$2,299 per month
443 Sandestin Dr SE, Winter Haven, FL 33884
Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a
$1,100 per month
118 Oak Crest Dr NW, Winter Haven, FL 33881
HALF OFF FIRST MONTHS RENT! Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday
David Small KELLER WILLIAMS REALTY SMART 1
$2,450 per month
309 Vaniman Ave, Winter Haven, FL 33880
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 This home is priced to rent
$2,030 per month
2122 Chris Dr, Winter Haven, FL 33884
Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and
Jessyka Dos Santos WRA BUSINESS & REAL ESTATE
$2,060 per month
5800 Driftwood Dr, Winter Haven, FL 33884
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 Coming soon! This home is
$2,220 per month
2134 Chris Dr, Winter Haven, FL 33884
Brand New Two-Story Home for Rent in Winter Haven Welcome to this stunning brand new two-story home located in the heart of Winter Haven, offering the perfect combination of space, style, and convenience. Designed with modern living in mind, this beautiful property is ideal for families or anyone looking for comfort and quality in a prime location. The home features 5 spacious bedrooms, including
Jessyka Dos Santos WRA BUSINESS & REAL ESTATE
$1,949 per month
914 Whisper Lake Dr, Winter Haven, FL 33880
Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,961 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a
$1,395 per month
140 Avenue W NW Unit 2, Winter Haven, FL 33881
One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything
David Small KELLER WILLIAMS REALTY SMART 1
$1,950 per month
175 Grove Branch Rd, Winter Haven, FL 33880
Property Id: 2402477Welcome Home This gorgeous modern 3 bed 2 bath and 2 car garage is located in beautiful Winter Haven. This is very open and spacious split floor plan. Perfect for entertaining. Kitchen is tastefully designed with espresso brown 42" cabinets and features an island overlooking the family room. Large pantry closet. Master bedroom suite offers a large walk-in closet and an
$2,250 per month
Unlisted Address
Located in the Peace Creek Reserve community, this well-maintained home offers modern living with serene pond views. The two-story residence features 5 bedrooms, 2 full bathrooms, and 1 half bath, providing ample space for families or those needing extra room for work or guests. The open-concept main floor includes a spacious living area that flows seamlessly into the dining space and
Don Tilack EXP REALTY LLC
$1,479 per month
3215 Timberline Rd, Winter Haven, FL 33880
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 2 bedrooms, 1.0 bathrooms, and approximately 904 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental journey.
$2,150 per month
1192 Normandy Heights Cir, Winter Haven, FL 33880
Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with
Carissa Lawhun FLORIDA REALTY INVESTMENTS
$1,855 per month
669 Lake Dexter Cir, Winter Haven, FL 33884
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
$2,290 per month
1547 Jessica Blvd, Winter Haven, FL 33884
Stunning New Construction Home for Rent in Winter HavenBe the first to live in this beautiful new construction home located in a desirable Winter Haven neighborhood. Designed with comfort and style in mind, this spacious residence offers a modern open floorplan that is perfect for both everyday living and entertaining.The home features 5 generously sized bedrooms, including a luxurious
Jessyka Dos Santos WRA BUSINESS & REAL ESTATE
$1,800 per month
2006 34th St NW, Winter Haven, FL 33881
Property Id: 2400855This beautifully maintained 3-bedroom, 2-bath home is now available for rent! Originally listed for sale, this property offers exceptional space, accessibility, and flexibility for a variety of living needs.Designed with wheelchair accessibility in mind, the home features wide entryways and a fully accessible bathroom while still maintaining a stylish,
$1,395 per month
140 Avenue W NW Unit 3, Winter Haven, FL 33881
One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything
David Small KELLER WILLIAMS REALTY SMART 1
$1,949 per month
1532 Wallace Manor Ave, Winter Haven, FL 33880
Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,300 square feet, this well-maintained home offers a high standard of rental living,
$2,300 per month
263 Sunfish Dr, Winter Haven, FL 33881
Now available for rent in the Lake Lucerne community—this well-maintained 4-bedroom, 2-bathroom home features a spacious and open floor plan.Newly fenced yard. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island that overlooks the living and dining areas. The primary suite offers a walk-in closet and private bath. Tile flooring is featured in the main
Leslie Soto HONEST EXPERTS REAL ESTATE LLC
$1,845 per month
637 Sunway Ln, Winter Haven, FL 33880
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$1,600 per month
1704 Eagle Pond Dr Unit 1704, Winter Haven, FL 33884
GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium has just been partially renovated to include luxury vinyl flooring and fresh paint throughout. Key features are interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite
Kayly Malinas JOHN WOOD REALTY, INC.
