Winter Haven, FL Homes for Rent

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  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • House for Rent

  1241 Denali Dr, Winter Haven, FL 33881

  "Charming 3-Bedroom Home with 2 Full Baths in Winter Haven – Spacious 1485 Sq. Ft. Gem on Denali Drive!" Inspired by the tranquil charm of Winter Haven, 1241 Denali Drive offers a harmonious blend of comfort and style. This inviting 3-bedroom, 2-bathroom home is located on a double cul-de-sac and spans 1485 square feet, providing ample space for relaxation and entertainment. Step inside to

  Shannon Cornell PMI ARRICO REALTY AND PRTP MGT

  1241 Denali Dr, Winter Haven, FL 33881
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  $1,475 per month

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Apartment for Rent

  2241 9th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Check out this 2 bedroom 2 bath townhome. Boasts an updated kitchen with stainless steel appliances. LVP flooring downstairs and carpeting upstairs. Updated bathrooms with vaulted ceilings, back screen porch and master bedroom balcony. 2 car carport. Lawn care included. Administration Fee:Upon approval tenants will be subject to a $250 one-time

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  2241 9th St SE, Winter Haven, FL 33880
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  $2,800 per month

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • House for Rent

  3412 Costello Cir, Winter Haven, FL 33884

  The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you'll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor

  Kelita Uzcategui VENOSA REALTY LLC

  3412 Costello Cir, Winter Haven, FL 33884
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  $1,995 per month

  • 4 Beds
  • 2.5 Baths
  • 2,526 Sq Ft
  • House for Rent

  5179 Michelle St, Winter Haven, FL 33881

  This beautiful 4 bedroom, 2.5 bath, two story home is very large and has BRAND NEW LVP in bedrooms. It's located in Buckeye Ridge and features carpet in living areas and tile in wet areas and freshly painted walls. Kitchen has an island with sink and room for bar stools, opens to separate eating space. Formal living and dining room and all bedrooms upstairs. Call today for a showing.

  Ronald Gentile ORLANDO REO PROF I INC

  5179 Michelle St, Winter Haven, FL 33881
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  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • House for Rent

  3998 Cypress Landing S, Winter Haven, FL 33884

  AMAZING LOCATION! IMMEDIATE MOVE IN! Can be rented FULLY FURNISHED or Unfurnished!! Welcome to this beautifully updated home in theheart of Winter Haven. This 3 bedroom 2 bathroom home has almost 1700sqft of living plus an enclosed lanai adding almost 300 sqft of livingspace which is great for entertaining or could even be used as another bedroom or office space. Enjoy all the natural

  Brooke Curtis PROBITY REALTY

  3998 Cypress Landing S, Winter Haven, FL 33884
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  $2,099 per month

  • 3 Beds
  • 2 Baths
  • 1,611 Sq Ft
  • House for Rent

  77 Lake Ring Dr, Winter Haven, FL 33884

  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 3 bedrooms, 2.0 bathrooms, and approximately 1,611 square feet, this well-maintained home offers a high standard of rental living,

  77 Lake Ring Dr, Winter Haven, FL 33884
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  308 Lake Smart Cir, Winter Haven, FL 33881

  This is a beautiful NEW HOME for RENT! 3 bedroom, 2 full bath, 2 car garage, washer and dryer inside the unity, all new appliances throughout, central AC, about 54 minutes from Orlando. Convenient location, close to 5 lakes and Legoland. Annual Lease only. $5,700 to move in (first month/ 2 Security Deposit). Landscaping is NOT included in rent.

  308 Lake Smart Cir, Winter Haven, FL 33881
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  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Condo for Rent

  1550 11th St NE Unit D7, Winter Haven, FL 33881

  Welcome to this charming 2-bedroom, 2-bathroom upstairs condo nestled in the serene Lake Buckeye Condo community. Step inside to discover laminate and ceramic tile flooring throughout, enhancing both style and easy maintenance. The open living and dining area seamlessly flow onto the balcony, offering a perfect spot for unwinding. The kitchen, complete with appliances, showcases beautiful granite

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 356-7488

  1550 11th St NE Unit D7, Winter Haven, FL 33881
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  $1,900 per month

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • House for Rent

  810 Terranova Rd, Winter Haven, FL 33884

  FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.

