bed, 1 Bath, 500 sq ft

1210 Ave Z SE Unit 1, Winter Haven, FL 33884
$1,200

1 Bed, 1.5 Baths, 768 sq ft

400 El Camino Dr Unit Apt 123, Winter Haven, FL 33884
$1,380

2 Beds, 2 Baths

4 Winter Ridge Ct, Winter Haven, FL 33881
$1,400

2 Beds, 1 Bath, 866 sq ft

430 Ave B NE Unit A, Winter Haven, FL 33881
$1,450

2 Beds, 1 Bath, 900 sq ft

645 7th St NE Unit 647, Winter Haven, FL 33881
$1,200

1 Bed, 1 Bath, 507 sq ft

103 4th St SE Unit B, Winter Haven, FL 33880
$1,300

2 Beds, 1 Bath, 850 sq ft

628 W Central Ave Unit 626, Winter Haven, FL 33880
$1,200

1 Bed, 1.5 Baths, 768 sq ft

400 El Camino Dr Unit 123, Winter Haven, FL 33884
$1,000

1 Bed, 1 Bath, 800 sq ft

3800 Cypress Gardens Rd Unit apt D, Winter Haven, FL 33884
$1,250

2 Beds, 1 Bath, 1,055 sq ft

176-178 Rebecca Dr NE Unit 176 Rebecca Dr NE, Winter Haven, FL 33881
$1,500

2 Beds, 1.5 Baths, 851 sq ft

821 Orchid Springs Dr, Winter Haven, FL 33884
$1,300

2 Beds, 1 Bath

133 Dairy Rd, Auburndale, FL 33823
More Rentals Near Winter Haven, FL

We found more rentals near Winter Haven, FL that closely match your search.
The Waverly at Winter Haven

1015 Lake Forest Blvd, Winter Haven, FL 33884
1 / 14
$1,455 - $2,099

1-2 Beds

3 Months Free

Pets Allowed Fitness Center In Unit Washer & Dryer Maintenance on site Stainless Steel Appliances Package Service Controlled Access

(912) 809-5662
RainDance

200 Avenue C SW, Winter Haven, FL 33880
1 / 25

Virtual Tour
$1,338 - $1,825

1 Bed

Specials

Fitness Center Pool Walk-In Closets Stainless Steel Appliances

(863) 356-1136
The Carlton at Lake Dexter

1015 Mahaffey Rd, Winter Haven, FL 33884
1 / 49

Videos

Virtual Tour
$1,387 - $2,235

1-3 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen In Unit Washer & Dryer

(727) 295-2861
Prose Cypress Pointe

3110 Gowan Dr, Winter Haven, FL 33884
1 / 31

Videos

Virtual Tour
$1,399 - $1,915

1-2 Beds

Specials

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Walk-In Closets Clubhouse Stainless Steel Appliances

(833) 669-3928
Carlton Arms of Winter Haven

7676 Carlton Arms Blvd, Winter Haven, FL 33884
1 / 48

Videos

Virtual Tour
$912 - $1,723

Studio - 3 Beds

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen

(863) 251-6034
The Jade

1150 3rd St SW, Winter Haven, FL 33880
1 / 40

Videos
$1,325 - $1,650

1-2 Beds

Dogs Allowed Fitness Center Pool Clubhouse High-Speed Internet Grill Business Center

(863) 837-4924
Dream Winter Haven

3800 Ave J NW, Winter Haven, FL 33881
1 / 31
$1,499 - $1,999

1-2 Beds

Specials

Pets Allowed Fitness Center Pool Clubhouse Stainless Steel Appliances Business Center Granite Countertops

(863) 312-1112
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Condos Florida Polk County

Winter Haven, FL Condos for Rent Under $2,000

Search for condos for rent in Winter Haven, FL on Apartments.com. With 761 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are pet friendly to fit renters' lifestyles. When you rent a condo, you’ll likely rent from an individual owner rather than a property management company. This means units in the same building may have different features and layouts. Be sure to check out the photos and take a tour of the unit as you search for your Winter Haven home. While the average rent for a condo in Winter Haven is $1,322, prices can vary by location, ranging anywhere from $1,000 to $2,100.