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Luxury Houses for Rent in Kissimmee, FL

109 rentals

1629 Sunburst Way - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1629 Sunburst Way, Kissimmee, FL 34744

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$3,020

House for rent

Available May 25

Top amenities
Ceiling Fan
4307 Bayside Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

4307 Bayside Dr, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,440

House for rent

Available Apr 15

Top amenities
Garage Parking
Swimming Pool
3391 Marshfield Preserve Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3391 Marshfield Preserve Way, Kissimmee, FL 34746

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,575

House for rent

Available Jun 19

Top amenities
High Ceilings
On-Site Laundry
2057 Bearing Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2057 Bearing Ln, Kissimmee, FL 34744

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,610

House for rent

Available May 19

Top amenities
High Ceilings
On-Site Laundry
1228 Spokane Pt - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1228 Spokane Pt, Kissimmee, FL 34741

Luxury | Balcony | Swimming pool

3 beds

2 baths

$2,650

$2,520

Price drop

House for rent

Available May 18

Top amenities
On-Site Laundry
On-Site Management
2841 Picadilly Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2841 Picadilly Cir, Kissimmee, FL 34747

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,840

$2,630

Price drop

House for rent

Available Jun 15

Top amenities
On-Site Laundry
On-Site Management

Nearby rental good for eco-living

$4,200

8859 Geneve Ct

Nearby rental good for pet owners

$5,413

4804 Lullaby Ln

2409 Brookside Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2409 Brookside Ave, Kissimmee, FL 34744

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,825

House for rent

Available Jun 15

Top amenities
On-Site Laundry
On-Site Management
1240 Spokane Pt - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1240 Spokane Pt, Kissimmee, FL 34741

Luxury | Balcony | Swimming pool

3 beds

2 baths

$2,480

House for rent

Available Jun 17

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
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3019 Ballad Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3019 Ballad Rd, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

2.5 baths

$3,415

House for rent

Available Jun 16

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
2653 Dixie Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2653 Dixie Ln Kissimmee, FL 34744

2653 Dixie Ln, Kissimmee, FL 34744

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,545

House for rent

Available Apr 14

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

$1,375

2960 Salted Rim Rd

$1,950

1724 Barton Towne Cir

$1,800

1784 Barton Towne Cir

$2,100

5300 Sunset Canyon Dr

4804 Lullaby Ln - Photo 1 of 1

2d ago

Our team has verified this company

Verified

4804 Lullaby Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,413

House for rent

Top amenities
Central Heat
Furnished
In-Unit Laundry
Microwave
TV
Wi-Fi
1248 1248 Challenge Drive - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1248 1248 Challenge Drive, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,260

$3,802

Price drop

House for rent

Top amenities
Air Conditioning
Fitness Center
Microwave
Oven
TV
Wi-Fi
5029 Windermere Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

5029 Windermere Ave, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$3,411

$3,222

Price drop

House for rent

Top amenities
Air Conditioning
Assigned Parking
In-Unit Laundry
Microwave
Swimming Pool
TV
5354 Diplomat Ct - Photo 1 of 1

3d ago

Our team has verified this company

Verified

5354 Diplomat Ct, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,428

House for rent

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Oven
TV
Wi-Fi
911 W Orange St #911 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

$1.800 - 2 Bedroom 2 Bathroom Townhouse In Kissimmee With Great Amenities

911 W Orange St #911, Kissimmee, FL 34741

Luxury | In-unit laundry | Outdoor space

2 beds

2 baths

$1,800

House for rent

Available Mar 13

Top amenities
Air Conditioning
Central Heat
Hardwood Floor
In-Unit Laundry
5020 W Irlo Bronson Memorial Hwy - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

5020 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

Luxury | Assigned parking | Elevator

Studio

1 bath

$799

House for rent

2508 Hassonite St - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

2508 Hassonite St, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

2 beds

2.5 baths

$1,900

House for rent

Top amenities
On-Site Laundry
Storage
2329 Pine Tree Ct - Photo 1 of 1

9h ago

Luxury house for rent in Kissimmee

2329 Pine Tree Ct, Kissimmee, FL 34744

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,480

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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2339 Neptune Rd #A - Photo 1 of 1

22h ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2339 Neptune Rd #A, Kissimmee, FL 34744

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$3,699

House for rent

Top amenities
Ceiling Fan
Hardwood Floor
In-Unit Laundry
2348 Cordova Ct #1 - Photo 1 of 1

1d ago

Luxury Lakeside Estates house for rent in Kissimmee

2348 Cordova Ct #1, Kissimmee, FL 34743

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,500

House for rent

Available Oct 21

Top amenities
Air Conditioning
Central Heat
Controlled Access
In-Unit Laundry
Microwave
Sandy Shore Ln #3109 - Photo 1 of 1

1d ago

Luxury townhouse for rent in Kissimmee

$1,800 - 2 Bedroom 2 Bathroom Townhouse In Kissimmee With Great Amenities

Sandy Shore Ln #3109, Kissimmee, FL 34743

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,800

House for rent

Available Jun 15

Top amenities
In-Unit Laundry
On-Site Management
Storage
1515 Oak Hill Trl - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

SINGLE_FAMILY - Kissimmee, FL

1515 Oak Hill Trl, Kissimmee, FL 34747

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$20,800

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
On-Site Laundry
4213 Patterson Cv #1 - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

4213 Patterson Cv - 1

4213 Patterson Cv #1, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,490

House for rent

Available Mar 18

Top amenities
In-Unit Laundry
Microwave
Swimming Pool
2623 Emerald Lake Ct - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

