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Homes & Apartments for Rent in Winter Haven, FL 33881

41-57 of 57 rentals

House for rent at 2680 Trinity Circle NW #C, Winter Haven, FL 33881

1/10

Managed by Star Realty of Winter Haven

$1,000

House1 Bed1 Bath634 ft²

2680 Trinity Circle NW #C

Winter Haven, FL 33881

Clean and inviting 1-bedroom, 1-bath end unit providing comfortable and low-maintenance living. Step inside to an open living area that flows seamlessly into the dining space, with the kitchen conveniently located just off the main living area. The generously sized bedroom includes direct access to the bathroom, complete with a tub/shower combination. Newly installed ceramic tile flooring throughout the entire unit, making for easy upkeep. Enjoy the added bonus of an open rear patio, perfect for relaxing outdoors. Water is included in the rent. Ideal for those seeking simplicity, comfort, and a well-maintained space in a convenient location. Amenities: Range.

1/10

Price cut $100

Managed by Innovation Property Management

$1,695

Townhouse2 Beds2.5 Baths1,425 ft²

2539 Pine Place

Winter Haven, FL 33881

LIMITED-TIME MOVE-IN Special - Get 1 Month Free Rent. Welcome to 2539 Pine Place, a beautifully maintained, recently built 2-bedroom, 2.5-bath unit townhouse with a 1 car private attached garage in a gated Winter Haven community offering comfortable, low-maintenance living with a desirable lake view in Winter Haven. The inviting interior features spacious living areas, a well-appointed kitchen, and a bright, welcoming atmosphere perfect for relaxing or entertaining. Both bedrooms include their own private bathrooms, providing added comfort and privacy, while the convenient half bath is ideal for guests.

1/8

Managed by Momentum Property Management

$950

House1 Bed1 Bath

2206 Lucerne Park Rd #1

Winter Haven, FL 33881

This renovated 1 bedroom, 1 bathroom duplex is waiting for you. Inside you will find an open Floor plan, new flooring throughout, upgraded paint, remodeled kitchen, window ACs and much more. You are within walking distance to Sportsman Park and numerous stores. Schedule a showing before it's too late. How Do I Go See It? Section 8 Accepted. What Are Your Requirements? You have to have good rental history. No evictions or money owed to a previous landlord for any reason. Income requirements range from 2-3 times the monthly rent. Credit and Criminal Background checks are required.

1/10

Managed by RPM Lakeside

$1,750

House3 Beds2 Baths1,322 ft²

447 Ave A NE

Winter Haven, FL 33881

All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program, credit reporting, and much more. More details upon application. Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $13 per month or you can purchase coverage from your preferred provider. Application Fee: $75. Resident Benefit Package (RBP): $25.

1/10

Managed by Star Realty of Winter Haven

$2,000

House4 Beds2 Baths1,842 ft²

3683 Julius Estates Blvd

Winter Haven, FL 33881

Welcome to this spacious and inviting 4 bedroom, 2 bath home located in Lake Smart Estates community. This open floor plan home offers a large great room and a formal living room or dining area off the kitchen, perfect for entertaining family and friends. The kitchen features a breakfast bar, walk-in closet pantry, and ample counter space. The master suite is complete with dual sinks, a tile walk-in shower, and a walk-in closet. As you enter through the front door, you'll find the first bedroom to your right, providing privacy.

1/10

Featured

Managed by My New Rental

$2,375

$2,420/mo with required fees

House4 Beds2 Baths1,791 ft²

330 Royal Palm Way

Winter Haven, FL 33881

Enjoy modern finishes and included lawn care at this Winter Haven home. Built in 2022, this home offers 4 bedrooms, 2 bathrooms and 1,791 square feet. The kitchen features quartz countertops, soft-close cabinets and stainless steel appliances. All-tile flooring means no carpet. Four true bedrooms offer flexibility for a home office or guest room. Enjoy your own fully fenced yard. A covered porch offers a spot to unwind outdoors. A two-car garage adds parking and storage. A washer and dryer are provided for a separate monthly fee.

1/8

Managed by Realsource Property Management

$1,200

Townhouse2 Beds1.5 Baths936 ft²

3409 Ave R NW

Winter Haven, FL 33881

2 Bedroom 1.5 Bathroom Townhouse For Rent at 3409 Avenue R Unit C NW Winter Haven, FL. 33881. This Townhome has a Range, Refrigerator, Central Heat and A/C. At the time of application. Incomplete applications without application fee payment or proof of income will be deleted. All adults 18 years of age and older are required to submit an individual application.

1/10

Managed by The Experts Team Realty

$1,200

Apartment2 Beds1 Bath783 ft²

650 Ave J NW

Winter Haven, FL 33881

Marketing Remarks. Welcome to this 2-bedroom, 1-bath residence in Winter Haven, Florida. This inviting home offers a practical and comfortable floor plan with spacious bedrooms, plenty of natural light, and easy-care flooring throughout. The kitchen provides ample cabinet and counter space and comes equipped with major appliances, including a refrigerator, range, and dishwasher. Neutral interior colors make the home easy to personalize and create a bright, welcoming atmosphere. Conveniently located in Winter Haven, with easy access to shopping, dining, schools, and major roadways. Schedule your showing today. Amenities: Stove.

