$1,990 Per Month
839 Cinnamon Dr, Winter Haven, FL 33880
Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),
$2,155 Per Month
1506 Kaylor Ct NE, Winter Haven, FL 33881
Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),
$1,910 Per Month
1916 Wallace Manor Dr, Winter Haven, FL 33880
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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
$1,950 Per Month
1501 7th St SE, Winter Haven, FL 33880
This spacious single-story ranch in Winter Haven offers 5 bedrooms and 3 bathrooms across 2,806 square feet of thoughtfully updated living space. The fresh interior paint and wood-look flooring create a bright and modern atmosphere, while multiple ceiling fans with lights keep the rooms comfortable year-round.An open-concept kitchen with white cabinetry, light countertops, and a mosaic
$1,965 Per Month
4736 Summerfield Cir, 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.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
$1,799 Per Month
2112 Jonathan Ln, Winter Haven, FL 33884
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 $1943.90. That covers your base rent, $1799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,345 Per Month
668 Squires Grove Dr, Winter Haven, FL 33880
This home is move-in ready. Schedule your tour now or start your application today.Welcome to 668 Squires Grove Dr in Winter Haven, FL, a 5-bedroom, 3-bath home offering 2,601 square feet of space with an easy, functional flow. The two-story layout and 2-car garage set the tone from the curb, and inside, the mix of soft carpet and tile creates a comfortable feel that works well for
$2,149 Per Month
3111 Buckeye Point Dr, Winter Haven, FL 33881
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 1,340 square feet, this well-maintained home offers a high standard of rental living,
$1,475
Total Monthly Price
448 Avenue A NE Unit Cozy Cottage, Winter Haven, FL 33881
This cozy Cottage is a 1/1 in Winter Haven Fl. Walk to downtowns restaurant and local shops and breweries. Close to Legoland and major medical. Short term unit with small kitchenette. Fenced yard with private spa. This home is set up for short term rental and has kitchenette with Convection Microwave, coffee pot, and all dishware. Washer Dryer, queen bed, TVs in the living room and bedroom.
$1,000
Total Monthly Price
101 Lake Sears Dr, Winter Haven, FL 33880
Nice and clean 3 bedroom house shared bathroom. I have a cat but mostly outside
$1,750
Total Monthly Price
711 Avenue B NE, Winter Haven, FL 33881
This is a 3/2 home in Winter Haven Fl. This home is move in ready and had been freshly updated. Call for your showing today. Close to downtown and convenient to all winter haven has to offer.Washer Dryer hook upsCentral heat and airScreened porchLong term or short term approved.
$1,295
Total Monthly Price
320 Spirit Landings Cir Unit New Apartment, Winter Haven, FL 33880
- New Beautiful, Spacious Apartment - Great location, near restaurants, hospitals, and highways.- New development in quiet neighbourhood
$1,400
Total Monthly Price
5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884
This property at 5850 Cypress Gardens Blvd unit #607 features 2 bedrooms and 1 bathroom within a total of 1,260 square feet. The living room offers ample space for relaxation and entertainment, while the bedrooms provide comfortable accommodations. The bathroom is equipped with standard fixtures. Amenities include air conditioning for climate control, a washer and dryer for laundry convenience,
$1,100
Total Monthly Price
836 Lake Martha Dr NE Unit B, Winter Haven, FL 33881
This 1 bedroom 1 bath is located close to downtown Winter Haven area walking distance to restaurants and the local Farmer's Market. Very close to a jogging track and several sports fields for fun recreation. Water, washer and dryer, Wi-Fii, trash and water included. Close by a lake to enjoy beautiful sunsets at the lake. The neighborhood is very nice and quiet but walking distance to museums
$1,400
Total Monthly Price
357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1400 rent per month plus one month security deposit and utilities
$1,600
Total Monthly Price
690 Avenue C SE Unit 690, Winter Haven, FL 33880
$1,500
Total Monthly Price
901 Eagle Pond Dr Unit 901 Eagle Pond, Winter Haven, FL 33884
Beautifully Renovated First-Floor Apartment in prestigious Cypresswood Gated Golf Course CommunityWelcome home to this beautifully fully renovated 1,017-square-foot first-floor apartment, located in a highly desirable gated golf course community. This move-in-ready home features 2 spacious bedrooms with walk-in closets, 2 full bathrooms, 2 linen closets, and a convenient laundry closet
$1,800
Total Monthly Price
3960 Avenue U NW, Winter Haven, FL 33881
Don't miss out on this 4 bedroom home, at an amazing price. This home has been freshly painted and has ceramic tile throughout. The French doors lead to a paver patio that provides access to a huge backyard. The uncovered gazebo/patio area is perfect for those fire pit evenings. Your front covered patio gives you a Waterview of Lake Blue.
