34

Winter Haven, FL Houses for Rent with Pool

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  • /26

    $2,100 per month

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

    373 Kayden Cove, Winter Haven, FL 33884

    ***Move-In Special — Enjoy FREE Rent in February 2026*** Welcome to the Edison, a stunning two-story home featuring 5 bedrooms and 2.5 bathrooms. The first floor offers a bright, open-concept design that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for gatherings and everyday living. From the main living area, step out onto a spacious outdoor patio, ideal

    Wenyu Wang

    ANTS REALTY LLC

    (863) 334-3589

    373 Kayden Cove, Winter Haven, FL 33884
  • /27

    $1,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • House for Rent

    1195 Tyler Loop, Winter Haven, FL 33884

    The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor

    Agent Photo

    Omar Andreasen

    EXP REALTY LLC

    (863) 264-5374

    1195 Tyler Loop, Winter Haven, FL 33884
  • /48

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,714 Sq Ft
    • House for Rent

    2595 Salzburg Loop, Winter Haven, FL 33884

    Located in the highly desirable 55+ gated community of Vienna Square, this beautifully maintained 2-bedroom PLUS office/den (potential 3rd bedroom, no closet), 2-bath home blends comfort and elegance. From the moment you enter, serene pond views draw you in — visible from the entry, great room, dinette, and even the primary suite. The spacious great room features brand new luxury vinyl plank

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 887-7978

    2595 Salzburg Loop, Winter Haven, FL 33884
  • /5

    $950 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2800 Ave S NW, Winter Haven, FL 33881

    Property Id: 2352145The room rents for $950 and includes all utilities, internet, TV in the room, a refrigerator in the room, a double closet, access to the pool and patio, shared laundry, shared kitchen, a shared bathroom that is typically only used by you, and a private entry. The bathroom includes both a shower and bathtub, along with a separate refrigerator and freezer for your

    2800 Ave S NW, Winter Haven, FL 33881
  • /9

    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • House for Rent

    4458 Rapallo Ave, Winter Haven, FL 33884

    Brand New 3BR + Loft Home | Modern Finishes | Be the First to Live Here!Be the first to occupy this stunning, never-lived-in two-story home. Offering 1,568 sq. ft. of bright, open living space, this property features a designer kitchen with Silestone countertops, Samsung stainless steel appliances, and a massive island perfect for entertaining. The layout includes a versatile upstairs

    Shirley Gomez Dalton Wade, Inc.

    4458 Rapallo Ave, Winter Haven, FL 33884
  • /20

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • House for Rent

    369 Sterling Dr, Winter Haven, FL 33884

    Beautiful, fully remodeled home located in the desirable Berryhill community of SE Winter Haven. This spacious one-story home offers over 2,000 square feet of living space and features a brand new resurfaced private pool, brand new vinyl fenced backyard, and modern upgrades throughout. Large in-ground private pool (15x30), Oversized primary suite with walk-in closet, Split-bedroom floor plan,

    Markus W Khalil LPT REALTY, LLC

    369 Sterling Dr, Winter Haven, FL 33884
  • /36

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    6424 Domizio Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the

    Rodrigo Araujo Machado WRA BUSINESS & REAL ESTATE

    6424 Domizio Dr, Winter Haven, FL 33884
  • /41

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    3063 Laurel Oak Ln, Winter Haven, FL 33884

    Move-In Ready, Pet-Friendly, 2-Car Garage!Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect

    Katrina Anarumo RENT A FLORIDA HOME

    3063 Laurel Oak Ln, Winter Haven, FL 33884
  • /26

    $2,500 per month

    • 6 Beds
    • 3 Baths
    • 2,463 Sq Ft
    • House for Rent

    2142 Chris Dr, Winter Haven, FL 33884

    Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    2142 Chris Dr, Winter Haven, FL 33884
  • /28

    $2,090 per month

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

    2110 Chris Dr, Winter Haven, FL 33884

    Brand New Two-Story Home for Rent in Winter Haven Discover this stunning brand new two-story home located in the heart of Winter Haven, offering the perfect combination of space, comfort, and modern style. Designed for those seeking quality living in a great location, this home is ideal for families or anyone looking for a fresh start in a beautiful property. The home features 5 spacious

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    2110 Chris Dr, Winter Haven, FL 33884
  • /22

    $2,090 per month

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

    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

    2122 Chris Dr, Winter Haven, FL 33884
  • /27

    $2,290 per month

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

    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

    2134 Chris Dr, Winter Haven, FL 33884
  • /27

    $2,290 per month

    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • House for Rent

    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

    1547 Jessica Blvd, Winter Haven, FL 33884
  • /16

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 2,116 Sq Ft
    • House for Rent

