Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Apartments for Rent in Winter Haven, FL

73 rentals

811 Orchid Springs Dr - Photo 1 of 1

3d ago

Luxury condo for rent in Winter Haven

811 Orchid Springs Dr, Winter Haven, FL 33884

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$1,150

Condo for rent

Top amenities
In-Unit Laundry
1331 11th St Ne - Photo 1 of 1

3d ago

Luxury house for rent in Winter Haven

1331 11th St Ne, Winter Haven, FL 33881

Luxury | In-unit laundry | Furnished

3 beds

2 baths

$2,529

House for rent

Available Sep 12

Top amenities
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
The Haven Place - Photo 1 of 1

3d ago

8.4

Very good

The Haven Place

955 6th St Se, Winter Haven, FL 33880

Luxury

1 bed

1 bath

$1,195

Apartment for rent

Brandywyne Apartment Homes - Photo 1 of 1

3d ago

8.5

Very good

Brandywyne Apartment Homes

418 19th St Se, Winter Haven, FL 33884

Luxury | Balcony | In-unit laundry

1–2 beds

1–2 baths

$1,100–$1,360

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
1125 Evergreen Court - Photo 1 of 1

4d ago

8.6

Very good

1125 Evergreen Court

1125 Evergreen Ct, Winter Haven, FL 33881

Luxury | Swimming pool | Controlled access

2–3 beds

2 baths

$1,740–$1,840

Apartment for rent

Top amenities
Swimming Pool
912 Lake Jessie Dr - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

Lake Jessie

912 Lake Jessie Dr, Winter Haven, FL 33881

Luxury

1 bed

1 bath

$1,800

House for rent

Nearby rental good for eco-living

$1,075

1800 3rd Ct Se

Nearby rental good for pet owners

Nearby rental good for social life

912 Lake Jessie Dr - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

Lake Front Living

912 Lake Jessie Dr, Winter Haven, FL 33881

Luxury

2 beds

1 bath

$2,000

House for rent

7358 Bent Grass Dr - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

7358 Bent Grass Dr, Winter Haven, FL 33884

Luxury | Swimming pool

3 beds

3 baths

$3,250

House for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
200 Ave C SW - Photo 1 of 1

4d ago

8.5

Very good

200 Ave C SW

200 Avenue C Sw, Winter Haven, FL 33880

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,400–$1,500

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Lakeside Townhomes - Photo 1 of 1

4d ago

8.5

Very good

Lakeside Townhomes

111 Maclandon Ct, Winter Haven, FL 33884

Luxury | Swimming pool | Controlled access

2 beds

2 baths

$1,599–$1,699

Apartment for rent

Top amenities
Controlled Access
Swimming Pool
Advertisement

Find sweet deals in Winter Haven

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

$1,199–$1,299

350 24th St Nw

$1,350–$1,650

1150 3rd St Sw

$1,075

1800 3rd Ct Se

$950

2850 Lake Alfred Rd

220 Crown Ct - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

220 Crown Court - 1

220 Crown Ct, Winter Haven, FL 33880

Luxury | In-unit laundry | Air conditioning

2 beds

2 baths

$1,595

House for rent

Available Sep 30

Top amenities
Central Heat
In-Unit Laundry
912 Lake Jessie Dr #3 - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

912 Lake Jessie Dr #3, Winter Haven, FL 33881

Luxury | In-unit laundry | On-site laundry

1 bed

1 bath

$2,000

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
912 Lake Jessie Dr #2 - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

912 Lake Jessie Dr #2, Winter Haven, FL 33881

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$1,800

House for rent

Top amenities
In-Unit Laundry
912 Lake Jessie Dr #1 - Photo 1 of 1

4d ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

912 Lake Jessie Dr #1, Winter Haven, FL 33881

Luxury | In-unit laundry | Dishwasher

2 beds

1 bath

$2,000

House for rent

Top amenities
In-Unit Laundry
Aqua Apartment Homes - Photo 1 of 1

4d ago

8.3

Very good

Aqua Apartment Homes

2000 15th Ct Nw, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

1 bath

$1,490–$1,500

Apartment for rent

Top amenities
In-Unit Laundry
20 on Second - Photo 1 of 1

4d ago

8.3

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

Luxury | In-unit laundry | Dishwasher

2 beds

2 baths

$1,799

Apartment for rent

Top amenities
In-Unit Laundry
2902 - Photo 1 of 1

5d+ ago

8.3

Very good

2902

2900 Avenue V Nw, Winter Haven, FL 33881

Luxury

1 bed

1 bath

$900

Apartment for rent

607 Sweet Bay Cir #607 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

$2100-2 Bedroom 2 Bathroom Condo In Winter Haven With Great Amenities

607 Sweet Bay Cir #607, Winter Haven, FL 33884

Luxury | Balcony | Swimming pool

2 beds

2 baths

$2,100

Condo for rent

Available Nov 1

Top amenities
Assigned Parking
Furnished
High Ceilings
In-Unit Laundry
Storage
Swimming Pool
Advertisement
1256 Salisbury Dr - Photo 1 of 1
Rent special