  Mark Peters LA ROSA REALTY LLC

  810 Terranova Rd, Winter Haven, FL 33884
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  $1,850 per month

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • House for Rent

  3452 Costello Cir, Winter Haven, FL 33884

  Brand New 4 bedroom/2 bath home in Villamar community in Winter Haven. This home combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. Once inside, you are in the foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and

  Michael Bouchard GLOBAL FLORIDA REALTY

  3452 Costello Cir, Winter Haven, FL 33884
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  $2,499 per month

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • House for Rent

  175 Cloverdale Rd, Winter Haven, FL 33884

  Beautiful single-family home featuring 3 bedrooms, including a spacious master suite, plus a flex room that can be used as an office or playroom. The home offers a private dining room, a cozy living area with a coffee table setup, and a two-car garage. Enjoy the covered outdoor space perfect for barbecues, a screened private pool, and a basketball court, ideal for entertaining and family fun. The

  Viviane de Fraga Kalkmann WRA BUSINESS & REAL ESTATE

  175 Cloverdale Rd, Winter Haven, FL 33884
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 2,836 Sq Ft
  • House for Rent

  5328 Michael Dr, Winter Haven, FL 33884

  Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home located in the desirable Bentley Place community of Winter Haven! Offering over 2,800 square feet of living space, this spacious two-story residence is ideal for growing families, remote professionals, or anyone seeking comfort, functionality, and style. As you enter, you're greeted by a formal living and dining room combo,

  Silvia Odebrecht ICON REALTY ASSOCIATES INC

  5328 Michael Dr, Winter Haven, FL 33884
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  $3,100 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  916 Ave S SE, Winter Haven, FL 33880

  Property Id: 2204782Discover your next family getaway at 'Little Haven!' The modern 3-bedroom, 2-bathroom property provides a comfortable oasis for your trip to Winter Haven. Located 3 miles from LEGOLAND and 30 miles from Disney, this home offers easy access to top attractions! Relax in the private outdoor pool, lounge on the patio, and fire up the grill for dinner. When it's time to

  916 Ave S SE, Winter Haven, FL 33880
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  $1,949 per month

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • House for Rent

  528 Little Lake Ct, 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, 2.5 bathrooms, and approximately 1,684 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

  528 Little Lake Ct, Winter Haven, FL 33884
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • House for Rent

  2845 Whispering Trails Dr, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bathroom home is nestled in the sought-after Whispering Trails neighborhood of Winter Haven. Inside, you’ll find an open floor plan that creates a bright, airy flow from the living area to the kitchen and dining space—perfect for both everyday living and entertaining. The home comes equipped with a washer and dryer, making move-in easy and convenient. Step outside to

  Christin Davis PROPERTY MANAGEMENT OF POLK

  2845 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,729 per month

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,545 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  $2,400 per month

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • House for Rent

  352 Kayden Cove, Winter Haven, FL 33884

  Step into this newly built single-family home that perfectly blends modern comfort with versatile living. Featuring 3 spacious bedrooms, 2 beautifully designed bathrooms, and a flexible bonus room ideal for a mother-in-law suite, guests, or a home office, this residence adapts seamlessly to your lifestyle whether you need extra space for work, play, or guests. At the heart of the home, the

  Yasmin Paulino HOME 21 REALTY & MANAGEMENT INC

  352 Kayden Cove, Winter Haven, FL 33884
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  $2,300 per month

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

  405 Kayden Cove, Winter Haven, FL 33884

  Discover 405 Kayden Cove, a beautifully designed home featuring an open-concept floor plan perfect for modern living and entertaining. The spacious layout includes a primary suite separated from secondary bedrooms, offering maximum privacy and comfort. Residents enjoy exceptional community amenities, including a resort-style swimming pool, a fully equipped fitness center, and scenic walking

  Ashley Porto GLASSTONE GROUP INC

  405 Kayden Cove, Winter Haven, FL 33884
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • House for Rent

  1220 Salisbury Dr, Winter Haven, FL 33881

  3+ bedroom 2 bathroom single family home, plus additional 11x13 bonus room( great for office, study or play room), large kitchen with center island, granite counter tops, stainless steel appliances, large open floor plan, inside utility room with washer and dryer hook ups, tile flooring throughout with carpet in the bedrooms, 2 car garage with opener

  Ginnie England MAGNOLIA PROPERTY SALES

  1220 Salisbury Dr, Winter Haven, FL 33881
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  $2,090 per month

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft
  • House for Rent

  7012 Brenton Manor Ln, Winter Haven, FL 33881

  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

  7012 Brenton Manor Ln, Winter Haven, FL 33881
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  125 Lake Smart Cir, Winter Haven, FL 33881

  Welcome to this spacious and well-maintained 4-bedroom, 2-bathroom home located in the peaceful Lake Smart Estates community. This home offers a perfect blend of comfort and convenience for your family.? Property Features:4 Spacious Bedrooms2 Full Bathrooms Open-Concept Living and Dining AreaModern Kitchen with Plenty of Cabinet SpaceWasher and Dryer Inside the

