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Apartments Under $1,500 in Jan Phyl Village, FL

25 rentals

Haven at Lake Deer - Photo 1 of 1
Highly rated
Rent special

15h ago

9.3

Excellent

Our team has verified this company

Verified

Haven at Lake Deer

350 24th St Nw, Winter Haven, FL 33880

Balcony | Swimming pool | Fitness center

Studio–2 beds

1–2 baths

$1,099–$1,549

Apartment for rent

Top amenities
Carpet
On-Site Management
Residents Lounge
Swimming Pool

Call

1935 Avenue O Sw #204 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

1 Bed / 1 Bath (Upstairs) - In-Unit W/D, Stainless Appliances - Near Downtown Winter Haven

1935 Avenue O Sw #204, Winter Haven, FL 33880

In-unit laundry | Assigned parking | Ceiling fan

1 bed

1 bath

$1,150

Condo for rent

Available Jan 20

Description

Property Id: 2318496 Home features: Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living room In-unit washer & dryer Bedroom and living room are cable-ready Location: Minutes to downtown Winter Haven—close to shopping, restaurants, medical offices, and LEGOLAND®. Pets Small pets welcome (subject to approval; additional terms may apply). Pricing shown is base price. Prices and availability subject to change. Additional monthly/one-time costs

1935 Avenue O Sw #203 - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

2 Bed / 1 Bath (Upstairs) - In-Unit W/D, Stainless Appliances - Near Downtown Winter Haven

1935 Avenue O Sw #203, Winter Haven, FL 33880

In-unit laundry | Assigned parking | Ceiling fan

2 beds

1 bath

$1,275

Condo for rent

Available Jan 19

Description

Property Id: 2318491 Home features: Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedrooms and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter Haven—close to shopping, restaurants, medical offices, and LEGOLAND®. Pets Small pets welcome (subject to approval; additional terms may apply). Pricing shown is base price. Utilities & fees: Resident pays utilities; cable/internet optional. Prices

2210 Avenue C Nw - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

2210 Ave C NW, Apt a

2210 Avenue C Nw, Winter Haven, FL 33880

Air conditioning

2 beds

1 bath

$1,250

Apartment for rent

Description

Welcome to this beautiful 2 Bed 1 Bathroom Apartment centrally located on the heart of Winter haven by Lake Howard Rental Terms * Rent: $1,350.00 * Application Fee: $19.99 per adult 18 and over (non-refundable) * Available to move-in: Immediate Move In * Renters Insurance Required All applicants 18 and over must each submit an application, upload copies of Identification, Social Security, and Proof of Income (current last three months of paystubs) to process your application. Please contact us so we can discuss the requirements for this rental property, and schedule you

1702 Recker Hwy #A - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

1 Bedroom 1 Bathroom Apartment (Downstairs) In Winter Haven Near Sertoma Park

1702 Recker Hwy #A, Winter Haven, FL 33880

Air conditioning | Assigned parking

1 bed

1 bath

$1,100

Apartment for rent

Available Jan 10

Description

Home features - New vinyl planked flooring install and newly painted throughout Plank flooring & ceramic tile (easy to clean) Wood cabinetry Location: Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND . Utilities & fees Resident pays utilities (owner pays water) How to apply / prequalify: No charge to prequalify. Please send your email address via Avail for the application and more information.

2210 Avenue C Nw - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

2210 Ave C NW, apt b

2210 Avenue C Nw, Winter Haven, FL 33880

Air conditioning

1 bed

1 bath

$1,120

Apartment for rent

Description

Welcome to this beautiful 1 Bed 1 Bathroom Apartment centrally located on the heart of Winter haven by Lake Howard Rental Terms * Rent: $1,120.00 * Utilities: $30.00 * Application Fee: $19.99 per adult 18 and over (non-refundable) * Available to move-in: Immediate Move In * Renters Insurance Required All applicants 18 and over must each submit an application, upload copies of Identification, Social Security, and Proof of Income (current last three months of paystubs) to process your application. Please contact us so we can discuss the requirements for this rental proper

Nearby rental good for eco-living

Nearby rental good for pet owners

1702 Recker Hwy #D - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

Newly Remodeled - 2 Bed/1 Bath Apartment in Winter Haven - Available

1702 Recker Hwy #D, Winter Haven, FL 33880

On-site laundry | Ceiling fan

2 beds

1 bath

$1,450

Condo for rent

Available Jan 15

Description

Property Id: 2196850 Home features-Completely remodeled from top to bottom Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Ceiling fan in the bedrooms New light fixtures and new doors Location: Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND . Utilities: Resident pays utilities (owner pays water) How to apply / prequalify No charge to prequalify. Please send your email address via Turbotenant message for the application and more information.

3074 Saint Paul Dr - Photo 1 of 1

14h ago

Under 1500 apartment for rent in Winter Haven

For Rent: 2 Bed / 1 Bath Apartment in Winter Haven - Pet Friendly!

