Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Houses for Rent in Kissimmee, FL

77 rentals

2151 Cooper Bell Pl - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

House for rent

1908 Summer Serenity Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

1908 Summer Serenity Dr, Kissimmee, FL 34744

Luxury | In-unit laundry | Microwave

3 beds

2 baths

$3,350

House for rent

Top amenities
In-Unit Laundry
2217 Grand Cayman Court #1212 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2217 Grand Cayman Court #1212, Kissimmee, FL 34741

Luxury | Walk-in closets | On-site laundry

1 bed

1 bath

$1,380

House for rent

Available Jan 19

Top amenities
On-Site Laundry
2513 Balmoral Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2513 Balmoral Drive, Kissimmee, FL 34744

Luxury | Balcony | Swimming pool

3 beds

2 baths

$2,650

House for rent

Top amenities
On-Site Management
Swimming Pool
4224 Paragraph Drive - Photo 1 of 1

11h ago

Our team has verified this company

Verified

4224 Paragraph Drive, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,463

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
TV
Wi-Fi
127 Pompano Beach Drive - Photo 1 of 1

11h ago

Our team has verified this company

Verified

127 Pompano Beach Drive, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

3 beds

3 baths

$3,076

House for rent

Top amenities
Central Heat
In-Unit Laundry
Microwave
Swimming Pool
TV
Wi-Fi

Nearby rental good for eco-living

$3,300

8038 Surf Street

Nearby rental good for pet owners

4751 Ormond Beach Way - Photo 1 of 1

11h ago

Our team has verified this company

Verified

4751 Ormond Beach Way, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

3 beds

2 baths

$8,902

House for rent

Top amenities
Dishwasher
Fitness Center
Furnished
Storage
Swimming Pool
Wi-Fi
4710 Sleepy Hollow Drive - Photo 1 of 1

11h ago

Our team has verified this company

Verified

4710 Sleepy Hollow Drive, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

6 beds

5 baths

$6,737

$6,459

Price drop

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Oven
Swimming Pool
Wi-Fi
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
4824 Dedication Street - Photo 1 of 1

11h ago

Our team has verified this company

Verified

4824 Dedication Street, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,599

$4,275

Price drop

House for rent

Top amenities
Central Heat
Dishwasher
Furnished
In-Unit Laundry
Microwave
TV
2644 Reading Trail - Photo 1 of 1

11h ago

Our team has verified this company

Verified

2644 Reading Trail, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

5 beds

4 baths

$6,701

$6,096

Price drop

House for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Swimming Pool
TV
Wi-Fi
Advertisement

Find sweet deals in Kissimmee

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,380

2217 Grand Cayman Court #1212

$1,750

2400 Summerfield Way #2400

$1,345

1225 Bermuda Lakes Lane

$1,750

3132 Skyline Loop

4816 Love Storey Ln - Photo 1 of 1

11h ago

Our team has verified this company

Verified

4816 Love Storey Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,598

House for rent

Top amenities
Central Heat
Fitness Center
Furnished
In-Unit Laundry
Swimming Pool
TV
400 Ocean Course Avenue - Photo 1 of 1

11h ago

Our team has verified this company

Verified

400 Ocean Course Avenue, Kissimmee, FL 33896

Luxury | Balcony | Swimming pool

4 beds

3 baths

$3,848

$3,652

Price drop

House for rent

Top amenities
Central Heat
Dishwasher
In-Unit Laundry
Microwave
Swimming Pool
TV
5023 Windermere Avenue - Photo 1 of 1

11h ago

Our team has verified this company

Verified

5023 Windermere Avenue, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

5 beds

4 baths

$5,114

$4,819

Price drop

House for rent

Top amenities
Central Heat
Dishwasher
Furnished
Swimming Pool
TV
Wi-Fi
810 Pebble Beach Drive - Photo 1 of 1

11h ago

Our team has verified this company

Verified

810 Pebble Beach Drive, Kissimmee, FL 33896

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,162

$4,030

Price drop

House for rent

Top amenities
Central Heat
Fitness Center
Furnished
In-Unit Laundry
Oven
TV
2422 Dubai Street - Photo 1 of 1

11h ago

Our team has verified this company

Verified

2422 Dubai Street, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

5 beds

4 baths

$4,788

$4,502

Price drop

House for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
Furnished
Microwave
TV
3197 Pequod Place - Photo 1 of 1