  Marlene Darrican Florida Realty of Miami Corp

  125 Lake Smart Cir, Winter Haven, FL 33881
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  $1,500 per month

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

  507 Eagle Pond Dr Unit 507, Winter Haven, FL 33884

  New appliances: stove, refrigerator, dishwasher, microwave, and water heater. Excellent condition 2 bedroom-2 bathroom, 1,017 sqft Eagle Pond Condominium on the second floor. 2 parking spots. Located within the Cypresswood Golf and Country Club gated community, this unit features spacious rooms with beautiful water views, walk-in closets, a neutral color scheme, inside laundry, a generous amount

  507 Eagle Pond Dr Unit 507, Winter Haven, FL 33884
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  $1,495 per month

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft
  • House for Rent

  2470 Ave E SW, Winter Haven, FL 33880

  PROMO: Get 1 Month FREE Rent when you sign a lease today! Don't miss this opportunity to save big on your new home—limited-time offer. Well-kept single-family home offering practical living in a convenient Winter Haven location. Close to local parks, schools, and major routes for easy commuting.Property Features:- 3 bedrooms, 1 bathroom- Includes refrigerator, electric

  2470 Ave E SW, Winter Haven, FL 33880
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • House for Rent

  1500 Ave E NE, Winter Haven, FL 33881

  Property Id: 2116536Welcome home to this beautifully renovated 3-bedroom, 2-bathroom house featuring a versatile bonus room perfect for an office, playroom, or guest space. Situated on a corner lot in a quiet neighborhood, this home offers both privacy and convenience.Enjoy a fully fenced yard, ideal for outdoor entertaining, pets, or simply relaxing in your own space. Inside, you'll

  1500 Ave E NE, Winter Haven, FL 33881
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  308 Lake Smart Cir Unit 308, Winter Haven, FL 33881

  Welcome to this charming 3-bedroom, 2-bathroom home located in the peaceful Lake Smart Estates community of Winter Haven. This spacious and modern home offers an open-concept living area, perfect for relaxing or entertaining guests.? Features:Bright and open floor plan with tile and carpet flooringModern kitchen with stainless steel appliances and breakfast barMaster

  Marlene Darrican Florida Realty of Miami Corp

  308 Lake Smart Cir Unit 308, Winter Haven, FL 33881
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  $2,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft
  • House for Rent

  1280 Denali Dr, Winter Haven, FL 33881

  Welcome to this beautifully designed two-story modern home, offering the perfect balance of comfort, style, and functionality. With three spacious bedrooms, two and a half bathrooms, and thoughtfully designed living spaces, this home is ideal for families and professionals alike. Step inside to find an open-concept main floor that seamlessly connects the living room, dining area, and gourmet

  Lauren Larson SUNCASTLES R.E. OF FL., INC.

  1280 Denali Dr, Winter Haven, FL 33881
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  $2,230 per month

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • House for Rent

  1720 Teagan Ln, Winter Haven, FL 33884

  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

  1720 Teagan Ln, Winter Haven, FL 33884
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  $1,895 per month

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

  2783 Sycamore St, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to this beautiful 3-bedroom, 2.5-bath home perfectly designed for comfort and style! Step inside to an open and airy floor plan featuring a bright living area, a contemporary kitchen with sleek finishes, and a cozy dining space—ideal for family gatherings or entertaining guests. Upstairs, you’ll find spacious bedrooms including a relaxing

  Jacob Hara TRANSCEND REALTY

  2783 Sycamore St, Winter Haven, FL 33881
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  $1,895 per month

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

  2616 Pine Place, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 2616 Pine Pl, a beautifully updated 3-bedroom, 2.5-bath home offering the perfect blend of style, comfort, and tranquility. Wake up to peaceful water views right in your backyard—an ideal setting for your morning coffee or relaxing evenings. Inside, you’ll find a spacious open floor plan, a modern kitchen with elegant finishes, and a

  Jacob Hara TRANSCEND REALTY

  2616 Pine Place, Winter Haven, FL 33881
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  $1,895 per month

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

  2622 Pine Place, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Discover the perfect blend of comfort, style, and tranquility at 2622 Pine Pl in the heart of Winter Park, FL. This stunning 3-bedroom, 2.5-bath home offers peaceful waterfront views right from your backyard—ideal for morning coffee or unwinding at sunset. Inside, you’ll find a bright open floor plan, a modern kitchen with elegant finishes, and a

  Jacob Hara TRANSCEND REALTY

  2622 Pine Place, Winter Haven, FL 33881
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  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  2673 Rutledge Ct, Winter Haven, FL 33884

