31 Houses for Rent in Southwest Orlando - Kissimmee with a Swimming Pool

2632 Tranquility Way

2632 Tranquility Way, Kissimmee, FL 34746
1 / 5
$4,300

6 Beds, 5 Baths, 2,874 sq ft

Pool Furnished Fitness Center

(321) 306-4981
123 Seneca Point Trail

123 Seneca Point Trail, Kissimmee, FL 34746
1 / 5
$2,085

3 Beds, 2 Baths, 1,214 sq ft

Pool

(407) 284-4494
829 W Birchwood Cir

829 W Birchwood Cir, Kissimmee, FL 34743
1 / 5
$2,340

3 Beds, 2 Baths, 1,709 sq ft

Pets Allowed Pool Patio Yard Fenced Lot

(833) 252-8444
2650 Santosh Cove

2650 Santosh Cove, Kissimmee, FL 34746
1 / 5
$3,900

5 Beds, 4.5 Baths, 2,806 sq ft

Pool Furnished Fireplace Playground Smoke Free Deck Fitness Center

(407) 729-3006
112 Madiera Beach Blvd

112 Madiera Beach Blvd, Kissimmee, FL 34746
1 / 5
$4,200

7 Beds, 4.5 Baths, 2,834 sq ft

Pets Allowed Pool Furnished

(407) 272-6986
4631 Osceola Point Trail

4631 Osceola Point Trail, Kissimmee, FL 34746
1 / 5
$2,100

3 Beds, 2 Baths, 1,228 sq ft

Pets Allowed Pool

(689) 206-2433
4700 Prairie Point Blvd

4700 Prairie Point Blvd, Kissimmee, FL 34746
1 / 5
$2,800

4 Beds, 2 Baths, 1,740 sq ft

Pool Furnished

(407) 766-2615
2673 Calistoga Ave

2673 Calistoga Ave, Kissimmee, FL 34741
1 / 5
$4,000

5 Beds, 5 Baths, 3,067 sq ft

Pets Allowed Pool Furnished

(407) 837-6981
2430 Sable Dr

2430 Sable Dr, Kissimmee, FL 34744
1 / 5
$2,150

2 Beds, 2 Baths, 1,120 sq ft

Pool

(407) 242-7892
3021 Jardin St

3021 Jardin St, Kissimmee, FL 34741
1 / 5
$1,400

1 Bed, 1 Bath, 600 sq ft

Pool Gated Fireplace Playground Smoke Free Fitness Center Clubhouse

(407) 930-3530
4815 Pliny Ct

4815 Pliny Ct, Kissimmee, FL 34746
1 / 5
$1,900

3 Beds, 2 Baths, 1,299 sq ft

Pets Allowed Pool

(407) 569-8899
1071 Marcello Blvd

1071 Marcello Blvd, Kissimmee, FL 34746
1 / 5
$4,400

6 Beds, 5.5 Baths, 3,512 sq ft

Pool Furnished

(407) 701-4034
3181 Bear Path

3181 Bear Path, Kissimmee, FL 34746
1 / 5
$2,600

3 Beds, 2 Baths, 1,377 sq ft

Pets Allowed Pool Furnished

(786) 856-0610
4535 Narrative Ln

4535 Narrative Ln, Kissimmee, FL 34746
1 / 5
$4,800

9 Beds, 5 Baths, 4,289 sq ft

Pool Furnished

(407) 408-8841
2598 Chatham Cir

2598 Chatham Cir, Kissimmee, FL 34746
1 / 5
$3,200

3 Beds, 2 Baths, 1,677 sq ft

Pets Allowed Pool Furnished

(321) 402-6726
3206 Timucua Cir

3206 Timucua Cir, Orlando, FL 32837
1 / 5
$3,690

4 Beds, 3 Baths, 2,522 sq ft

Pets Allowed Pool Fireplace

(407) 489-7473
2331 Chadwick Cir

2331 Chadwick Cir, Kissimmee, FL 34746
1 / 5
$2,875

4 Beds, 3 Baths, 2,356 sq ft

Pets Allowed Pool Furnished

(407) 967-3700
13322 Heron Cove Dr

13322 Heron Cove Dr, Orlando, FL 32837
1 / 5
$3,000

3 Beds, 2 Baths, 1,661 sq ft

Pets Allowed Pool

(407) 948-2401
4710 Blue Diamond St

4710 Blue Diamond St, Kissimmee, FL 34746
1 / 3
$2,900

4 Beds, 3 Baths, 1,978 sq ft

Pool

(407) 922-2482
2468 Shanti Dr

2468 Shanti Dr, Kissimmee, FL 34746
1 / 5
$5,500

12 Beds, 11.5 Baths, 4,762 sq ft

Pool Furnished

(407) 408-8841
4412 Hamlet Ct

4412 Hamlet Ct, Kissimmee, FL 34746
1 / 5
$3,100

5 Beds, 3 Baths, 2,258 sq ft

