Winter Haven, FL Homes for Rent under $2,500

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  $1,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Three-Bedroom Home near Lake Elbert

  720 17th St NE, Winter Haven, FL 33881

  Welcome to this charming 3-bedroom, 2-bathroom home located in Winter Haven, FL. This cozy house features a fenced back yard, perfect for outdoor gatherings and pets to roam freely. The garage provides ample space for parking and storage, while the covered patio offers a relaxing spot to enjoy the beautiful Florida weather. With its convenient location and desirable amenities, this house is the

  720 17th St NE, Winter Haven, FL 33881
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  /27

  $2,400 Per Month

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • House for Rent

  1127 Seedorf Dr, Winter Haven, FL 33881

  Fully Furnished 4BR/2BA Home Built in 2022! Over 2,000 SF of modern living space featuring an open floor plan, gourmet kitchen with quartz island and stainless steel appliances, oversized primary suite, screened lanai, extended paver patio in the backyard, washer & dryer, and 2-car garage. Completely furnished and move-in ready—bring your suitcase!. A rare turnkey rental opportunity at Lake

  Juan Acevedo FORTUNE INTERNATIONAL REALTY

  1127 Seedorf Dr, Winter Haven, FL 33881
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  /9

  $999 Per Month

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

  493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880

  493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880
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  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • House for Rent

  265 Meadowbrook Blvd, Winter Haven, FL 33881

  Virtually Staged. Welcome home to this spacious and well-maintained 3-bedroom, 2-bathroom residence in beautiful Polk County, Florida. Featuring an open-concept floor plan, this home offers a bright living area, a modern kitchen with ample cabinet space, and a comfortable dining area perfect for family meals and entertaining. The primary suite includes a private bathroom and generous closet

  Jose Renta MCO MANAGEMENT GROUP LLC

  265 Meadowbrook Blvd, Winter Haven, FL 33881
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  $1,299 Per Month

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

  611 Ave G SE, Winter Haven, FL 33880

  Step into your new home!This 2-bedroom, 1-bathroom unit offers approximately 875 sq. ft. of well-utilized living space, with a flexible layout that balances functionality and comfort for everyday living.Perfect for remote work! The additional room can easily be used as a dedicated home office, creating the ideal space for working from home, studying, or pursuing your hobbies while

  611 Ave G SE, Winter Haven, FL 33880
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  /18

  $2,200 Per Month

  • 4 Beds
  • 2 Baths
  • 2,066 Sq Ft
  • House for Rent

  2852 San Marco Way, Winter Haven, FL 33884

  Smart Home 4 Bedroom / 2 Bathroom Unfurnished Home for Rent – Pond View Lot in Villamar, Winter HavenWelcome to this stunning 2,000 sq. ft. single-family home, built in 2024, located in the highly desirable Villamar Community. This beautifully designed home combines modern comfort, energy efficiency, and an unbeatable location.The open-concept floor plan features a spacious living, remote

  Rose Sepulveda-Morales WATSON REALTY CORP.

  2852 San Marco Way, Winter Haven, FL 33884
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  $2,050 Per Month

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Coming Soon! Beautiful 4 Bedroom 2 Bathroom Single Family in Winter Haven Gated Community

  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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  $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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  /12

  $1,175 Per Month

  • 1 Bed
  • 1.5 Baths
  • 768 Sq Ft
  • Fully Remodeled 1 Bedroom Condo in 55+ Community

  400 El Camino Dr Unit 123, Winter Haven, FL 33884

  1 Bedroom, 1.5 Bath condo located in the 55+ community of San Miguel. Water, Sewer, Trash, and Gas all included in rent. Tenant is responsible for electric. All Pro X Property Management The Swain Group. LLC residents are enrolled in the Resident Benefits Package (RBP) for $40/month which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building

  400 El Camino Dr Unit 123, Winter Haven, FL 33884
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  $2,300 Per Month

  • 4 Beds
  • 3 Baths
  • 2,097 Sq Ft
  • House for Rent

  2029 Carroll Ln, Winter Haven, FL 33880

  Welcome to this stunning new-construction home (2024), situated in the highly sought-after community of Sutton Preserve in Winter Haven. This beautifully designed single-story residence features a spacious open floor plan comprising 4 bedrooms and 3 bathrooms—including a spacious primary suite highlighted by a large walk-in closet and private en-suite bath. Enjoy a modern kitchen equipped with