5d+ ago

Luxury house for rent in Winter Haven

3 Bedroom Pet-Friendly Home in Winter Haven, FL with Main Street Renewal

1256 Salisbury Dr, Winter Haven, FL 33881

Luxury | Swimming pool | Storage

3 beds

2 baths

$2,165

House for rent

2614 Rutledge Ct - Photo 1 of 1

5d+ ago

Luxury Traditions house for rent in Winter Haven

2614 Rutledge Ct, Winter Haven, FL 33884

Luxury | Swimming pool | Garage parking

2 beds

2 baths

$1,700

House for rent

1335 Evergreen Ct - Photo 1 of 1

5d+ ago

Luxury Lake Buckeye Estates townhouse for rent in Winter Haven

1335 Evergreen Ct, Winter Haven, FL 33881

Luxury | Swimming pool | Controlled access

2 beds

2 baths

$1,740

House for rent

Available Aug 29

Top amenities
Carpet
Controlled Access
Dishwasher
On-Site Laundry
Swimming Pool
7 Lamplight Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Cozy 2 Bed/1 Bath Single Family Home in Winter Haven - $1500/mo

7 Lamplight Ln, Winter Haven, FL 33884

Luxury | In-unit laundry | Furnished

2 beds

1 bath

$1,550

House for rent

Available Aug 22

Top amenities
Air Conditioning
Dishwasher
Hardwood Floor
In-Unit Laundry
2190 Belaire Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

2190 Belaire Dr, Winter Haven, FL 33880

Luxury | Swimming pool | Garage parking

3 beds

2 baths

$2,250

House for rent

Available Jul 3

Top amenities
Garage Parking
Swimming Pool
567 Eagle Landing Blvd - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Winter Haven

567 Eagle Landing Blvd, Winter Haven, FL 33880

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$3,250

House for rent

Top amenities
Garage Parking
In-Unit Laundry
417 Ruby Lake Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

417 Ruby Lake Pl, Winter Haven, FL 33884

Luxury | Dishwasher | Microwave

3 beds

2 baths

$2,300

House for rent

3541 Harbor Cir Nw - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

3541 Harbor Cir Nw, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,695

House for rent

Available Jul 28

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Package Service
Storage
Swimming Pool
Advertisement
722 W Central Ave Apt A #Apt A - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

722 W Central Ave Apt A #Apt A, Winter Haven, FL 33880

Luxury | Package service | Outdoor space

1 bed

1 bath

$995

Condo for rent

Available Aug 11

726 W Central Ave - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

726 W Central Ave, Winter Haven, FL 33880

Luxury | Outdoor space

1 bed

1 bath

$995

Condo for rent

Available Aug 4

900 Lake Jessie Dr #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Rare Waterfront 4 bed 3 bath Home on Chain of Lakes

900 Lake Jessie Dr #NA, Winter Haven, FL 33881

Luxury | In-unit laundry | Furnished

4 beds

3 baths

$3,750

House for rent

Available Aug 1

Top amenities
Air Conditioning
Furnished
Hardwood Floor
In-Unit Laundry
5635 Struthers Ct - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Haven

Charming lakefront Duplex in Winter Haven - $2200/mo - Available 09/20/2025

5635 Struthers Ct, Winter Haven, FL 33884

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$2,200

House for rent

Available Sep 1

Top amenities
Garage Parking
In-Unit Laundry
Microwave
On-Site Laundry
730 W Central Ave #6 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

730 W Central Ave #6, Winter Haven, FL 33880

Luxury | Walk-in closets | Storage

1 bed

1 bath

$950

Apartment for rent

Available Aug 1

209 Avenue B Se #B - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

209 Avenue B Se #B, Winter Haven, FL 33880

Luxury | In-unit laundry | Ceiling fan

2 beds

1 bath

$1,500

Apartment for rent

Top amenities
In-Unit Laundry
351 Avenue N Ne #6 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Luxury | In-unit laundry | On-site laundry

Studio

1 bath

$1,000

Apartment for rent

Available Jun 26

Top amenities
In-Unit Laundry
On-Site Laundry
Package Service
351 Avenue N Ne #1 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Luxury | In-unit laundry | On-site laundry

Studio

1 bath

$1,000

Apartment for rent

Available Jun 26

Top amenities
Ceiling Fan
In-Unit Laundry
On-Site Laundry
Advertisement
5764 Country Pl #1 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

