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Houses for Rent in Downtown Winter Haven, Winter Haven, FL

Average rent

$1,700

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113 Avenue C Se #B - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

113 Avenue C Se #B, Winter Haven, FL 33880

In-unit laundry | Outdoor space | Ceiling fan

1 bed

1 bath

$1,095

House for rent

Description

Property Status: Active UNIT B - Welcome to this beautifully updated 1-bedroom, 1-bath single-family home just a short walk from vibrant Downtown Winter Haven! Enjoy the privacy of no noisy neighbors above or below, along with the convenience of your own entryway and parking for up to two vehicles. Inside, you'll find wood-look tile flooring, fresh modern paint, and an updated kitchen featuring granite countertops, stylish cabinetry, and sleek appliances. The bathroom has also been tastefully upgraded, and the home includes a washer and dryer unit for added convenience. Th

224 Lee Ave Ne - Photo 1 of 1
Rent special
3D tour

5d+ ago

House for rent in Winter Haven

3 Bedroom Winter Haven Home

224 Lee Ave Ne, Winter Haven, FL 33881

Outdoor space | Storage | On-site management

3 beds

1 bath

$1,445

House for rent

Description

MOVE-IN READY This home is move-in ready. Schedule your tour now or start your application today. Monthly Recurring Fees: $10.95 - Utility Management Maymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not include utilities or optional fees, including but not limited to pet fees and renter’s ins

544 Avenue G Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

544 Avenue G Se, Winter Haven, FL 33880

In-unit laundry | Storage | Air conditioning

3 beds

2 baths

$1,700

$1,600

Price drop

House for rent

Description

Property Status: Pending Nestled in the charming community of Winter Haven, FL, this delightful 3-bedroom, 2-bathroom rental at 544 Ave G SE offers the perfect blend of comfort and convenience. Spanning 1,200 square feet, this home provides a spacious and inviting atmosphere ideal for both relaxation and entertaining. Step inside to discover a thoughtfully designed floor plan that maximizes every inch of space, ensuring a seamless flow from room to room. The well-appointed bedrooms offer ample natural light, creating a warm and welcoming ambiance throughout the day. Two fu

130 Avenue H Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

130 Avenue H Se, Winter Haven, FL 33880

In-unit laundry | Fireplace | Ceiling fan

3 beds

3 baths

$2,100

House for rent

Description

Property Status: Active Beautiful 2 story house with lots of character. 2 bedrooms with full baths upstairs and a 3rd bedroom downstairs. Huge kitchen, fully remodeled with gorgeous granite countertops and backsplash. Huge patio with access from from the street behind as well. Office Phone: (407) 930-3530 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Nearby rental good for eco-living

Nearby rental good for pet owners

Listings within 5 miles
1250 5th St Ne #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1250 5th St Ne #NA, Winter Haven, FL 33881

In-unit laundry

2 beds

1 bath

$1,275

House for rent

Available Oct 4

Description

Amazing 2 bedroom, 1 bathroom house in Winter Haven. Amenities included: washer dryer. No Utilities included. Is not pet friendly. Date Available: Oct 4th 2025. $1,275/month rent. $1,275 security deposit contact Claudia at 352-910-6715 to learn more. This property is managed by a responsible landlord using Avail landlord software.

1240 6th St Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

House for rent

Description

Move-In Special: $300 Off Your First Month’s Rent! This charming 2-bedroom, 1-bathroom Winter Haven home features a brand-new kitchen, updated bathroom, spacious bedrooms, and new wood flooring throughout. Enjoy your mornings on the large porch, plus the convenience of washer/dryer connections and central A/C. SCHEDULE A TOUR TODAY! To see this home just give Miguel a call or text at (813)413-6351 or email at **** Se habla español. WHAT ARE YOUR REQUIREMENTS? - No evictions in the past 7 years - No violent criminal convictions - Most recent Proof of Income - Income req

1552 Foxridge Run Sw - Photo 1 of 1
Rent special

5d+ ago

House for rent in Winter Haven

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

1552 Foxridge Run Sw, Winter Haven, FL 33880

Outdoor space | Storage | Swimming pool

3 beds

2 baths

$1,765

$1,665

Price drop

House for rent

Description

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled in a great neighborhood with access to schools, parks, dining and more. Don't miss a chance to make this house your next home! Beyond the home, experience the ease of our technology

1545 Foxridge Run Sw #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

$1,650 - 3 Bedroom 2 Bathroom House In Winter Haven With Great Amenities

1545 Foxridge Run Sw #NA, Winter Haven, FL 33880

Outdoor space | Assigned parking | Air conditioning

3 beds

2 baths

$1,650

House for rent

Available Oct 1

Description

Amazing 3 bedroom, 2 bathroom house in Winter Haven. Amenities included: central air, central heat, dishwasher, hardwood floors, stainless steel appliance, updated kitchen, updated bathroom, and yard. Utilities included:heat, air conditioning. Is not pet friendly. Date Available: October 1st 2025. $1,650/month rent. $2,475 security deposit required. Please submit the form on this page or contact Roberto Candelario at 407-757-3869 to learn more. This property is managed by a responsible landlord using Avail landlord software.