3074 Saint Paul Dr, Winter Haven, FL 33880

On-site laundry | High ceilings | Outdoor space

2 beds

1 bath

$1,175

Apartment for rent

Available Sep 15

Description

Property Id: 1355900 Now available: a clean and well-located 2-bedroom, 1-bathroom apartment in a quiet 4-plex community at 3078 St. Paul Drive, Winter Haven, FL 33880. This unit offers a comfortable living environment with friendly neighbors and convenient access to nearby amenities, including Publix, CVS Pharmacy, Mid Florida Credit Union, RedBox, Subway, Hungry Howie’s Pizza, and a gas station with convenience store—all within walking distance. Property Features: ~Off-street parking for two vehicles ~Refrigerator and stove included ~Laundry hookups available ~Pet-fri

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Dream Winter Haven - Photo 1 of 1

1d ago

8

Very good

Dream Winter Haven

5004 Dream Dr, Winter Haven, FL 33880

1 bed

1 bath

$1,300–$1,579

Apartment for rent

2d ago

7.7

Very good

Country Place Apartment Homes

3950 Country Pl, Winter Haven, FL 33880

2–3 beds

1–3 baths

$1,099–$1,275

Apartment for rent

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The Landings Apartment Homes - Photo 1 of 1
Highly rated

9h ago

8.2

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

Top amenities
In-Unit Laundry
Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

8h ago

9.4

Excellent

Our team has verified this company

Verified

Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

On-site laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,032–$1,495

Apartment for rent

Top amenities
On-Site Laundry
On-Site Management
Residents Lounge

Call

100 4th Eloise St #10 - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Eloise

100 4th Street - 10

100 4th Eloise St #10, Eloise, FL 33880

2 beds

2 baths

$850

House for rent

Available Jan 26

Description

Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. WE PROUDLY WELCOME ALL PETS. Contact us through this Web site or call to set up a tour and apply today! Welcome to this cute 2 bed, 2 bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. As you enter the home you will be greeted with an open floor plan showcasing the living room and kitchen. Flooring throughout the home includes easy-to-clean tile. T

2113 Cabernet Ct - Photo 1 of 1
3D tour

5d+ ago

Under 1500 apartment for rent in Eagle Lake

Apartment for rent

Description

Welcome to your new home in Eagle Lake, FL! This charming 2-bedroom, 1-bathroom apartment offers a comfortable living space in a beautiful park-like setting. The apartment is pet-friendly, so your furry friends are more than welcome to join you in your new home. With two spacious bedrooms and a full bathroom, this apartment is perfect for those seeking a comfortable and convenient living space. Plus, with on-site maintenance, any issues can be quickly and efficiently resolved. Experience the best of Eagle Lake living in this cute 2-bedroom apartment. All residents are enr

2262 Clover Ridge Ct - Photo 1 of 1
3D tour

5d+ ago

Under 1500 apartment for rent in Eagle Lake

2 beds

1 bath

$1,350

Apartment for rent

Description

Welcome to the Cute 2 Bedroom Apartment in Eagle Lake, FL. This charming residence offers two spacious bedrooms and a full bathroom, perfect for those seeking a comfortable and inviting living space. The apartment is nestled in a beautiful park-like setting, providing a serene and picturesque environment that you can enjoy every day. The apartment is also pet-friendly, so your furry friends are more than welcome to join you in your new home. With its blend of comfort, beauty, and convenience, this apartment offers a unique living experience in the heart of Eagle Lake. Come

2112 Cabernet Ct - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Eagle Lake

1 bed

1 bath

$1,225

Apartment for rent

Description

Welcome to our cozy 1 bedroom apartment located in the serene Eagle Lake, FL. This charming unit offers a beautiful park-like setting, perfect for those who enjoy a peaceful environment. The apartment is pet-friendly, allowing you to bring your furry companions along. With a cable-ready setup, you can easily relax and unwind in this comfortable space. Take advantage of our special offer of $500 off the 1st month's rent and make this lovely apartment your new home sweet home. All residents are enrolled in the Resident Benefits Package (RBP) for $47.00/month which includes

351 Avenue N Ne #3 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

351 Avenue N Ne #3, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

Studio

1 bath

$975

Apartment for rent

Available Jan 19

Description

351 Avenue N NE, Unit 2 is a freshly renovated studio in a highly convenient pocket of Winter Haven. The unit has been updated throughout with modern finishes, including luxury vinyl plank flooring, updated lighting, and ceiling fan. The kitchen features modern cabinetry and stainless-steel appliances, giving the space a clean and contemporary feel. There are also in-unit washer and dryer hookups for added convenience. The property offers easy, designated parking and sits in a solid location close to downtown Winter Haven. The unit is available now. Call today!

