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Luxury Apartments for Rent in Winter Haven, FL

94 rentals

501 Eagle Pond Drive #1 - Photo 1 of 1

2d ago

Luxury condo for rent in Winter Haven

501 Eagle Pond Drive

501 Eagle Pond Drive #1, Winter Haven, FL 33884

Luxury | In-unit laundry

2 beds

2 baths

$1,600

Condo for rent

Available Dec 4

Top amenities
In-Unit Laundry
1201 Crestwood Drive - Photo 1 of 1

2d ago

Luxury house for rent in Winter Haven

1201 Crestwood Drive, Winter Haven, FL 33881

Luxury

1 bed

1 bath

$1,000

$900

Price drop

House for rent

Dream Winter Haven - Photo 1 of 1

2d ago

7.4

Very good

Dream Winter Haven

5004 Dream Dr, Winter Haven, FL 33881

Luxury

1–3 beds

1–2 baths

$1,429–$2,139

Price drop

Apartment for rent

Garden Mobile Village - Photo 1 of 1

3d ago

8.3

Very good

Garden Mobile Village

2026 15th Street Southwest, Winter Haven, FL 33880

Luxury

2 beds

2 baths

$1,475

Apartment for rent

351 Avenue N Northeast #1 - Photo 1 of 1

4d ago

Luxury apartment for rent in Winter Haven

351 Avenue N Northeast #1, Winter Haven, FL 33881

Luxury | In-unit laundry | Ceiling fan

1 bed

1 bath

$1,000

Apartment for rent

Available Dec 2

Top amenities
In-Unit Laundry
351 Avenue N Northeast #2 - Photo 1 of 1

4d ago

Luxury apartment for rent in Winter Haven

351 Avenue N Northeast #2, Winter Haven, FL 33881

Luxury | In-unit laundry | Ceiling fan

1 bed

1 bath

$1,000

Apartment for rent

Available Dec 2

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

383 Winter Ridge Boulevard - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

2/2 condo in Winter Haven, freshly renewed with new A/C, counters, cabinetry, flooring a must see!!!

383 Winter Ridge Boulevard, Winter Haven, FL 33881

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,600

Condo for rent

Available Oct 1

Top amenities
Dishwasher
In-Unit Laundry
919 Avenue South Southeast - Photo 1 of 1

5d+ ago

7.9

Very good

919 Avenue South Southeast

919 Avenue S Southeast, Winter Haven, FL 33880

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,450

House for rent

Available Nov 16

Top amenities
Furnished
In-Unit Laundry
On-Site Laundry
Swimming Pool
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3355 Dexter Dell - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

3355 Dexter Dell, Winter Haven, FL 33884

Luxury | Dishwasher | Microwave

2 beds

2 baths

$1,549

House for rent

Aqua Apartment Homes - Photo 1 of 1

5d+ ago

8.8

Very good

Aqua Apartment Homes

2000 15th Court Northwest, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

1 bath

$1,445–$1,495

Apartment for rent

Top amenities
In-Unit Laundry
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Find sweet deals in Winter Haven

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

$979–$1,360

418 SE 19th St

$1,049

Avenue B Northeast

$1,649–$1,749

240 2nd Street Southwest

$900

1201 Crestwood Drive

2205 12th St NW - Photo 1 of 1
Income restricted
No deposit

5d+ ago

8.8

Very good

2205 12th St NW

2205 12th St Nw, Winter Haven, FL 33881

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$950

Apartment for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
On-Site Management
1702 Recker Highway #D - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Newly Remodeled - 2 Bed/1 Bath Apartment in Winter Haven - Available 10/22

1702 Recker Highway #D, Winter Haven, FL 33880

Luxury | On-site laundry | Ceiling fan

2 beds

1 bath

$1,450

Condo for rent

Available Dec 1

Top amenities
On-Site Laundry
2664 Rutledge Court #2664 - Photo 1 of 1

5d+ ago

Luxury Traditions apartment for rent in Winter Haven

2 BR, 2 BA in Traditions

2664 Rutledge Court #2664, Winter Haven, FL 33884

Luxury | In-unit laundry | On-site laundry

2 beds

2 baths

$1,950

Apartment for rent

Available Nov 1

Top amenities
In-Unit Laundry
On-Site Laundry
175 Cloverdale Road #175 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

