Zumper

Apartments Under $1,500 in Winter Haven, FL

78 rentals

The Landings Apartment Homes - Photo 1 of 1
Highly rated

2d ago

8.8

Very good

The Landings Apartment Homes

102 Landings Way, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Balcony

1–2 beds

1–2 baths

$1,100–$1,385

Apartment for rent

Tranquil Haven with Modern Essentials

Nestled in Winter Haven, The Landings Apartment Homes offer serene living with in-unit laundry, air conditioning, and balconies or patios. Enjoy smoke-free, pet-friendly accommodations with cable-ready and high-speed internet access for a seamless modern lifestyle.

Summary of resident reviews

The Landings Apartment Homes is praised for its supportive and amiable community, highlighted by attentive staff like Candace and exceptional maintenance service from Jeff. Residents appreciate the tranquility and efficient problem-solving. Perspectives vary on interaction dynamics, but the commitment from the team stands out as a major positive.

New Year Kick Off 2026 at the same rate! - Photo 1 of 1

3d ago

8.1

Very good

New Year Kick Off 2026 at the same rate!

3135 Woodhill Rd, Winter Haven, FL 33881

2 beds

1 bath

$1,350–$1,450

Apartment for rent

Stylish & Affordable Living with New Year Perks

Discover comfort and style in pet-friendly 2-bedroom apartments at Terra Hill Estates. Featuring granite countertops and stainless steel appliances, each unit includes a convenient in-unit washer and dryer. Enjoy fantastic move-in offers like up to 2 months free with a 14-month lease. Start 2026 with predictable rent and warm community vibes—your cozy new home awaits!

Review from the web

Goog

- Drucellia Reynolds on Jul 18, 2017
The Haven Place - Photo 1 of 1

3d ago

8.4

Very good

The Haven Place

955 6th St Se, Winter Haven, FL 33880

1–2 beds

1 bath

$1,175–$1,295

Apartment for rent

Cozy Corner Unit with Modern Renovations & Access

Residents of The Haven Place enjoy a cozy, newly renovated corner unit featuring laminate floors, beautiful kitchen cabinets, and modern lighting. This pet-friendly home is conveniently located within walking distance of the bus line, restaurants, and shopping areas. Security cameras enhance safety, ensuring a comfortable environment. Experience the charm of Winter Haven just blocks from Central Ave., where lakes and vibrant community life await.

907 Lake Jessie Dr #A - Photo 1 of 1

3d ago

Under 1500 apartment for rent in Winter Haven

907 Lake Jessie Dr #A, Winter Haven, FL 33881

On-site laundry | Carpet | Outdoor space

1 bed

1 bath

$1,025

Apartment for rent

Available Mar 9

Charming Duplex with Lake Views and Backyard Bliss

This gorgeous 1-bedroom, 1-bath duplex offers a lovely and bright living space with no carpet throughout. Enjoy a large backyard perfect for relaxation, and a shared laundry facility for convenience. Experience stunning lake views just across the street and the ease of nearby shopping and dining. Ideal for those seeking a pet-friendly and inviting atmosphere in Winter Haven.

111 8th St Se - Photo 1 of 1

3d ago

Under 1500 house for rent in Winter Haven

111 8th St Se, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Outdoor space

2 beds

1 bath

$1,350

$1,200

Price drop

House for rent

Updated Mobile Home with Fenced Yard & Modern Touches

Enjoy this freshly remodeled 2-bedroom, 1-bath mobile home featuring durable vinyl plank flooring and a chic kitchen with granite countertops and stainless steel appliances. The practical layout ensures easy maintenance, while the fully fenced backyard provides a private outdoor space. Rent includes water, lawn care, and pest control for added convenience. This charming home is perfect for those seeking a simple, comfortable lifestyle without the hassle of an HOA.

Aqua Apartment Homes - Photo 1 of 1

3d ago

8.3

Very good

Aqua Apartment Homes

2000 15th Ct Nw, Winter Haven, FL 33881

Swimming pool | Outdoor space

1–2 beds

1 bath

$1,235–$1,395

Apartment for rent

Spacious Living with Poolside Relaxation

Residents of Aqua Apartment Homes enjoy a beautifully designed first-floor unit featuring a spacious kitchen with stainless steel appliances, upgraded countertops, and a convenient in-unit washer/dryer. This pet-friendly community offers a lovely view of the inground pool, a dog park, and picnic areas for outdoor enjoyment. Close to top schools and shopping, this inviting home is ready for immediate move-in and hassle-free living.

