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Houses for Rent in Cypress Gardens, FL

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624 Lake Elizabeth Dr - Photo 1 of 1

5d+ ago

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Verified

624 Lake Elizabeth Dr, Cypress Gardens, FL 33884

2 beds

1 bath

$2,520

$1,800

Price drop

House for rent

Available Aug 20

1881 N Lake Eloise Dr - Photo 1 of 1

5d+ ago

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Verified

1881 N Lake Eloise Dr Winter Haven, FL 33884

1881 N Lake Eloise Dr, Cypress Gardens, FL 33884

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$2,099

House for rent

Available Jul 31

5850 Cypress Gardens Blvd #806 - Photo 1 of 1

5d+ ago

Eloise Woods townhouse for rent in Cypress Gardens

3 Bedroom Condo for Rent in Winter Haven

5850 Cypress Gardens Blvd #806, Cypress Gardens, FL 33884

Carpet | Outdoor space

3 beds

2.5 baths

$1,700

House for rent

Available Jun 1

3-bed townhouse near Legoland with low upkeep

Sitting in Eloise Woods, this 3-bed, 2.5-bath townhouse offers 1,356 sqft of open living space with a functional kitchen and generously sized bedrooms. The primary suite includes its own bathroom for added privacy. Low maintenance townhome living provides quick access to Legoland, shopping, dining, and major roadways in the Cypress Gardens area.

145 Beverly Dr - Photo 1 of 1

3d ago

Eloise Woods house for rent in Cypress Gardens

SINGLE_FAMILY - WINTER HAVEN, FL

145 Beverly Dr, Cypress Gardens, FL 33884

On-site laundry | Outdoor space | Walk-in closets

3 beds

2 baths

$2,200

House for rent

104 Lake Daisy Ter - Photo 1 of 1

5d+ ago

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Verified

104 Lake Daisy Ter, Winter Haven, FL 33884

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$1,910

$1,705

Price drop

House for rent

Available Jun 24

144 Shelley Dr - Photo 1 of 1

5d+ ago

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Verified

144 Shelley Dr, Winter Haven, FL 33884

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$1,830

House for rent

Available Aug 13

Nearby rental good for eco-living

$2,300

Winter Haven

Nearby rental good for pet owners

$1,300

Winter Haven

4736 Summerfield Cir - Photo 1 of 1

5d+ ago

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Verified

4736 Summerfield Cir, Winter Haven, FL 33881

On-site laundry | Garage parking | High ceilings

4 beds

2 baths

$2,870

$1,965

Price drop

House for rent

Available Aug 17

40 Saint Kitts Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

40 Saint Kitts Cir, Winter Haven, FL 33884

On-site laundry | Outdoor space | Swimming pool

3 beds

2 baths

$2,205

$1,815

Price drop

House for rent

Available Jul 31

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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

Outdoor space | Garage parking | Fireplace

3 beds

2 baths

$1,899

$1,799

Price drop

House for rent

Available Jul 13

780 Overlook Grove Dr - Photo 1 of 1

5h ago

House for rent in Winter Haven

780 Overlook Grove Dr, Winter Haven, FL 33884

Outdoor space | Storage | Garage parking

4 beds

2 baths

$2,300

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.

$1,595

South College

$1,525

Winter Haven

$1,645

Winter Haven

$1,605

Winter Haven

1340 Daisy Field Dr - Photo 1 of 1
New construction

10h ago

House for rent in Winter Haven

1340 Daisy Field Dr, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,300

House for rent

1067 Michelangelo Ln - Photo 1 of 1

1d ago

House for rent in Winter Haven

1067 Michelangelo Ln, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,100

House for rent

1d ago

House for rent in Winter Haven

679 Avenue G Se, Winter Haven, FL 33880

3 beds

2 baths

$2,000

House for rent

4320 Dundee Rd #LOT75 - Photo 1 of 1

3d ago

House for rent in Winter Haven

Brand New Park Model in RV Resort within 5 miles of Legoland

4320 Dundee Rd #LOT75, Winter Haven, FL 33884

On-site laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,200

House for rent

Available Aug 1

1970 SARAH Street - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1970 SARAH Street, Winter Haven, FL 33884

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$1,850

House for rent

495 Avenue F Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

495 Avenue F Se, Winter Haven, FL 33880

Air conditioning | High ceilings | Fireplace

2 beds

1 bath

$1,690

House for rent

Average rent

The average rent for houses in Cypress Gardens, as of August 2026, is up 8.86% compared to last month but unchanged year-over-year.
$2,000

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204 Chaucer Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

204 Chaucer Ln, Winter Haven, FL 33884

Outdoor space | Garage parking | Air conditioning

2 beds

2 baths

$1,660

House for rent

1042 Michelangelo Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1042 Michelangelo Ln, Winter Haven, FL 33884

On-site laundry | Outdoor space | Storage

4 beds

2.5 baths

$2,195

House for rent

Available Jul 23

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855 Turner Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

855 Turner Ln, Winter Haven, FL 33881

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$1,890

House for rent

124 Shelley Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

124 Shelley Dr, Winter Haven, FL 33884

Outdoor space | Storage | Garage parking

4 beds

2 baths

$2,250

House for rent

1334 DIEGO Terrace - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1334 DIEGO Terrace, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Swimming pool

4 beds

2.5 baths

$2,200

House for rent

1708 TEAGAN Lane - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1708 TEAGAN Lane, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,250

House for rent

687 Lake Dexter Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

687 Lake Dexter Cir, Winter Haven, FL 33884

On-site laundry | Outdoor space | Storage

3 beds

2.5 baths

$2,100

$1,995

Price drop

House for rent

407 Avenue A Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

407 Avenue A Se, Winter Haven, FL 33880

On-site laundry | Outdoor space | Storage

3 beds

2 baths

$1,700

House for rent

1098 Michelangelo Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1098 Michelangelo Ln, Winter Haven, FL 33884

In-unit laundry | Garage parking | Dishwasher

3 beds

2.5 baths

$2,500

$2,400

Price drop

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Cypress Gardens
Updated: August 1, 2026

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Apartments for rent in Cypress Gardens5 rentals

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Discover houses for rent in Cypress Gardens, FL

🌇Available house rentals25 houses
💰Best rent deal4320 Dundee Rd #LOT75
🍃With outdoor space
⭐Popular amenities, ,
🚗With garage parking
🏠With photos