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Houses for Rent in Cypress Gardens, FL

Average rent

$1,975

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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

$1,800

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.

123 Tremont Dr - Photo 1 of 1

5d+ ago

Eloise Woods house for rent in Cypress Gardens

Single Family Residence - WINTER HAVEN, FL

123 Tremont Dr, Cypress Gardens, FL 33884

Ceiling fan

4 beds

3 baths

$2,350

House for rent

4-bed house with detached in-law suite

This 4-bed, 3-bath house in Eloise Woods offers 1,260 sqft plus a detached 1-bed, 1-bath mother-in-law suite - essentially two homes for one rent. Both units come fully updated with range and refrigerator included, central air, and ceiling fans. Walking distance to Lake Summit and Lake Roy with public boat ramps, plus just two minutes from LEGOLAND.

206 Kingshill Ct Se - Photo 1 of 1

5d+ ago

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Verified

206 Kingshill Ct Se, Winter Haven, FL 33884

Outdoor space | Garage parking | High ceilings

3 beds

2 baths

$1,800

House for rent

Available May 28

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

$1,865

House for rent

Available Aug 10

40 Saint Kitts Cir - Photo 1 of 1

5d+ ago

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Verified

40 Saint Kitts Cir, Winter Haven, FL 33884

On-site laundry | Outdoor space | Swimming pool

3 beds

2 baths

$2,385

House for rent

Available Jul 31

109 Solis Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

109 Solis Dr, Winter Haven, FL 33880

On-site laundry | Outdoor space | Storage

3 beds

2 baths

$2,230

$2,020

Price drop

House for rent

Available Jun 15

Nearby rental good for eco-living

$2,300

Winter Haven

Nearby rental good for pet owners

$1,300

Winter Haven

2973 Whispering Trails Dr - Photo 1 of 1

5d+ ago

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Verified

2973 Whispering Trails Dr, Winter Haven, FL 33884

On-site laundry | Outdoor space | Swimming pool

4 beds

2.5 baths

$2,165

$2,005

Price drop

House for rent

Available Jun 9

2112 Jonathan Ln - Photo 1 of 1

1d 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

$1,990

House for rent

Available Jun 4

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64 Lake Daisy Blvd - Photo 1 of 1

1d ago

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Verified

64 Lake Daisy Blvd Winter Haven, FL 33884

64 Lake Daisy Blvd, Winter Haven, FL 33884

Outdoor space | Garage parking | Fireplace

3 beds

2 baths

$1,960

House for rent

Available Jun 15

106 Avenue D Sw - Photo 1 of 1

7h ago

South College house for rent in Winter Haven

106 Avenue D Sw, Winter Haven, FL 33880

Outdoor space | Air conditioning | Hardwood floor

2 beds

1 bath

$1,600

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

$1,800

Winter Haven

$1,449

Winter Haven

122 Inman Blvd - Photo 1 of 1

2d ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

122 Inman Blvd, Winter Haven, FL 33881

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,250

House for rent

413 Lake Ned Rd - Photo 1 of 1
Rent special

5d+ ago

House for rent in Winter Haven

413 Lake Ned Rd, Winter Haven, FL 33884

Outdoor space | Swimming pool | Fireplace

3 beds

2 baths

$2,040

House for rent

601 2nd St Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

601 2nd St Se, Winter Haven, FL 33880

In-unit laundry | Outdoor space | Storage

3 beds

1 bath

$1,195

House for rent

Available Jun 9

326 Royal Palm Way - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Deposit-Free! Modern, energy efficient home with ALL of the upgrades w/ FENCED YARD! Winter Haven, FL

326 Royal Palm Way, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

4 beds

2 baths

$2,425

House for rent

Available Jul 13

1500 Grey Eagle Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1500 Grey Eagle Ln, Winter Haven, FL 33881

Garage parking | Air conditioning | Carpet

4 beds

2 baths

$2,050

House for rent

Available Jun 24

2065 Whispering Trails Blvd - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

2065 Whispering Trails Blvd, Winter Haven, FL 33884

In-unit laundry | Assigned parking | Air conditioning

3 beds

2 baths

$2,000

House for rent

1050 Michelangelo Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1050 Michelangelo Ln, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,100

House for rent

125 Pine Island Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

125 Pine Island Dr, Winter Haven, FL 33881

Air conditioning | On-site management

4 beds

2 baths

$1,725

House for rent

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5603 Lake Fox Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

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

5603 Lake Fox Cir, Winter Haven, FL 33884

Swimming pool

3 beds

2 baths

$2,150

House for rent

2587 Sage Valley Way - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

2587 Sage Valley Way, Winter Haven, FL 33884

In-unit laundry | Garage parking | Carpet

3 beds

2 baths

$2,300

House for rent

217 Newcastle Ct - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Newly Built Home! FENCED YARD! Modern Finishes - Energy Efficient

217 Newcastle Ct, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

4 beds

2 baths

$2,375

House for rent

Available May 20

1568 Hummingbird Rd - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1568 Hummingbird Rd, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$1,900

$1,800

Price drop

House for rent

304 La Serena - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

304 La Serena, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Storage

2 beds

2 baths

$1,700

House for rent

6472 Domizio Dr - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

6472 Domizio Dr, Winter Haven, FL 33884

In-unit laundry | Storage | Garage parking

5 beds

2.5 baths

$2,300

House for rent

1042 Michelangelo Ln - Photo 1 of 1

1d ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1042 Michelangelo Ln, Winter Haven, FL 33884

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$2,475

$2,275

Price drop

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Cypress Gardens
Updated: June 16, 2026

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Discover houses for rent in Cypress Gardens, FL

🌇Available house rentals25 houses
💰Best rent deal601 2nd St Se
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