Summary of resident reviews

Residents appreciate Aqua Apartment Homes for its quiet environment but criticize it for high rent and poorly managed maintenance. Many have noted issues with pests, cleanliness, and parking problems, expressing frustrations over the lack of responsiveness from management. Some feel that the quality does not match the cost, leading to mixed opinions on value for money.

Nearby rental good for eco-living

Nearby rental good for pet owners

Lake Silver Apartments - Photo 1 of 1

3d ago

8.8

Very good

Lake Silver Apartments

207 S Lake Silver Dr Nw, Winter Haven, FL 33881

In-unit laundry | On-site laundry | Dishwasher

2 beds

2 baths

$1,399

Apartment for rent

Serene Lakeside Living with Stunning Views

Experience tranquil lakeside living in this cozy 2-bedroom, 2-bathroom apartment. Residents enjoy breathtaking lakefront views and peaceful surroundings. The community features convenient on-site laundry and a lovely Community Dock for relaxation by the water. Embrace the beauty and serenity of this unique living space in Winter Haven, FL, where comfort meets nature. Pet-friendly options available based on screening results.

2227 9th St Se - Photo 1 of 1

3d ago

Under 1500 apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

2227 9th St Se, Winter Haven, FL 33880

Air conditioning | Ceiling fan | Package service

Studio

1 bath

$949

$899

Price drop

Apartment for rent

Waterfront Studio with Scenic Lake Views

Enjoy tranquil lakeside living in this cozy 1-bed, 1-bath studio apartment featuring tile floors and a freshly painted interior. Relax on the screened lanai while taking in views of Lake Lulu. This apartment offers convenient amenities such as lawn care, a 1-car carport, and deposit-free living options for qualified renters. Close to shopping and grocery stores, this space combines comfort and convenience in a stunning waterfront setting.

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The Jade - Photo 1 of 1

3d ago

8.7

Very good

The Jade

1150 3rd St Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | On-site laundry

1 bed

1 bath

$1,250–$1,570

Apartment for rent

Modern Resort Living Steps from Downtown Fun

Nestled in South College, The Jade epitomizes modern luxury with smart home features and elegant finishes. Enjoy a 24/7 fitness center, a resident lounge with entertainment options, and a coworking space all designed for your lifestyle. Relish relaxing by the pool, unwind in the heated spa, or catch a movie at the outdoor cinema. This vibrant community caters to work, wellness, and leisure, making it the perfect sanctuary for sophisticated living.

Lake Silver 6-plex - Photo 1 of 1

4d ago

8.4

Very good

Lake Silver 6-plex

1016 E Lake Silver Dr Ne, Winter Haven, FL 33881

2 beds

1 bath

$1,300

Apartment for rent

Cozy Lake View Living with Move-In Special!

pay rent by the 1st of each month to save $100, totaling $1200 over a year! Plus, no application fee makes it easier to start your new chapter. Don’t miss out on this lovely spot!

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Find sweet deals in Winter Haven

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

804 Martin Luther King Boulevard Northeast - Photo 1 of 1

4d ago

8.4

Very good

804 Martin Luther King Boulevard Northeast

804 Martin Luther King Blvd Ne, Winter Haven, FL 33881

1 bed

1 bath

$1,075

Apartment for rent

Affordable Comfort Minutes from Downtown Winter Haven

804 Martin Luther King Boulevard Northeast offers a cozy one-bedroom unit designed for comfortable living. This well-maintained space benefits from abundant natural light and includes access to a shared kitchen while keeping other areas private. Monthly rent of $1,075 covers electricity, water, and trash. Located just minutes from downtown, shopping, and dining, this home is perfect for those seeking convenience and affordability with added benefits included in the rent!

103 4th St SE - Photo 1 of 1

4d ago

8.3

Very good

103 4th St SE

103 4th St Se, Winter Haven, FL 33880

1 bed

1 bath

$1,200

Apartment for rent

Updated Cozy Living Near Downtown & Lakes

Nestled in the heart of Winter Haven, this updated 1-bedroom, 1-bath apartment offers a bright and inviting living space just minutes from shopping and dining. Enjoy convenient access to local parks and the scenic Chain of Lakes, perfect for outdoor enthusiasts. This pet-friendly unit is ideal for anyone seeking comfort and vibrancy in a prime location.