House for rent

2683 Amati Dr #NA - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

$4,500 - 5 Bedroom 4 Bathroom House In Kissimmee With Great Amenities $4,500 - 5 Bedroom 4 Bathroom House In Kissimmee With Great Amenities

2683 Amati Dr #NA, Kissimmee, FL 34741

Luxury | In-unit laundry | Outdoor space

5 beds

4 baths

$4,500

House for rent

Available Jul 1

Top amenities
Air Conditioning
Central Heat
Garage Parking
Hardwood Floor
In-Unit Laundry
Storage
215 Strathmore Cir - Photo 1 of 1

3d ago

Luxury Remington house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

215 Strathmore Cir, Kissimmee, FL 34744

Luxury | Swimming pool | In-unit laundry

4 beds

4 baths

$3,500

House for rent

Top amenities
Fireplace
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
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1763 Lee Janzen Dr - Photo 1 of 1

3d ago

Luxury Kissimmee Bay house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1763 Lee Janzen Dr, Kissimmee, FL 34744

Luxury | Balcony | Swimming pool

4 beds

3.5 baths

$3,950

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
640 Chadbury Way - Photo 1 of 1

4d ago

Luxury Remington house for rent in Kissimmee

Residential, Other - Kissimmee, FL

640 Chadbury Way, Kissimmee, FL 34744

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,650

House for rent

408 Finley Ave - Photo 1 of 1

4d ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

408 Finley Ave, Kissimmee, FL 34741

Luxury | In-unit laundry | On-site laundry

3 beds

1.5 baths

$2,900

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
751 Country Woods Cir - Photo 1 of 1

4d ago

Luxury house for rent in Kissimmee

751 Country Woods Cir, Kissimmee, FL 34744

Luxury | Swimming pool | Outdoor space

3 beds

2 baths

$2,800

House for rent

Available May 10

Top amenities
On-Site Management
3003 White Orchid Rd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

3003 White Orchid Rd, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,950

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
Residents Lounge
Swimming Pool
2967 Castaway Lane #2967 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Welcome to your dream retreat!

2967 Castaway Lane #2967, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,000

House for rent

Available Jun 2

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
In-Unit Laundry
Swimming Pool
1422 Anchor Bend Way - Photo 1 of 1
New construction

5d+ ago

Luxury Bellalago townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

1422 Anchor Bend Way, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,450

House for rent

Top amenities
Ceiling Fan
Dishwasher
Furnished
Garage Parking
In-Unit Laundry
Swimming Pool
1186 Seaside Mist Trl #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

1186 Seaside Mist Trl #1, Kissimmee, FL 34747

Luxury | Garage parking | On-site management

3 beds

2.5 baths

$2,500

House for rent

Available Jun 5

Top amenities
On-Site Management
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509 E Magnolia St - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

SINGLE_FAMILY - Kissimmee, FL

509 E Magnolia St, Kissimmee, FL 34744

Luxury | In-unit laundry | Carpet

1 bed

1 bath

$1,083

House for rent

Top amenities
In-Unit Laundry
3549 Maple Ridge Loop - Photo 1 of 1

5d+ ago

Luxury Weston Reserve house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3549 Maple Ridge Loop, Kissimmee, FL 34741

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
2875 Bay Ave #1 - Photo 1 of 1

5d+ ago

Luxury Marydia house for rent in Kissimmee

2875 Bay Avenue - 1

2875 Bay Ave #1, Kissimmee, FL 34744

Luxury

2 beds

2 baths

$1,950

House for rent

Available May 1

2651 Autumn Creek Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2651 Autumn Creek Cir, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$3,500

House for rent

4555 Cypress Cay Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

4555 Cypress Cay Way, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

3 beds

2.5 baths

$2,495

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
3077 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3077 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,590

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
1540 Oak Hill Trl - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

1540 Oak Hill Trl

1540 Oak Hill Trl, Kissimmee, FL 34747

Luxury | Swimming pool | Outdoor space

3 beds

2 baths

$2,620

House for rent

4760 Lake Cecile Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

3 Bedroom Home with Work Space, BBQ Grill and Movie Room

4760 Lake Cecile Dr, Kissimmee, FL 34746

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$3,500

$3,000

Price drop

House for rent

Available Jul 10

Top amenities
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
Advertisement
3369 Tranquil Trl - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3369 Tranquil Trl, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,700

House for rent

Top amenities
Assigned Parking
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
2918 Theme St - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

2918 Theme St, Kissimmee, FL 34746

Luxury | In-unit laundry

3 beds

2.5 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
1598 Whitewood Ct - Photo 1 of 1
Age restricted
3D tour

5d+ ago

Luxury house for rent in Kissimmee

1598 Whitewood Ct, Kissimmee, FL 34747

Luxury | In-unit laundry | Dishwasher

3 beds

2 baths

$2,650

House for rent

Top amenities
In-Unit Laundry
1445 Sophie Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1445 Sophie Way, Kissimmee, FL 34744

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,650

House for rent

Top amenities
Garage Parking
Swimming Pool
8037 Lost Shaker Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8037 Lost Shaker Ln, 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
Residents Lounge
Swimming Pool
4684 Cumbrian Lakes Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

4684 Cumbrian Lakes Drive, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$3,750

House for rent

Available Jan 16

Top amenities
Air Conditioning
Ceiling Fan
Central Heat
Garage Parking
Swimming Pool
Wheelchair Accessible
1203 N Lavon Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

House for rent

2092 Cross Prairie Pkwy - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2092 Cross Prairie Pkwy, Kissimmee, FL 34744

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Storage
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Home > House Rentals in Kissimmee > Kissimmee Luxury Houses For Rent
Updated: April 26, 2026

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Discover luxury Kissimmee, FL houses for rent

🌇Available luxury house rentals109 houses
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