$2,300
Total Monthly Price
1341 Daisy Field Dr, Winter Haven, FL 33884
Pond View | NEW Washer & Dryer Included | Pet Friendly | 4BR/2BA 2024 New Construction | Smart Home | Resort-Style Pool 2 minute walkWelcome to this beautiful 4-bedroom, 2-bathroom home located in the desirable Harmony at Lake Eloise community. Offering 1,828 square feet of living space, this owner-occupied home features an open-concept layout, modern finishes, and a peaceful pond
$2,350
Total Monthly Price
6224 Botticella Blvd, Winter Haven, FL 33884
The first floor of this new two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom.
$850
Total Monthly Price
1131 5th St SW Unit 4 downstairs, Winter Haven, FL 33880
Centrally located to restaurants, Aldis, Lowe's and other shopping within walking distance. Small quiet apartments - property has security lights for safety.
$1,425 Per Month
333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880
FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the
Linda Andre COLDWELL BANKER REALTY
$1,595 Per Month
876 Crestwood Dr, Winter Haven, FL 33881
This home located in a quiet and desirable area of Winter Haven. This well-maintained property offers a comfortable layout with plenty of natural light, creating a warm and inviting living space.The home features spacious bedrooms, a cozy living area, and a functional kitchen with ample cabinet space, perfect for everyday living. The property also includes a nice outdoor area, ideal for
$2,250 Per Month
437 Fish Hawk Dr, Winter Haven, FL 33884
Welcome to this beautiful 4 bedroom, 2.5 bath home. located in a highly desirable community. This spacious home offers a functional floor plan with generous living areas, modern kitchen, and comfortable bedroom, making perfect for families or professionals. Enjoy a private backyard and all the benefits of living in well maintained neighborhood close to school, shopping, dinning, parks and major
Mike Coicou LA ROSA REALTY PRESTIGE
$1,949 Per Month
2065 Whispering Trails Blvd, Winter Haven, FL 33884
Welcome to your future home in beautiful Winter Haven, Florida! This charming property is conveniently located near an array of delightful restaurants and department stores, making it an ideal spot for both leisure and shopping.Key property features include a spacious layout thoughtfully designed for comfort. Enjoy the benefits of central heating and cooling, alongside air conditioning
$1,450 Per Month
704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884
Lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club. 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows and sliding glass patio door, NEW kitchen countertops, and fresh interior paint.
Kayly Malinas JOHN WOOD REALTY, INC.
$1,045 Per Month
3039 St Paul Dr, Jan Phyl Village, FL 33880
Beautiful 2-bedroom unit off of Winter Lake Rd in Winter Haven is move-in ready! Enjoy the vaulted ceiling and exposed beams in the living room. Kitchen features include breakfast bar, granite counters, & custom cabinets. Washer/dryer hookups and lawn care for stress-free living. Up to 2 small pets welcome-30 lbs. or less. Schedule your showing today!Applications do not hold the property
$1,750 Per Month
204 6th Jpv St, Winter Haven, FL 33880
Three bedroom, one bathroom home located in Winter Haven. This property features a roof installed in 2025 and an AC system installed in 2025 for energy efficiency and year round comfort. The interior floor plan includes a remodeled kitchen, a remodeled bathroom, and low maintenance ceramic tile flooring throughout with no carpet. Enjoy a functional layout with bright living spaces and a spacious
Juan Corrales DALTON WADE INC
$1,500 Per Month
2500 21st St NW, Winter Haven, FL 33881
Virtually Staged. Check out this 2 bedroom 2 1/2 bath townhome in the Casa Del Sol community. This home offers an open kitchen with breakfast bar and 2 pantry closets, formal dining room, tile floors downstairs and wood flooring upstairs spacious bedroom both with private ensuite master baths. Master suite has lake view. Screen rear patio as well as private courtyard, 1 car garage. Community
$1,450 Per Month
1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884
Second floor Eagle Pond condominium in the highly desirable 24-hour guard-gated community of Cypresswood Golf and Country Club. High ceilings, breakfast bar, and open-concept living area are just a few features this property offers. The spacious primary bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway,
Kayly Malinas JOHN WOOD REALTY, INC.