2407 6th St NE #2 - Photo 1 of 1

4d ago

8.3

Very good

2407 6th St NE #2

2407 6th St Ne, Winter Haven, FL 33881

1 bed

1 bath

$1,225

Apartment for rent

1800 3rd CT SE - Photo 1 of 1

4d ago

8.4

Very good

1800 3rd CT SE

1800 3rd Court Southeast, Winter Haven, FL 33880

2 beds

1 bath

$1,400

Apartment for rent

Convenient & Bright Living in Winter Haven

Move into a comfortable, single-level 2-bedroom, 1.5-bath apartment in central Winter Haven. This inviting space features an open living area, an updated kitchen with ample storage, and bright bedrooms. Enjoy on-site laundry and parking, all while being just minutes from essential shops like Walmart and Publix. With convenient access to major roadways, this clean, move-in-ready apartment promises a peaceful neighborhood for easy living!

1802 3rd Ct SE - Photo 1 of 1

5d+ ago

7.8

Very good

1802 3rd Ct SE

1802 3rd Ct Se, Winter Haven, FL 33880

2 beds

1 bath

$1,205

Apartment for rent

Cozy & Convenient Two-Bedroom Retreat

Comfortable single-level living awaits with this charming 2-bedroom, 1-bath apartment in central Winter Haven. The bright, open living area flows into a functional kitchen boasting ample storage. Enjoy great natural light in both bedrooms and central A/C for comfort. On-site parking adds convenience. Located just minutes from Walmart, Publix, and various local eateries—everything needed is close by. Move-in ready and perfectly positioned for easy living!

400 Avenue D Se #3 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

400 Avenue D Se #3, Winter Haven, FL 33880

Outdoor space

3 beds

1 bath

$1,295

House for rent

Charming 3-Bed Home with Relaxing Outdoor Space

This inviting 3-bedroom, 2-bathroom home features a spacious layout, perfect for comfortable living. Enjoy a delightful outdoor area ideal for relaxation. With a welcoming floor plan that connects the living room and kitchen, this property provides a cozy atmosphere. Plus, it’s pet-friendly, making it a great option for all furry family members!

329 SW 7th St. - Photo 1 of 1

5d+ ago

7.8

Very good

329 SW 7th St.

329 7th St Sw, Winter Haven, FL 33880

1 bed

1 bath

$949

Apartment for rent

Cozy Comfort Just Minutes from Downtown Fun

Located in Eagle Lake, this charming apartment offers an inviting open floor plan with tile flooring and fresh, neutral paint. The well-equipped kitchen features crisp white cabinetry and ample counter space for cooking adventures. Enjoy a flexible living and dining area, and a cozy bedroom for relaxation. Just minutes from downtown Winter Haven, residents have easy access to restaurants, shopping, and the picturesque Chain of Lakes. Pet-friendly with convenient amenities!

3136 Harmon Ln #3136 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

Fully Renovated 2BR/1BA Apartment

3136 Harmon Ln #3136, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Outdoor space

2 beds

1 bath

$1,450

$1,350

Price drop

Condo for rent

Available Jun 1

Modern Condo with Stylish Upgrades & Pet-Friendly

This renovated 2-bedroom, 1-bathroom condo exudes modern charm with fresh flooring and a sleek updated kitchen featuring newer cabinetry and countertops. Enjoy the convenience of in-unit laundry and a functional layout that's perfect for everyday living. Located close to shopping and dining options, this pet-friendly unit allows up to 2 pets under 75 lbs each, making it an ideal choice for comfortable living. Move-in ready with a minimum lease term of 1 year.

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1209 6th Street SE - Photo 1 of 1

5d+ ago

7.8

Very good

1209 6th Street SE

1209 6th St Se, Winter Haven, FL 33880

1 bed

1 bath

$999

Apartment for rent

Cozy & Affordable Living Near Local Buzz

This charming 1-bedroom apartment offers an open living area, functional kitchen, and comfortable bedroom with ample closet space. A pet-friendly home that ensures easy access to shops, restaurants, and public transport, ideal for those seeking low-maintenance living. Discover the convenience of simple living with everything you need just moments away!