  Marilin Lugo AGENT TRUST REALTY CORPORATION

  2029 Carroll Ln, Winter Haven, FL 33880
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  /12

  $1,600 Per Month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  701 Bates Ave SW Unit 101, Winter Haven, FL 33880

  ***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 1 bath unit. Beautiful kitchen with open eating concept, granite countertops, and stainless steel appliances. The units also come with a stackable washer and dryer included! Great layout with plenty of storage. Your rent also includes your water and trash for convenience and simplicity. Great location near downtown Winter Haven

  701 Bates Ave SW Unit 101, Winter Haven, FL 33880
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  /22

  $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
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  /22

  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  730 26th St NW, Winter Haven, FL 33881

  ONE MONTH FREE RENT AVAILABLE!* Welcome to this charming 2-bedroom, 1-bathroom property offering you the perfect blend of comfort and convenience, with a spacious layout and inviting living areas providing plenty of room to relax, an a well-equipped kitchen. Enjoy the serene, fenced backyard – perfect for outdoor gatherings or simply unwinding after a long day. Don't miss your chance to make this

  730 26th St NW, Winter Haven, FL 33881
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  $2,200 Per Month

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft
  • House for Rent

  1504 Lake Thomas Loop, Winter Haven, FL 33880

  Spectacular lake views and an expansive open floor plan make this home a must-see! Designed with a desirable triple-split layout, it offers both space and privacy. The luxurious primary suite features dual vanities, a relaxing soaking tub, and a spacious en-suite bath.Offering 4 bedrooms plus a private office, this home also includes a generous great room and attractive laminate flooring

  Geordy Dalmas KELLER WILLIAMS ADVANTAGE REALTY

  1504 Lake Thomas Loop, Winter Haven, FL 33880
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  $1,325 Per Month

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Spacious Two Bedroom Apartment Near Downtown

  200 Ave K SE, Winter Haven, FL 33880

  Looking to get close to downtown but want room to spread out? This two-bedroom apartment is likely the one for you. This unit is an upstairs unit located over a commercial office, just one block off first street. Pets Allowed Based on Results. Fees/rents based on results* Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance,

  200 Ave K SE, Winter Haven, FL 33880
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  $1,950 Per Month

  • 4 Beds
  • 2 Baths
  • 1,655 Sq Ft
  • House for Rent

  2420 Avenue A NW, Winter Haven, FL 33880

  Virtually Staged. Move right into this beautifully updated 4-bedroom, 2-bath home offering modern style, energy-efficient upgrades, and versatile living spaces designed for today's lifestyle. One of the four bedrooms is currently utilized as an additional living area, creating the perfect flex space for a media room, home office, playroom, or guest retreat.The open-concept floor plan

  David Small KELLER WILLIAMS REALTY SMART 1

  2420 Avenue A NW, Winter Haven, FL 33880
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  $1,300 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  2371 Edwin St NE, Winter Haven, FL 33881

  2 bedroom, 1 bath remodeled duplexes! Within walking distance to schools! Tile floors throughout and updated kitchens!Call today for a showing!First Month's Rent, Last Month's Rent, and Security Deposit

  2371 Edwin St NE, Winter Haven, FL 33881
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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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  $1,750 Per Month

  • 3 Beds
  • 3 Baths
  • 1,523 Sq Ft
  • Condo for Rent

  760 Ave C SW Unit 104, Winter Haven, FL 33880

  Come take a look at this newly built 3 bedroom 3 bath apartment located near downtown Winter Haven and a stones throw from Lake Howard. This first floor unit comes with great views, and open concept living, private bathrooms for each bedroom, washer and dryer hook ups, and so much more. Water and trash included in rental price. Call today to schedule your showing.All Pro X Property

  760 Ave C SW Unit 104, Winter Haven, FL 33880
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  $2,350 Per Month

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • House for Rent

  Unlisted Address

  Beautiful 3-bedroom, 2-bath home available for rent in Winter Haven! This well-maintained property features a spacious open-concept layout with the living and dining areas seamlessly connected to the kitchen, creating the perfect space for everyday living and entertaining. Enjoy a large backyard with plenty of room for outdoor activities, family gatherings, or simply relaxing. Conveniently

  Mirna Hernandez LPT REALTY, LLC

  Unlisted Address
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  $1,800 Per Month

