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2 Bedroom Apartments for Rent in Cypress Gardens, FL

Average rent

$1,295
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Briarcrest  at Winter Haven - Photo 1 of 1
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1d ago

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Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

On-site laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,220–$1,305

Apartment for rent

Top amenities
Fitness Center
On-Site Laundry
On-Site Management
Residents Lounge
Swimming Pool

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514 Avenue C Ne #4 - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

514 Avenue C Ne #4, Winter Haven, FL 33881

2 beds

1 bath

$1,150

Apartment for rent

Description

Property Status: Active Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent. Office Phone: (407) 447-7253 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and s

900 Avenue Z Se #C2 - Photo 1 of 1

2d ago

2 Beds condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

900 Avenue Z Se #C2, Winter Haven, FL 33880

In-unit laundry | Balcony | Swimming pool

2 beds

1 bath

$1,395

Condo for rent

Description

Property Status: Active Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped with sleek stainless steel appliances and includes a convenient top and bottom loader washer and dryer. Step outside to your small covered balcony, perfect for

163 Avenue A Se #1 - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

163 Avenue A Se #1, Winter Haven, FL 33880

On-site laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Apr 23

Description

Freshly renovated and full of charm, this downstairs unit puts you right by downtown Winter Haven. Enjoy hard-surface flooring throughout, in-unit laundry hookups, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today! Security deposit is $1,300 and pet fees are $250 per pet. No hidden fees and no pet rent. Resident Benefits Package, including lawn care, renter's insurance, air filter replacements, et cetera, for $50.00 monthly. See flyer for more de

955 6th St Se #11 - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

955 6th St Se #11, Winter Haven, FL 33880

Air conditioning | Walk-in closets

2 beds

1 bath

$1,295

Apartment for rent

Description

Property Status: Active Newly Renovated!! Second Floor Apartment. This unit features newly installed plank floors and tiles throughout, beautiful brand new kitchen cabinets, appliances will include a stove, range hood, microwave, and refrigerator. It also features new A/C unit Hight efficiency, modern lighting lamps and blinds. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Beautiful Lakes. Located just two blocks from Central Ave., in downtown Win

611 Avenue G Se - Photo 1 of 1

5d+ ago

2 Beds house for rent in Winter Haven

Move-In Ready 2BR | Washer & Dryer Included | Private Yard & RV Parking

611 Avenue G Se, Winter Haven, FL 33880

In-unit laundry | Outdoor space

2 beds

1 bath

$1,399

House for rent

Available Apr 13

Description

Step into your new home! This 2-bedroom, 1-bathroom unit offers approximately 875 sq ft of well-utilized living space, with a layout that balances functionality and comfort for everyday living. The interior features easy-to-maintain flooring throughout, with a kitchen equipped with a refrigerator, stove/oven, and microwave, along with ample cabinet space. Washer and dryer hookups are included, with washer and dryer available for upcoming move-ins. Enjoy a private backyard and patio area, providing space for outdoor use, along with RV parking availability for added flexi

Nearby rental good for eco-living

Nearby rental good for pet owners

609 Avenue G Se - Photo 1 of 1

5d+ ago

2 Beds house for rent in Winter Haven

Newly renovated 2BR Unit | Washer & Dryer Available for Move-Ins | Private Yard + RV Parking

609 Avenue G Se, Winter Haven, FL 33880

In-unit laundry | Outdoor space

2 beds

1 bath

$1,399

House for rent

Available Apr 13

Description

Welcome to your new home! This 2-bedroom, 1-bathroom unit offers approximately 875 sq ft of living space, designed for practical and efficient living. Step inside to a functional layout with easy-to-maintain flooring throughout. The kitchen is equipped with a refrigerator, stove/oven, and microwave, along with adequate cabinet space. Washer and dryer hookups are included, with washer and dryer available for upcoming move-ins. Enjoy access to a private backyard and patio area, providing space for outdoor use. The property also offers RV parking availability for added con

715 Magnolia Pl - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Winter Haven

715 Magnolia Pl, Winter Haven, FL 33884

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$1,650

Condo for rent

Description

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 of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area

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2312 Isle Royale Ct Se - Photo 1 of 1

