Winter Haven, FL Condos for Rent

Affordability meets Comfort. Second Floor unit for privacy 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, trash service, exterior pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, swimming pool, tennis courts,

Lienyvette Grimaldo MAZELG REALTY

Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.

Mindy Hunley TRIBUTE REALTY LLC

GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium has just been partially renovated to include luxury vinyl flooring and fresh paint throughout. Key features are interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite

Kayly Malinas JOHN WOOD REALTY, INC.

Enjoy this comfortable and well-located apartment in the heart of Winter Haven. This property offers spacious and well-lit living areas, ideal for those seeking comfort, tranquility, and easy access to essential services. The apartment features a functional layout with inviting living spaces, a practical kitchen, generously sized bedrooms with ample storage, and an ideal environment for small

Alexander Cotrino ACRE TERRA GROUP LLC

Welcome to this beautiful and spacious 2 bedroom 2 bath second floor condo overlooking the pond in Cyprewood. 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 center. Conveniently

Anya Kovalenko LPT REALTY, LLC

Freshly renovated, spacious, 2 bed 2 bath condo with resort pool and amenities. Located on the second floor with no one above you. Quiet serene location with beautiful garden views from your private balcony. Washer and dryer included.First, Last and one months rent deposit due at signing

Reeve Levanthal IRIS INTERNATIONAL

Nice area, closed to Legoland, complex is on a lake, quiet neighborhood

Mayra Roberto Linked Realty Inc

1 bedroom 1 bath ground floor condo with access to Lake Roy on the famous Winter Haven Chain of Lakes.New Luxury Vinyl Plank Flooring and fresh interior paint.

Steven Smith, PA LOCKHART & ASSOCIATES INC

One or more photo(s) has been virtually staged. Discover this charming rental opportunity in the heart of Winter Haven! This well-maintained 2-bedroom, 1.5-bath apartment is ideal for long-term rental, offering comfort, convenience, and an excellent location. The unit includes all appliances, including in-unit washer and dryer, providing added ease for everyday living. Ideally located just 5

Yuliescar Mendoza EXP REALTY LLC

Welcome to your new home just off Cypress Gardens Blvd — a spacious and inviting first-floor condo with 2 bedrooms and 2 full bathrooms. This unit features high ceilings in the living room that create an open, airy feel, and the master bedroom includes its own private ensuite for added comfort. Located in a quiet, well-kept community, you’ll also enjoy access to a sparkling pool perfect for

Christin Davis PROPERTY MANAGEMENT OF POLK

CHECK OUT THE GORGEOUS VIEW IN THIS 55 PLUS COMMUNITY! This well maintained lakefront complex, is just a few steps to Lake Smart and the community pool. Complete with a Florida Sunroom with outdoor pavers, this is the perfect place to kick back, relax and enjoy the Florida lifestyle. The kitchen is complete with a range, microwave, dishwasher, refrigerator and stacked washer/dryer. Your primary

Christy Smith PREMIER HOMES AND REAL ESTATE

For Rent – 503 Avenue B NW, Winter Haven, FL 33881. Available: November 1, 2025Downtown Winter Haven | Walkable Location | Near LEGOLAND & Chain of LakesLive in the heart of Downtown Winter Haven with this well-located rental just steps from restaurants, shops, parks, and entertainment. Enjoy the vibrant local lifestyle with easy access to LEGOLAND Florida Resort, Winter Haven’s Chain

James Barris EXP REALTY LLC

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

Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE

Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC

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.