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • House for Rent

  1568 Hummingbird Rd, Winter Haven, FL 33884

  Welcome! Please call or text Joe at for this 4-Bedroom home in Harmony at Lake Eloise in Winter Haven, Fl. Looking for a fresh start in a stunning new home? Look no further! Welcome to 1568 Hummingbird Road, a brand-new, never-lived-in 4-bedroom, 2-bath home located in the desirable Harmony at Lake Eloise community in Winter Haven. This beautifully designed home offers 1740 sq ft of modern

  1568 Hummingbird Rd, Winter Haven, FL 33884
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  $1,900 Per Month

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • House for Rent

  193 Grove Branch Rd, Winter Haven, FL 33880

  Available for rent! This inviting floor plan is perfect for cooking in the kitchen while entertaining family and friends, or enjoying your morning coffee on the covered lanai. The home features 18x18 ceramic tiles in the foyer, kitchen, bathroom, and laundry room. The split layout offers a spacious master suite with double sinks, shower, and a large walk-in closet. Designed with energy-efficient

  Rhansel Acevedo Rodriguez EXP REALTY LLC

  193 Grove Branch Rd, Winter Haven, FL 33880
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  /7

  $1,200 Per Month

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

  1167 Tyler Lp, Winter Haven, FL 33884

  1BD/1BA APARTMENT WITH UTILITIES INCLUDED ( internet not include) There is a separate and private entrance to the apartment, quartz countertops, cabinets, blinds, wall tile in bathroom, floor tile. nearby I-4, gives you easy access to Davenport, Kissimmee, Orlando and the rest of Central Florida.

  1167 Tyler Lp, Winter Haven, FL 33884
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  /13

  $1,200 Per Month

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

  2050 San Marcos Dr SE Unit 215, Winter Haven, FL 33880

  Nestled in a sought-after neighborhood just off Cypress Gardens Boulevard, this spacious 1-bedroom, 1-bathroom apartment on the second floor offers a perfect blend of comfort and convenience. The bright, welcoming living area seamlessly connects to a cozy kitchen and combined dining area. A nicely sized bedroom provides a peaceful retreat with sliding glass doors looking out to the screened-in

  Christin Davis PROPERTY MANAGEMENT OF POLK

  2050 San Marcos Dr SE Unit 215, Winter Haven, FL 33880
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  $1,840 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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  $1,750 Per Month

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Townhouse for Rent

  308 Ave P NW, Winter Haven, FL 33881

  Be the very first to live in this beautiful brand-new rental! Designed with comfort and privacy in mind, this home features spacious primary suites, each with its own private en-suite bathroom and walk-in closet. Enjoy stylish, modern finishes throughout, a fully fenced yard, and a move-in-ready home with everything brand new. The unique layout is perfect for roommates, a small family, or anyone

  Tess Sultana LA ROSA REALTY PRESTIGE

  308 Ave P NW, Winter Haven, FL 33881
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  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft
  • 5665-67 Struthers Ct

  5665 Struthers Ct Unit 5667, Winter Haven, FL 33884

  5665 Struthers Ct Unit 5667, Winter Haven, FL 33884
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  $2,250 Per Month

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft
  • House for Rent

  2371 Brassie Ct, Winter Haven, FL 33884

  Ready to move in 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. GREAT NEWS the house have solar panels and you will only need to pay a low electricity bill. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking

  Karina Turcios LPT REALTY, LLC

  2371 Brassie Ct, Winter Haven, FL 33884
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  $1,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Winter Ridge Condo

  504 Winter Terrace, Winter Haven, FL 33881

  Welcome to unit #504 in the community of Winter Ridge Condominium! Upon entering you arrive in the open great room with living/dining combo. Galley kitchen equipped with appliances, walk-in closet pantry, and washer/dryer hookup available. Off the kitchen is access to the large 9x25 screen in patio. Nice size master bedroom with 6x8 walk-in closet, private bathroom with walk-in tile shower.

