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Houses for Rent in Cypress Reserve, Kissimmee, FL

Average rent

$2,375

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2121 Painter Ln - Photo 1 of 1

5d+ ago

Cypress Reserve townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2121 Painter Ln, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,350

House for rent

2942 Conner Ln - Photo 1 of 1

5d+ ago

Cypress Reserve house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2942 Conner Ln, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,300

House for rent

2370 Hinsdale Dr #1 - Photo 1 of 1

5d+ ago

Cypress Reserve house for rent in Kissimmee

2370 Hinsdale Dr. - 1

2370 Hinsdale Dr #1, Kissimmee, FL 34741

4 beds

2.5 baths

$2,900

House for rent

Available Jun 15

2600 San Simeon Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2600 San Simeon Way, Kissimmee, FL 34741

On-site laundry | Swimming pool | On-site management

4 beds

2.5 baths

$3,240

House for rent

Available Jul 29

Description

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, 2.5-bathroom rental home in Kissimmee, FL, may be the right place for you. See the pictures to learn more. And apply soon – homes can go fast! This home is available to pre-lease! Reserve it by paying a refundable Hold Fee. (Exceptions apply in Colorado.) Find out more about p

2913 Windmill Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2913 Windmill Dr, Kissimmee, FL 34741

In-unit laundry | Storage | Garage parking

3 beds

2.5 baths

$2,450

House for rent

Description

Property Status: Active Located in the desirable gated community of Tapestry, this well-maintained townhome offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Only first months rent & security deposit required at lease signing. The open floor plan is ideal for everyday living and entertaining. The kitchen features stainless steel appliances, quartz countertops, a breakfast bar, and a walk-in pantry. The fully tiled first floor also includes a convenient half bath and direct access to the garage. One of the standout features of this home is the abundance of storage space

2618 Pleasant Cypress Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2618 Pleasant Cypress Cir, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,300

House for rent

Description

Property Status: Pending Beautiful Home for Rent in Kissimmee, FL! Nestled in a desirable gated community, this beautiful home offers the perfect blend of comfort, space, and convenience. Backing onto a peaceful conservation area with walking trails, it provides privacy and scenic views while being just minutes from shopping, dining, and major highways. A welcoming entry hall leads into a bright, open-concept living space designed for both everyday living and entertaining. The fully equipped kitchen features all essential appliances, a large center island, wood cabinetry

Nearby rental good for eco-living

Nearby rental good for pet owners

2740 Swoop Cir - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

2740 Swoop Cir, Kissimmee, FL 34741

Outdoor space | Garage parking | Swimming pool

5 beds

3.5 baths

$3,050

House for rent

Available Mar 6

Description

Available: NOW Pets: Sorry, No Pets ***EASY To View At A Convenient TIME*** https www rentengine io listings 45273 ***EASY To Apply*** Once All Adults have Viewed this property, go here: https orlandorealestatepropertymanagement findigs com apply unitid=2fff4e60-da70-429b-89fc-010406dcbdf2 SAVE Money On The Application Fees: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid balances due to landlords, a Credit score below 500, insufficient income (Household income below 3 times monthly rent), Unsatisfactory rental

2914 River Birch Dr #NA - Photo 1 of 1

5d+ ago

Weston Reserve house for rent in Kissimmee

4BR / 2.5 BA Spacious Family Home in Kissimmee – Move-in Ready

2914 River Birch Dr #NA, Kissimmee, FL 34741

In-unit laundry | Deck | Garage parking

4 beds

2.5 baths

$2,875

House for rent

Available May 1

Description

Beautiful 4-Bedroom Family Home in Kissimmee – Quiet, Safe & Move-In Ready Available now. Welcome to a spacious and well-maintained 2,640 sq. ft. home located in a quiet, safe, and family-friendly community in Kissimmee. This home is perfect for professionals or families seeking comfort, stability, and convenience. KEY FEATURES: 1) 4 bedrooms / 2.5 bathrooms 2) Large 2,640 sq. ft. living space 3) 2-car garage + extended driveway parking (up to 7–8 vehicles) 4) Newly painted interior & exterior 5) New roof 6) Modern kitchen with appliances 7) Washer & dryer included 8) Dual

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2950 Ashland Ln S - Photo 1 of 1