$2,155 Per Month
4693 Osprey Way, Winter Haven, FL 33881
Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, might be the perfect fit for your lifestyle. See
$1,550 Per Month
802 Eagle Pond Dr, Winter Haven, FL 33884
FULLY FURNISHED and EQUIPPED including linens and dishes.Minimum 7 month lease.Enjoy the serene pond front views from this first floor 2 bedroom 2 bathroom condo located in the Eagle Pond Neighborhood in Gated, Cypresswood Golf and Country Club.MOVE IN WITH YOUR SUITCASE!Amenities include 24 hour manned gate, community pool, brand new pickleball and tennis courts, clubhouse with
Steven Smith, PA LOCKHART & ASSOCIATES INC
$1,780 Per Month
175 Southern Breeze Lp, Winter Haven, FL 33880
From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Apply now or schedule your self-tour today and take the first step toward getting more than
$1,800 Per Month
1666 Ambar Ct, Winter Haven, FL 33881
Located on a quiet residential community in Winter Haven, this property offers the perfect blend of comfort, convenience, and quality of life in the heart of Central Florida. Just minutes away from shopping centers, grocery stores, restaurants, hospitals, and schools, the location is ideal for families and anyone seeking everyday convenience. The home also features a spacious fenced backyard,
Amis Quijada MY REALTY GROUP, LLC.
$1,600 Per Month
204 Chaucer Ln, Winter Haven, FL 33884
Centrally located 2 bedroom 2 bath. This home has been updated with new flooring and paint throughout. 2 car garage, screen lanai, fenced yard.Administration Fee:Upon approval tenants will be subject to a $250 one-time administration fee.**This home comes with high speed internet up to 1 Gig at an exclusive group rate of $60/month (In addition to advertised rent), and includes
$2,250 Per Month
1708 Teagan Ln, Winter Haven, FL 33884
Beautiful single family house built in 2024 with 3 bedrooms, 2 bathrooms, with open kitchen, Living room and Dining Area, Master Bedroom with attached master bath with double sinks and large walking closet, 2 other bedrooms with hall bath, 2 car garages with appliances Stove, Refrigerator, Dishwasher, Microwave, Washer and Dryer. Amenities include pool, playground etc. in the community. 1st,
K.C. Thomas CHARLES RUTENBERG REALTY ORLANDO
$1,075 Per Month
3025 St Paul Dr, Winter Haven, FL 33880
Updated paint 2 bedrooms one bath quad. Kitchen with breakfast bar. Large living room/dining room combo. Two large bedrooms. Inside utility room with washer and dryer hook ups. Yard service is included in the rent. Tenants must carry renters' insurance. $1075.00 per month. Call today for your private showing. Pet free/smoke free.
$1,650 Per Month
253 W Lake Ina Dr, Winter Haven, FL 33884
No HOA! Pet Friendly!Welcome to this beautifully updated 2-bedroom, 2-bathroom single-family home featuring a spacious driveway, an open floor plan, and an oversized Florida room that's perfect for relaxing or entertaining year-round.This home boasts luxury vinyl flooring throughout and tastefully upgraded bathrooms. The bright and inviting living area flows seamlessly into the dining
Katrina Anarumo RENT A FLORIDA HOME
$1,850 Per Month
731 Ave a SW Unit Apartment 2nd floor, Winter Haven, FL 33880
Welcome to your new home in Winter Haven, FL! This charming property is ideally situated near excellent dining options and several department stores, making it a vibrant place to live. You'll appreciate the convenience of Winter Haven Hospital just five minutes away, as well as the nearby Trailhead Park Playground and South Lake Howard Nature Park, perfect for outdoor enthusiasts.Key
$1,550 Per Month
64 Stebbins Dr Unit 64, Winter Haven, FL 33884
Why keep renting when you can own for less? Step into your own 2 bed / 2 bath home-brand new, spacious, and designed for real living. Located in Grove Shores, a beautifully maintained, professionally managed community, this is your chance to upgrade your lifestyle without increasing your monthly cost. Call today to schedule your tour-opportunities like this don't last.
Tori Coil Grove Shores
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