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Luxury Houses for Rent in Kissimmee, FL

114 rentals

Gatsby St - Photo 1 of 1

15h ago

Our team has verified this company

Verified

Gatsby St, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$19,120

House for rent

Top amenities
Air Conditioning
Dishwasher
Fitness Center
Residents Lounge
Swimming Pool
Wi-Fi
Oyster Ln - Photo 1 of 1

15h ago

Our team has verified this company

Verified

Oyster Ln, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$3,350

House for rent

Top amenities
Air Conditioning
Business Center
EV Charging
Fitness Center
On-Site Laundry
Oven
Windermere Ave - Photo 1 of 1

15h ago

Our team has verified this company

Verified

Windermere Ave, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,070

House for rent

Top amenities
Air Conditioning
Fitness Center
Furnished
On-Site Laundry
Private Pool
Wi-Fi
Cabot Cliffs Dr - Photo 1 of 1

15h ago

Our team has verified this company

Verified

Cabot Cliffs Dr, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

5 beds

4 baths

$4,420

House for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
On-Site Laundry
Swimming Pool
Wi-Fi
San Vittorino Cir - Photo 1 of 1

15h ago

Our team has verified this company

Verified

San Vittorino Cir, Kissimmee, FL 34741

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,470

House for rent

Top amenities
Dishwasher
Fitness Center
Microwave
On-Site Laundry
Oven
Wi-Fi
2147 Marisol Loop - Photo 1 of 1

2d ago

Our team has verified this company

Verified

2147 Marisol Loop, Kissimmee, FL 34743

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,490

House for rent

Available Sep 15

Top amenities
Garage Parking
On-Site Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

Nearby rental good for social life

4430 Philadelphia Cir - Photo 1 of 1

2d ago

Our team has verified this company

Verified

4430 Philadelphia Cir, Kissimmee, FL 34746

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,775

$2,610

Price drop

House for rent

Available Aug 24

Top amenities
Ceiling Fan
On-Site Laundry
2754 Monticello Way - Photo 1 of 1

3d ago

Our team has verified this company

Verified

2754 Monticello Way Kissimmee, FL 34741

2754 Monticello Way, Kissimmee, FL 34741

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,530

House for rent

Available Sep 5

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2428 Timothy Ln - Photo 1 of 1

3d ago

Our team has verified this company

Verified

2428 Timothy Ln, Kissimmee, FL 34743

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,485

House for rent

Available Aug 16

Top amenities
Ceiling Fan
On-Site Laundry
2957 Conner Ln - Photo 1 of 1

3d ago

Our team has verified this company

Verified

2957 Conner Ln, Kissimmee, FL 34741

Luxury | Walk-in closets | High ceilings

3 beds

2 baths

$2,540

House for rent

Available Aug 28

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

$4,420

Cabot Cliffs Dr

$1,650

4108 Flying Fortress Ave #1

$1,500

2156 Merrybells Dr

$1,800

2701 Holiday Woods Dr

2758 Red Horse Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2758 Red Horse Dr, Kissimmee, FL 34744

Luxury | Swimming pool | On-site management

3 beds

2 baths

$2,785

House for rent

Top amenities
On-Site Management
2429 Franklin Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,670

House for rent

Available Oct 6

Top amenities
Garage Parking
3173 Armstrong Spring Dr - Photo 1 of 1
New construction

10h ago

Luxury house for rent in Kissimmee

3173 Armstrong Spring Dr, Kissimmee, FL 34744

Luxury | Swimming pool | In-unit laundry

4 beds

2 baths

$4,300

House for rent

Top amenities
Carpet
In-Unit Laundry
Swimming Pool
1901 Fulfillment Dr - Photo 1 of 1
New construction

20h ago

Luxury townhouse for rent in Kissimmee

1901 Fulfillment Dr, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
3135 Enclave Ct - Photo 1 of 1

20h ago

Luxury townhouse for rent in Kissimmee

3135 Enclave Ct, Kissimmee, FL 34746

Luxury | In-unit laundry | Ceiling fan

2 beds

2 baths

$1,900

House for rent

Top amenities
In-Unit Laundry
2690 Sample St #A - Photo 1 of 1

22h ago

Luxury house for rent in Kissimmee

2690 Sample St #A, Kissimmee, FL 34744

Luxury | Microwave

2 beds

2 baths

$1,900

House for rent

Available Sep 4

2841 Running Brook Cir - Photo 1 of 1

1d ago

Luxury house for rent in Kissimmee

2841 Running Brook Cir, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,700

House for rent

Available Sep 8

Top amenities
Carpet
High Ceilings
In-Unit Laundry
2759 Pleasant Cypress Cir - Photo 1 of 1

1d ago

Luxury townhouse for rent in Kissimmee

2759 Pleasant Cypress Cir, Kissimmee, FL 34741

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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2518 Nouveau Way - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

2518 Nouveau Way, Kissimmee, FL 34741

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,950

$2,650

Price drop

House for rent

Available Sep 1

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Management
Storage
1133 Grand Hammock Ct - Photo 1 of 1
New construction