115 Avenue F Sw #B - Photo 1 of 1

5d+ ago

Under 1500 South College apartment for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

115 Avenue F Sw #B, Winter Haven, FL 33880

High ceilings

1 bed

1 bath

$1,100

Apartment for rent

Modern Studio Retreat with Efficient Layout

This brand-new studio apartment offers a low-maintenance lifestyle with an open floor plan and vinyl flooring. The bright living area includes a stylish bathroom featuring a walk-in shower. Ideal for those seeking a simplistic and functional space, this studio efficiently maximizes its 288 square feet. Enjoy the benefits of fresh construction in a cozy setting perfect for easy living.

3062 Saint Paul Dr - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

Spacious 2 Bed, 1 Bath Apartment with Essential Conveniences | Pet Friendly | Available Now!

3062 Saint Paul Dr, Winter Haven, FL 33880

Air conditioning | On-site laundry | On-site management

2 beds

1 bath

$1,345

Apartment for rent

Spacious 2-Bed Apartment with Essential Comforts

This inviting 1,100 sq ft 2-bedroom, 1-bath apartment features essential conveniences for comfortable living. Enjoy a well-equipped kitchen with modern appliances, efficient heating, and central air conditioning. Additional perks include laundry hookups, parking options, and pet-friendly policies. Perfect for anyone valuing practicality and location. Residents will also benefit from reliable internet service and a comprehensive Resident Benefits Package.

3060 Saint Paul Dr - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

Modern 2-Bedroom Apartment with Essential Amenities | Pet Friendly | Available Now!

3060 Saint Paul Dr, Winter Haven, FL 33880

In-unit laundry | On-site laundry | On-site management

2 beds

1 bath

$1,299

Apartment for rent

Cozy 2-Bed Apartment with Modern Conveniences

This inviting 2-bedroom, 1-bathroom apartment offers 761.5 sq ft of comfortable living with a practical layout. Enjoy a well-equipped kitchen featuring an electric range, dishwasher, and microwave. Additional perks include tile flooring, washer and dryer hookups, and efficient heating and cooling. Pet-friendly and perfect for modern living, this apartment also accepts housing vouchers, making it a convenient choice for all residents.

1018 Sunshine Way Sw - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1018 Sunshine Way Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$1,485

House for rent

Refreshing 2-Bed Home with Screened-In Patio

This beautifully refreshed 2-bedroom, 2-bath rental features vaulted ceilings and tile flooring throughout the main areas. The galley kitchen offers a cozy breakfast nook, while the screened-in room overlooks a fully fenced backyard—ideal for entertaining. Additional highlights include a 2-car garage and washer/dryer connections. Located in a desirable neighborhood near great schools and shopping, this home combines comfort with convenience. Enjoy deposit-free living options!

609 Avenue G Se - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Newly renovated 2BR Unit | Washer & Dryer Available for Move-Ins | Private Yard + RV Parking

609 Avenue G Se, Winter Haven, FL 33880

In-unit laundry | Outdoor space

2 beds

1 bath

$1,399

House for rent

Available Apr 13

Charming 2-Bedroom Retreat with Outdoor Patio

This pet-friendly 2-bedroom, 1-bathroom home offers an efficient 875 sq ft layout with a recently updated kitchen and bathroom. Enjoy easy-maintenance flooring, along with washer and dryer hookups for added convenience. A private backyard and patio area provide perfect outdoor space, while RV parking availability enhances practicality. Located near schools and major attractions like Legoland, this home is ideal for comfortable living in a convenient setting.

611 Avenue G Se - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Move-In Ready 2BR | Washer & Dryer Included | Private Yard & RV Parking

611 Avenue G Se, Winter Haven, FL 33880

In-unit laundry | Outdoor space

2 beds

1 bath

$1,399

House for rent

Available Apr 13

Cozy Home with Private Yard & RV Parking Space

This charming 2-bedroom, 1-bathroom home spans approximately 875 sq ft, featuring easy-to-maintain flooring and a well-equipped kitchen with essential appliances. Enjoy a private backyard and patio, perfect for outdoor gatherings, along with the convenience of RV parking. Washer and dryer hookups are available, and pets are welcome. Conveniently located near schools and just a short drive from Legoland Florida Resort and Downtown Winter Haven.

720 6th St Nw #2 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #2, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$700

House for rent

Cozy Two-Bedroom with Outdoor Relaxation Space

This charming 2-bed, 1-bath home features a spacious open layout ideal for comfortable living. Enjoy the easy-to-clean tile flooring and fresh paint throughout. Step outside to the yard, perfect for unwinding or hosting gatherings. With a convenient private entrance and ample space for outdoor seating, this welcoming residence is a delightful retreat for all.