1/5

Listed by a leasing agent

$1,800

Townhouse3 Beds2 Baths1,625 ft²

Evergreen on Lake Buckeye

1125 Evergreen Court #1314, Winter Haven, FL 33881

Welcome to this beautiful 3-bedroom, 2.5-bathroom townhouse. The main floor features gorgeous hardwood floors, a spacious living room perfect for relaxing, and a fully equipped kitchen with plenty of counter space for everyday convenience. Upstairs, the master bedroom includes a luxurious ensuite offering comfort with both a bathtub and a separate shower. You'll also find two additional bright bedrooms that share a second full bath for added flexibility. Nestled in the heart of the quiet and charming Evergreen community, you'll also have access to amenities including a community pool, a clubhouse and a dog park.

Apartment for rent at 2019 Lake Buckeye Rd, Winter Haven, FL 33881

1/10

Managed by Scott

$1,600

Apartment2 Beds2 Baths1,000 ft²

2019 Lake Buckeye Rd

Winter Haven, FL 33881

Spacious 2 bedroom, 2 bathroom duplex. A large kitchen with stainless steel appliances and granite countertops. Amenities include: master bedroom ensuite, central air, central heat, dishwasher, stainless steel appliances, fenced-in yard, and washer/dryer hookups. No utilities included. No pets or smoking. Available: Now. $1,600/month rent. $1,600 security deposit required. $15 application fee per applicant. Amenities: Updated Bathroom & Updated Kitchen.

1/5

Listed by a leasing agent

$1,600

Townhouse2 Beds2 Baths1,425 ft²

Evergreen on Lake Buckeye

1125 Evergreen Court #1428, Winter Haven, FL 33881

Welcome to this beautiful 2 bedroom, 2.5-bathroom townhouse. The main floor features gorgeous vinyl floors, a spacious living room perfect for relaxing, and a fully equipped kitchen with plenty of counter space for everyday convenience. Upstairs, the master bedroom includes a luxurious ensuite offering comfort with both a bathtub and a separate shower. You'll also find an additional bedroom with access to a second full bath for added flexibility. Nestled in the heart of the quiet and charming Evergreen community, you'll have access to amenities including a community pool, a clubhouse and a dog park.

Townhouse for rent at 2586 Pine Place, Winter Haven, FL 33881

1/10

Managed by Innovation Property Management

$1,895

Townhouse3 Beds2.5 Baths1,625 ft²

2586 Pine Place

Winter Haven, FL 33881

Welcome to 2586 Pine Place, a spacious 3-bedroom, 2.5-bath townhome offering comfortable and convenient living in Winter Haven. With a thoughtfully designed layout, this home provides plenty of room for everyday living, relaxing, and entertaining. Enjoy the ease of townhome living while staying close to shopping, dining, parks, lakes, and everyday essentials throughout Winter Haven. Combining a desirable location with ample living space and a functional floor plan, this rental is ready for its next residents. Some photos are virtually staged.

1/10

Managed by Village Realty of Winter Haven

$1,599

House3 Beds2 Baths1,478 ft²

113 Harbor Dr

Winter Haven, FL 33881

Welcome to this inviting three-bedroom Winter Haven home featuring a bright, open layout with easy-care tile flooring throughout the entire home. The spacious living and dining areas offer plenty of flexibility for everyday living and entertaining. The kitchen features white cabinetry, ample counter space, stainless steel appliances, including a side-by-side refrigerator, range, and built-in microwave, along with a convenient breakfast bar. The primary bathroom offers a beautifully tiled walk-in shower with decorative accent tile. Conveniently located in Winter Haven with easy access to shopping, dining, and local amenities. Fees/rents based on results.

1/10

Managed by Hampton & Hampton Management & Leasing

$1,575

$1,590/mo with required fees

House3 Beds1 Bath1,075 ft²

1830 2nd St NW #B

Winter Haven, FL 33881

3 Bedroom, 1 bathroom Duplex Winter Haven. Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Stackable Washer and dryer. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received. Move In Special: Move In By 08/15/2026 This And Receive A $300 Rent Credit To Be Used Toward's Your October Rent. Application Fee Per Adult (18 & Older) First full month due at move-in.

1/10

New 1 day ago

Managed by Straight Up Realty & Property Management

$1,390

Apartment2 Beds2 Baths1,073 ft²

509 Winter Terrace #152

Winter Haven, FL 33881

Charming 2-BEDROOM, 2-BATH Duplex With Community Pool. Conveniently located between beautiful Lake Conine and Lake Smart, just minutes from the Lake Conine public boat ramp, this inviting home offers comfortable living in a fantastic location. Step inside to discover a spacious, functional floor plan featuring two bedrooms thoughtfully positioned for added privacy. The front bedroom is conveniently located near the hall bathroom, while the rear primary suite features its own private en-suite bathroom, walk-in closet, and sliding glass doors leading directly to the LARGE SCREENED-IN Back Porch.