163 Avenue A Se #4 - Photo 1 of 1

5d+ ago

Under 1500 apartment for rent in Winter Haven

163 Avenue A Se #4, Winter Haven, FL 33880

Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Jan 19

Description

NEWLY RENOVATED!!! 2 bedroom, 1.5 bath unit. Featuring brand new carpet in living area, spacious living room with separate flex space that can be used as den or office, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

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

5d+ ago

Under 1500 condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

2001 San Marcos Dr Se #1, Winter Haven, FL 33880

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,450

$1,375

Price drop

Condo for rent

Description

Property Status: Active FOR RENT - Lovely 2/2 Bedroom condominium on the First Floor in the most coveted area of Southeast Winter Haven. The unit comes with a refrigerator, range, dishwasher, microwave, and a stackable washer and dryer in the primary bathroom. The clubhouse has a small fitness area and a beautiful pool. The community has access to Lake Lulu which is on the Chain of Lakes, a dock, and a gazebo. The condo is close to restaurants like Chik-fil-A, Olive Garden, Outback Steakhouse, Panera Bread, and more. For your morning coffee there's Starbucks only walk

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

$1,100

Apartment for rent

Description

Property Status: Active Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by

1207 Crestwood Dr #NA - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Winter Haven

$1,400 - 2 Bedroom 1 Bathroom House With Large Backyard in Winter Haven

1207 Crestwood Dr #NA, Winter Haven, FL 33881

Air conditioning | Assigned parking | Outdoor space

2 beds

1 bath

$1,495

$1,400

Price drop

House for rent

Available Jan 1

Description

Amazing 2 bedroom, 1 bathroom house available for rent in Winter Haven. Close to Inwood Elementary and other schools nearby, and short distance from Auburndale and Winter Haven areas. Home includes central AC and large, private backyard. No Utilities included. Please no pets. Date Available: Jan 1st 2026 or sooner if needed. Monthly rent is $1,400/month and $1,400 security deposit required for year lease. Please submit the form on this page or contact Diana Ortiz at 863-797-0207 to learn more. This property is managed by a responsible landlord using Avail landlord software

2065 Isle Royale Ct Se - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

2065 Isle Royale Ct Se, Winter Haven, FL 33880

Assigned parking | Swimming pool | Dishwasher

1 bed

1 bath

$1,149

Condo for rent

Description

Welcome home to your comfortable one-bedroom, one-bathroom condo offering easy living in a community setting. This well-maintained home features large windows for plenty of natural light. Enjoy a spacious living area perfect for relaxing and a functional kitchen with ample cabinetry. The bedroom is generously sized, and the bathroom includes a full tub and shower combo. Conveniently located near shopping, dining, and the Chain of Lakes, this condo provides both comfort and convenience for everyday living. Stop your search here and APPLY TODAY! *Pets allowed based on Pe

730 W Central Ave #7 - Photo 1 of 1

4d ago

Under 1500 apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave #7, Winter Haven, FL 33880

In-unit laundry | Walk-in closets | Dishwasher

2 beds

1 bath

$1,125

Apartment for rent

Description

Property Status: Active Discover this beautifully updated second-floor 2-bedroom, 1-bath apartment, available now in the heart of downtown Winter Haven—just steps from the picturesque shores of Lake Howard. Designed with comfort and functionality in mind, this home makes excellent use of space to create a welcoming and inviting atmosphere. One bedroom features a spacious walk-in closet, while the well-appointed bathroom offers convenient dual access from both the bedroom and the main living area, allowing for privacy when entertaining guests. The bright, open living area i

547 Snively Ave - Photo 1 of 1

5d+ ago

Under 1500 house for rent in Eloise

Single Family Residence - ELOISE, FL

547 Snively Ave, Eloise, FL 33880

2 beds

1 bath

$600

House for rent

Description

Property Status: Active Choose to rent with confidence from a licensed real estate brokerage. Our application process is quick and easy! Reach out via this website or give us a call to schedule a tour and apply today! EXCITING PRE-LISTING OPPORTUNITY! Be among the first to explore this soon-to-be-transformed property! While it currently awaits TLC, our dedicated team is already rolling up their sleeves for a full renovation. We're committed to delivering a home tailored to your move-in timeline and ready to welcome you with comfort and style. We proudly welcome all

2001 San Marcos Dr Se - Photo 1 of 1

5d+ ago

Under 1500 condo for rent in Winter Haven

1 BR, 1 BA in Winter Haven

2001 San Marcos Dr Se, Winter Haven, FL 33880

Outdoor space

1 bed

1 bath

$1,300

Condo for rent

Available Dec 11

Description

This inviting 1-bedroom, 1-bathroom condo is located on the first floor of a popular community right off of Cypress Gardens Blvd. The space is highlighted by designer concrete floors that bring character and style to the unit. The bedroom offers a comfortable retreat, while the bathroom is thoughtfully designed for everyday convenience. As part of the community, residents enjoy access to a sparkling swimming pool, perfect for relaxing or gathering with neighbors. With its desirable location and appealing features, this condo is ready to be your next home.

Showing 1 - 25 of 25 results
Home > Apartments in Jan Phyl Village
Updated: January 28, 2026

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