278

Homes for Rent near Chain of Lakes Collegiate High

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  • /13

    $2,150 per month

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    1108 29th St NW, Winter Haven, FL 33881

    4 bed/2 bath home with a large fenced backyard.Fully renovated for your convenience.Contact me to visit this beautiful property you will soon call home!

    1108 29th St NW, Winter Haven, FL 33881
  • /18

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • House for Rent

    311 Avenue P NW, Winter Haven, FL 33881

    Beautiful 3-Bedroom Home for Rent in the Heart of Winter Haven!-Welcome to your new home! This charming and modern 3-bedroom, 2-bathroom property offers 1,440 sq ft of comfortable living space and was built in 2021 — practically new and move-in ready!-Located on Avenue P NW, this home features an open floor plan with plenty of natural light, a spacious kitchen with modern

    Viviana Arias EXP REALTY LLC

    311 Avenue P NW, Winter Haven, FL 33881
  • /8

    $900 per month

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

    1845 Orangewood Ave SW, Winter Haven, FL 33880

    1 /1 duplex with screened front porchLaundry room with washer dryer hook upLarge yardWater included!Small pets considered for a pet fee

    1845 Orangewood Ave SW, Winter Haven, FL 33880
  • /14

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • House for Rent

    295 Lake Smart Cir, Winter Haven, FL 33881

    MORE PHOTOS TO COMEWelcome to your beautiful new home located in the lakefront community of Lake Smart Pointe! Perfectly positioned near Highway 27, I-4, and Legoland, this home offers quick access to shopping, dining, and entertainment, while still providing the tranquility of lakeside living. Downtown Winter Haven is just minutes away, offering local restaurants, boutique shops, and

    Grant Powers COLDWELL BANKER REALTY

    295 Lake Smart Cir, Winter Haven, FL 33881
  • /13

    $2,150 per month

    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    2420 Edwin St NE, Winter Haven, FL 33881

    Are you looking for a 4/2 move-in ready? This property has been fully renovated from top to bottom for your peace of mind.With a big lot fully fenced yard, you can already plan a lot of fun family activities!Feel free to reach out to schedule a visit!

    2420 Edwin St NE, Winter Haven, FL 33881
  • /12

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • House for Rent

    57 Saint Kitts Cir, Winter Haven, FL 33884

    Pet-Friendly! (Conditions Apply). 18 month lease. First, last and security with monthly payment option. Beautiful 3-Bedroom, 2-Bath Home with Garage in a Quiet, Secluded Neighborhood. Many restaurants and amenities nearby. Close to Legoland, Bok Tower, and a short trip to Orlando This well-maintained home offers a spacious open floor plan featuring 3 generously sized bedrooms and 2 full

    Sherri Hudson LANDSEARCH LLC

    57 Saint Kitts Cir, Winter Haven, FL 33884
  • /46

    $1,699 per month

    • 3 Beds
    • 2 Baths
    • 2,250 Sq Ft
    • House for Rent

    926 30th St NW, Winter Haven, FL 33881

    Large fully remodeled 3/2 house ( could also be converted to a 4 bedroom ) with huge back yard all fenced in and large screened in patio with washer and dryer hook ups.lots of space

    926 30th St NW, Winter Haven, FL 33881
  • /31

    $2,850 per month

    • 4 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • House for Rent

    1011 Snively Cir, Lake Hamilton, FL 33851

    Step into this beautifully designed 4-bedroom, 2-bath home built in 2021 on a generous 1⁄4-acre lot in the heart of Lake Hamilton. The open-concept main living area flows seamlessly from the stylish kitchen through to the spacious living and dining zones — perfect for entertaining family and friends. With a large driveway and full fence enclosing the backyard it offers privacy and room to play or

    Suheidy Baez Gotay ZARIA REALTY GROUP LLC

    1011 Snively Cir, Lake Hamilton, FL 33851
  • /7

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • House for Rent

    5626 Struthers Ct, Winter Haven, FL 33884

    This property at 5626 Struthers Ct features a beautifully maintained 2-bedroom, 1-bath residence located in a quiet, established neighborhood. With washer/dryer included, a brand-new central A/C system, and a spacious open yard, this home offers comfort and convenience in one perfect package.Features:* 2 bedrooms / 1 bathroom* Washer & dryer included* New central air* Tile

    5626 Struthers Ct, Winter Haven, FL 33884
  • /20

    $1,250 per month

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

    2251 9th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. ***LIMITED TIME INCENTIVE: Month #2 IS FREE! 1st month's rent would be paid as normal, but the 2nd month's rent is on us! OFFER EXPIRES DECEMBER 31ST, 2025!** Check out this 2 bedroom 2bath corner unit townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2251 9th St SE, Winter Haven, FL 33880
  • /21

    $1,150 - $1,225 per month

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

    669 Avenue B NW, Winter Haven, FL 33881

    Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

    669 Avenue B NW, Winter Haven, FL 33881
  • /20

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • House for Rent

    3805 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease November 15, 2025! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining,

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3805 Osprey Pointe Cir, Winter Haven, FL 33884
  • /2