  Great townhome with Reserve behind and beside it, so no neighbors. Community has a nice pool, dock to fish etc. House has been completely repainted and is very clean inside. Huge master bedroom bathroom and closet, also has a den that can be converted to a 3rd bedroom, washer ad dryer hookups inside the house etc. Close to US 27, Legoland, easy access to Orlando, fantastic

  Chace Vaughn TOWN & COUNTRY REAL ESTATE

  2673 Rutledge Ct, Winter Haven, FL 33884
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  $1,825 per month

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

  2619 Tanoak Terrace, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. ***Up to Two Months Free Don’t miss this limited-time offer to snag the perfect home at an unbeatable value!***Welcome to this stunning 3-bedroom, 2.5-bath home perfectly designed for comfort and convenience! Featuring an open-concept layout with spacious living and dining areas, this home is ideal for relaxing or entertaining. The modern

  Jacob Hara TRANSCEND REALTY

  2619 Tanoak Terrace, Winter Haven, FL 33881
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  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  1728 Teagan Ln, Winter Haven, FL 33884

  Beautiful studio apartment for a couple or single person, in a new community, with separate entrance, with defined spaces, laundry area, small but very comfortable kitchen, and bedroom with private bathroom. The parking space is shared with the owner. The house comes with its own separate apartment, built directly by the builder, so its spaces are designed with comfort in mind.

  Adriana Sanchez AGENT TRUST REALTY CORPORATION

  1728 Teagan Ln, Winter Haven, FL 33884
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  $2,250 per month

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft
  • House for Rent

  640 Grove St, Winter Haven, FL 33884

  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, nestled

  Daniel Reyes MAIN STREET RENEWAL LLC

  640 Grove St, Winter Haven, FL 33884
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  $1,560 per month

  • 4 Beds
  • 2 Baths
  • 980 Sq Ft
  • House for Rent

  927 28th St 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 $1704.90. That covers your base rent, $1560.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  927 28th St NW, Winter Haven, FL 33881
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • House for Rent

  304 Kayden Cove, Winter Haven, FL 33884

  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

  304 Kayden Cove, Winter Haven, FL 33884
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  $2,200 per month

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

  3102 Laurel Oak Ln, Winter Haven, FL 33884

  Beautiful Energy-efficient home for Long-Term rental! Built on 2023, like new home, The open floor concept is very spacious and great for family gatherings and entertaining! in the growing community of VILLAMAR, with an open floor concept, very spacious with 1,840 Sqft perfect for family gatherings! 4 Bedrooms 2 full Bathrooms, The kitchen features 42" Dusk cabinets, Ashen granite countertops,

  Tatiana Rojas TBO REAL ESTATE PARTNERS INC

  3102 Laurel Oak Ln, Winter Haven, FL 33884
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  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft
  • Property for Rent

  114 Venus Ave, Winter Haven, FL 33884

  Discover convenience in this cute 1 bedroom, 1 bathroom home located in a 55+ community with direct access to beautiful Lake Dexter. This home features a bonus room perfect for storage, a hobby space, or an extra guest room. Rent includes water and landscaping. Nestled in the desirable Cypress Gardens area, you’ll love being close to shopping, dining, and all that Winter Haven has.

  Nadia Aguilar EXIT REALTY 4CORNERS

  114 Venus Ave, Winter Haven, FL 33884
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  $1,795 - $2,075 per month

  The Townhomes of Evergreen on Lake Idylwild

  2 - 3 Beds

  2402 Willow Way, Winter Haven, FL 33881

  .A BRAND NEW gated community is currently being constructed with your comfort and security as our first priority! As a resident of Evergreen on Lake Idylwild, you’ll enjoy quiet, upscale, and maintenance free living with direct access to Chain of Lakes and MUCH MORE! All town homes are equipped with high end decorative touches such as granite counter tops, wood floors, stainless steel appliances

  2402 Willow Way, Winter Haven, FL 33881
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  $1,990 per month

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • House for Rent

  2000 Carnostie Rd, Winter Haven, FL 33884

  Beautiful 4 bedroom, 2 bath home with a 2 car garage in the very desirable Villa Mar Subdivision. A large open floor plan with living, dining and kitchen combo. Huge breakfast bar with granite counters separates the 2. Stainless steel appliances and white wooden cabinets adds to the open concept of this home! Home Is Connected smart home technology as well. The house is completely tiled with

  Mary Clevenger WEICHERT REALTORS HALLMARK PRO

  2000 Carnostie Rd, Winter Haven, FL 33884

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