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Luxury Apartments for Rent in Cypress Gardens, FL

25 rentals

Briarcrest at Winter Haven - Photo 1 of 1
Rent special

7h ago

9.4

Excellent

Our team has verified this company

Verified

Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

Luxury | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,032–$1,495

Apartment for rent

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

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412 Orange Blossom Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Haven

412 Orange Blossom Dr, Winter Haven, FL 33880

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,875

House for rent

Top amenities
In-Unit Laundry
Microwave
224 Kingshill Ct Se - Photo 1 of 1

3d ago

Our team has verified this company

Verified

224 Kingshill Ct Se, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,800

House for rent

Available Jan 22

Top amenities
Ceiling Fan
2688 Whispering Trails Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2688 Whispering Trails Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,860

House for rent

Available Feb 16

7172 Summit Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7172 Summit Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$1,940

House for rent

Available Jan 23

Top amenities
Garage Parking
High Ceilings
On-Site Laundry
1961 9th St Se - Photo 1 of 1

6h ago

Our team has verified this company

Verified

1961 9th St Se, Winter Haven, FL 33880

Luxury | Swimming pool | On-site laundry

4 beds

3 baths

$2,735

$2,620

Price drop

House for rent

Available Feb 16

Top amenities
On-Site Laundry
On-Site Management

Nearby rental good for eco-living

$2,300

Winter Haven

Nearby rental good for pet owners

1020 Robin Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1020 Robin Ln, Winter Haven, FL 33884

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,075

House for rent

Available Mar 9

Top amenities
On-Site Laundry
On-Site Management
124 Hampden Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

124 Hampden Rd, Cypress Gardens, FL 33884

Luxury | Swimming pool | On-site laundry

2 beds

2 baths

$1,830

House for rent

Available Mar 18

Top amenities
On-Site Laundry
On-Site Management
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3122 Whispering Trails St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3122 Whispering Trails St, Winter Haven, FL 33884

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$1,855

$1,505

Price drop

House for rent

Available Jan 13

Top amenities
On-Site Laundry
On-Site Management
2684 Whispering Trails Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2684 Whispering Trails Dr, Winter Haven, FL 33884

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$1,720

$1,540

Price drop

House for rent

Available Dec 26

Top amenities
On-Site Laundry
On-Site Management
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Find sweet deals near Cypress Gardens

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

$1,032–$1,495

Winter Haven

$1,505

Winter Haven

$1,540

Winter Haven

$1,505

Eloise Woods

546 Lake Dexter Blvd - Photo 1 of 1

2d ago

Our team has verified this company

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

$1,985

$1,820

Price drop

House for rent

Available Jan 16

335 Lake Daisy Loop - Photo 1 of 1

3d ago

Our team has verified this company

Verified

335 Lake Daisy Loop Winter Haven, FL 33884

335 Lake Daisy Loop, Winter Haven, FL 33884

Luxury

3 beds

2 baths

$1,675

House for rent

Available Jan 30

3319 Fox Ridge Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

3319 Fox Ridge Dr Winter Haven, FL 33884

3319 Fox Ridge Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$1,925

$1,815

Price drop

House for rent

Available Dec 12

Top amenities
Swimming Pool
5530 Bess Ln - Photo 1 of 1

2d ago

Our team has verified this company

Verified

5530 Bess Ln Winter Haven, FL 33884

5530 Bess Ln, Winter Haven, FL 33884

Luxury | Walk-in closets | Garage parking

4 beds

2 baths

$2,140

$1,915

Price drop

House for rent

Available Jan 9

107 Lake Elizabeth Dr - Photo 1 of 1

5d+ ago

Luxury Eloise Woods house for rent in Cypress Gardens

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

107 Lake Elizabeth Dr, Cypress Gardens, FL 33884

Luxury | Swimming pool | Storage

3 beds

1 bath

$1,505

House for rent

7209 Summit Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Haven

Winter Haven 3 Bedroom Plus !!!

7209 Summit Pl, Winter Haven, FL 33884

Luxury | In-unit laundry | Air conditioning

3 beds

2 baths

$1,895

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
124 Shelley Dr - Photo 1 of 1

6h ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

124 Shelley Dr, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$2,150

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
6432 Domizio Drive #6432 - Photo 1 of 1

9h ago

Luxury apartment for rent in Winter Haven

4 BR, 3 BA in Winter Haven

6432 Domizio Drive #6432, Winter Haven, FL 33884

Luxury | Outdoor space

4 beds

3 baths

$1,990

Apartment for rent

Available Jan 27

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4932 Kaia Ave - Photo 1 of 1
New construction

20h ago

Luxury house for rent in Winter Haven

4932 Kaia Ave, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$1,900

House for rent

Top amenities
In-Unit Laundry
900 Avenue Z Se - Photo 1 of 1

1d ago

Luxury condo for rent in Winter Haven

900 Avenue Z Se, Winter Haven, FL 33880

Luxury | Swimming pool | Dishwasher

2 beds

1 bath

$1,199

Condo for rent

150 El Dorado #208 - Photo 1 of 1
Age restricted

3d ago

Luxury apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

150 El Dorado #208, Winter Haven, FL 33884

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$1,500

Apartment for rent

Top amenities
Ceiling Fan
In-Unit Laundry
2719 Yukon - Photo 1 of 1
New construction

4d ago

Luxury house for rent in Lake Hamilton

ANEXO/ Studio

2719 Yukon, Lake Hamilton, FL 33884

Luxury | In-unit laundry | Carpet

1 bed

1 bath

$1,250

House for rent

Available Jan 24

Top amenities
In-Unit Laundry
Microwave
2924 Whispering Trails Dr - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

Great studiilo for rent all included

2924 Whispering Trails Dr, Winter Haven, FL 33884

Luxury | Furnished | Cable

1 bed

1 bath

$950

Apartment for rent

Available Jan 31

942 Cattleman St - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

942 Cattleman St, Winter Haven, FL 33881

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,300

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
On-Site Laundry
Storage
163 Avenue A Se #4 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Haven

163 Avenue A Se #4, Winter Haven, FL 33880

Luxury | Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Jan 19

Showing 1 - 25 of 25 results
Home > Apartments in Cypress Gardens > Cypress Gardens Luxury Apartments For Rent
Updated: January 30, 2026

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

🔑Available apartment rentals25
💰Best rent deal2924 Whispering Trails Dr
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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

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