Managed by Smart Properties Management

$1,595

$1,645/mo with required fees

House3 Beds1 Bath1,296 ft²

876 Crestwood Dr

Winter Haven, FL 33881

This home located in a quiet and desirable area of Winter Haven. This well-maintained property offers a comfortable layout with plenty of natural light, creating a warm and inviting living space. The home features spacious bedrooms, a cozy living area, and a functional kitchen with ample cabinet space, perfect for everyday living. The property also includes a nice outdoor area, ideal for relaxing or enjoying time with family and friends. Conveniently located near shopping, dining, schools, and major roadways, this home provides both comfort and accessibility. Security Deposit: $1595. Monthly Rent: $1595. Tenant benefit package: $50 (additional monthly fee) Application Fee: $50.

1/2

Managed by Smart Properties Management

$1,395

$1,445/mo with required fees

Apartment2 Beds2 Baths967 ft²

2037 San Marcos Dr SE #107

Winter Haven, FL 33881

This cozy condo offers comfortable living with a practical layout and convenient access to everything you need. Located near downtown Winter Haven, local shopping, dining, schools, parks, and major roadways, this apartment provides both convenience and affordability. Monthly Rent: $1395. Security Deposit: $1395. Application Fee: $50. Resident Benefit Package: $50 (additonal Monthly).

Viewing 41-57 of 57 rentals in 33881

What to Know About

Living in 33881

Winter Haven, known for its many lakes and warm, sunny weather, is a delightful city in the heart of Polk County, between Orlando and Tampa. It is also home to Legoland Florida Resort, a famous amusement park featuring Lego-themed rides and attractions. In addition, the city has a vibrant theater and art scene, with multiple theaters and galleries offering performances and exhibitions. Winter Haven is home to Polk State College and is close to the Florida Southern College and Southeastern University. The tourism and citrus, and agriculture industries primarily drive the local economy.

Discover the natural beauty of Central Florida through kayaking or water skiing on the Chain of Lakes, cycling through the nature trails, or hiking the nearby parks and preserves. In addition, winter Haven's annual events, like the Orange Blossom Festival and Central Park Art Festival, also showcase the city's rich cultural heritage and friendly community. Experience the magic of Winter Haven.

Winter Haven offers a high quality of life with a small-town feel while still being close to larger metropolitan areas for work and entertainment opportunities.

Rental Market Trends

Winter Haven, FL

View full report

As of November 2026, Winter Haven's rental market is balanced, with rentals spending about 37 days on the market, slower than in Florida (30), and rents down 7.7% over the past year. Winter Haven's average rent is 37.5% ($968) lower than the Florida average of $2,584 and 20.6% ($420) lower than the U.S. average of $2,036.

Average Rent

$1,616

Monthly ChangeMonth Over Month Change

1.32% ($22)

Yearly ChangeYear Over Year Change

7.7% ($135)

Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$1,295	1.25% ($16)	4.9% ($66)
2 Beds	$1,430	1.77% ($26)	13.4% ($222)
3 Beds	$1,879	0.15% ($3)	Flat

Nearby Cities	Average Rent	Avg. Rent vs. Winter HavenAverage Rent vs. Winter Haven	Days on Market
Eagle Lake	$1,705	5.5% ($89)	36 days
Dundee	$1,603	0.8% ($13)	39 days
Lake Hamilton	$1,719	6.4% ($103)	37 days
Lake Alfred	$1,630	0.9% ($14)	35 days
Haines City	$1,784	10.4% ($168)	33 days

Based on rentals advertised on RentalSource in and around Winter Haven.

Frequently Asked Questions

Winter Haven Rental Market FAQs

Explore rental prices, market conditions, and affordability in Winter Haven, FL.

What is the average rent in Winter Haven, FL?

The average rent in Winter Haven, FL is $1,616 per month.

What is the average rent for different bedroom sizes in Winter Haven, FL?

In Winter Haven, the average rent is $1,295 per month for a 1-bedroom home, $1,430 for a 2-bedroom home and $1,879 for a 3-bedroom home.

How do rent prices in Winter Haven, FL compare with the national average?

The average rent in Winter Haven is 20.6% ($420) lower than the national average of $2,036 per month.

How competitive is the rental market in Winter Haven, FL?

The rental market in Winter Haven, FL is currently balanced, with rentals spending about 37 days on the market, slower than in Florida (30), and rents down 7.7% over the past year.

Can I afford to rent a home in Winter Haven, FL?

Based on the current averages, a household would need an annual income of $57,200 to comfortably afford a 2-bedroom home in Winter Haven.

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