2d ago

Luxury house for rent in Kissimmee

Luxury | Swimming pool | Outdoor space

4 beds

2 baths

$3,500

House for rent

4108 Flying Fortress Ave #1 - Photo 1 of 1

2d ago

Luxury townhouse for rent in Kissimmee

4108 Flying Fortress Ave - 1

4108 Flying Fortress Ave #1, Kissimmee, FL 34741

Luxury

2 beds

2 baths

$1,650

House for rent

Available Jun 6

2431 Marcasite Loop - Photo 1 of 1

3d ago

Luxury Lakeside Estates house for rent in Kissimmee

2431 Marcasite Loop, Kissimmee, FL 34743

Luxury | Swimming pool | Concierge service

3 beds

2 baths

$2,499

House for rent

Available Sep 1

3306 Sandy Shore Ln - Photo 1 of 1

3d ago

Luxury townhouse for rent in Kissimmee

3306 Sandy Shore Ln, Kissimmee, FL 34743

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,900

House for rent

Top amenities
Dishwasher
In-Unit Laundry
3813 Golden Knot Dr - Photo 1 of 1

5d+ ago

Luxury Bellalago house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3813 Golden Knot Dr, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,495

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
2634 Gold Dust Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2634 Gold Dust Cir, Kissimmee, FL 34744

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,900

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
4570 Gadwall Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

4570 Gadwall Dr, Kissimmee, FL 34744

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,600

House for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
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7055 Big Bend Dr - Photo 1 of 1

5d+ ago

Luxury Bay Lake Ranch house for rent in Kissimmee

Single Family Residence - ST CLOUD, FL

7055 Big Bend Dr, Kissimmee, FL 34771

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,800

House for rent

Top amenities
Carpet
Dishwasher
Fireplace
Garage Parking
On-Site Laundry
Storage
4721 Tribute Trl - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

4721 Tribute Trl, Kissimmee, FL 34746

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,700

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
On-Site Laundry
7820 Laurel Oak Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

7820 Laurel Oak Ln, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,000

$2,800

Price drop

House for rent

Top amenities
Furnished
High Ceilings
In-Unit Laundry
On-Site Management
Swimming Pool
2381 Silver Palm Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

2381 Silver Palm Dr, Kissimmee, FL 34747

Luxury | Swimming pool | In-unit laundry

3 beds

3 baths

$3,200

House for rent

Top amenities
In-Unit Laundry
8014 Knee Deep Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8014 Knee Deep Rd, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

4 baths

$4,800

House for rent

Top amenities
Dishwasher
Furnished
High Ceilings
In-Unit Laundry
Package Service
3001 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3001 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,100

House for rent

Top amenities
Ceiling Fan
Furnished
High Ceilings
In-Unit Laundry
2647 Horseshoe Bay Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2647 Horseshoe Bay Dr, Kissimmee, FL 34741

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,350

$2,250

Price drop

House for rent

Top amenities
In-Unit Laundry
2825 Newcombe Ln - Photo 1 of 1

5d+ ago

Luxury Tropical Park house for rent in Kissimmee

2825 Newcombe Ln, Kissimmee, FL 34741

Luxury

2 beds

2 baths

$1,750

House for rent

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3120 Paradox Cir #202 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Condominium - KISSIMMEE, FL

3120 Paradox Cir #202, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$2,400

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
8061 Lost Shaker Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

8061 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
High Ceilings
In-Unit Laundry
Residents Lounge
2598 Chatham Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

2598 Chatham Cir, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,800

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
4452 Philadelphia Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

4452 Philadelphia Cir, Kissimmee, FL 34746

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,550

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
3813 Golden Knot Dr #NA - Photo 1 of 1

5d+ ago

Luxury Bellalago house for rent in Kissimmee

$2,495 - Resort Style Living. Beautiful 3 bedroom/3 bathroom with a large gameroom/loft in Kissimmee FL (Bellalago)

3813 Golden Knot Dr #NA, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,600

$2,495

Price drop

House for rent

Available Sep 20

Top amenities
Assigned Parking
Central Heat
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
911 W Orange St #911 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

$1,840 - 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

$1,840

House for rent

Available Aug 1

Top amenities
Air Conditioning
Central Heat
Hardwood Floor
In-Unit Laundry
1648 Oak Hill Trl - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1648 Oak Hill Trl, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,500

House for rent

Top amenities
Furnished
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
6935 Beargrass Rd - Photo 1 of 1

5d+ ago

Luxury Harmony house for rent in Kissimmee

6935 Beargrass Rd, Kissimmee, FL 34773

Luxury | Swimming pool | Outdoor space

2 beds

2 baths

$1,895

House for rent

Top amenities
Swimming Pool
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2922 Theme St - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

2922 Theme St, Kissimmee, FL 34746

Luxury | In-unit laundry

3 beds

2 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
2156 Merrybells Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2156 Merrybells Dr, Kissimmee, FL 34746

Luxury | In-unit laundry | Garage parking

1 bed

1 bath

$1,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
2379 Silver Palm Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2379 Silver Palm Dr, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
3405 Tranquil Trl - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3405 Tranquil Trl, Kissimmee, FL 34747

Luxury | In-unit laundry | Furnished

3 beds

3 baths

$2,700

House for rent

Top amenities
In-Unit Laundry
3320 Mt Vernon Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3320 Mt Vernon Way, Kissimmee, FL 34741

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,900

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Storage
4571 Ada Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

4571 Ada Ln, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,550

House for rent

Top amenities
Ceiling Fan
Furnished
In-Unit Laundry
On-Site Laundry
Swimming Pool
2989 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2989 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$2,900

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
8028 Surf St - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8028 Surf St, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,200

House for rent

Top amenities
High Ceilings
In-Unit Laundry
Residents Lounge
Swimming Pool
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Home > House Rentals in Kissimmee > Kissimmee Luxury Houses For Rent
Updated: September 6, 2025

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Discover luxury Kissimmee, FL houses for rent

🌇Available luxury house rentals114 houses
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