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720 6th St Nw #3 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #3, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$700

House for rent

Charming 2-Bed Home with Spacious Yard

This delightful 2-bedroom, 1-bath home features a roomy layout perfect for relaxed living. The open floor plan invites natural light, creating a welcoming atmosphere. Enjoy the outdoor space for fresh air and gatherings in your private yard. Pet-friendly policies make it an ideal choice for animal lovers. With a focus on comfort and convenience, this residence is situated in a peaceful setting perfect for unwinding after busy days.

720 6th St Nw #1 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #1, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$750

House for rent

Cozy 2-Bed Home with Outdoor Oasis

This charming 2-bedroom, 1-bath home spans 740 sq ft and features an inviting open floor plan with easy-to-clean tile flooring. Enjoy a private patio entrance and a spacious yard, perfect for relaxing or gatherings. Pet-friendly atmosphere invites furry friends to enjoy the community too! A simple application process makes moving in a breeze. Experience comfort and convenience in this delightful residence.

2025 San Marcos Dr Se #29 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

1 bed

1 bath

$1,300

Apartment for rent

Inviting 1-Bed Apartment with Modern Touches

Embrace comfort in this charming 1-bedroom, 1-bath apartment featuring stylish white cabinets and sleek granite countertops in the kitchen. Enjoy the convenience of in-unit laundry and bright living spaces with plush carpeting. Natural light floods through sliding door windows, enhancing the cozy atmosphere. With a built-in closet for storage, this space effortlessly blends style and functionality, making it the perfect retreat in Winter Haven.

140 Avenue W Nw #2 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

140 Avenue W Nw #2, Winter Haven, FL 33881

2 beds

1 bath

$1,395

$1,300

Price drop

Apartment for rent

Spacious & Updated Apartment in Winter Haven

This inviting 2-bedroom, 1-bathroom apartment features generous room sizes and a practical layout, perfect for comfortable living. Located centrally in Winter Haven, it offers easy access to shopping, dining, and schools. Enjoy the convenience of public water, sewer, and city utilities while being just moments away from daily necessities. Ideal for those seeking an affordable and convenient home, ready for immediate occupancy!

140 Avenue W Nw #3 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

140 Avenue W Nw #3, Winter Haven, FL 33881

Walk-in closets | Ceiling fan

2 beds

1 bath

$1,395

$1,300

Price drop

Apartment for rent

Updated Central Apartment with Spacious Living

This updated 2-bedroom, 1-bath apartment offers 800 sq ft of comfortable living in Winter Haven. Generous room sizes and a functional layout create an inviting atmosphere. Located near shopping, dining, and schools, enjoy easy access to all the essentials. Ideal for those seeking affordability and convenience, this charming unit is available for immediate occupancy. Enhance your lifestyle in this accessible and welcoming space!

400 Avenue D Se #10 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

400 Avenue D SE - 10

400 Avenue D Se #10, Winter Haven, FL 33880

3 beds

2 baths

$1,295

House for rent

Available Apr 27

Cozy 3-Bed Home with Welcoming Outdoor Space

This charming 3-bedroom, 2-bath home offers a spacious layout spanning 1,168 sq ft, perfect for comfortable living. Enjoy a lovely outdoor area ideal for relaxing. All pets are welcomed, making this a great find for families and pet lovers alike.

2085 Isle Royale Ct Se #189 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

2085 Isle Royale Ct Se #189, Winter Haven, FL 33880

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,200

Condo for rent

Bright Ground Floor Condo with Access to Lake Lulu

This charming 1-bed, 1-bath executive condo features 648 sq. ft. of cozy living space, complete with in-unit laundry and a dishwasher. Enjoy access to the community pool, dock, and clubhouse, perfect for relaxation and recreation. Explore Winter Haven’s vibrant downtown, filled with restaurants, arts, and family-friendly activities. Just 45 minutes to Disney World, experience an active lifestyle in this delightful lakefront community.

161 Rebecca Dr Ne - Photo 1 of 1

5d+ ago

Under 1500 Lake Buckeye Estates condo for rent in Winter Haven

In-unit laundry | Outdoor space

2 beds

1 bath

$1,250

Condo for rent

Available Feb 10

Cozy Duplex with Private Yard & Modern Touches

This inviting 2-bedroom, 1-bathroom duplex offers 1,110 sq ft of modern living with new vinyl floors and a seamless living-kitchen layout. Enjoy the convenience of in-unit laundry, a screened porch, and a fenced backyard perfect for relaxing outdoors. Located close to amenities and major commuter routes, this home blends comfort and convenience beautifully.