11h ago

Our team has verified this company

Verified

3197 Pequod Place, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,500

$4,192

Price drop

House for rent

Top amenities
Fitness Center
Furnished
In-Unit Laundry
Oven
Swimming Pool
TV
1535 Carey Palm Circle - Photo 1 of 1

11h ago

Our team has verified this company

Verified

1535 Carey Palm Circle, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

5 beds

4 baths

$4,874

$4,369

Price drop

House for rent

Top amenities
Air Conditioning
Central Heat
Dishwasher
In-Unit Laundry
Residents Lounge
Swimming Pool
2986 Protagonist Street - Photo 1 of 1

11h ago

Our team has verified this company

Verified

2986 Protagonist Street, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,687

$4,404

Price drop

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Oven
Swimming Pool
Wi-Fi
Advertisement
5029 Windermere Avenue - Photo 1 of 1

11h ago

Our team has verified this company

Verified

5029 Windermere Avenue, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$6,500

$5,462

Price drop

House for rent

Top amenities
Air Conditioning
Central Heat
Oven
Swimming Pool
TV
Wi-Fi
509 East Magnolia Street #2 - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Luxury | In-unit laundry | On-site laundry

1 bed

1 bath

$900

House for rent

Available Oct 23

Top amenities
Ceiling Fan
Central Heat
In-Unit Laundry
On-Site Laundry
3125 Simpson Road - Photo 1 of 1

6h ago

Luxury house for rent in Kissimmee

3125 Simpson Road, Kissimmee, FL 34744

Luxury | Storage | Garage parking

Studio

1 bath

$1,100

House for rent

1785 Lisa Lane #1785 - Photo 1 of 1

12h ago

Luxury house for rent in Kissimmee

Single Family Residence - Kissimmee, FL

1785 Lisa Lane #1785, Kissimmee, FL 34744

Luxury | Swimming pool | Garage parking

3 beds

3 baths

$3,500

House for rent

2400 Summerfield Way #2400 - Photo 1 of 1

1d ago

Luxury townhouse for rent in Kissimmee

2 BR, 3 BA in Kissimmee

2400 Summerfield Way #2400, Kissimmee, FL 34741

Luxury | On-site laundry

2 beds

3 baths

$1,750

House for rent

Available Dec 15

Top amenities
On-Site Laundry
2025 Viewfinder Street #2025 - Photo 1 of 1

1d ago

Luxury townhouse for rent in Kissimmee

2 BR, 3 BA in Poinciana

2025 Viewfinder Street #2025, Kissimmee, FL 34758

Luxury | On-site laundry

2 beds

3 baths

$1,800

House for rent

Available Nov 20

Top amenities
On-Site Laundry
1225 Bermuda Lakes Lane - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

House for rent

2995 Skyline Loop #2995 - Photo 1 of 1

3d ago

Luxury townhouse for rent in Kissimmee

2 BR, 3 BA in Poinciana

2995 Skyline Loop #2995, Kissimmee, FL 34758

Luxury | In-unit laundry | On-site laundry

2 beds

3 baths

$1,900

House for rent

Available Nov 12

Top amenities
In-Unit Laundry
On-Site Laundry
Advertisement
3128 Skyline Loop #3128 - Photo 1 of 1

3d ago

Luxury townhouse for rent in Kissimmee

2 BR, 3 BA in Poinciana

3128 Skyline Loop #3128, Kissimmee, FL 34758

Luxury | On-site laundry | Assigned parking

2 beds

3 baths

$1,850

House for rent

Available Nov 24

Top amenities
On-Site Laundry
2990 Salted Rim Road - Photo 1 of 1

4d ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2990 Salted Rim Road, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

4 beds

4 baths

$3,900

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
High Ceilings
In-Unit Laundry
8036 Surf Street - Photo 1 of 1

4d ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8036 Surf Street, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

3 beds

3 baths

$3,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
High Ceilings
In-Unit Laundry
Swimming Pool
8038 Surf Street - Photo 1 of 1

4d ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8038 Surf Street, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,300

House for rent

Top amenities
Ceiling Fan
Fitness Center
In-Unit Laundry
Swimming Pool
1775 Harbor Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

