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Homes for Rent in ZIP Code 33884 with Community Pool

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  • /25

    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
  • /16

    $2,600 Per Month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

    Agent Photo

    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /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
  • /56

    $2,599 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,942 Sq Ft
    • House for Rent

    1504 Hummingbird Rd, Winter Haven, FL 33884

    Welcome to your slice of Florida paradise! This almost-new, fully furnished 4-bedroom, 2.5-bath home sits beautifully on a spacious corner lot with a lush yard—perfect for relaxing or entertaining. Designed with modern finishes throughout, every room feels fresh and inviting. The home boasts a large 2-car garage equipped with a Tesla charger, making it ideal for eco-conscious residents. Enjoy the

    Agent Photo

    Matthew Stanley

    The Keyes Company

    (863) 281-6200

    1504 Hummingbird Rd, Winter Haven, FL 33884
  • /54

    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
  • /48

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    715 Magnolia Place Unit 715, Winter Haven, FL 33884

    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

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 624-3828

    715 Magnolia Place Unit 715, Winter Haven, FL 33884
  • /65

    Starting at $930 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
  • /32

    $1,600 Per Month

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

    7903 Waterview Way, Winter Haven, FL 33884

    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.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

    7903 Waterview Way, Winter Haven, FL 33884
  • /50

    Starting at $1,250 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
  • /26

    Starting at $1,160 Per Month

    • 1 - 3 Beds

    4200 Mahogany Run, Winter Haven, FL 33884

    Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

    Della Vita Apartments

    (863) 456-1985

    4200 Mahogany Run, Winter Haven, FL 33884
  • /14

    Starting at $1,290 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
  • /20

    $2,050 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    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

    (863) 334-2782

    2069 Whispering Trails Blvd, Winter Haven, FL 33884
  • /8

    $1,350

    Total Monthly Price

    • 1 Bed
    • 1.5 Baths
    • 974 Sq Ft
    • Condo for Rent

    7708 Waterview Way Unit 7708 Waterview Way, Winter Haven, FL 33884

    Beautiful Condo, Professionally painted with new carpet in April, 2026. Vaulted ceiling and stair access between 3 levels. MBR on main floor with a loft bedroom. 2 wall-mounted Visio tv’s.

    7708 Waterview Way Unit 7708 Waterview Way, Winter Haven, FL 33884
  • /31

    $2,000 Per Month

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

    243 Hayley St, Winter Haven, FL 33884

    TENANT OCCUPIED CURRENTLY. HOUSE WILL BE AVAILABLE TO MOVE-IN ON 7/1/2026. Welcome Home! Introducing this spacious Hartford floor plan, a stunning single-family home located in the newly developed Peace Creek Reserve Community in Winter Haven, FL. This beautifully designed home features an open-concept floor plan with 4 bedrooms and 2 baths, offering 1,936 square feet of spacious, light-filled

    James Li YELLOW MOUNTAIN REALTY, LLC

    243 Hayley St, Winter Haven, FL 33884
  • /22

    $4,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    236 Ruby Lake Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

    Scott Kline KLINE REAL ESTATE SERVICES

    236 Ruby Lake Ln, Winter Haven, FL 33884
  • /33

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Condo for Rent

    100 El Camino Dr Unit 309, Winter Haven, FL 33884

    Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath condo located in a peaceful 55+ community tucked away from the main road. This spacious home features an open-concept layout with a large living and dining area, perfect for relaxing or entertaining. Enjoy your morning coffee or unwind in the beautiful Florida room overlooking a serene lagoon. The community offers a

    Chrissi Jasso ASSOCIATE REALTY

    100 El Camino Dr Unit 309, Winter Haven, FL 33884
  • /24

    $1,750 Per Month

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

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
  • /24

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft
    • House for Rent

    1498 Austin St, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1498 Austin St, 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
  • /22

    $2,030 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

    $1,400 Per Month

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

    1101 Eagle Pond Dr, Winter Haven, FL 33884

    Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness

    Lienyvette Grimaldo MAZELG REALTY

    1101 Eagle Pond Dr, Winter Haven, FL 33884
  • /2

    $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 loft—ideal

    Shirley Gomez Dalton Wade, Inc.

    4458 Rapallo Ave, Winter Haven, FL 33884
  • /21

    $1,450 Per Month

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

    1707 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main

    Kayly Malinas JOHN WOOD REALTY, INC.

    1707 Eagle Pond Dr, Winter Haven, FL 33884
  • /9

    $2,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    4056 Giorgio Dr, Winter Haven, FL 33884

    Welcome to Villamar in beautiful Winter Haven — a perfect place for families looking for comfort, space, and the opportunity to enjoy a brand-new home in a peaceful community.This beautiful new construction home offers the independence and privacy families are searching for, with modern finishes, open living spaces, and a warm neighborhood atmosphere designed for everyday living.Residents of

    Maria del Pilar Padilla Olivera My Realty Group, LLC.