  504 Winter Terrace, Winter Haven, FL 33881
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  $2,000 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  912 Lake Jessie Dr, Winter Haven, FL 33881

  Experience lakefront living in this recently updated 2-bedroom, 2-bath residence offering approximately 1,100 square feet of comfortable living space. Rent includes utilities, providing exceptional value and convenience. The home features a well-equipped kitchen with range, dishwasher, and refrigerator, along with a tankless water heater for added efficiency. Enjoy stunning water views and direct

  Tiffani Kline HOUSE OF GLASS REAL ESTATE PM

  912 Lake Jessie Dr, Winter Haven, FL 33881
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  $1,640 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft
  • Townhouse for Rent

  1428 Evergreen Ct, Winter Haven, FL 33881

  Welcome to this beautiful 2 bedroom, 2.5-bathroom townhouse! The main floor features gorgeous vinyl 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 an additional

  1428 Evergreen Ct, Winter Haven, FL 33881
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  /19

  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 988 Sq Ft
  • House for Rent

  427 Greenfield Rd, Winter Haven, FL 33884

  This charming two-bedroom, two bathroom situated in a golf community. Located in Cypresswood, a gated community with controlled access and security, this home features an open-concept layout and a kitchen equipped with an island, dishwasher, double-oven range, garbage disposal, and microwave. The primary bedroom boasts a spacious walk-in closet. At the rear of the house, there are two spacious

  Migdalia Moreira PROPERTY OUTLET INTERNATIONAL

  427 Greenfield Rd, Winter Haven, FL 33884
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  /16

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft
  • House for Rent

  2410 Brassie Ct, Winter Haven, FL 33884

  Welcome to your new home in beautiful Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect combination of comfort, style, and functionality.Step inside to an open and inviting layout featuring spacious living and dining areas with a blend of tile and carpet flooring throughout. The modern kitchen is equipped with sleek stainless steel appliances, ample

  2410 Brassie Ct, Winter Haven, FL 33884
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  $2,055 Per Month

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • House for Rent

  2066 Katie Ct, Winter Haven, FL 33884

  3/2 in Southeast Winter Haven near Legoland. Big porch, oversized garage. New Roof! Call owner Bob Jessee for showing info.

  Frank Vaughn TOWN & COUNTRY REAL ESTATE

  2066 Katie Ct, Winter Haven, FL 33884
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  $2,495 Per Month

  • 6 Beds
  • 1 Bath
  • 1,602 Sq Ft
  • Spacious Remodeled 6BR/1BA Winter Haven Home!

  2554 Palm Dr NE, Winter Haven, FL 33881

  Beautiful 6BR/1BA Home, Modern Gray Luxury LVT Wood Finish Flooring Throughout! Oversized Den Off Of The Kitchen & Large Fenced-In Backyard, Walking Distance To Lake Conine Public Dock. **Call or TEXT NOW for a Showing!**First Month's Rent, Last Month's Rent, and Security Deposit

  2554 Palm Dr NE, Winter Haven, FL 33881
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  $1,295 Per Month

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

  320 Spirit Landings Cir, Winter Haven, FL 33880

  Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near

  Laura Medina Ruiz RE/MAX HERITAGE PROFESSIONALS

  320 Spirit Landings Cir, Winter Haven, FL 33880
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  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Winterset Condo with Gorgeous Sunset Views!

  715 Magnolia Place, 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

  715 Magnolia Place, Winter Haven, FL 33884
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  $2,250 Per Month

  • 4 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • House for Rent

  Unlisted Address

  Experience comfortable living in this spacious and beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, ideally located in the heart of Central Florida. Enjoy the convenience of being just minutes from some of the area’s most popular attractions, including LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making this home perfect for families and professionals seeking

  Leonarda De La Cruz Medina EXP REALTY LLC

  Unlisted Address
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  /14

  $1,600 Per Month

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • 3 Bedroom, 1 bathroom Duplex Winter Haven

  1830 2nd St NW, Winter Haven, FL 33881

  3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Stackable Washer and dryer!Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the

  1830 2nd St NW, Winter Haven, FL 33881
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  $1,600 Per Month

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

  912 Lake Jessie Dr Unit B, Winter Haven, FL 33881

  Enjoy the beauty of waterfront living in this well-maintained 1-bedroom, 1-bath residence offering approximately 800 square feet of functional and inviting living space. Rent includes utilities, making for easy and convenient monthly budgeting. The kitchen comes equipped with a range and refrigerator, while the home's efficient layout maximizes comfort and usability. Take advantage of scenic

  Tiffani Kline HOUSE OF GLASS REAL ESTATE PM

  912 Lake Jessie Dr Unit B, Winter Haven, FL 33881

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