Starting at $975 Per Month
101-123 Oak Crest Dr NW, Winter Haven, FL 33881
Ideally located with convenient access to US Hwy 17-92, I-4, and the greater Winter Haven and Central Florida area, this community offers both accessibility and comfort.Our cozy one-bedroom apartments feature energy-efficient central A/C, tile flooring, washer/dryer hookups, and newly updated appliances designed for everyday convenience.Residents enjoy scenic surroundings,
Oakcrest Apartments
Starting at $1,100 Per Month
102 Landings Way, Winter Haven, FL 33880
Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl
The Landings Apartment Homes
$1,849 Per Month
217 Kensington View Blvd, Winter Haven, FL 33880
Welcome to 217 Kensington View Boulevard in the desirable Kensington View community, offering 4 bedrooms, 2 full bathrooms, and 1,851 square feet of living space on the first floor. The home features stainless appliances throughout. The primary bedroom includes dual sinks and a walk-in closet. Washer and dryer hookups are available for your convenience. An individual 2-car garage provides ample
$1,820 Per Month
196 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 just a place to
$1,195 Per Month
669 Avenue B NW Unit 9, Winter Haven, FL 33881
Get $1000 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. Discover this attractive apartment with open living spaces. Featuring a modern kitchen and off-street parking, this unit is perfect for comfortable living.- Electric Range and Refrigerator included- Efficient Forced Air heating- Durable Linoleum flooring-
$1,575 Per Month
311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any
$1,395 Per Month
1984 Ave F SW, Winter Haven, FL 33880
All Bridge Homes listings are pet-friendly and offer easy self-tours schedule yours today! This home comes with high-speed internet at an exclusive group rate. This service includes 24/7 premium support and setup to help you get connected at move-in. This charming two-bedroom, two-bath home offers a delightful blend of comfort, style, and convenience, making it an ideal choice for
$2,025 Per Month
211 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. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience
$2,050 Per Month
228 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 just a place to
$2,450 Per Month
1273 Zambrana Ct, Winter Haven, FL 33884
Property Id: 2739644 Welcome to your dream home in the Villa Mar community. The property is located at 1273 Zambrana Ct in Winter haven, FL! This stunning 4-bed, 2 1/2bath single-family home is available starting 7/27/2026 for $2450 a month. Enjoy modern amenities, stainless steel appliances, granite countertops, vinyl flooring upstairs, and tile downstairs. There is a playground and
$1,849 Per Month
465 Kensington View Dr, Winter Haven, FL 33880
**MOVE-IN SPECIAL! 4 WEEKS FREE OFF FIRST FULL MONTH WITH MOVE IN BY 8/31/2026**Welcome to 465 Kensington View Dr, a spacious 3-bedroom, 2-bath single-family home offering 1,678 square feet of comfortable living space in Winter Haven, FL.Step inside to an inviting layout with plenty of room to relax, entertain, and make the space your own. The kitchen comes equipped with a
$1,680 Per Month
3810 High St NE, Winter Haven, FL 33881
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
$1,940 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),
$2,225 Per Month
1947 Bretton Ridge Dr, Winter Haven, FL 33884
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 4-bedroom, 2-bathroom rental home in Winter Haven, FL, could be just what you’re looking for. Enjoy
$2,020 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),
$1,199 Per Month
1007 37th St NW Unit 1, Winter Haven, FL 33881
Property Id: 1919782 This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways. Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon. It’s equipped with new AC - will be able to save on electricity, new tile flooring
$1,850 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 lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 4.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and
$1,195 Per Month
669 Avenue B NW Unit 10, Winter Haven, FL 33881
Get $1000 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. *Disclaimer: These visuals are just artistic representations for marketing. The final build, finishes, and layout may vary. This welcoming apartment offers modern conveniences in a comfortable setting. Enjoy the ease of off-street parking and essential
$2,160 Per Month
4736 Mandolin Loop, Winter Haven, FL 33884
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
$2,149 Per Month
3111 Buckeye Point Dr, Winter Haven, FL 33881
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, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
$2,495 Per Month
235 6th St NW Unit 606, Winter Haven, FL 33881
Property Id: 742061 Welcome to this beautifully renovated and professionally furnished top-floor 2-bedroom, 2-bath condo in The Haven, one of downtown Winter Haven's most distinctive historic buildings. The spacious living area features an 85" smart TV, comfortable seating, sleeper sofa and a striking custom feature wall. Original vintage Cypress Gardens water skis from the 1950s-60s
$2,150 Per Month
557 Reddicks Cir, Winter Haven, FL 33884
EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent
$2,040 Per Month
3637 Queens Cove Blvd, Winter Haven, FL 33880
EXCITING NEWS: WE RECENTLY RENOVATED THIS HOME! IMPROVEMENTS INCLUDE: NEW STAINLESS STEEL APPLIANCES. 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!