5d+ ago

2 Beds house for rent in Winter Haven

House for rent

Description

This spacious 2-bedroom, 2.5-bathroom Condo offers a bright and airy living space with an open floor plan, perfect for relaxing or entertaining. The large kitchen offers plenty of storage and countertop space. Each bedroom features generous closet space, and the two full bathrooms provide added convenience. This townhome is situated in a peaceful community, with easy access to local shops, dining, and outdoor activities, including nearby lakes and parks. A great choice for those seeking comfort and a central location in Winter Haven. Pets are allowed based on petscreening

512 Lake Dexter Blvd - Photo 1 of 1

5d+ ago

2 Beds house for rent in Winter Haven

512 Lake Dexter Blvd, Winter Haven, FL 33884

Garage parking | On-site laundry | Ceiling fan

2 beds

2 baths

$1,645

House for rent

Available Mar 27

Description

*ESTIMATED TOTAL MONTHLY LEASING PRICE: $ 1,694.95 Actual Base Rent: $1,645.00 Filter Delivery: $5.00 Renters Insurance: $10.95 $1M Identity Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 *The Estimated Total Monthly Leasing Price reflects the Base Rent plus our Resident Benefits Package, which includes required Renters Insurance, Move-In Concierge, $1M Identity Protection, Resident Rewards, Filter Delivery (where applicable), and Credit Building. Estimated Total Monthly Leasing Price does not include utilities or optional/conditional fees, such

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1801 3rd Ct Se #D - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

2 beds

1 bath

$1,295

Apartment for rent

Available Apr 24

Description

🏡 Available Now! Charming 2BR Apartment in Winter Haven – Great Location Welcome home to this charming 2-bedroom, 1-bathroom unit ideally located in the heart of Winter Haven! With easy access to shopping, dining, and local activities, this home offers both convenience and comfort. Step inside to enjoy an open floor plan, modern finishes, and plenty of natural light—creating a bright and inviting space perfect for everyday living. ✨ Home Features: 2 spacious bedrooms / 1 full bathroom Open-concept living and dining area Bright, airy layout with abundant natural light C

304 La Serena - Photo 1 of 1

5d+ ago

2 Beds house for rent in Winter Haven

304 La Serena, Winter Haven, FL 33884

Air conditioning | Garage parking | Assigned parking

2 beds

2 baths

$1,700

House for rent

Available Apr 1

Description

Nestled in the tranquil neighborhood of Winter Haven, 304 La Serena offers a comfortable living experience with its recent upgrades and convenient location. Step inside to discover a freshly painted interior that welcomes you with warmth and brightness. The new flooring adds a touch of modern charm to the living spaces, while providing durability for everyday life. The kitchen has been tastefully renovated, boasting new countertops and appliances that make meal preparation a breeze. With ample cabinet space, organizing your kitchen essentials is effortless. Both bedroom

2372 Isle Royale Ct Se - Photo 1 of 1

5d+ ago

2 Beds townhouse for rent in Winter Haven

2372 Isle Royale Ct Se, Winter Haven, FL 33880

In-unit laundry | Balcony | Swimming pool

2 beds

1.5 baths

$1,625

House for rent

Available Feb 27

Description

2 Rental in Park Lake Community of Winter Haven! Experience comfortable waterfront living in this two-story townhome on Lake Lulu where you can enjoy peaceful lake and sunset views from both the screened porch and private upstairs balcony. The interior offers a move-in-ready feel, featuring a kitchen with updated countertops and cabinets. The living room opens to the screened porch through sliding glass doors, creating a bright space with relaxing water views. Upstairs, both bedrooms are spacious, with the primary bedroom overlooking the lake. The bathroom includes dual s

5202 Waterview Way #5202 - Photo 1 of 1

22h ago

2 Beds condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

5202 Waterview Way #5202, Winter Haven, FL 33884

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$1,750

Condo for rent

Description

Property Status: Active A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if you prefer to bring your own style. Winterset adds to the appeal with lakefront views, a community pool, tennis courts, and beautifully maintained grounds t

163 Avenue A Se #4 - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

163 Avenue A Se #4, Winter Haven, FL 33880

Carpet

2 beds

1 bath

$1,250

Apartment for rent

Available Jan 19

Description

NEWLY RENOVATED!!! 2 bedroom, 1.5 bath unit. Featuring brand new carpet in living area, spacious living room with separate flex space that can be used as den or office, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