    4056 Giorgio Dr, Winter Haven, FL 33884
  • /16

    $1,595 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    5850 Cypress Gardens Blvd Unit 604, Winter Haven, FL 33884

    Welcome to Cypress Gardens Blvd-SE, Winter Haven, charming and completely updated, move-in ready 2-bedroom, 1.5-bath condo for LEASE! nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from shopping, dining, and walking distance from the famous LEGOLAND Florida Resort! Spacious kitchen with an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio

    Markus W Khalil LPT REALTY, LLC

    5850 Cypress Gardens Blvd Unit 604, Winter Haven, FL 33884
  • /24

    $1,600 Per Month

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

    1005 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an

    Kayly Malinas JOHN WOOD REALTY, INC.

    1005 Eagle Pond Dr, Winter Haven, FL 33884
  • /28

    $1,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,597 Sq Ft
    • House for Rent

    3927 Palazzo Place, Winter Haven, FL 33884

    MOVE-IN READY and available now! Rare opportunity to lease the FINAL Amarylis model in the community—a beautifully maintained 2023-built home offering modern comfort, style, and convenience. Featuring 3 bedrooms, 2 bathrooms, soaring ceilings, a bright open-concept layout, luxury vinyl flooring throughout the main living areas, and an inviting walk-in foyer. The spacious primary suite includes a

    Iliana Perez MAINFRAME REAL ESTATE

    3927 Palazzo Place, Winter Haven, FL 33884
  • /29

    $2,200 Per Month

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft
    • House for Rent

    2772 San Marco Way, Winter Haven, FL 33884

    Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life.

    Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

    2772 San Marco Way, Winter Haven, FL 33884
  • /16

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 931 Sq Ft
    • Condo for Rent

    100 El Camino Dr Unit 111, Winter Haven, FL 33884

    Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.

    Sharon Gastelbondo LPT REALTY, LLC

    100 El Camino Dr Unit 111, Winter Haven, FL 33884
  • /22

    $2,800 Per Month

    • 4 Beds
    • 3 Baths
    • 1,875 Sq Ft
    • House for Rent

    116 Holmes Place, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional

    Christin Davis PROPERTY MANAGEMENT OF POLK

    116 Holmes Place, Winter Haven, FL 33884
  • /9

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 559 Sq Ft
    • Condo for Rent

    8307 Waterview Way Unit 8307, Winter Haven, FL 33884

    Welcome to your perfect home away from home in beautiful Winter Haven, Florida! This fully furnished rental is located in a private, peaceful community just 5 miles from LEGOLAND® Florida and approximately 45 miles from Orlando. Ideal for traveling professionals or anyone seeking a relaxing retreat, this cozy unit offers access to a community clubhouse, pool, and scenic lake access for added

    Brooke Islas LA ROSA REALTY PRESTIGE

    8307 Waterview Way Unit 8307, 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
  • /33

    $2,100 Per Month

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft
    • House for Rent

    1116 Tyler Loop, Winter Haven, FL 33884

    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

    Julien Silva JOHN SILVA REALTY & ASSOCIATES

    1116 Tyler Loop, Winter Haven, FL 33884
  • /27

    $2,300 Per Month

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

    6472 Domizio Dr, Winter Haven, FL 33884

    Brand-New 5-Bedroom Home for Rent in Winter Haven Be the first to live in this stunning new construction two-story home located in the desirable area of Winter Haven. Designed with comfort, style, and functionality in mind, this spacious property offers 5 bedrooms, 2 full bathrooms, and 1 half bathroom, making it the perfect home for families or tenants looking for extra space and modern living.

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    6472 Domizio Dr, Winter Haven, FL 33884
  • /49

    $1,990 Per Month

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Townhouse for Rent

    36 Enclave Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Corner - unfurnished unit @ The Enclave, located within the manned, gated Cypresswood Golf & Country Club in Winter Haven, Florida. This premier community features an 18-hole championship golf course designed by award-winning architect Ron Garl. The course is open 365 days a year, from sunrise to sunset. Residents enjoy access to outstanding

    Jimmy Aguilar 3D TEAM REALTY LLC

    36 Enclave Dr, Winter Haven, FL 33884
  • /41

    $1,695 Per Month

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

    3063 Laurel Oak Ln, Winter Haven, FL 33884

    2ND MONTH RENT FREE: 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

    Katrina Anarumo RENT A FLORIDA HOME

    3063 Laurel Oak Ln, Winter Haven, FL 33884
  • /36

    $2,290 Per Month

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

    368 Kayden Cove, Winter Haven, FL 33884

    Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and

    Ashley Porto GLASSTONE GROUP INC

    368 Kayden Cove, Winter Haven, FL 33884
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