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Luxury Houses for Rent in Kissimmee, FL

117 rentals available

2982 White Cedar Cir - Photo 1 of 1

3d ago

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Verified

2982 White Cedar Cir, Kissimmee, FL 34741

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,460

Price dropped $100Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
3224 Hunters Chase Loop - Photo 1 of 1

4d ago

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Verified

3224 Hunters Chase Loop, Kissimmee, FL 34743

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,430

Price dropped $300Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
2412 Riverbank Cv - Photo 1 of 1

2d ago

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Verified

2412 Riverbank Cv, Kissimmee, FL 34741

Luxury | Balcony | Swimming pool

3 beds

2.5 baths

$2,801

Price dropped $120Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
1267 Ponca Rd - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1267 Ponca Rd, Kissimmee, FL 34741

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,571

Price dropped $130Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
7017 Buttonbush Loop - Photo 1 of 1

4d ago

Our team has verified this company

Verified

7017 Buttonbush Loop Harmony, FL 34773

7017 Buttonbush Loop, Kissimmee, FL 34773

Luxury | In-unit laundry | Outdoor space

3 beds

2.5 baths

$2,510

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
1615 Isleta Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1615 Isleta Loop, Kissimmee, FL 34741

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,631

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.

Nearby rental good for eco-living

$2,690

Remington

Nearby rental good for pet owners

$3,087

2772 Sun Key Pl

1197 Spokane Pt - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1197 Spokane Pt, Kissimmee, FL 34741

Luxury | Balcony | Swimming pool

3 beds

2 baths

$2,461

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
1624 Mohegan Blvd - Photo 1 of 1
3D tour

5d+ ago

Our team has verified this company

Verified

HERITAGE RUN

1624 Mohegan Blvd, Kissimmee, FL 34744

Luxury | Walk-in closets | In-unit laundry

2 beds

2.5 baths

$1,900

Price dropped $200Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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139 Pompano Beach Dr - Photo 1 of 1

1d ago

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Verified

139 Pompano Beach Dr, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$4,724

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
8565 Crystal Cove Loop - Photo 1 of 1

1d ago

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Verified

8565 Crystal Cove Loop, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$4,141

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
101 Pompano Beach Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

101 Pompano Beach Dr, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,296

Price dropped $1,145Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Find sweet deals in Kissimmee

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

$1,250

2726 Miami Ter #B

$2,520

14308 Verano Dr

$2,345

2716 Patrician Cir

$2,305

2730 Star Grass Cir

5366 Diplomat Ct - Photo 1 of 1

1d ago

Our team has verified this company

Verified

5366 Diplomat Ct, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$4,463

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2681 Scrapbook St - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2681 Scrapbook St, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$5,474

Price dropped $849Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2934 Buccaneer Palm Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2934 Buccaneer Palm Rd, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

6 beds

5 baths

$9,184

Price dropped $257Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
4900 Clock Tower Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

4900 Clock Tower Dr, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,847

Price dropped $975Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
8937 Candy Palm Rd - Photo 1 of 1

2d ago

Our team has verified this company

Verified

8937 Candy Palm Rd, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,813

Price dropped $1,428Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
5029 Windermere Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

5029 Windermere Ave, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$7,331

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
3083 Tom Sawyer Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

3083 Tom Sawyer Dr, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$5,188

Price dropped $174Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2752 Corvette Ln - Photo 1 of 1

4d ago

Our team has verified this company

Verified

2752 Corvette Ln, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$5,752

Price dropped $697Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
3221 Tranquil Trl - Photo 1 of 1

4d ago

Our team has verified this company

Verified

3221 Tranquil Trl, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$4,662

Price dropped $711Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
4572 Ada Ln - Photo 1 of 1

4d ago

Our team has verified this company

Verified

4572 Ada Ln, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,927

Price dropped $635Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2753 Sun Key Pl - Photo 1 of 1

4d ago

Our team has verified this company

Verified

2753 Sun Key Pl, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,570

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
3132 Caribbean Soul Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3132 Caribbean Soul Dr, Kissimmee, FL 34747

Luxury | Balcony | Garden

4 beds

2 baths

$5,074

Price dropped $1,829Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2544 Renshaw St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2544 Renshaw St, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

3 beds

3 baths

$4,706

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2772 Sun Key Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2772 Sun Key Pl, Kissimmee, FL 34747

Luxury | Balcony | Swimming pool

3 beds

2.5 baths

$3,087

Price dropped $968Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1248 1248 Challenge Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1248 1248 Challenge Drive, Kissimmee, FL 34747

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,621

Price dropped $216Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
4831 Coral Castle Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4831 Coral Castle Dr, Kissimmee, FL 34746