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405 Avenue M Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1 bed

1 bath

$1,295

House for rent

Description

Move-In Special: $500 Off Your First Month! Welcome to this newly renovated 1/1 duplex in Winter Haven, FL! This home features: Stainless steel appliances and luxury fixtures, New LVP flooring throughout, freshly painted interior and updated kitchen, spacious fenced backyard – perfect for relaxing or entertaining, large private driveway and storage shed, Washer/Dryer on site! Water is included in the rent, making this home both convenient and affordable. High-Speed Internet Available: Every unit is equipped with 1 GIG speeds through trusted carriers like AT&T and Spectr

Find sweet deals near Downtown Winter Haven

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

263 Kings Pond Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

263 Kings Pond Ave, Winter Haven, FL 33880

Deck | Garage parking | High ceilings

3 beds

2 baths

$1,680

House for rent

Available Dec 2

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and res

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2470 Avenue E Sw - Photo 1 of 1

2d ago

Our team has verified this company

Verified

Comfortable 3-Bed Home with Fenced Yard in Winter Haven / Pet Friendly / Vouchers Accepted / Available Soon!

2470 Avenue E Sw, Winter Haven, FL 33880

On-site laundry | Outdoor space | Ceiling fan

3 beds

1 bath

$1,645

House for rent

Description

Well-kept single-family home offering practical living in a convenient Winter Haven location. Close to local parks, schools, and major routes for easy commuting. Property Features: - 3 bedrooms, 1 bathroom - Includes refrigerator, electric range, dishwasher, and microwave - Central air and forced air heating with ceiling fans - Tile flooring - Fenced yard with patio and lawn area - In-unit laundry - Near Cypress Gardens, Legion Park, Lake Eloise, LEGOLAND Florida Resort, Chain of Lakes, Winter Haven Museum, Bok Tower Gardens, and Theatre Winter Haven 1 Gig internet servi

933 26th St Nw - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

933 26th St Nw, Winter Haven, FL 33881

Swimming pool | On-site management

3 beds

2 baths

$1,440

House for rent

Description

Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool maintenance, if applicable. HOA application and amenity fees, where applicable, are paid directly to the HOA. Get rewarded for rental payments and more through FirstKey Homes Rewards - a re

914 Summer Glen Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

914 Summer Glen Dr Winter Haven, FL 33880

914 Summer Glen Dr, Winter Haven, FL 33880

Outdoor space | Garage parking

3 beds

2 baths

$2,049

$1,899

Price drop

House for rent

Available Sep 23

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2043.90. That covers your base rent, $1899.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Taking time for yourself will be even

2140 Rose Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2140 Rose Blvd Winter Haven, FL 33881

2140 Rose Blvd, Winter Haven, FL 33881

Garage parking | Walk-in closets

4 beds

2 baths

$2,099

House for rent

Available Sep 10

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2243.90. That covers your base rent, $2099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Taking time for yourself will be even

966 Sunshine Way Sw - Photo 1 of 1

4d ago

Our team has verified this company

Verified

966 Sunshine Way Sw, Winter Haven, FL 33880

Outdoor space | Garage parking

3 beds

2 baths

$1,680

House for rent

Available Oct 3

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1824.90. That covers your base rent, $1680.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You deserve a quality home that you ca

4124 Sophia Blvd - Photo 1 of 1

4d ago

Our team has verified this company

Verified

4124 Sophia Blvd Winter Haven, FL 33881

4124 Sophia Blvd, Winter Haven, FL 33881

Garage parking | Walk-in closets

4 beds

2 baths

$2,175

$2,065

Price drop

House for rent

Available Oct 14

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2209.90. That covers your base rent, $2065.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You deserve a quality home that you ca

1500 Avenue E Ne - Photo 1 of 1

1d ago

House for rent in Winter Haven

1500 Avenue E Ne, Winter Haven, FL 33881

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,000

House for rent

Available Nov 1

Description

Property Id: 2116536 Welcome home to this beautifully renovated 3-bedroom, 2-bathroom house featuring a versatile bonus room perfect for an office, playroom, or guest space. Situated on a corner lot in a quiet neighborhood, this home offers both privacy and convenience. Enjoy a fully fenced yard, ideal for outdoor entertaining, pets, or simply relaxing in your own space. Inside, you'll find modern upgrades throughout — including fresh paint, updated fixtures, and stylish finishes that make this home move-in ready. Located just 8 minutes from downtown Winter Haven, you'll

2d ago

House for rent in Winter Haven

Single Family Residence - Winter Haven, FL

5 NE 117 #117, Winter Haven, FL 33881

Garage parking

2 beds

1 bath

$1,250

House for rent

Description

Property Status: Active Nice Property in Winter Haven. Really good because includes water and Sewer. This home is perfect for people who are looking a temporary place to live while fixing home situation. No credit needs it just a clean background and good rental history. First month's rent, last month's rent and $800 deposit. Office Phone: (305) 809-8085 Copyright © 2025 Miami Association of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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2622 Pine Pl - Photo 1 of 1