5d+ ago

Flora Ridge townhouse for rent in Kissimmee

2950 Ashland Ln S, Kissimmee, FL 34741

Outdoor space | Swimming pool | Controlled access

3 beds

2.5 baths

$2,099

House for rent

Description

Step into Luxury and Convenience with this Beautifully 2-Story Townhome that Offers 3 Bedroom, 2.5 Bathroom, 1 Car Garage in the Gated Community at Townhomes of Flora Ridge. Featuring a Spacious Split-Floor plan Layout, this home offers Privacy and Comfort with all bedrooms on 2nd floor. Enjoy the Contemporary Elegance of Granite Countertops in Both the Kitchen and Bathrooms. Large Primary Bedroom with 2 closets. Dining Room and Living Room Combo, Kitchen with Appliances Included: Refrigerator, Stove, Dishwasher. Built In Desk perfect for Work from Home Days or Homework. P

2290 Avian Loop - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2290 Avian Loop, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

5 beds

4.5 baths

$3,500

House for rent

Description

Property Status: Active Welcome to this spacious and versatile 6-bedroom, 4.5-bathroom home located in the desirable gated community of Tapestry. Offering nearly 3,000 square feet of living space, this thoughtfully designed residence features an open-concept floor plan, generous living areas, and a modern kitchen ideal for everyday living and entertaining. A standout feature of this home is the converted second-floor loft, which has been transformed into a private suite complete with a kitchenette, full bathroom, and two bedrooms—perfect for multigenerational living, exte

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2410 Avian Loop - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2410 Avian Loop, Kissimmee, FL 34741

In-unit laundry | Garage parking | Swimming pool

5 beds

3.5 baths

$3,450

House for rent

Description

Property Status: Active Welcome to 2410 Avian Loop—an exceptional rental opportunity in one of Kissimmee’s most desirable communities. This beautifully appointed home offers luxury living with family-friendly features throughout. The highlight is the private in-law suite with a separate entrance, ideal for guests, extended family, or a home office. Step outside to your personal oasis featuring an in-ground pool and a full outdoor kitchen and grill—perfect for hosting unforgettable gatherings. Inside, the open floor plan is bright and spacious, with a converted loft that s

2444 Varenna Loop - Photo 1 of 1

4d ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2444 Varenna Loop, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,850

House for rent

Description

Property Status: Active Ready for new tenants! Welcome to this spacious 3-bedroom + Office/smaller bedroom and 2-bathroom home offering privacy and tranquility with no rear neighbors and a stunning nature view from the screened-in patio. The interior features tile flooring throughout the main living areas, with cozy carpet in guest bedrooms. The Primary bedroom has luxury vinyl flooring. The kitchen has been tastefully updated, providing both style and functionality. The lanai has been extended and paved making it perfect for entertaining outdoors. Located in a man-gated c

1916 Cornett Pl - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1916 Cornett Pl, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,900

$2,800

Price drop

House for rent

Description

Property Status: Active This is a 4-bedroom 2-bath POOL HOME centrally located in Bermuda Estates. Home is well maintained, tile throughout, screened lanai with a real firewood fireplace, FENCE BACKYARD, quick and easy access to the Loop shopping center, Osceola to Disney, John Young Pkwy and US 192. PETS WELCOME. Office Phone: (877) 366-2213 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.

3810 Oakville Ave - Photo 1 of 1
New construction

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3810 Oakville Ave, Kissimmee, FL 34741

In-unit laundry | Garage parking | Swimming pool

6 beds

4 baths

$3,700

House for rent

Description

Property Status: Active Fully Furnished 6BR Home with Private Pool & Spa – Long-Term Rental in Gated Resort Welcome to your next home in beautiful Kissimmee! Located in a secure, gated resort community, this spacious and fully furnished 6-bedroom, 4-bath residence offers the perfect blend of comfort, convenience, and resort-style living—ideal for long-term stays. Step inside to discover a bright, open-concept layout featuring a large living and dining area, a fully equipped kitchen with modern appliances, and plenty of space for families or shared living. The home comfor

2840 Chantilly Ave - Photo 1 of 1

5d+ ago

House for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2840 Chantilly Ave, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