5764 Country Pl #1, Winter Haven, FL 33880

Luxury

2 beds

1 bath

$1,450

Apartment for rent

1406 Eagle Pond Dr - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

1406 Eagle Pond Dr, Winter Haven, FL 33884

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,475

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Swimming Pool
630 Pavare Ct - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Charming 1 Bed w/ Bonus Room 2 Bath Orchid Springs Condo

630 Pavare Ct, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

1 bed

2 baths

$1,200

Condo for rent

Available May 23

Top amenities
Carpet
In-Unit Laundry
Microwave
235 6th St Nw #207 - Photo 1 of 1

5d+ ago

Luxury Downtown Winter Haven condo for rent in Winter Haven

Luxury plus a Terrace!

235 6th St Nw #207, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,750

Condo for rent

Available Aug 21

Top amenities
Assigned Parking
Dishwasher
Elevator
In-Unit Laundry
On-Site Laundry
Swimming Pool
2040 San Marcos Dr Se #203 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

2040 San Marcos Dr Se #203, Winter Haven, FL 33880

Luxury | Swimming pool | Dishwasher

2 beds

2 baths

$1,650

Condo for rent

2050 San Marcos Dr Se - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

2050 San Marcos Dr Se, Winter Haven, FL 33880

Luxury | Swimming pool | Deck

2 beds

2 baths

$1,500

Condo for rent

351 Avenue N Ne #2 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Luxury | In-unit laundry | On-site laundry

Studio

1 bath

$1,000

Apartment for rent

Available Oct 24

Top amenities
In-Unit Laundry
On-Site Laundry
Package Service
550 Woodpecker Pike - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

550 Woodpecker Pike, Winter Haven, FL 33881

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,195

House for rent

Available Jun 27

Top amenities
Fitness Center
In-Unit Laundry
On-Site Laundry
Residents Lounge
Swimming Pool
Advertisement
513 Winter Ter - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

513 Winter Ter, Winter Haven, FL 33881

Luxury | Swimming pool

2 beds

2 baths

$1,450

House for rent

514 Avenue C Ne #1 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

514 Avenue C Ne #1, Winter Haven, FL 33881

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$1,100

Apartment for rent

Top amenities
In-Unit Laundry
796 Avenue L Sw - Photo 1 of 1
New construction

5d+ ago

Luxury South College apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

796 Avenue L Sw, Winter Haven, FL 33880

Luxury | In-unit laundry | Ceiling fan

2 beds

2 baths

$1,495

Apartment for rent

Top amenities
In-Unit Laundry
115 8th St Se - Photo 1 of 1
3D tour

5d+ ago

Luxury condo for rent in Winter Haven

West Elbert

115 8th St Se, Winter Haven, FL 33880

Luxury | Concierge service | Package service

1 bed

1 bath

$995

Condo for rent

Available Jul 25

2160 San Marcos Cir Se Apt 512 #33880 - Photo 1 of 1
No deposit

5d+ ago

Luxury house for rent in Winter Haven

Modern 2BR/2BA Loft Condo with Lake View apartment in Winter Haven | New Appliances & Resort-Style Amenities!

2160 San Marcos Cir Se Apt 512 #33880, Winter Haven, FL 33880

Luxury | Balcony | Swimming pool

2 beds

2 baths

$1,550

House for rent

Available Jul 24

Top amenities
Assigned Parking
Ceiling Fan
Fitness Center
In-Unit Laundry
Lake
Waterfront
150 Morning Glory Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

150 Morning Glory Circle

150 Morning Glory Cir, Winter Haven, FL 33884

Luxury | Outdoor space

3 beds

2 baths

$2,200

House for rent

Available Jul 29

506 Winter Ter #506 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

506 Winter Ter #506, Winter Haven, FL 33881

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,500

Condo for rent

Top amenities
In-Unit Laundry
2600 Lucerne Park Rd #529 - Photo 1 of 1
Age restricted

5d+ ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

2600 Lucerne Park Rd #529, Winter Haven, FL 33881

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,650

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
Storage
Advertisement
Showing 1 - 50 of 64 results
Next
Home > Apartments in Winter Haven > Winter Haven Luxury Apartments For Rent
Updated: September 7, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Haven, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

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

🔑Available apartment rentals73
💰Best rent deal2900 Avenue V Nw
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

For more in depth rent prices, check out our Winter Haven, FL rent data, which covers average and median rents in Winter Haven, FL.

To know how much rent you can afford in Winter Haven, FL, use our rent affordability calculator.

If you're looking for a specific type of apartment near Winter Haven, FL, use our helpful filters to find an apartment you will love!