Newest Homes for Rent in Winter Haven, FL

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  Starting at $1,480 Per Month

  • 1 - 3 Beds

  1015 Lake Forest Blvd, Winter Haven, FL 33884

  Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

  The Waverly at Winter Haven

  (863) 591-0648

  

  1015 Lake Forest Blvd, Winter Haven, FL 33884
• Explore Winter Haven

• 

  

  

  /15

  Starting at $997 Per Month

  • 1 - 3 Beds

  200 Avenue K SE, Winter Haven, FL 33880

  Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

  Briarcrest at Winter Haven

  (863) 356-1058

  

  200 Avenue K SE, Winter Haven, FL 33880
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  Starting at $1,300 Per Month

  • 1 - 3 Beds

  4025 Lake Ned Village Cir, Winter Haven, FL 33884

  Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

  Vista Lake Ned

  (863) 216-1915

  

  4025 Lake Ned Village Cir, Winter Haven, FL 33884
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  Starting at $1,219 Per Month

  • 1 - 3 Beds

  1015 Mahaffey Rd, Winter Haven, FL 33884

  A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

  The Carlton at Lake Dexter

  (727) 295-2861

  

  1015 Mahaffey Rd, Winter Haven, FL 33884
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  /22

  Starting at $1,441

  Total Monthly Price

  • 1 - 2 Beds

  3110 Gowan Dr, Winter Haven, FL 33884

  Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

  Prose Cypress Pointe

  (833) 669-3928

  

  3110 Gowan Dr, Winter Haven, FL 33884
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  Starting at $1,130 Per Month

  • 1 - 2 Beds

  1101 Cambridge Square, Winter Haven, FL 33880

  Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

  Barrington Place At Winter Haven

  (863) 204-5542

  1101 Cambridge Square, Winter Haven, FL 33880
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  Starting at $995 Per Month

  • Studio - 2 Beds

  350 24th St NW, Winter Haven, FL 33880

  Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

  Haven at Lake Deer

  (863) 356-1158

  

  350 24th St NW, Winter Haven, FL 33880
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  Starting at $1,310 Per Month

  • 1 - 3 Beds

  4900 Cypress Gardens Rd, Winter Haven, FL 33884

  A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

  The Arbours at Garden Grove

  (727) 205-8061

  

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
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  Starting at $1,350 Per Month

  • 1 - 2 Beds

  200 Avenue C SW, Winter Haven, FL 33880

  Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

  Raindance

  (863) 356-1136

  

  200 Avenue C SW, Winter Haven, FL 33880
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  Starting at $899 Per Month

  • 1 - 2 Beds

  102 Landings Way, Winter Haven, FL 33880

  Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

  The Landings Apartment Homes

  (863) 251-5637

  102 Landings Way, Winter Haven, FL 33880
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  Starting at $959 Per Month

  • Studio - 3 Beds

  7676 Carlton Arms Blvd, Winter Haven, FL 33884

  Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

  Carlton Arms Of Winter Haven

  (863) 251-6034

  

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
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  Starting at $1,299 Per Month

  • 1 - 3 Beds

  3005 Willow Glen Cir, Lake Wales, FL 33859

  Set Your Own Pace at Alera at Hunters GlenDiscover a modern vision for upscale apartment living at Alera at Hunters Glen—where style meets simplicity in Lake Wales, FL. Embrace the freedom of a lock-and-leave lifestyle in a sophisticated community designed for those who live life on their own terms. With a seamless blend of contemporary design and refined elegance, Alera is where your

  Alera at Hunters Glen

  (863) 270-4758

  

  3005 Willow Glen Cir, Lake Wales, FL 33859
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  Starting at $1,200 Per Month

  • 1 - 2 Beds

  1150 3rd St SW, Winter Haven, FL 33880

  The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

  The Jade

  (863) 837-4924

  

  1150 3rd St SW, Winter Haven, FL 33880
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  $1,250 Per Month

  • 2 Beds
  • 1.5 Baths
  • 995 Sq Ft
  • Two-Bedroom Townhome Across from Country Park

  1874 Ave Q SW, Winter Haven, FL 33880

  Want the maintenance free apartment lifestyle while still maintaining privacy and space? You found your new home!The home boasts a private patio in the rear of the home, a downstairs/half bath for guests, washer/dryer hookups, and a walk-in pantry.Pets allowed based on results. Fees/rents based on results.*Tenants are required to sign up for our Resident Benefits Package

  1874 Ave Q SW, Winter Haven, FL 33880
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  $2,050 Per Month

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • House for Rent

  1500 Grey Eagle Ln, Winter Haven, FL 33881

  Available for early August move in! Dive into the serene comfort of 1500 Grey Eagle Lane, a charming 4-bedroom, 2-bathroom haven nestled in the heart of Winter Haven, FL. This 1846 sq ft gem offers ample space to create your dream home environment. This spacious home with it's open floorplan is perfect for relaxation and entertaining. The kitchen comes complete with all the necessities including