5 beds

4.5 baths

$4,399

$3,899

Price drop

House for rent

Description

Property Status: Active Guard-gated community rental available for 6+ months. Spacious 5BR/4.5BA home featuring a first-floor bedroom with private full bath—ideal for guests or multi-generational living—plus a half bath for visitors. Open and functional layout with generously sized bedrooms. Community offers pool, fitness center, playground, clubhouse activities, and walking paths. The community features scenic ponds. Conveniently located near shopping, dining, and major roadways. Tenants and/or Tenant's Broker must verify all information. Office Phone: (407) 401-9076 Cop

Listings within 5 miles
3256 Whooping Crane Run - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3256 Whooping Crane Run Kissimmee, FL 34741

3256 Whooping Crane Run, Kissimmee, FL 34741

Garage parking | Hardwood floor

3 beds

2 baths

$2,149

House for rent

Available Jun 3

Description

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 $2293.90. That covers your base rent, $2149.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Taking time for yourself will be even

2280 San Vital Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

2280 San Vital Dr, Kissimmee, FL 34741

In-unit laundry | Dishwasher | Microwave

4 beds

3 baths

$1,770

House for rent

Description

TOWNHOUSE - FURNISHED OR UNFURNISHED vacation home! 2 story, 4 Bedroom/3 baths, located in the Resort Style community of Venetian Bay in Kissimmee. Full Kitchen • Washer & Dryer • TVs in all bedrooms • Central AC, 1 King • 2 Queen • 2 Twin • Sofa Sleeper, 3 Full bathrooms • Small patio •Amenities: Swimming Pool • Arcade/Game Room • Fitness Center • Jacuzzi/Hot Tub. CLOSE TO ALL SHOPPING and OSCEOLA PARKWAY. NO SMOKING/ SMALL PETS ONLY, NOT MORE THAN 20LBS.. Tenant(s) must get offsite mailbox for mail and packages. Linens, towels, silverware, kitchen goods are NOT include

2726 Miami Ter #B - Photo 1 of 1
3D tour

5d+ ago

Tropical Park house for rent in Kissimmee

2726 Miami Ter #B, Kissimmee, FL 34741

In-unit laundry | Microwave

1 bed

1 bath

$1,250

House for rent

Description

Discover your perfect cozy escape at 2726 Miami Terrace, Unit #B, Kissimmee, FL 34741 – a stylish 1-bedroom, 1-bathroom unit designed for comfort and easy living. Step into a bright, open-concept living space filled with natural light, ideal for relaxing or entertaining. The modern kitchen features sleek countertops, contemporary appliances, and plenty of cabinet space—perfect for whipping up your favorite meals with ease. The spacious bedroom offers a serene retreat with ample closet space, while the updated bathroom adds a touch of elegance with its clean, modern finish

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2434 N John Young Pkwy #6 - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Updated 2 bedroom 2.5 bath in prime Orlando location

2434 N John Young Pkwy #6, Kissimmee, FL 34741

Outdoor space | Air conditioning | Carpet

2 beds

2.5 baths

$1,700

House for rent

Available Jun 17

Description

Property Id: 1384277 Don't miss this beautifully updated 2 bedroom, 2.5-bath townhome offering 1,100 square feet of comfortable living space in a convenient central Orlando location. Property Features: Brand new stainless steel kitchen appliances New energy-efficient windows throughout Spacious two-story floor plan 2 large bedrooms 2 full bathrooms upstairs and 1 half bathroom downstairs Bright and inviting living and dining areas Plenty of natural light Move-in ready Location Perks: Minutes from Downtown Orlando Easy access to I-4, SR-408, and Florida's Turnpike

2482 Temple Grove Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

2482 Temple Grove Ln, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$1,995

House for rent

Available Apr 16

Description

Welcome to this spacious and well-maintained 3-bedroom, 2.5-bathroom two-story corner unit townhome located in Kissimmee, offering a bright and open layout with high ceilings and stylish tile and wood flooring throughout. This pet-friendly home features a fully equipped kitchen, convenient laundry closet with washer and dryer included, and a one-car garage. The remodeled master bathroom includes a stand-in shower, while all bedrooms offer generous walk-in closets. Enjoy a unique second-floor balcony overlooking the main living area, along with a covered patio and large bac