Luxury | Balcony | Swimming pool

3 beds

2 baths

$15,223

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2726 Miami Ter #B - Photo 1 of 1
3D tour

5d+ ago

Luxury Tropical Park house for rent in Kissimmee

2726 Miami Ter #B, Kissimmee, FL 34741

Luxury | In-unit laundry | Microwave

1 bed

1 bath

$1,250

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
3133 Enclave Ct - Photo 1 of 1

11h ago

Luxury townhouse for rent in Kissimmee

3133 Enclave Ct, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

2 beds

2.5 baths

$1,650

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
268 Old Mill Cir - Photo 1 of 1

2d ago

Luxury house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

268 Old Mill Cir, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,490

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2817 Maguire Dr #MAIN - Photo 1 of 1

2d ago

Luxury Cypress Reserve house for rent in Kissimmee

2817 Maguire Dr #MAIN, Kissimmee, FL 34741

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,580

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
1814 Paradise Dr - Photo 1 of 1

3d ago

Luxury house for rent in Kissimmee

Residential, Kissimmee, FL

1814 Paradise Dr, Kissimmee, FL 34741

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2615 Buena View Rd - Photo 1 of 1

3d ago

Luxury townhouse for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2615 Buena View Rd, Kissimmee, FL 34746

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,700

Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1540 Oak Hill Trl - Photo 1 of 1
Rent special

3d 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

$2,646

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
4580 Storytelling Way - Photo 1 of 1

3d ago

Luxury house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

4580 Storytelling Way, Kissimmee, FL 34746

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,700

Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2613 Broadwing St - Photo 1 of 1
New construction

4d ago

Luxury house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2613 Broadwing St, Kissimmee, FL 34746

Luxury | Swimming pool | In-unit laundry

3 beds

3 baths

$2,790

Price dropped $160Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2540 Winners Cir - Photo 1 of 1

4d ago

Luxury house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2540 Winners Cir, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

4 beds

4.5 baths

$4,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1034 Chalcedony St #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

$1,850 - 2 Bedroom 3 Bathroom House In Kissimmee With Great Amenities

1034 Chalcedony St #NA, Kissimmee, FL 34744

Luxury | Garage parking | Air conditioning

2 beds

3 baths

$1,700

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
2441 Brookside Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

Residential Lease, Kissimmee, FL

2441 Brookside Ave, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,800

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
5350 Topeka Ave - Photo 1 of 1

5d+ ago

Luxury Canaveral Acres house for rent in Kissimmee

Residential, St Cloud, FL

5350 Topeka Ave, Kissimmee, FL 34773

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$3,300

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
7456 Stone Creek Trl - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

7456 Stone Creek Trl, Kissimmee, FL 34747

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,400

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1565 The Oaks Blvd - Photo 1 of 1

5d+ ago

Luxury The Oaks house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

1565 The Oaks Blvd, Kissimmee, FL 34746

Luxury | Walk-in closets | On-site laundry

3 beds

2.5 baths

$2,600

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
4796 Coral Castle Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

4796 Coral Castle Dr, Kissimmee, FL 34746

Luxury | Swimming pool | Fitness center

3 beds

2.5 baths

$2,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
411 Lesesne St #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Kissimmee

$2,500 - 3 Bedroom 1 Bathroom House In Kissimmee

411 Lesesne St #NA, Kissimmee, FL 34744

Luxury | In-unit laundry | Outdoor space

3 beds

1 bath

$2,500

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
142 Harwood Cir - Photo 1 of 1

5d+ ago

Luxury Remington house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

142 Harwood Cir, Kissimmee, FL 34744

Luxury | Swimming pool | In-unit laundry

4 beds

2 baths

$3,300

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2958 Conner Ln - Photo 1 of 1

5d+ ago

Luxury Cypress Reserve house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2958 Conner Ln, Kissimmee, FL 34741

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,495

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
5450 Paradise Cay Cir #3 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

5450 Paradise Cay Circle Kissimmee, FL 34746 - 3

5450 Paradise Cay Cir #3, Kissimmee, FL 34746

Luxury

2 beds

2.5 baths

$1,995

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1848 Spring Shower Cir - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

1848 Spring Shower Cir, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,995

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2609 Mill Run Blvd - Photo 1 of 1

5d+ ago

Luxury Mill Run house for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2609 Mill Run Blvd, Kissimmee, FL 34744

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,450

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
2580 Broadwing St - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Kissimmee

Residential Lease, KISSIMMEE, FL

2580 Broadwing St, Kissimmee, FL 34746

Luxury | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Showing 1 - 50 of 117 results
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Updated: October 24, 2026

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Discover luxury Kissimmee, FL houses for rent

🌇Available luxury house rentals117 houses
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