  1500 Grey Eagle Ln, Winter Haven, FL 33881
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  /19

  $1,199 Per Month

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft
  • Two-Bedroom End Unit Townhome

  1870 Ave Q SW, Winter Haven, FL 33880

  Beautifully appointed 2-bedroom, 1.5-bathroom townhome that is centrally located between Winter Haven and Lakeland. This unit includes a back porch, and bathroom on each floor, kitchen appliances, and vinyl flooring on the first floor. Don't miss out on this opportunity! Have a fresh new outlook on life with a new home! Pets allowed based on results. Fees/rents based on

  1870 Ave Q SW, Winter Haven, FL 33880
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  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  287 Inman Blvd, Winter Haven, FL 33881

  Welcome home to this beautifully maintained, like-new residence in one of Winter Haven's growing and convenient locations. Offering a modern open-concept design, this home provides the perfect blend of comfort, style, and functionality. Step inside to find a bright and inviting living space that flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living

  Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

  287 Inman Blvd, Winter Haven, FL 33881
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  $1,450 Per Month

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • Condo for Rent

  1202 Eagle Pond Dr Unit B12, Winter Haven, FL 33884

  Updated 2 bedroom 2 bath first floor end unit condo located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club.This unit has just undergone a professional interior paint job along with the installation of new laminate flooring. The country club amenities include access to the clubhouse with bar and grill, jr. olympic swimming pool and pickleball/tennis courts. The

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  1202 Eagle Pond Dr Unit B12, Winter Haven, FL 33884
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  /22

  $2,100

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • House for Rent

  2756 San Marco Way, Winter Haven, FL 33884

  2756 San Marco Way, Winter Haven, FL 33884
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  $1,895 Per Month

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft
  • WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME

  223 Hibiscus St, Winter Haven, FL 33881

  Check out this Spacious 3BA /2BA home with an Open Floor plan layout. The kitchen has granite countertops, an island, stainless appliances, and a pantry, Hardwood flooring throughout, carpeting in the bedrooms. Inside laundry room with washer & dryer hookup. 2 car garage. Convenient location. The property is currently occupied and will be available for occupancy after July 13,

  223 Hibiscus St, Winter Haven, FL 33881
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  $2,100 Per Month

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • House for Rent

  2102 Chris Dr, Winter Haven, FL 33884

  Discover comfort and convenience in this beautiful 4-bedroom, 2-bathroom home located in the sought-after Peace Creek Reserve community of Winter Haven. This spacious residence features an open-concept floor plan with a modern kitchen overlooking the dining and living areas, creating the perfect space for everyday living and entertaining. The private primary suite offers a relaxing retreat with

  Daniel Serpa NOSSA REALTY LLC

  2102 Chris Dr, Winter Haven, FL 33884
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  $1,325 Per Month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Condo for Rent

  2001 San Marcos Dr SE Unit 11, Winter Haven, FL 33880

  A SPACIOUS GROUND FLOOR END UNIT NEAR FAST FOOD, SHOPPING & BUS LINE. UNIT HAS GAS RANGE & HOT WATER, PLUS GAS HEAT,READY TO MOVE IN NO AGE RESTRICTIONS. CLUB HOUSE & POOL WITH DOCK ON CHAIN OF LAKE.

  William Beasley STAR REALTY OF WINTER HAVEN

  2001 San Marcos Dr SE Unit 11, Winter Haven, FL 33880
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  $2,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • House for Rent

  1343 Benevento Dr, Winter Haven, FL 33884

  Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in the highly sought-after Villamar community of Winter Haven. Built by Meritage Homes, this move-in-ready residence features a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The spacious kitchen overlooks the great room and showcases granite countertops, stainless steel

  Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

  1343 Benevento Dr, Winter Haven, FL 33884
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  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Townhouse for Rent

  513 Avenue J SE, Winter Haven, FL 33880

  Well-maintained 2 bedroom, 1 bathroom duplex featuring terrazzo throughout and several recent updates. The home offers a functional layout with a bright living area, comfortable bedrooms, and easy-to-maintain finishes. Conveniently located near shopping centers, dining, and major employers. Ideal for commuters seeking a centrally located rental.

  Pedro Cartagena 1513 REALTY LLC

  513 Avenue J SE, Winter Haven, FL 33880
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  $1,475 Per Month

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Townhouse for Rent

  103 4th St SE Unit A, Winter Haven, FL 33880

  Spacious 2 bedroom, 1 bathroom duplex with tile flooring throughout and recent interior updates. Enjoy a functional floor plan with a welcoming living space, well-sized bedrooms, and easy upkeep. Located in the heart of downtown offering quick access to major roads, shopping, dining, and local attractions. Great option for those looking for comfort and accessibility.