    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

    252 Santa Rosa Dr, Winter Haven, FL 33884
  • /27

    $2,300 per month

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

    725 Reggie Rd, Winter Haven, FL 33884

    Welcome Home to Peace Creek Reserve — Space, Style & Location All in One! Be the lucky one to enjoy this newly built 5-bedroom, 2.5-bath home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Peace Creek Reserve community in Winter Haven. Designed for modern living, this home combines comfort, functionality, and convenience—ideal for today’s busy lifestyle. The

    Sarah Mei APEXPRO PROPERTY SOLUTIONS LLC

    725 Reggie Rd, Winter Haven, FL 33884
  • /52

    $3,150 per month

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft
    • House for Rent

    143 Broad St, Winter Haven, FL 33880

    COME SEE THIS BEAUTIFUL POOL HOME IN THE HEART OF CENTRAL FLORIDA! Gently meander through the charming gated community of Hampton Cove to this residence that offers a well-designed floorplan with a perfect blend of open-concept living areas and defined spaces. This spacious 4-bedroom, 3-bathroom home presents an inviting screened lanai entrance into the 2,720 SqFt of modern luxury living. The

    Erin Floyd COLDWELL BANKER REALTY

    143 Broad St, Winter Haven, FL 33880
  • /33

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • House for Rent

    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

    1735 Carnostie Rd, Winter Haven, FL 33884
  • /16

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • House for Rent

    1334 Diego Terrace, Winter Haven, FL 33884

    Brand New Spacious 4 Bedroom/2.5 Bathroom Home with a Community Pool Access for Rent! Built in 2024 this bright modern house with an open and airy living/dining space concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with stainless steel appliances - stove, microwave, dishwasher,

    ANNA KOSTENKO KELLER WILLIAMS REALTY AT THE LAKES

    1334 Diego Terrace, Winter Haven, FL 33884
  • /21

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft
    • House for Rent

    112 Lagoon Rd, Winter Haven, FL 33884

    For Rent – Winter Haven, FL Welcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location. “The property includes an efficient that you can rent out to help cover the rent payment.” Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor

    Zulmy Serrano AGENT TRUST REALTY CORPORATION

    112 Lagoon Rd, Winter Haven, FL 33884
  • /24

    $2,800 per month

    • 4 Beds
    • 2 Baths
    • 1,619 Sq Ft
    • House for Rent

    1731 Avenue C NE, Winter Haven, FL 33881

    Fully renovated property featuring 4 bedrooms and 2 bathrooms, ideal for owner-occupants or investors. The home includes a separate private suite with its own kitchen and laundry, offering excellent income-producing potential or flexible use for guests or multi-generational living. Located in the desirable city of Winter Haven, known for its chain of lakes, outdoor lifestyle, and growing real

    Paola Millan LA ROSA REALTY LLC

    1731 Avenue C NE, Winter Haven, FL 33881
  • /19

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,093 Sq Ft
    • House for Rent

    1453 Austin St, Winter Haven, FL 33884

    This 1-bedroom, 1-bath apartment is truly move-in ready. The place comes with wifi, electric, and water included. Also coming with the place is refrigerator, dishwasher, microwave, washer, and dryer. The home features ceramic tile in the living area, kitchen, and bathroom, and carpet in the bedroom. Kitchen area has plenty of cabinet storage and closet pantry. The community features a swimming

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    1453 Austin St, Winter Haven, FL 33884
  • /100

    $11,995 per month

    • 7 Beds
    • 5.5 Baths
    • 7,448 Sq Ft
    • House for Rent

    3824 Gaines Dr, Winter Haven, FL 33884

    Luxury Lakefront Home on the Winter Haven Chain of Lakes. Experience upscale waterfront living on Lake Eloise in this stunning modern estate offering over 7,400 sq ft of living space. The home features 7 bedrooms, 5 full baths, and 2 half baths, with open-concept living areas, soaring ceilings, and expansive lake views throughout. The gourmet kitchen includes high-end appliances, generous

    Justin V LaManna HOMEVEST REALTY

    3824 Gaines Dr, Winter Haven, FL 33884
  • /22

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft
    • House for Rent

    6191 Grey Heron Dr, Winter Haven, FL 33881

    Welcome home to this well-maintained 3 bedroom, 2 bathroom rental located in the desirable Lakeside Landings community of Winter Haven. This spacious home offers 1,711 square feet of comfortable living space with a 2-car garage and a functional open floor plan that’s perfect for everyday living and entertaining. The large kitchen features a center island, plenty of cabinet space, and all