4/2

1775 Harbor Road, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

4 beds

2 baths

$3,750

House for rent

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
On-Site Laundry
Swimming Pool
3006 Bonfire Beach Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

3006 Bonfire Beach Drive, Kissimmee, FL 34746

Luxury | Swimming pool | Carpet

2 beds

2 baths

$1,799

House for rent

3132 Skyline Loop - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3132 Skyline Loop, Kissimmee, FL 34758

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,750

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Swimming Pool
420 West Sumner Street #1 - Photo 1 of 1

5d+ ago

Luxury Beaumont townhouse for rent in Kissimmee

$900 - 1 Bedroom 1 Bathroom in Historic House In Downtown Kissimmee

420 West Sumner Street #1, Kissimmee, FL 34741

Luxury | Balcony | In-unit laundry

1 bed

1 bath

$900

House for rent

Available Dec 1

Top amenities
Hardwood Floor
In-Unit Laundry
Advertisement
2841 Running Brook Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Beautiful 3 Bed/2 Bath Home in Kissimmee - Available 12/02- $2700/mo Section 8 Friendly

2841 Running Brook Cir, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,700

House for rent

Available Dec 2

Top amenities
Carpet
High Ceilings
In-Unit Laundry
5066 Sparkling Water Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

5066 Sparkling Water Way, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,700

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
1796 Tohoqua Boulevard #1796 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

3 BR, 3 BA in Kissimmee

1796 Tohoqua Boulevard #1796, Kissimmee, FL 34744

Luxury | Walk-in closets | In-unit laundry

3 beds

3 baths

$2,700

House for rent

Available Nov 30

Top amenities
In-Unit Laundry
On-Site Laundry
3128 Skyline Loop - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3128 Skyline Loop, Kissimmee, FL 34758

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,850

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Swimming Pool
3135 Enclave Court - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3135 Enclave Court, Kissimmee, FL 34746

Luxury | In-unit laundry | Ceiling fan

2 beds

2 baths

$1,750

House for rent

Top amenities
In-Unit Laundry
2298 Viehman Trail - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2298 Viehman Trail, Kissimmee, FL 34746

Luxury | In-unit laundry | Outdoor space

4 beds

3 baths

$3,800

$3,499

Price drop

House for rent

Top amenities
In-Unit Laundry
8079 Knee Deep Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Beautiful Cottage close to Disney Located at the Margaretaville Resort

8079 Knee Deep Road, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,000

House for rent

Available Nov 20

Top amenities
Cable
Fitness Center
Furnished
In-Unit Laundry
Residents Lounge
Swimming Pool
2025 Viewfinder Street - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2025 Viewfinder Street, Kissimmee, FL 34758

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,800

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Swimming Pool
Advertisement
4715 Cumbrian Lakes Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

4715 Cumbrian Lakes Drive, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$3,500

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
4445 Shiva Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

4445 Shiva Loop, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

1 bed

1 bath

$1,500

$1,200

Price drop

House for rent

Top amenities
Assigned Parking
Dishwasher
In-Unit Laundry
On-Site Laundry
Swimming Pool
8056 Lost Shaker Lane - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8056 Lost Shaker Lane, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,300

House for rent

Top amenities
Ceiling Fan
Fitness Center
In-Unit Laundry
Package Service
1910 Goblet Cove St - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1910 Goblet Cove St, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,800

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
Swimming Pool
2609 Emerald Lake Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

House for rent

2010 Spring Shower Circle - Photo 1 of 1
Age restricted

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2010 Spring Shower Circle, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$2,950

House for rent

Top amenities
Ceiling Fan
8049 Dreamsicle Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8049 Dreamsicle Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,300

House for rent

Top amenities
Ceiling Fan
EV Charging
Fitness Center
In-Unit Laundry
Package Service
Swimming Pool
3786 Eagle Isle Court - Photo 1 of 1

5d+ ago

Luxury Bellalago house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3786 Eagle Isle Court, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,795

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Advertisement
Showing 1 - 50 of 77 results
Next
Home > House Rentals in Kissimmee > Kissimmee Luxury Houses For Rent
Updated: December 9, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Kissimmee, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover luxury Kissimmee, FL houses for rent

🌇Available luxury house rentals77 houses
⭐Popular amenities, ,
❄️With air conditioning
🏠With photos