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310 Farnol St Sw #3 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

310 Farnol St Sw #3, Winter Haven, FL 33880

Ceiling fan | Outdoor space

1 bed

1 bath

$1,000

Apartment for rent

Bright Studio Apartment with Spacious Yard Oasis

Embrace the charm of downtown living in this inviting studio apartment featuring a generous combined living and bedroom area. A large sliding glass door bathed in natural light leads to a tranquil yard, perfect for relaxation. With 456 sq ft, this space balances comfort and convenience, just steps from the vibrant energy and amenities of Winter Haven. Ideal for those seeking simplicity in a lively locale.

3049 Saint Paul Dr - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

2BR/1.0BA

3049 Saint Paul Dr, Winter Haven, FL 33880

Oven

2 beds

1 bath

$1,200

Apartment for rent

2312 Isle Royale Ct Se - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

House for rent

Spacious Condo with Bright Open Layout & Community Charm

This inviting 2-bedroom, 2.5-bath condo boasts an airy open floor plan, perfect for both relaxation and entertaining. Featuring a generous kitchen with ample storage and countertops, each bedroom offers plenty of closet space. Enjoy the benefits of a peaceful community while being close to local shops, dining, and beautiful outdoor activities. Pet-friendly options are available, making this a great choice for comfort and convenience in Winter Haven.

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

5d+ ago

Under 1500 apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

150 El Dorado #208, Winter Haven, FL 33884

In-unit laundry | Walk-in closets | Ceiling fan

1 bed

1 bath

$1,400

Apartment for rent

Bright & Airy 1BR Retreat in 55+ Community

This well-maintained 1-bedroom, 1-bath apartment offers a functional layout with bright living and dining spaces, a spacious bedroom, and a well-appointed kitchen. Enjoy convenient amenities within a peaceful 55+ community, perfect for low-maintenance living. Located near shopping, dining, and medical facilities, it’s ideal for those seeking comfort and an active lifestyle.

2001 San Marcos Dr Se ##12 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

2001 San Marcos Dr Se ##12, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$1,275

Apartment for rent

Spacious Apartment with Pool & Fitness Center

This inviting 2-bed, 2-bath apartment offers 1,056 sq ft of relaxed living space, perfect for entertaining. Enjoy year-round comfort with air conditioning and central heating. The modern kitchen features essential appliances, and the bathrooms enhance daily routines with functionality. Amenities include access to a refreshing swimming pool, fitness center, and a lovely courtyard. Conveniently located near shopping, this pet-friendly home ensures a comfortable and convenient lifestyle in Winter Haven.

5786 State Road 542 W - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

House for rent

Recently Renovated 2-Bedroom Oasis in Winter Haven

This charming 2-bedroom, 1-bathroom home features recent renovations, perfect for modern living. Enjoy included water services and a pet-friendly environment. With easy access to local amenities, this cozy 800 sq. ft. retreat combines comfort and convenience in one delightful package.

424 Camellia Dr - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

3 beds

1 bath

$1,299

House for rent

Cozy Home Steps from Lake Shipp Awaits You

This charming 3-bedroom, 1-bathroom home features all-tile flooring and includes essential kitchen appliances. Just one block from Lake Shipp, it’s perfect for enjoying the outdoors. Pet-friendly! A $100 administration fee is due upon lease signing, along with a monthly Resident Benefits Package that covers renter's insurance and more. Experience comfortable living in a quaint setting with modern conveniences.

1860 Avenue Q Sw - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

House for rent

Cozy Retreat with Private Patio & Park Access

This charming 2-bedroom, 1.5-bath home features a private rear patio perfect for relaxation. Enjoy convenience with washer/dryer hookups and a spacious walk-in pantry. Located just across from Sertoma Park, it’s ideal for outdoor activities and strolls. Pet-friendly options available, and tenants benefit from a Resident Benefits Package.