3d ago

House for rent in Winter Haven

Swimming pool | Fitness center | Controlled access

3 beds

2 baths

$1,895

House for rent

Description

Discover the perfect blend of comfort, style, and tranquility at 2622 Pine Pl in the heart of Winter Park, FL. This stunning 3-bedroom, 2.5-bath home offers peaceful waterfront views right from your backyard—ideal for morning coffee or unwinding at sunset. Inside, you’ll find a bright open floor plan, a modern kitchen with elegant finishes, and a luxurious primary suite designed for relaxation and privacy. Perfect for both entertaining and everyday living, this home sits in a sought-after neighborhood close to top-rated schools, shopping, and dining. Experience true Florid

1280 1280 Delani Drive - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

1280 1280 Delani Drive, Winter Haven, FL 33880

In-unit laundry | Outdoor space | Swimming pool

3 beds

2 baths

$2,500

House for rent

Description

Welcome to this beautifully designed two-story modern home, offering the perfect balance of comfort, style, and functionality. With three spacious bedrooms, two and a half bathrooms, and thoughtfully designed living spaces, this home is ideal for families and professionals alike. Step inside to find an open-concept main floor that seamlessly connects the living room, dining area, and gourmet kitchen—perfect for entertaining or everyday living. The kitchen features sleek cabinetry, a large island with seating, and premium finishes throughout. A dedicated home office provide

4120 Sophia Blvd #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

4120 Sophia Blvd #NA, Winter Haven, FL 33881

Outdoor space | Assigned parking | Furnished

5 beds

2 baths

$3,500

House for rent

Available Oct 13

Description

Spacious 5-Bedroom Furnished Home in Winter Haven – All-Inclusive $3,500/month Welcome to 4120 Sophia Blvd, a beautifully maintained and fully furnished 5-bedroom, 2.5-bath home in the heart of Winter Haven. This move-in-ready property offers everything you need for comfortable and convenient living — perfect for families, professionals, or anyone seeking a transient stay. Enjoy a bright and open layout with stylish furnishings, a fully equipped kitchen, and cozy living spaces designed for relaxation. The home includes all essential utilities — electric, gas, water, intern

125 Lake Roy Dr - Photo 1 of 1
3D tour

5d+ ago

Eloise Woods house for rent in Cypress Gardens

125 Lake Roy Dr, Cypress Gardens, FL 33884

In-unit laundry | Outdoor space | Storage

3 beds

3 baths

$3,200

House for rent

Description

Property Status: Pending Welcome to 125 Lake Roy Drive—a move-in-ready lakefront rental estate that perfectly captures the Florida lifestyle with luxury, comfort, and breathtaking lake views. Nestled on a beautifully landscaped lot with ample parking for vehicles, boats, and RVs, this single-level pool home offers unmatched convenience and flexibility for waterfront living. Ideally positioned on the prestigious South Chain of Lakes, the property features panoramic water views, a private boat dock with lift, a new jet ski dock, and nightly front-row seats to the LEGOLAND fi

800 Ware Ave Ne - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

800 Ware Ave Ne, Winter Haven, FL 33881

In-unit laundry | Outdoor space | Ceiling fan

3 beds

2 baths

$1,975

House for rent

Description

Property Status: Active Built in 2023, this 3BR/2BA rental sits on a corner lot with a fully fenced backyard! Features include an open floor plan, granite countertops, modern appliances, luxury vinyl flooring throughout, inside laundry, ceiling fans, and double-door closets in all bedrooms. Master suite with tub/shower combo. Minutes to shopping and dining! Rental terms: First month’s rent & security deposit due at move-in. Application fee $35/adult. Requires one month security deposit and 1st month's rent at move-in. Tenant responsible for utiltites and monthly lawncare.

208 Sears Ave Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

House for rent

Description

Single Family Home. 3 bed, 1 bath, fenced yard. Newer carpet.

1595 28th St Nw - Photo 1 of 1
3D tour

5d+ ago

House for rent in Winter Haven

1595 28th St Nw, Winter Haven, FL 33881

Concierge service | Package service

2 beds

1 bath

$1,550

House for rent

Available Oct 1

Description

Welcome to your new home! This charming 2-bedroom, 1-bath house offers 1,117 sq. ft. of comfortable living space in a peaceful neighborhood. Enjoy the convenience of nearby shopping, parks, and local amenities—all just minutes away. Upon approval tenants will be subject to a $150 one-time tenant set up fee. Tenant Benefit Package: $55 monthly Tenant benefit package which includes- Monthly Filters, $1M Identity Theft Protection, Credit Building, and a Resident Rewards Program, Utility concierge and much more. Make this inviting house your next home sweet home today!

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Haven > Downtown Winter Haven Houses For Rent
Updated: October 26, 2025

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💰Best rent deal113 Avenue C Se #B
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