$1,759 Per Month
304 Kensington View Dr, Winter Haven, FL 33880
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,678 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
$1,969 Per Month
495 Majestic Gardens Blvd, Winter Haven, FL 33880
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,630 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
$2,489
Total Monthly Price
1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
The advertised rate of $2,490/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$1,730 Per Month
3702 Imperial 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),
$2,250 Per Month
737 Lake Martha Dr NE, Winter Haven, FL 33881
Property Id: 945068 Large Lake House 4 bedroom 2 bath home at waters edge has a lot of charm. There is a laundry room off the large kitchen. A large screened porch faces the lake. Spend the day relaxing under the large porch with two fans. Barbecue on and enjoy lakefront as if you are on vacation. You might spot a bald eagle flying above while fishing on the lake. •
$1,575 Per Month
311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any
$2,049 Per Month
313 Kensington View Dr, Winter Haven, FL 33880
Welcome to 313 Kensington View Drive in the desirable Kensington View community, offering 4 bedrooms, 2 bathrooms, and 1,851 square feet of living space. This home features stainless appliances in the kitchen. The primary bathroom includes dual sinks for added convenience. Washer and dryer hookups are available for your laundry needs. An attached 2-car garage provides secure parking and storage.
$2,030 Per Month
505 Reddicks Cir, 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
$1,199 Per Month
1007 37th St NW Unit 1, Winter Haven, FL 33881
Property Id: 1919782 This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways. Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon. It’s equipped with new AC - will be able to save on electricity, new tile flooring
$1,995
Total Monthly Price
4766 Osprey Way, Winter Haven, FL 33881
Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home,
$2,090 Per Month
878 Terranova Rd, 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 $2354.90. That covers your base rent, $2090.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,080 Per Month
436 Fish Hawk Dr, Winter Haven, FL 33884
Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 4.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and
$1,600 Per Month
235 6th St NW Unit 608, Winter Haven, FL 33881
Property Id: 2808642 Charming Downtown Winter Haven Condo with Lake Views Experience the perfect blend of historic charm and modern comfort in this beautiful newly renovated one-bedroom, one-and-a-half-bath condominium located in The Haven Condominiums, a landmark building dating back to 1924 in the heart of downtown Winter Haven. Situated on the 6th floor, this inviting residence
$2,199 Per Month
112 Waterside Cir, Winter Haven, FL 33880
Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,821 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a
$1,665 Per Month
502 Glad Rd, Winter Haven, FL 33880
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
$1,200 Per Month
4320 Dundee Rd, Winter Haven, FL 33884
Property Id: 2768547 This 1/1 is a brand new park model - manufactured up to 2025 building codes for environmental resistance - comes complete with all new appliances. Located in an up-and-coming part of Winter Haven, right across the street from a newly built Publix and a ton of new business development, within 5 miles of Legoland! Water and sewage is included, alongside the usual
$1,779 Per Month
518 Squires Grove Dr, Winter Haven, FL 33880
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 1,764 square feet, this well-maintained home offers a high standard of rental living,
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