4003 Santa Maria Dr #101 - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Townhouse - Kissimmee, FL

4003 Santa Maria Dr #101, Kissimmee, FL 34741

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$1,900

House for rent

Description

Property Status: Active Welcome to this spacious and well-maintained 4-bedroom, 3-bathroom townhouse style condo in fantastic location close to amusement parks and shopping/restaurants. Resort style living in gated, guarded, community with 4 pools/tennis courts. Kitchen has stainless steel appliances. Office Phone: (954) 332-7121 Copyright © 2026 Miami REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

2219 San Vittorino Cir #104 - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2219 San Vittorino Cir #104, Kissimmee, FL 34741

In-unit laundry | Walk-in closets | Dishwasher

3 beds

2 baths

$1,800

House for rent

Description

Property Status: Pending Beautiful three-bedroom, two-bath, in a well-maintained community offering a variety of amenities for the whole family. This inviting home features a comfortable and functional layout, perfect for everyday living. The community provides a wonderful lifestyle with recreational areas and conveniences designed for residents to enjoy. Ideally located near shopping, dining, schools, and major roads, making it a great place for a family to call home. Schedule your showing today and come see all this community and home have to offer. Office Phone: (407) 9

3134 River Branch Cir - Photo 1 of 1

5d+ ago

Stonefield townhouse for rent in Kissimmee

3134 River Branch Cir, Kissimmee, FL 34741

Outdoor space | Swimming pool | Fitness center

2 beds

2 baths

$2,275

House for rent

Available Sep 19

Description

Now available at 3134 River Branch Cir, Kissimmee in a Gated Community! This well-maintained townhome features 2 bedrooms, 2 bathrooms, and a fully enclosed office/den that can be used as a third bedroom, guest room, nursery, or home office. Enjoy resort-style community amenities, including a pool, fitness center, clubhouse, tennis courts, recreation area, hiking trails, and gated entry. Conveniently located near shopping, dining, schools, major highways, and Orlando attractions. Rent: $2,275/month Security Deposit: One month's rent Application Fee: $75 per adult (non-ref

4010 Santa Maria Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

4010 Santa Maria Dr, Kissimmee, FL 34741

In-unit laundry | Dishwasher | Microwave

4 beds

3 baths

$1,875

House for rent

Description

TOWNHOUSE - FURNISHED vacation home! 2 story, 4 Bedroom/3 baths, located in the GATED Resort Style community of Venetian Bay in Kissimmee. Full Kitchen • Washer & Dryer • TVs in all bedrooms • Central AC, 1 King • 2 Queen • 2 Twin • Sofa Sleeper, 3 Full bathrooms • Small patio •Amenities: Swimming Pool • Arcade/Game Room • Fitness Center • Jacuzzi/Hot Tub. CLOSE TO ALL SHOPPING and OSCEOLA PARKWAY. NO SMOKING/ SMALL PETS ONLY, NOT MORE THAN 20LBS.. Tenant(s) must get offsite mailbox for mail and packages. Linens, towels, silverware, kitchen goods are NOT included. ALL TEN

4000 Santa Maria Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Kissimmee

4000 Santa Maria Dr, Kissimmee, FL 34741

In-unit laundry | Dishwasher | Microwave

4 beds

3 baths

$2,100

House for rent

Description

TOWNHOUSE - FURNISHED vacation home! 2 story, 4 Bedroom/3 baths, located in the Resort Style community of Venetian Bay in Kissimmee. Full Kitchen • Washer & Dryer • TVs in all bedrooms • Central AC, 1 King • 2 Queen • 2 Twin • Sofa Sleeper, 3 Full bathrooms • Small patio •Amenities: Swimming Pool • Arcade/Game Room • Fitness Center • Jacuzzi/Hot Tub. CLOSE TO ALL SHOPPING and OSCEOLA PARKWAY. NO SMOKING/NO PETS PLEASE. Tenant(s) must get offsite mailbox for mail. Packages OK. Linens, towels, silverware, kitchen goods are NOT included. ALL TENANTS Must be approved by HO

Showing 1 - 25 of 25 results
Home > House Rentals in Kissimmee > Cypress Reserve Houses For Rent
Updated: June 23, 2026

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Discover houses for rent in Cypress Reserve, Kissimmee, FL

🌇Available house rentals25 houses
💰Best rent deal2950 Ashland Ln S
🍃With outdoor space
Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
🏠With photos