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    112 Winter Ridge Dr Unit 112, Winter Haven, FL 33881

    Tucked away in the waterfront community with direct access to the Chain of Lakes (Lake Smart), Unit 112 is a stunning, updated 3-bedroom, 2-bath condo that combines low-maintenance living with modern luxury and style. Step inside to discover luxury vinyl plank flooring throughout, complemented by the kitchen that includes a complete set stainless steel appliances with a pair of rose gold Samsung

    112 Winter Ridge Dr Unit 112, Winter Haven, FL 33881
  • /16

    $1,925 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
  • /8

    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 1,107 Sq Ft
    • House for Rent

    409 Armour Ave, Auburndale, FL 33823

    3/1 1100sq ft. Located in Auburndale, close to everything. Schools, shopping, dining. Tile throughout. Big fenced yard front and back, front patio. Carport with 2 other parking spots. Available now!

    409 Armour Ave, Auburndale, FL 33823
  • /25

    $1,350 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. **LIMITED TIME INCENTIVE: Month #2 IS FREE! 1st month's rent would be paid as normal, but the 2nd month's rent is on us! OFFER EXPIRES DECEMBER 31ST, 2025!** 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,

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2241 9th St SE, Winter Haven, FL 33880
  • /39

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    1225 W Pierce St Unit B, Lake Alfred, FL 33850

    Welcome to your new home in our inviting garden-style apartment community, where tranquility and convenience come together perfectly. Nestled in a small, quiet neighborhood of just 14 units, these apartments offer a peaceful retreat with beautiful lakefront views.Enjoy stunning sunrises and sunsets over the lake from your apartment, enhancing your daily living experience. The expansive

    1225 W Pierce St Unit B, Lake Alfred, FL 33850
  • /10

    $1,995 per month

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

    5179 Michelle St, Winter Haven, FL 33881

    MOVE In Special for month of December.......December FREE RENT with good rental history and good credit! 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

    Ronald Gentile ORLANDO REO PROF I INC

    5179 Michelle St, Winter Haven, FL 33881
  • /66

    $1,375 per month

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

    150 S Nekoma Ave Unit D, Lake Alfred, FL 33850

    This property has 360 degree security system with great lighting at night to create a safe living space. The requirements are: 3x the monthly income, no evictions, no criminal history, no smoking.

    150 S Nekoma Ave Unit D, Lake Alfred, FL 33850
  • /16

    $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
  • /9

    $1,695 per month

    • 4 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • House for Rent

    1220 Salisbury Dr, Winter Haven, FL 33881

    3 bedroom 2 bathroom plus separate 11x13 room(great for office, study or play room), large kitchen with center island, granite counter tops, stainless steel appliances, inside utility room with washer and dryer hookups, 12x16 master bedroom with walk-in closet, master bathroom with dual vanities and stand up shower, tile floors throughout with carpet in the bedrooms, 2 car garage with opener,

    1220 Salisbury Dr, Winter Haven, FL 33881
  • /39

    $2,250 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
  • /21

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    2817 Wingfoot Ct, Winter Haven, FL 33884

    24 hour security with gaurd gate. You will receive one remote control for entrance. It’s on golf course, very quiet and dog friendly place.

    2817 Wingfoot Ct, Winter Haven, FL 33884
  • /22

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,605 Sq Ft
    • House for Rent

    961 Inverness Way, Lake Alfred, FL 33850

    Discover this stunning 4-bedroom, 2-bathroom Highland Homes Peyton model in the desirable Lakes 2 community! This lovely home features an open-concept layout with high ceilings, granite countertops, stainless steel appliances, and a freshly painted interior. The spacious primary suite includes a walk-in closet, and the home sits on the largest lot in the neighborhood (70 ft wide). Additional

    Ron Cardenas EXP REALTY LLC

    961 Inverness Way, Lake Alfred, FL 33850
  • /17

    $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
  • /25

    $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
  • /21

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,277 Sq Ft
    • House for Rent

    412 Oak St, Auburndale, FL 33823

    Move-In Special - $500 OFF FIRST MONTH'S RENT!!! Lease must be signed by December 15th, 2025, to be eligible for this opportunity.Step into timeless charm, blended seamlessly with contemporary comfort in this beautifully, remodeled 1930's gem. Nestled in the heart of Auburndale, this 3-bedroom, 2 bath home has been thoughtfully updated from top to bottom - offering the character and

    Monica Bouyouris URBAN NEST CLUB INC

    412 Oak St, Auburndale, FL 33823
  • /37

    $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 Area Modern Kitchen with Plenty of Cabinet Space Washer and Dryer Inside the Unit Private Lanai –

    Marlene Darrican Florida Realty of Miami Corp

    125 Lake Smart Cir, Winter Haven, FL 33881
  • /26

    $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 flooring Modern kitchen with stainless steel appliances and breakfast bar Master suite with walk-in

