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Luxury Apartments for Rent in Cypress Gardens, FL

25 rentals

Briarcrest at Winter Haven - Photo 1 of 1
Rent special

13h ago

9.4

Excellent

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Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

Luxury | Swimming pool | Fitness center

1–3 beds

1–2 baths

$997–$1,540

Apartment for rent

Top amenities
On-Site Laundry
On-Site Management
Residents Lounge
Swimming Pool

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206 Kingshill Ct Se - Photo 1 of 1

5d+ ago

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Verified

206 Kingshill Ct Se, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,860

House for rent

Available Jun 2

Top amenities
Garage Parking
High Ceilings
104 Lake Daisy Ter - Photo 1 of 1

5d+ ago

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Verified

104 Lake Daisy Ter, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,970

House for rent

Available May 26

2112 Jonathan Ln - Photo 1 of 1

2d ago

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Verified

2112 Jonathan Ln Winter Haven, FL 33884

2112 Jonathan Ln, Winter Haven, FL 33884

Luxury | Garage parking | Fireplace

3 beds

2 baths

$2,090

House for rent

Available Apr 15

264 Daisy Estates Dr - Photo 1 of 1

5d+ ago

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Verified

264 Daisy Estates Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

4 beds

2 baths

$2,205

$2,075

Price drop

House for rent

Available Mar 25

Top amenities
Garage Parking
On-Site Laundry
92 Lake Daisy Blvd - Photo 1 of 1

4d ago

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Verified

92 Lake Daisy Blvd, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,970

$1,855

Price drop

House for rent

Available Apr 10

Top amenities
On-Site Laundry

Nearby rental good for eco-living

$1,975

Winter Haven

Nearby rental good for pet owners

2069 Whispering Trails Blvd - Photo 1 of 1

5d+ ago

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Verified

2069 Whispering Trails Blvd, Winter Haven, FL 33884

Luxury | Walk-in closets | Swimming pool

4 beds

2.5 baths

$1,975

House for rent

Available May 29

Top amenities
Ceiling Fan
Swimming Pool
109 Solis Dr - Photo 1 of 1

5d+ ago

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Verified

109 Solis Dr, Winter Haven, FL 33880

Luxury | Balcony | Swimming pool

3 beds

2 baths

$2,290

House for rent

Available Jun 16

Top amenities
On-Site Laundry
On-Site Management
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2973 Whispering Trails Dr - Photo 1 of 1

1d ago

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Verified

2973 Whispering Trails Dr, Winter Haven, FL 33884

Luxury | Swimming pool | On-site laundry

4 beds

2.5 baths

$2,400

$2,220

Price drop

House for rent

Available May 15

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
125 Pine Island Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Welcome to this charming abode.

125 Pine Island Dr, Winter Haven, FL 33881

Luxury

4 beds

2 baths

$1,725

House for rent

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Find sweet deals near Cypress Gardens

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

$1,725

Winter Haven

$1,100

South College

546 Lake Dexter Blvd - Photo 1 of 1

5d+ ago

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Verified

546 Lake Dexter Blvd Winter Haven, FL 33884

546 Lake Dexter Blvd, Winter Haven, FL 33884

Luxury | Garage parking | Fireplace

3 beds

2 baths

$1,695

House for rent

Available Mar 25

514 Avenue C Ne #4 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

514 Avenue C Ne #4, Winter Haven, FL 33881

Luxury

2 beds

1 bath

$1,150

Apartment for rent

669 Lake Dexter Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

3 Bedroom Pet-Friendly Home in WINTER HAVEN, FL with Main Street Renewal

669 Lake Dexter Cir, Winter Haven, FL 33884

Luxury | Swimming pool | Storage

3 beds

2.5 baths

$1,775

House for rent

900 Avenue Z Se #C2 - Photo 1 of 1

2d ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

900 Avenue Z Se #C2, Winter Haven, FL 33880

Luxury | Balcony | Walk-in closets

2 beds

1 bath

$1,395

Condo for rent

Top amenities
Ceiling Fan
In-Unit Laundry
Swimming Pool
1103 Cypress Gardens Blvd #30 - Photo 1 of 1

4d ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

1103 Cypress Gardens Blvd #30, Winter Haven, FL 33884

Luxury | In-unit laundry | Ceiling fan

1 bed

1 bath

$1,200

Condo for rent

Top amenities
In-Unit Laundry
163 Avenue A Se #1 - Photo 1 of 1

1d ago

Luxury apartment for rent in Winter Haven

163 Avenue A Se #1, Winter Haven, FL 33880

Luxury | On-site laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Apr 23

Top amenities
On-Site Laundry
728 Lake Ned Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

728 Lake Ned Rd, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,100

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
955 6th St Se #5 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

955 6th St Se #5, Winter Haven, FL 33880

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$1,190

Apartment for rent

Top amenities
In-Unit Laundry
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955 6th St Se #11 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

955 6th St Se #11, Winter Haven, FL 33880

Luxury | Walk-in closets | Air conditioning

2 beds

1 bath

$1,295

Apartment for rent

5 Grove Ct Se #S303 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

5 Grove Ct Se #S303, Winter Haven, FL 33884

Luxury | Walk-in closets | Swimming pool

4 beds

4 baths

$50,000

Condo for rent

Available Apr 20

Top amenities
Concierge Service
Elevator
On-Site Laundry
Residents Lounge
100 El Camino Dr #111 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

100 El Camino Dr #111, Winter Haven, FL 33884

Luxury | In-unit laundry | Ceiling fan

1 bed

1 bath

$1,500

Condo for rent

Top amenities
In-Unit Laundry
2014 8th Ter Se - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

2014 8th Ter Se, Winter Haven, FL 33880

Luxury | In-unit laundry | Garage parking

4 beds

3.5 baths

$3,450

House for rent

Top amenities
Ceiling Fan
Dishwasher
Hardwood Floor
In-Unit Laundry
Storage
116 Holmes Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

116 Holmes Pl, Winter Haven, FL 33884

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$2,800

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Storage
Swimming Pool
4973 Kaia Ave - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

4973 Kaia Ave, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,000

House for rent

Top amenities
Garage Parking
In-Unit Laundry
115 Avenue F Sw #B - Photo 1 of 1

5d+ ago

Luxury South College apartment for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

115 Avenue F Sw #B, Winter Haven, FL 33880

Luxury | High ceilings

1 bed

1 bath

$1,100

Apartment for rent

Showing 1 - 25 of 25 results
Home > Apartments in Cypress Gardens > Cypress Gardens Luxury Apartments For Rent
Updated: May 2, 2026

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Looking for luxury apartments in Cypress Gardens, FL near you?

🔑Available apartment rentals25
💰Best rent deal200 Avenue K Se
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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