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Luxury Houses for Rent in Kissimmee, FL

75 rentals

2217 Grand Cayman Ct #1212 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2217 Grand Cayman Ct #1212, Kissimmee, FL 34741

Luxury | Walk-in closets | On-site laundry

1 bed

1 bath

$1,350

House for rent

Available Jan 7

Top amenities
On-Site Laundry
Ocean Course Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

Ocean Course Ave, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,270

House for rent

Top amenities
Air Conditioning
Fitness Center
Furnished
Oven
Swimming Pool
Wi-Fi
4343 Scene Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4343 Scene Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,455

House for rent

Top amenities
Furnished
In-Unit Laundry
Oven
Swimming Pool
TV
Wi-Fi
8939 Shine Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

8939 Shine Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,292

$3,118

Price drop

House for rent

Top amenities
Central Heat
Fitness Center
Furnished
In-Unit Laundry
TV
Wi-Fi
7514 Sunflower Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

7514 Sunflower Cir, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

3 beds

3 baths

$4,527

$4,422

Price drop

House for rent

Top amenities
Air Conditioning
Assigned Parking
Central Heat
Dishwasher
Microwave
TV
810 Pebble Beach Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

810 Pebble Beach Dr, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,207

House for rent

Top amenities
Central Heat
Furnished
In-Unit Laundry
Oven
Swimming Pool
TV

Nearby rental good for eco-living

$1,395

St. Cloud

Nearby rental good for pet owners

4815 Brier Rose Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4815 Brier Rose Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$3,799

House for rent

Top amenities
Central Heat
Dishwasher
Fitness Center
In-Unit Laundry
TV
Wi-Fi
4819 Brier Rose Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4819 Brier Rose Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,032

$3,920

Price drop

House for rent

Top amenities
Assigned Parking
Dishwasher
In-Unit Laundry
Microwave
Swimming Pool
TV
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4471 Scene Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4471 Scene Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,998

House for rent

Top amenities
Assigned Parking
Dishwasher
Fitness Center
In-Unit Laundry
TV
Wi-Fi
4456 Summer Flowers Pl - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4456 Summer Flowers Pl, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

2 baths

$5,382

$4,053

Price drop

House for rent

Top amenities
Assigned Parking
Central Heat
Furnished
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.

$1,350

2217 Grand Cayman Ct #1212

$1,750

2607 Emerald Lake Ct

$1,750

911 W Orange St #911

4383 Scene Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4383 Scene Ln, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

4 beds

3 baths

$5,166

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Oven
TV
Wi-Fi
2194 Fleming Mist Pl - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2194 Fleming Mist Pl, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

4 baths

$4,339

House for rent

Top amenities
Air Conditioning
Fitness Center
Furnished
In-Unit Laundry
Microwave
Swimming Pool
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

$1,192

House for rent

Available Dec 12

Top amenities
Ceiling Fan
Central Heat
In-Unit Laundry
On-Site Laundry
409 W Carroll St - Photo 1 of 1
New construction

39m ago

Luxury Tropical Park house for rent in Kissimmee

House (Detached) - Kissimmee, FL

409 W Carroll St, Kissimmee, FL 34741

Luxury | In-unit laundry | Garage parking

1 bed

1 bath

$1,100

House for rent

Top amenities
In-Unit Laundry
8038 Surf St - Photo 1 of 1

11h ago

Luxury house for rent in Kissimmee

8038 Surf St, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$3,300

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
Swimming Pool
227 Marcello Blvd - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

Affordable Queen Bedroom in Resort Home near Disney | Fully Furnished & All Utilities Included

227 Marcello Blvd, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$950

House for rent

Available Sep 25

Top amenities
Cable
Carpet
Fitness Center
Furnished
In-Unit Laundry
On-Site Laundry
282 Marcello Blvd - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

Cozy Queen Bedroom in Resort Home near Disney - Fully Furnished & All Utilities Included

282 Marcello Blvd, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,050

House for rent

Available Sep 25

Top amenities
Cable
Carpet
Furnished
In-Unit Laundry
Microwave
Swimming Pool
4453 Marcello Blvd - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

Spacious King Room in Resort Home near Disney - Fully Furnished, All Utilities Included

4453 Marcello Blvd, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,100

House for rent

Available Sep 23

Top amenities
Fitness Center
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Swimming Pool
Advertisement
740 Jenkins St - Photo 1 of 1

3d ago

Luxury house for rent in Kissimmee

Fully Furnished Studio with Private Kitchen, Bath & In-Unit Laundry | Kissimmee

740 Jenkins St, Kissimmee, FL 34741

Luxury | In-unit laundry | Outdoor space

1 bed

1 bath

$1,500

$1,100

Price drop

House for rent

Available Jan 15

Top amenities
Air Conditioning
In-Unit Laundry
7456 Stone Creek Trl - Photo 1 of 1

3d ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

7456 Stone Creek Trl, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,897

$2,797

Price drop

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Swimming Pool
2607 Emerald Lake Ct - Photo 1 of 1

3d ago

Luxury house for rent in Kissimmee

House for rent

911 W Orange St #911 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

$1.750 - 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

$1,750

House for rent

Available Dec 11

Top amenities
Air Conditioning
Central Heat
Hardwood Floor
In-Unit Laundry
1940 Blackfoot Trl - Photo 1 of 1