Pets Allowed Pool Furnished

(321) 331-7028
252 Magical Way

252 Magical Way, Kissimmee, FL 34744
1 / 4
$2,495

4 Beds, 3 Baths, 1,797 sq ft

Pool

(407) 683-1881
1923 Mabbette St

1923 Mabbette St, Kissimmee, FL 34741
1 / 5
$2,499

3 Beds, 2 Baths, 1,545 sq ft

Pool

(407) 857-5900
2603 Calistoga Ave

2603 Calistoga Ave, Kissimmee, FL 34741
1 / 5
$4,500

8 Beds, 5 Baths, 3,248 sq ft

Pool Furnished Patio Walk-In Closets Playground Smoke Free Double Vanities

(561) 459-6284
182 Marcello Blvd

182 Marcello Blvd, Kissimmee, FL 34746
1 / 5
$5,300

12 Beds, 11.5 Baths, 4,874 sq ft

Pool Furnished

(407) 408-8841
2964 Oaktree Dr

2964 Oaktree Dr, Kissimmee, FL 34744
1 / 5
$2,500

3 Beds, 2 Baths, 1,388 sq ft

Pool

(407) 716-5177
13148 Luxbury Loop

13148 Luxbury Loop, Orlando, FL 32837
1 / 5
$3,000

4 Beds, 3 Baths, 2,053 sq ft

Pool Waterfront

(407) 219-6229
1067 Berkeley Dr

1067 Berkeley Dr, Kissimmee, FL 34744
1 / 5
$3,350

4 Beds, 3.5 Baths, 2,620 sq ft

Pool Furnished Waterfront

(407) 579-7121
2707 Willow Glen Cir

2707 Willow Glen Cir, Kissimmee, FL 34744
1 / 5
$2,500

4 Beds, 2 Baths, 1,676 sq ft

Pool

(407) 818-4697
2700 Prestwick Ln

2700 Prestwick Ln, Kissimmee, FL 34744
1 / 5
$3,700

4 Beds, 3.5 Baths, 2,513 sq ft

Pets Allowed Pool

(321) 347-7383
2704 Prestwick Ln

2704 Prestwick Ln, Kissimmee, FL 34744
1 / 5
$3,000

5 Beds, 3.5 Baths, 2,827 sq ft

Pets Allowed Pool

(407) 517-8086

Houses Florida Kissimmee

Homes with Pool for Rent in Southwest Orlando, Kissimmee, FL

Maybe you’re tired of apartment living, maybe you want more space, or maybe you’ve just always dreamed of living in a house. Whatever it is, you’re looking for houses for rent in Kissimmee to find your next home. A rental house is the perfect place to make your own, with plenty of space for your family to grow. With more than 1 million active listings all across the country, Apartments.com can help you find the perfect FL house for rent with pool. Click on any rental house listing to find out more about the neighborhood, house features, nearby transit, parking, and more. Take a look at photos, too, and start envisioning how you’ll make your new Kissimmee rental house into a home. Let Apartments.com be your foundation while you search for your new rental home in Southwest Orlando.

Search Nearby Rentals

Nearby House Rentals

House in Nearby Neighborhoods

Nearby Townhome Rentals

New Rental Listings

Map Options

Map View

Default

Satellite

Nearby Point of Interests

Campuses

Restaurants

Transit

Neighborhoods

None

Travel Time

Search By Commute Time

Travel Time

Set a destination, transportation method, and your ideal commute time to see results.

Choose a destination

*Please enter your address or point of interest

Select transportation method

Ideal commute time

Set traffic type

Your Destinations

31 Houses for Rent in Southwest Orlando - Kissimmee with a Swimming Pool

Popular Searches in Southwest Orlando - Kissimmee, FL

Select Bedrooms

Choose by Amenities

Explore Property Types

Find Specialty Housing