3 BR, 2 BA in Winter Haven

175 Cloverdale Road #175, Winter Haven, FL 33884

Luxury

3 beds

2 baths

$2,499

Apartment for rent

Available Dec 1

3805 Osprey Pointe Circle #3805 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

3 BR, 2 BA in Cypress Gardens

3805 Osprey Pointe Circle #3805, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,250

Apartment for rent

Available Nov 15

Top amenities
Air Conditioning
Carpet
Dishwasher
In-Unit Laundry
On-Site Laundry
610 Sweetbay Circle - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Haven

610 Sweetbay Circle, Winter Haven, FL 33884

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,999

House for rent

Top amenities
Furnished
In-Unit Laundry
17 Casarena Court #17 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

3 BR, 3 BA in Winter Haven

17 Casarena Court #17, Winter Haven, FL 33881

Luxury | Balcony | Walk-in closets

3 beds

3 baths

$2,159

House for rent

Available Nov 21

301 Avenue B Southeast #301-4 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

1 BR, 1 BA in East College

301 Avenue B Southeast #301-4, Winter Haven, FL 33880

Luxury

1 bed

1 bath

$1,000

Apartment for rent

Available Sep 1

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612 Lake Ned Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

612 Lake Ned Road, Winter Haven, FL 33884

Luxury | In-unit laundry | Air conditioning

2 beds

1 bath

$1,460

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
Package Service
2006 Garden Lake Dr - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

2006 Garden Lake Dr, Winter Haven, FL 33884

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,549

Condo for rent

Top amenities
Controlled Access
In-Unit Laundry
Swimming Pool
853 15th Street Northeast #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

$3,000 - 3 Bedroom 2 Bathroom House In Winter Haven With Great Amenities

853 15th Street Northeast #NA, Winter Haven, FL 33881

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$3,000

House for rent

Available Nov 14

Top amenities
Air Conditioning
Central Heat
Dishwasher
Hardwood Floor
In-Unit Laundry
Wheelchair Accessible
205 Lake Region Blvd S - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Gated Comunity family friendly home great neighborhood safe and gated

205 Lake Region Blvd S, Winter Haven, FL 33881

Luxury | In-unit laundry | Air conditioning

2 beds

2 baths

$2,000

House for rent

Available Nov 13

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
513 Winter Terrace - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

513 Winter Terrace, Winter Haven, FL 33881

Luxury | Swimming pool

2 beds

2 baths

$1,450

House for rent

1398 Lucerne Loop Rd Ne - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

1398 Lucerne Loop Rd Ne, Winter Haven, FL 33881

Luxury | In-unit laundry | Storage

3 beds

2 baths

$2,150

House for rent

Top amenities
In-Unit Laundry
1228 Evergreen Ct - Photo 1 of 1

5d+ ago

Luxury Lake Buckeye Estates townhouse for rent in Winter Haven

Evergreen Court

1228 Evergreen Ct, Winter Haven, FL 33881

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,640

House for rent

Available Oct 1

Top amenities
Dishwasher
Fitness Center
Garage Parking
Hardwood Floor
On-Site Laundry
968 Sunshine Way Sw - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Winter Haven

968 Sunshine Way Sw, Winter Haven, FL 33880

Luxury | Garage parking | Concierge service

2 beds

2 baths

$1,525

House for rent

Available Jul 15

Top amenities
Concierge Service
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2010 S Lake Cannon Dr Nw - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

1/1

2010 S Lake Cannon Dr Nw, Winter Haven, FL 33881

Luxury | Walk-in closets | Furnished

1 bed

1 bath

$1,200

Condo for rent

Top amenities
Furnished
Microwave
On-Site Laundry
5605 Struthers Ct #5605 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

2 bedroom 2 Bath - $1550 a month NEW

5605 Struthers Ct #5605, Winter Haven, FL 33884

Luxury | In-unit laundry | Air conditioning

2 beds

2 baths

$1,550

Condo for rent

Available Nov 9

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
151 Mariposa - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

151 Mariposa St

151 Mariposa, Winter Haven, FL 33884

Luxury

2 beds

2 baths

$1,600

House for rent

Available Nov 10

400 El Camino Drive #217 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Luxury | Swimming pool

1 bed

1 bath

$899

Condo for rent

692 Reggie Road - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

692 Reggie Road, Winter Haven, FL 33884

Luxury | In-unit laundry | Carpet

1 bed

1 bath

$995

Apartment for rent

Available Nov 24

Top amenities
In-Unit Laundry
On-Site Management
2413 Avenue B Sw #A - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