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3726 Avenue S Nw #10 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

3726 Avenue S NW - 10

3726 Avenue S Nw #10, Winter Haven, FL 33881

2 beds

1 bath

$950

House for rent

Available Apr 27

Cozy 2-Bed Home with Charming Outdoor Space

This inviting 2-bedroom, 1-bath home spans 696 sq ft and features an open floor plan perfect for relaxed living. Enjoy the outdoor area designed for gatherings or unwinding after a long day. Freshly painted interiors and easy-to-clean flooring enhance comfort and convenience. All pets are welcome! A quick and simple application process ensures a stress-free renting experience.

1439 34th St Nw #7 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

House for rent

Charming Home with Modern Conveniences & Pet-Friendly

This delightful 2-bedroom, 2-bath home features a blend of charm and modern amenities at an affordable price. Enjoy the convenience of your own washer/dryer hookups, refrigerator, and stove. With two assigned parking spots and a pet-friendly policy, this cozy retreat meets all your needs. Tenants can benefit from a Resident Benefits Package for added ease and peace of mind. Perfect for small families or those seeking a welcoming community.

1801 3rd Ct Se #D - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

2 beds

1 bath

$1,295

Apartment for rent

Available Mar 27

Bright and Charming 2BR Apartment with Convenience

This delightful 2-bedroom, 1-bathroom apartment radiates warmth and comfort with its open floor plan and abundant natural light. Ideally situated for easy access to shopping and dining, it’s perfect for anyone seeking a vibrant lifestyle. Enjoy the inviting living space along with a great central location that caters to all your needs. Affordable rent of $1,295/month makes it accessible without compromising on quality.

2040 San Marcos Dr Se #103 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

2040 San Marcos Dr Se #103, Winter Haven, FL 33880

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,350

Condo for rent

Bright First-Floor Condo with Pool Access

Experience spacious living in this inviting 2-bedroom, 2-bath first-floor condo boasting high ceilings and an airy ambiance. The master suite features a private ensuite for added comfort. Located in a well-kept community, enjoy access to a sparkling pool perfect for relaxation. With its prime location near shopping, dining, and entertainment, this condo blends comfort and convenience in a vibrant setting.

2253 Firestone Pl - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

Villa - WINTER HAVEN, FL

2253 Firestone Pl, Winter Haven, FL 33884

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,500

House for rent

Charming Golf Villa with Fabulous Community Amenities

This well-kept 2-bedroom, 2-bathroom golf villa offers 1,418 sq ft of comfort and style in Cypresswood. Featuring a spacious bonus room, this home is perfect for gatherings. Enjoy fantastic community amenities, including a pool, tennis courts, a fitness center, and a clubhouse with a restaurant. Located just minutes from major highways, shopping, and Legoland, this property is ideal for fun and relaxation.

151 Winter Ridge Dr - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

151 Winter Ridge Dr, Winter Haven, FL 33881

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$1,450

Condo for rent

Bright & Breezy Condo with Pool & Screened Porch

This charming 2-bedroom, 2-bathroom condo is the perfect Florida retreat! Enjoy a sunny open floor plan and a large screened porch ideal for year-round relaxation. The spacious kitchen features a huge walk-in pantry, and in-unit laundry adds convenience. With covered parking and lawn maintenance included, spend more time at the sparkling community pool and less on upkeep. Embrace easy living in this delightful home!

76 Stebbins Dr #76 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

Mobile Home, Residential - Winter Haven, FL

76 Stebbins Dr #76, Winter Haven, FL 33884

Garage parking

2 beds

2 baths

$1,325

Apartment for rent

Modern 2-Bed Home in a Vibrant Community

This charming 2019 manufactured home offers 896 sq. ft. of comfortable living with 2 bedrooms and 2 bathrooms. Enjoy the benefits of a professionally managed community at Grove Shores, with site fees included in the affordable monthly rent of $1,250. This well-maintained property is perfect for those seeking a cozy and inviting atmosphere. Don't miss the chance to make this delightful home yours!

400 El Camino Dr #123 - Photo 1 of 1
Age restricted

5d+ ago

Under 1500 condo for rent in Winter Haven

1 bed

1.5 baths

$1,175

Condo for rent

Cozy 55+ Condo with Utilities Included

This inviting 1-bedroom, 1.5-bath condo in the San Miguel community offers comfortable living with 768 sq. ft. of space. Enjoy hassle-free living with water, sewage, trash, and gas included in the rent. Residents benefit from a comprehensive package including renters insurance and more, ensuring peace of mind and convenience. Perfect for those seeking a vibrant community at a great value.

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Updated: April 20, 2026

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