5d+ ago

Luxury Bay Lake Ranch house for rent in Kissimmee

4.8 Acres of Peaceful Country Living With No HOA

1940 Blackfoot Trl, Kissimmee, FL 34771

Luxury | Outdoor space

3 beds

2 baths

$2,700

House for rent

8209 Surf St - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

8209 Surf St, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,250

House for rent

Top amenities
Dishwasher
Furnished
High Ceilings
In-Unit Laundry
Package Service
Swimming Pool
7640 Sir Kaufmann Ct - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

7640 Sir Kaufmann Ct, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$3,500

House for rent

Top amenities
In-Unit Laundry
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

$4,000

House for rent

Available Jan 16

Top amenities
Dishwasher
Furnished
Hardwood Floor
High Ceilings
In-Unit Laundry
Swimming Pool
Advertisement
1401 Sweet Bay Ct - Photo 1 of 1

5d+ ago

Luxury Kissimmee Bay house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

1401 Sweet Bay Ct, Kissimmee, FL 34744

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$3,700

House for rent

Top amenities
Dishwasher
In-Unit Laundry
1545 Wyman Cir #A - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

1545 Wyman Circle - unit...

1545 Wyman Cir #A, Kissimmee, FL 34744

Luxury | Swimming pool | Outdoor space

Studio

1 bath

$2,350

House for rent

Available Feb 1

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

$1,275

House for rent

Top amenities
Dishwasher
In-Unit Laundry
2426 Celebration Blvd - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2426 Celebration Blvd, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$5,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Swimming Pool
4043 Longworth Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Furnished Seasonal Pool Home Minutes from Lake Nona | 3–10 Month Lease

4043 Longworth Loop, Kissimmee, FL 34744

Luxury | Swimming pool | Furnished

2 beds

2 baths

$2,450

House for rent

3121 Arrow Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3121 Arrow Dr, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,100

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
3117 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3117 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
Furnished
In-Unit Laundry
Package Service
Residents Lounge
3016 Parrot Head Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3016 Parrot Head Pl, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

5 beds

6 baths

$6,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
In-Unit Laundry
Advertisement
3703 Dockside Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

3703 Dockside Dr, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

5 beds

5 baths

$4,350

House for rent

Top amenities
Carpet
Ceiling Fan
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
3205 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

3205 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$2,900

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
3329 Schoolhouse Rd #NA - Photo 1 of 1

5d+ ago

Luxury Harmony house for rent in Kissimmee

Live in Harmony!

3329 Schoolhouse Rd #NA, Kissimmee, FL 34773

Luxury | Balcony | Walk-in closets

4 beds

5 baths

$4,000

House for rent

Available Jan 15

Top amenities
Air Conditioning
Dishwasher
Garage Parking
On-Site Laundry
Storage
Swimming Pool
4475 Casablanca Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

This charming beauty home of 1,541 SqFt is located in CASA BELLA sub division within the city

4475 Casablanca Ave, Kissimmee, FL 34746

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$2,700

House for rent

Available Jan 3

Top amenities
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
1910 Goblet Cove St - Photo 1 of 1

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
Fitness Center
Garage Parking
High Ceilings
In-Unit Laundry
8079 Knee Deep Rd - 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 Rd, 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
581 Woodlawn Ter - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

581 Woodlawn Ter, Kissimmee, FL 34744

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,750

House for rent

Top amenities
Fireplace
In-Unit Laundry
2044 Flora Pass Pl - Photo 1 of 1
Age restricted

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2044 Flora Pass Pl, Kissimmee, FL 34747

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,400

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
Advertisement
1985 Estancia Cir - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

1985 Estancia Cir, Kissimmee, FL 34741

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,800

House for rent

Top amenities
In-Unit Laundry
2402 Celebration Blvd - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

2402 Celebration Blvd, Kissimmee, FL 34747

Luxury | Balcony | Walk-in closets

3 beds

2 baths

$4,900

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
2681 Emerald Lake Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

House for rent

2462 Celebration Blvd #2462 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

3 BR, 3 BA in Kissimmee

2462 Celebration Blvd #2462, Kissimmee, FL 34747

Luxury | Walk-in closets | On-site laundry

3 beds

3 baths

$3,950

House for rent

Available Dec 10

Top amenities
On-Site Laundry
8056 Lost Shaker Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

8056 Lost Shaker Ln, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,500

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
Package Service
Swimming Pool
1832 Wimbledon St #1 - Photo 1 of 1

5d+ ago

Luxury Lakeside Estates house for rent in Kissimmee

1832 Wimbledon Street - 1

1832 Wimbledon St #1, Kissimmee, FL 34743

Luxury

3 beds

3 baths

$2,700

House for rent

Available Jan 6

1859 Island Village Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Townhouse - KISSIMMEE, FL

1859 Island Village Way, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,400

House for rent

Top amenities
Carpet
Ceiling Fan
Fitness Center
Garage Parking
Hardwood Floor
In-Unit Laundry
2992 Slough Creek Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Single Family Residence - KISSIMMEE, FL

2992 Slough Creek Dr, Kissimmee, FL 34744

Luxury | In-unit laundry | Garage parking

3 beds

2 baths

$2,650

House for rent

Top amenities
In-Unit Laundry
Advertisement
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Home > House Rentals in Kissimmee > Kissimmee Luxury Houses For Rent
Updated: January 24, 2026

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