    Holly Piccola S & D REAL ESTATE SERVICE LLC

    6191 Grey Heron Dr, Winter Haven, FL 33881
  • /35

    $1,995 per month

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • House for Rent

    1501 Leamington Ln, Winter Haven, FL 33884

    Be the first to live in this brand-new 4-bedroom, 2.5-bath, two-story home offering modern finishes, an open layout, and immediate occupancy. Upon arrival, you’ll find ample driveway and garage parking, with additional street parking available. The home sits on a spacious, level lot with peaceful conservation and water retention views, providing a sense of privacy and no rear neighbors. Inside,

    Lucas Oliveira HAINES AND HAVEN RESIDENTIAL

    1501 Leamington Ln, Winter Haven, FL 33884
  • /33

    $1,950 per month

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    6412 Domizio Dr, Winter Haven, FL 33884

    BRAND NEW 4 Bedroom 2.5 Bath home available for lease. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the

    ChandraMohan Narayana Swamy DALTON WADE INC

    6412 Domizio Dr, Winter Haven, FL 33884
  • /25

    $2,299 per month

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • House for Rent

    1179 Tyler Loop, Winter Haven, FL 33884

    Beautiful semi-furnished rental home featuring 4 bedrooms, including a primary suite, plus a loft, 2 full bathrooms, and 1 half bath. The first floor offers tile flooring throughout, while the second floor is carpeted. The home comes fully equipped with all appliances, including range, dishwasher, refrigerator, microwave, washer, and dryer. Semi-furnished with dining table and six chairs,

    Viviane de Fraga Kalkmann WRA BUSINESS & REAL ESTATE

    1179 Tyler Loop, Winter Haven, FL 33884
  • /22

    $1,950 per month

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

    2016 Carnostie Rd, Winter Haven, FL 33884

    Beautiful 2022 built home with 4 bedroom, 2 bathroom home for rent in Winter Haven. Villa Mar Community features a community pool, and playground. Property features a large open floor plan with Island kitchen, microwave, range, dishwasher, and refrigerator. Inside laundry room with washer and dryer hook-ups. 2 car garage and Covered patio. Property is 2 miles from Lego Land and in close proximity

    Debbie Browning FLORIDA REALTY RESULTS LLC

    2016 Carnostie Rd, Winter Haven, FL 33884
  • /64

    $3,850 per month

    • 4 Beds
    • 3 Baths
    • 2,633 Sq Ft
    • House for Rent

    333 Lake Otis Dr SE, Winter Haven, FL 33880

    Freshly renovated large pool home, near downtown and medical centers. 4 bed 3 bath with pool and modern kitchen. Will entertain an option to buy or owner financing. Shorter term leases available.

    Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    333 Lake Otis Dr SE, Winter Haven, FL 33880
  • /33

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • House for Rent

    604 Sarner Pass Way, Winter Haven, FL 33881

    Available for rent: charming 4-bedroom, 2-bathroom house – ready for you to call home!This cozy residence features a charming entrance porch and a spacious, bright living room with sliding glass doors that open onto a generous backyard – perfect for entertaining and socializing.The modern kitchen is a standout feature, equipped with elegant cabinets, granite countertops, a

    Anderson Siqueira, Sr WRA BUSINESS & REAL ESTATE

    604 Sarner Pass Way, Winter Haven, FL 33881
  • /25

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • House for Rent

    1808 Carnostie Rd, Winter Haven, FL 33884

    Welcome home to Villamar, a highly sought-after community located in the quaint town of Winter Haven. Enjoy the resort-style amenities that include a serene view of Crystal Lake from the community’s expansive pool area and playground. Completed in 2023, this move-in-ready residence features 4 bedrooms, 2 bathrooms and a 2-car garage. The open-concept layout seamlessly connects the living room,

    Jami Merrill Hill HILL'S PREMIER REALTY LLC

    1808 Carnostie Rd, Winter Haven, FL 33884
  • /37

    $2,399 per month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    904 Vienna Dr, Winter Haven, FL 33884

    Beautiful Newly Built Rental 4/2 fully Furnished In the Community of Villamar in Winter Haven with community pool and playground. Minutes from Legoland shops and restaurants as well as all Disney Parks. This is the home you are looking for with open floor plan.

    Ivis Suarez CENTURY 21 MYERS REALTY

    904 Vienna Dr, Winter Haven, FL 33884
  • /40

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,981 Sq Ft
    • House for Rent

    4148 Dunmore Dr, Lake Wales, FL 33859

    Golfers Paradise! Right on the 18th Fairway...This 2 BD, 2 BA single family home on the golf course offers the perfect blend of comfort, ease and resort-style living. With an open-concept layout, this home features a spacious primary suite with private bath, and a welcoming guest bedroom with a second full bath. The modern kitchen is fully stocked with everything you will need for

    Rhonda Martin SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    4148 Dunmore Dr, Lake Wales, FL 33859
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