    Marlene Darrican Florida Realty of Miami Corp

    308 Lake Smart Cir Unit 308, Winter Haven, FL 33881
  • /45

    $2,900 per month

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

    3071 Totem Rd, Eagle Lake, FL 33839

    5 Bedroom 2 1⁄2 Bath new construction single family home in the resort community of Ranches at Lake McLeod. Large open floor plan with gourmet kitchen and living room. Master Bedroom suite is on the main level with attached bathroom with huge walk in closet. Upstairs is the large loft and 4 large bedrooms each with plenty of closet space and large bathroom. Fully size laundry room with washer and

    Thomas Belsky CENTURY 21 CARIOTI

    3071 Totem Rd, Eagle Lake, FL 33839
  • /32

    $1,795 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
  • /17

    $2,200 per month

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

    640 Grove St, Winter Haven, FL 33884

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    640 Grove St, Winter Haven, FL 33884
  • /12

    $1,000 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
  • /18

    $1,575 per month

    • 3 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • House for Rent

    247 Lake Eloise Pointe Blvd, Winter Haven, FL 33880

    Welcome home to this charming 3-bedroom, 2-bathroom property located in beautiful Winter Haven! Step inside and enjoy the inviting open layout, featuring a spacious family and dining room combo that's perfect for relaxing or entertaining. The living areas include attractive laminate flooring, while cozy carpet adds comfort to the bedrooms.The kitchen offers modern appeal with stainless steel

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    247 Lake Eloise Pointe Blvd, Winter Haven, FL 33880
  • /17

    $1,999 per month

    • 3 Beds
    • 2.5 Baths
    • 1,447 Sq Ft
    • House for Rent

    861 Cambridge Dr, Winter Haven, FL 33881

    Welcome to this beautiful 3-BEDROOM, 2-BATHROOM HOME located in Cambridge at Villamar community of Winter Haven, Florida. Built in 2021, This well-maintained residence features an OPEN-CONCEPT and ABUNDANT NATURAL LIGHT. The modern kitchen offers STAINLESS STEEL APPLIANCES, a LARGE CENTER ISLAND, and AMPLE CABINETRY, perfect for cooking and entertaining. The PRIMARY SUITE provides a private

    Saul Lopez Matos PROPERTY OUTLET INTERNATIONAL

    861 Cambridge Dr, Winter Haven, FL 33881
  • /16

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • House for Rent

    3074 Brenton Manor Loop, Winter Haven, FL 33881

    Discover this spacious 4-bedroom, 2-bath home located in the desirable Winter Haven neighborhood. Featuring a welcoming family room and a separate dining area, this residence boasts easy-to-maintain tile and laminate flooring throughout. The master suite offers a private bath with a stand-up shower and dual sinks for added convenience. The kitchen is equipped with a refrigerator, range,

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    3074 Brenton Manor Loop, Winter Haven, FL 33881
  • /17

    $1,945 per month

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • House for Rent

    109 James Cir, Lake Alfred, FL 33850

    One or more photo(s) has been virtually staged. NEW STAINLESS STEAL APPLIANCES INSTALLED----In this rental you will enjoy a large PRIVACY FENCED yard, SCREENED PATIO and recently painted inside and out! The kitchen is the center of the home with lots of cabinets and counterspace. The master bedroom is large - plenty of space for a king bed and furniture with DOUBLE LARGE WALK IN CLOSETS, GARDEN

    AMIRE PEDRAZA HOME RENTAL FLORIDA

    109 James Cir, Lake Alfred, FL 33850
  • /13

    $1,300 per month

    • 2 Beds
    • 1 Bath
    • 644 Sq Ft
    • House for Rent

    340 Mosley Rd, Lake Alfred, FL 33850

    Modern and beautifully remodeled cottage in Lake Alfred, ready for immediate move-in. This updated home features a newer kitchen with stainless steel appliances, ample cabinet storage, and convenient access to a large screened deck overlooking the fenced backyard—perfect for relaxing or entertaining. The interior offers ceramic tile flooring throughout, including both spacious bedrooms with

    Jesse Carriedo REALTYCITY INC

    340 Mosley Rd, Lake Alfred, FL 33850
  • /10

    $800 per month

    • 1 Bed
    • 1 Bath
    • 308 Sq Ft
    • Townhouse for Rent

    2790 Jersey Rd Unit B, Winter Haven, FL 33881

    Studio for rent, ceramic tile flooring, walk-in-shower no tub, Window a/c unit, attached single car carport. close to shopping area, Landlord is asking for first month, Last month, and Security Deposit.

    Daniel Gonzalez AT YOUR SERVICE REALTY, LLC

    2790 Jersey Rd Unit B, Winter Haven, FL 33881
  • /16

    $1,525 per month

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • House for Rent

    968 Sunshine Way SW, Winter Haven, FL 33880

    2 Bed 2 Bath Single Family in Winter Haven This 2/2 with a bonus room will be available soon. This home features tile floors and a fenced yard. Screened porches on both the front and the back of the home. Single car garage. Galley style kitchen. Separate dining room. Pets will be considered with an approved pet screening.

    Shannon Cornell PMI ARRICO REALTY AND PRTP MGT

    968 Sunshine Way SW, Winter Haven, FL 33880

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