Winter Haven Apartments for Rent - 92 rentals

Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. ***This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents.*** Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -Pest control

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Richard Eijo (863-397-5707)

Remarks: Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry, generous counter space, and a breakfast bar that flows seamlessly into the dining area. A sliding glass door leads to a cozy 7x15 screened lanai—ideal for relaxing with your morning coffee. The primary suite is a private retreat, complete with an en-suite bathroom including a walk-in shower and 5x5 walk-in closet. The primary bedroom also has elegant French doors giving access to the flex room. Additional highlights include an inside utility room, updated laminate flooring throughout most of the home, and a fenced backyard for added privacy. Residents of Cypress Landing enjoy fantastic community amenities, including a clubhouse with social events, a heated pool, tennis courts, and a private boat ramp with lake access for fishing, boating, and watersports on Lake Dexter. Conveniently located just minutes from Legoland, shopping, and dining, this move-in-ready home offers the perfect balance of comfort and convenience.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a double garage and sits on a premium lot with gated access to both the backyard and side yard—ideal for extra space and privacy. The backyard is fully fenced, perfect for outdoor enjoyment. Additional features include a water softener, security cameras, and a covered patio. Pest control is also included at no extra cost—adding even more value. Prime location! Just 3.6 miles from US-27, 8.2 miles Dundee Rd, 14 miles from i-4, making commuting to Lakeland or Orlando easy. Conveniently close to shopping, dining, and entertainment, including Publix, Walmart, Manny’s Chophouse, Port 27, LEGOLAND® , Lake Eva Park, and Posner Park. No smoking permitted. All occupants 18+ must complete application and screening. Rent: $2,100/month. Security deposit: $2,100. Last month’s rent due at signing (waiver may be considered for exceptionally qualified applicants with strong credit and verified landlord references)

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Maria Cruz Vazquez (863-602-6968)

Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Sylvain Sara (727-623-5327)

Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Christopher Gallon, Pa (407-967-9363)

Remarks: Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space. Spacious bedrooms and well-appointed bathrooms provide a relaxing retreat, while the private outdoor space offers room to unwind or host gatherings. Residents also enjoy access to desirable community amenities, which include a resort-style pool, clubhouse, playground, and beautifully maintained common areas that enhance the neighborhood’s appeal. With Lennar’s signature attention to detail and included upgrades, this home delivers exceptional value, convenience, and a move-in-ready experience.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Julien Silva (352-348-9219)

Remarks: Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The kitchen is designed for both functionality and style, offering a counter-height breakfast bar, movable island, oak cabinetry, two pantries, and ample counter space. The generously sized bedrooms provide comfort and flexibility, while additional features include upgraded ceiling fans, pull-down attic access, a lawn irrigation system, and a fully fenced backyard for added privacy. Conveniently located near Legoland, shopping, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss this opportunity. Schedule your showing today!

Listing is courtesy of: FHG REALTY, LLC (407-505-7600)

Listing Agent: Jeff Inman (407-505-7600)

Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.

Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)

Listing Agent: Alvaro Molina (407-839-9731)

Remarks: One or more photo(s) has been virtually staged. For Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First month’s rent + security deposit required at move-in Application Fee: $50 (non-refundable) Maximum Occupancy: 2 persons Parking: Street parking Amenities: Enjoy access to the community pool and playground area Additional Information: Pets: No pets allowed. This suite is perfect for someone seeking a peaceful home with easy access to main roads in winter haven. Interested? Contact us today to schedule a viewing or to request more information.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Andrea Jastemski (813-516-0865)

Remarks: Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience. Vacant and move-in ready. Easy to show. Exceptional value for the area This home won’t last long! Schedule your private showing today and secure this amazing rental before it’s gone!

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Maria Del Villacis (786-200-1063)

Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Richard Eijo (863-397-5707)

Remarks: HOME IS REALTY BEAUTIFUL WIDE OPEN FLOOR PLAN. VAULTED CEILING IN PART OF HOME. A MUST TO SEE.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: William Beasley (863-299-1256)

Remarks: 4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.

Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)

Listing Agent: Tracey Crews (863-698-1783)

Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Amy Reynolds (863-412-2279)

Remarks: LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant, Legoland is only 10 minutes away, call to schedule a showing.

Listing is courtesy of: U KEY REALTY (407-937-8888)

Listing Agent: Yukey Hoo (407-937-8888)

Remarks: Welcome to Peace Creek Reserve! This like-new Atlanta Plan home offers exceptional space and modern living with 4 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and a beautifully designed kitchen with a large quartz island, stainless steel appliances, ample counter space, and a generous pantry—perfect for everyday living and entertaining. Sliding glass doors lead to a private backyard with serene views, ideal for relaxing and enjoying the peaceful surroundings. Tile flooring runs throughout the main living and wet areas for easy maintenance. Upstairs, you’ll find a versatile loft, a convenient laundry room, and a spacious owner’s retreat with dual vanities, a large walk-in shower, and a walk-in closet. Three additional bedrooms provide plenty of space for family, guests, or a home office. Situated on a peaceful lot with no rear neighbors overlooking a dry pond, this home offers added privacy and tranquil views—a rare find in the community. Located in the master-planned community of Peace Creek Reserve in Winter Haven, known as the Chain of Lakes City with 26 connected lakes, you’ll enjoy nearby shopping, dining, and scenic bike paths while still experiencing a charming small-town atmosphere. Move-in ready! Don’t miss this opportunity to rent a beautiful home in a highly desirable community.

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: Shira Bhagavatula (813-533-6467)

Remarks: Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms feature carpet flooring. The open-concept layout includes a large kitchen island, perfect for entertaining and everyday living.

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Ruth Romero (954-687-7155)

Remarks: Be the first to live in this brand new townhouse located in growing Winter Haven. The home features 4 comfortable bedrooms which one is located on the first floor alongside with a guest half bath. you'll also appreciate the open floorplan with a beautiful modern clean kitchen Samsung stainless steel appliances and light floors to make your living space spacious and elegant. Washer / dryer are included.and living in this unit requires zero maintenance. The patio has a closest space which is great for storage and you also won't need to worry about any rear neighbors. Its location off 27 offers tons of shopping, super markets, hospitals and right around the corner you'll have port 27, great for entertainment and beautiful dining options. APPLY TODAY!

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Andrea Munoz (321-442-7942)

Remarks: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Richard Eijo (863-397-5707)