$1,880 per month
344 Sand Pine Trail, Winter Haven, FL 33880
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 This home is priced to rent
$1,850 per month
2727 Rutledge Ct, Winter Haven, FL 33884
For Rent – 2727 Rutledge Court | $1,950/monthMove-in ready and available now! This end-unit townhome offers 2 bedrooms, 2 bathrooms, plus a flexible office/bonus room that can easily serve as a third bedroom, with 1,536 square feet of bright, low-maintenance Florida living.At $1,950 per month, rent includes internet, cable, lawn care, community pool access, a fishing dock, and a beautiful
Veronica Bard LA ROSA REALTY PRESTIGE
$2,270 per month
159 Southern Breeze Lp, Winter Haven, FL 33880
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$1,600 per month
222 7th St NW Unit 2, Winter Haven, FL 33881
Charming Furnished Cottages for Rent in the Heart of Winter HavenWelcome to Rose Hill Cottages, a thoughtfully restored collection of furnished cottages nestled in a quiet, established neighborhood just minutes from downtown Winter Haven. These cottages offer the perfect blend of charm, comfort, and convenience — ideal for professionals, relocations, extended stays, or anyone seeking a
Veronica Bard LA ROSA REALTY PRESTIGE
$2,010 per month
104 Lake Daisy Terrace, Winter Haven, FL 33884
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 Coming soon! This home is
$2,495 per month
252 Santa Rosa Dr, Winter Haven, FL 33884
Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots
Jennifer Geiger PRESTIGE LIFESTYLES REALTY
$1,770 per month
1405 N Lake Shipp Dr SW, Winter Haven, FL 33880
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,
$2,000 per month
137 Woodland Dr, Winter Haven, FL 33881
Like-new 3 bedroom, 2 bathroom home with only one previous tenant. No carpet throughout—easy-care flooring in every room. Open and functional layout with modern finishes, well-maintained and move-in ready.
Mindy Hunley TRIBUTE REALTY LLC
$2,400 per month
733 Oleander Dr SE, Winter Haven, FL 33880
Property Id: 2417966Welcome to your own Florida poolside retreat at 733 Oleander Ave in Winter Haven. This beautifully renovated 3-bedroom, 2-bath home is completely turn-key and move-in ready, featuring bright living spaces, modern updates, and a private backyard pool perfect for relaxing or entertaining. Even better, pool and lawn maintenance are included, so you can enjoy the sunshine
$2,150 per month
3904 Osprey Pointe Cir, Winter Haven, FL 33884
Modern design with comfort in mind! Available for Lease April 1, 2026! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this
Oswald Carrerou CARREROU ENTERPRISES, LLC
$1,699 per month
1333 Stately Oaks Dr NW, Winter Haven, FL 33881
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 $1833.95. That covers your base rent, $1699.00 + our required services designed to make your life easier: Internet & Media ($85), Smart Home with
$1,400 per month
150 El Dorado Unit 208, Winter Haven, FL 33884
Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located
Elsa Gonzalez LPT REALTY, LLC
$2,770 per month
2069 Whispering Trails Blvd, Winter Haven, FL 33884
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 Coming soon! This home is
$1,850 per month
3993 Warbler Dr, Winter Haven, FL 33880
Lovely 4 bedroom home, conveniently located at the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty of cabinets & counter space, a nice
Lienyvette Grimaldo MAZELG REALTY
$1,930 per month
822 Terranova Rd, Winter Haven, FL 33884
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 Coming soon! This home is
$1,900 per month
1735 Carnostie Rd, Winter Haven, FL 33884
Well-maintained 3 bedroom, 2 bathroom home located in the desirable Villa Mar community in Winter Haven, FL. This home offers 1,505 square feet of living space with a functional open layout, a 2-car garage, and a fully fenced backyard. The interior features a combined living and dining area, ideal for everyday living and entertaining. Breakfast bar is perfect for grabbing a quick bite. The
Jacob Bellamy REMAX EXPERTS
$1,845 per month
5711 Lakeside Landings Blvd, Winter Haven, FL 33881
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 $1989.90. That covers your base rent, $1845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,300 per month
942 Cattleman St, Winter Haven, FL 33884
Gorgeous 3BR/2BA Home - AVAILABLE FOR APRIL Looking for a hassle-free rental? This beautifully furnished 3-bedroom, 2-bathroom home in Winter Haven is move-in ready! Just unpack and start living. Features You\'ll Love:-Modern Kitchen - Stainless steel appliances & tons of counter space.-Washer & Dryer In-Unit - Laundry made easy.-Attached Garage - Convenient parking & extra
Manuel Paredes LA ROSA REALTY LLC
$2,600 per month
1581 Lemon Ave, Winter Haven, FL 33881
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,095 per month
1220 Tyler Loop, Winter Haven, FL 33884
Pet-Friendly 5-Bedroom Home in Winter Haven, FL!This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living.Highlights include:Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetrySpacious living area, perfect for guests or multi-generational livingPrimary suite featuring dual sinks, a walk-in
Morgan Evans RESZI MANAGEMENT I, LLC
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