  Pedro Cartagena 1513 REALTY LLC

  103 4th St SE Unit A, Winter Haven, FL 33880
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  Starting at $1,299 Per Month

  • 1 - 2 Beds

  5004 Dream Dr, Winter Haven, FL 33880

  Embrace the art of living fully at Dream Winter Haven, where each day is a masterpiece waiting to be painted. Here, life is about more than just a home—it's about thriving in a community designed to enrich your every experience. Discover the charm of brand-new luxury 1, 2, and 3-bedroom apartments, complemented by resort-style amenities that encourage you to live fully. Set in the heart of Winter

  Dream Winter Haven

  (863) 312-1112

  

  5004 Dream Dr, Winter Haven, FL 33880
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  $2,215 Per Month

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft
  • House for Rent

  6033 Live Oak Dr, 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  (863) 532-7386

  6033 Live Oak Dr, Winter Haven, FL 33880
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  /15

  $2,385 Per Month

  • 3 Beds
  • 2 Baths
  • 2,315 Sq Ft
  • House for Rent

  40 St Kitts Cir, Winter Haven, FL 33884

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. The fenced

  (863) 591-4759

  40 St Kitts Cir, Winter Haven, FL 33884
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  $2,300 Per Month

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • House for Rent

  6433 Domizio Dr, Winter Haven, FL 33884

  Spacious New 5-Bedroom Residence Available for Lease in Winter Haven Experience the comfort of a never-before-occupied home in one of Winter Haven’s growing residential communities. This newly completed two-story property offers an impressive combination of space, modern design, and everyday convenience, featuring five bedrooms, two full bathrooms, and a guest powder room. The thoughtfully

  Alexandre Zapparoli WRA BUSINESS & REAL ESTATE

  6433 Domizio Dr, Winter Haven, FL 33884
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  $1,700 Per Month

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • House for Rent

  506 Holt Cir, Winter Haven, FL 33880

  Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time

  Daryle Henry, Jr. LA ROSA REALTY CW PROPERTIES L

  506 Holt Cir, Winter Haven, FL 33880
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  $2,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft
  • House for Rent

  1050 Michelangelo Ln, Winter Haven, FL 33884

  Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience. Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort.

  Christin Davis PROPERTY MANAGEMENT OF POLK

  1050 Michelangelo Ln, Winter Haven, FL 33884
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  $1,585 Per Month

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • House for Rent

  1200 6th St NE, Winter Haven, FL 33881

  Ask about our move in special ! Charming 3 bedroom home in Winter Haven featuring a large yard perfect for outdoor living, play, or weekend gatherings. Call today to view

  Jordan Clark PALM LEAF PROPERTY MANAGEMENT

  1200 6th St NE, Winter Haven, FL 33881
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  /16

  $2,225 Per Month

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • House for Rent

  6025 Live Oak Dr, 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  (863) 417-1938

  6025 Live Oak Dr, Winter Haven, FL 33880
• 

  

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  $1,960 Per Month

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  64 Lake Daisy Blvd, Winter Haven, FL 33884

  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 $2104.90. That covers your base rent, $1960.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  (863) 563-1581

  64 Lake Daisy Blvd, Winter Haven, FL 33884
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  $1,500 Per Month

  • 1 Bed
  • 2 Baths
  • 1,190 Sq Ft
  • Condo for Rent

  700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881

  FLORIDA LAKEFRONT (age 55+) CONDO FOR RENT, $1,500 PER MONTH. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT. NO SMOKING, & NO PETS ARE ALLOWED. APPLICATION FEE AND BACKGROUND CHECK AND MEETING WITH BOARD ARE REQUIRED. CREDIT CHECK FEE PAID BY TENANT. MONTHLY RENT AMOUNT INCLUDES ELECTRICITY, CABLE, INTERNET, WATER, SEWER, TRASH, USE OF RECREATIONAL FACILITIES & ONE ASSIGNED COVERED PARKING

  Chris Goode JUDY B CLEAVES PROPERTIES INC

  700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881
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  $950 Per Month

  • 1 Bed
  • 1 Bath
  • Flats on F

  220-220 Ave F SW Unit 220 Ave F SW, Winter Haven, FL 33880

  220-220 Ave F SW Unit 220 Ave F SW, Winter Haven, FL 33880
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  $1,940 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • Townhouse for Rent

  1314 Evergreen Ct, Winter Haven, FL 33881

  Welcome to this lovely 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

  1314 Evergreen Ct, Winter Haven, FL 33881
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  $1,940 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • Townhouse for Rent

  1225 Evergreen Ct, 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

  1225 Evergreen Ct, Winter Haven, FL 33881
• 

  

  /17

  $2,091

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Condo for Rent

  1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881

  The advertised rate of $2,091/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  (863) 328-4815

  1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
• 

  

  /13

  $1,235 Per Month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Condo for Rent

  3039 St Paul Dr, Jan Phyl Village, FL 33880

  Beautiful 2-bedroom unit off of Winter Lake Rd in Winter Haven is move-in ready! Enjoy the vaulted ceiling and exposed beams in the living room. Kitchen features include breakfast bar, granite counters, & custom cabinets. Washer/dryer hookups and lawn care for stress-free living. Up to 2 small pets welcome-30 lbs. or less. Schedule your showing today!Applications do not hold the property

  3039 St Paul Dr, Jan Phyl Village, FL 33880

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