2413 Avenue B Sw #A, Winter Haven, FL 33880

Luxury | In-unit laundry | On-site laundry

2 beds

1 bath

$1,450

Apartment for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Storage
1100 Martinique Dr #203 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

1100 Martinique Dr #203, Winter Haven, FL 33884

Luxury | In-unit laundry | Ceiling fan

2 beds

1 bath

$1,850

Condo for rent

Top amenities
In-Unit Laundry
2000 15th Ct Nw #15 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

2000 15th Ct Nw #15, Winter Haven, FL 33881

Luxury | Walk-in closets | Swimming pool

2 beds

1 bath

$1,495

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Advertisement
2000 15th Ct Nw #11 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

2000 15th Ct Nw #11, Winter Haven, FL 33881

Luxury | Walk-in closets | Swimming pool

2 beds

1 bath

$1,445

Apartment for rent

Top amenities
In-Unit Laundry
On-Site Laundry
403 Avenue J Se - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

403 Avenue J Se, Winter Haven, FL 33880

Luxury | In-unit laundry | Ceiling fan

2 beds

1 bath

$1,550

Apartment for rent

Top amenities
In-Unit Laundry
3430 Lakeview Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

3430 Lakeview Drive, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

3 beds

4 baths

$3,750

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
Storage
295 Lake Smart Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

295 Lake Smart Cir, Winter Haven, FL 33881

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,300

House for rent

Top amenities
High Ceilings
In-Unit Laundry
Storage
2241 9th Street Southeast - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Haven

Apartment - WINTER HAVEN, FL

2241 9th Street Southeast, Winter Haven, FL 33880

Luxury | Balcony | In-unit laundry

2 beds

2 baths

$1,450

House for rent

Top amenities
Ceiling Fan
Dishwasher
High Ceilings
In-Unit Laundry
2924 Whispering Trails Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Haven

Great private studio all included

2924 Whispering Trails Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | Fitness center

1 bed

1 bath

$950

House for rent

Available Dec 16

Top amenities
Dishwasher
In-Unit Laundry
Microwave
175 Cloverdale Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

175 Cloverdale Rd, Winter Haven, FL 33884

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,499

House for rent

Top amenities
Garage Parking
In-Unit Laundry
2210 Avenue C Northwest - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

2210 Ave C NW, apt b

2210 Avenue C Northwest, Winter Haven, FL 33880

Luxury | Air conditioning

1 bed

1 bath

$1,230

Apartment for rent

Advertisement
916 Avenue S Se - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Charming 3 Bed/2 Bath Single Family Home in Winter Haven - $3100/mo

916 Avenue S Se, Winter Haven, FL 33880

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,100

House for rent

Available Nov 10

Top amenities
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
Residents Lounge
Swimming Pool
2203 Avenue F Northwest - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

2203 Ave F NW, unit b

2203 Avenue F Northwest, Winter Haven, FL 33880

Luxury | In-unit laundry | Air conditioning

1 bed

1 bath

$1,225

Apartment for rent

Top amenities
In-Unit Laundry
39 Enclave Dr #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Haven

39 Enclave Dr

39 Enclave Dr #1, Winter Haven, FL 33884

Luxury | Outdoor space

2 beds

2 baths

$1,800

House for rent

Available Oct 28

246 Cove at Eagle Lake Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - EAGLE LAKE, FL

246 Cove at Eagle Lake Cir, Winter Haven, FL 33839

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$3,000

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
541 Heather Glen Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

541 Heather Glen Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,200

House for rent

Top amenities
Air Conditioning
Ceiling Fan
High Ceilings
In-Unit Laundry
On-Site Laundry
5432 Hogan Ln - Photo 1 of 1
Age restricted

5d+ ago

Luxury Lake Ashton West house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

5432 Hogan Ln, Winter Haven, FL 33884

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,400

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
5607 Struthers Road - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

5607 Struthers Road, Winter Haven, FL 33884

Luxury | Dishwasher

2 beds

2 baths

$1,495

Apartment for rent

503 Avenue B Nw #503 - Photo 1 of 1

5d+ ago

Luxury Downtown Winter Haven condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

503 Avenue B Nw #503, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,995

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
Advertisement
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Updated: December 7, 2025

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Looking for luxury apartments in Winter Haven, FL near you?

🔑Available apartment rentals94
💰Best rent deal400 El Camino Drive #217
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

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