76 Stebbins Dr #76 - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

Mobile Home, Residential - Winter Haven, FL

76 Stebbins Dr #76, Winter Haven, FL 33884

Garage parking

2 beds

2 baths

$1,325

Apartment for rent

Description

Property Status: Active Find your place in the world at Grove Shores, a well-maintained, professionally managed manufactured home community. Right now, we are offering a 2019 model year, 896 sq. ft., 2 bed/2 bath home for only $55,900! You owe it to yourself to call our representatives and schedule a viewing of this home before someone else snaps it up! Office Phone: (863) 880-1980 Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

7903 Waterview Way #7903 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

7903 Waterview Way #7903, Winter Haven, FL 33884

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$1,600

Condo for rent

Description

Property Status: Active 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS! Office Phone: (863) 293-1234 Copyright © 2026 Stellar MLS. All rights reser

2040 San Marcos Dr Se #103 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

2040 San Marcos Dr Se #103, Winter Haven, FL 33880

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,350

Condo for rent

Description

Property Status: Pending 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 relaxing or entertaining. With convenient first-floor access and a prime location near shopping, dining, and entertainment, this condo offers the perfect blend

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403 Avenue J Se - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

403 Avenue J Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,550

Apartment for rent

Description

Property Status: Active Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores. Office Phone: (407) 447-7253 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

430 Avenue B Ne #A - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

430 Avenue B Ne #A, Winter Haven, FL 33881

In-unit laundry | Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Apr 28

Description

This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss out! Resident Benefits Package, including lawn care, renter's insurance, air filter replacements, et cetera, for $50.00 monthly.

163 Avenue A Se #3 - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

163 Avenue A Se #3, Winter Haven, FL 33880

In-unit laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Jan 19

Description

NEWLY RENOVATED!!! 2 bedroom, 1 bath unit with washer and dryer hookups. Featuring vinyl flooring throughout, spacious living room with separate dining room, 2 large bedrooms and more! Located just a street away from Winter Haven's downtown with food, shopping and more! Schedule your tour today!

163 Avenue A Se #2 - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

163 Avenue A Se #2, Winter Haven, FL 33880

2 beds

1.5 baths

$1,250

Apartment for rent

Available Apr 23

Description

Downstairs rental near Downtown Winter Haven! Freshly renovated and full of charm. Enjoy hard-surface flooring throughout, generous bedrooms sizes, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today! Security deposit is $1,300 and pet fees are $250 per pet. No hidden fees and no pet rent. Resident Benefits Package, including lawn care, renter's insurance, air filter replacements, et cetera, for $50.00 monthly. See flyer for more details.

430 Avenue B Ne #B - Photo 1 of 1

1d ago

2 Beds apartment for rent in Winter Haven

430 Avenue B Ne #B, Winter Haven, FL 33881

In-unit laundry | Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Apr 28

Description

2 BD/1 BA APARTMENT AVAILABLE FOR LONG-TERM LEASE! This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss out! Resident Benefits Package, including renter's insurance, air filter replacements, et cetera, for $50.00 monthly. Please see the flyer in the property photos* Grounds Care

136 Avenue C Ne - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Winter Haven

Apartment for rent

Description

Beautiful 2 Bedroom 1 Bathroom apartment in Winter Haven HOA APPROVAL MANDATORY Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider. All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection

900 Avenue Z Se #E3 - Photo 1 of 1

3d ago

2 Beds condo for rent in Winter Haven

900 Avenue Z SE, Unit E3

900 Avenue Z Se #E3, Winter Haven, FL 33880

Hardwood floor

2 beds

2 baths

$1,350

Condo for rent

Available Apr 28

Description

Beautiful 2 bd/2 ba Sandy Cove condo available for long-term lease! All hardwood surface flooring throughout, large living space, dual master bedroom layout, and a screened-in back patio with of a view of the community pool. Conveniently located close to dining and shopping, you won't want to miss this one. Call today! Resident Benefits Package, including renter's insurance, air filter replacements, et cetera, for $50.00 monthly. Please see the flyer in the property photos* Community Pool

Showing 1 - 25 of 25 results
Home > Apartments in Cypress Gardens
Updated: May 2, 2026

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