Houses for Rent in Maitland FL with a Swimming Pool - 9 Homes

510 Georgia Ave

510 Georgia Ave, Altamonte Springs, FL 32714
1 / 5
$2,180

3 Beds, 2 Baths, 1,356 sq ft

Pool

(407) 284-4494
1245 Wellington Terrace

1245 Wellington Terrace, Maitland, FL 32751
1 / 5
$4,500

5 Beds, 3 Baths, 2,800 sq ft

Pool Fireplace

(321) 666-0301
1461 Vía Tuscany

1461 Vía Tuscany, Winter Park, FL 32789
1 / 5
$45,000

5 Beds, 5 Baths, 8,353 sq ft

Pets Allowed Pool Fireplace Waterfront

(407) 629-4446
1340 Chestnut Ave

1340 Chestnut Ave, Winter Park, FL 32789
1 / 5
$7,500

6 Beds, 5.5 Baths, 4,182 sq ft

Pets Allowed Pool Furnished

(407) 547-9242
510 Georgia Ave

510 Georgia Ave, Altamonte Springs, FL 32714
1 / 5
$2,180

3 Beds, 2 Baths, 1,356 sq ft

Pets Allowed Pool

(904) 563-0108
1823 Dover Rd

1823 Dover Rd, Winter Park, FL 32792
1 / 5
$2,990

4 Beds, 2 Baths, 1,808 sq ft

Pets Allowed Pool

(321) 208-4649
$5,250

4 Beds, 3 Baths, 2,200 sq ft

2513 Sweetwater Trail, Winter Park, FL 32789
$1,350

1 Bed, 1 Bath, 708 sq ft

837 Grand Regency Pointe, Altamonte Springs, FL 32714
$1,300

1 Bed, 1 Bath, 785 sq ft

314 Cherokee Ct, Altamonte Springs, FL 32701
More Rentals Near Maitland, FL

We found 16 more rentals that closely match your search.
4805 Southold St

4805 Southold St, Orlando, FL 32808
1 / 5
$1,995

3 Beds, 2 Baths, 1,364 sq ft

Pool

(833) 774-6323
120 Heatherhill

120 Heatherhill, Longwood, FL 32750
1 / 5
$2,720

4 Beds, 2 Baths, 1,791 sq ft

Pool Fireplace

(407) 284-4494
1044 Martex Dr

1044 Martex Dr, Apopka, FL 32703
1 / 5
$2,300

3 Beds, 2 Baths, 1,328 sq ft

Pool

(407) 284-4494
2 Escondido Cir

2 Escondido Cir, Altamonte Springs, FL 32701
1 / 5
$1,650

2 Beds, 2 Baths, 1,320 sq ft

Pool Fireplace

(321) 356-6535
533 Legacy Park Dr

533 Legacy Park Dr, Casselberry, FL 32707
1 / 5
$3,100

4 Beds, 3 Baths, 2,630 sq ft

Dogs Allowed Pool Patio Walk-In Closets

(321) 215-7507
6429 Jennifer Jean Dr

6429 Jennifer Jean Dr, Orlando, FL 32818
1 / 5
$2,100

3 Beds, 2 Baths, 1,221 sq ft

Pool

(407) 284-4494
5219 Ardmore Dr

5219 Ardmore Dr, Winter Park, FL 32792
1 / 5
$2,395

4 Beds, 2 Baths, 1,756 sq ft

Pets Allowed Pool Patio Yard Fenced Lot

(833) 252-8444
2627 Ambergate Rd

2627 Ambergate Rd, Winter Park, FL 32792

For Rent

By Owner
1 / 5
$5,990

4 Beds, 3 Baths, 1,805 sq ft

Pets Allowed Pool Furnished Hardwood Floors Yard Smoke Free Security System

(727) 344-9701
120 Heatherhill

120 Heatherhill, Longwood, FL 32750
1 / 5
$2,720

4 Beds, 2 Baths, 1,791 sq ft

Pets Allowed Pool

(813) 335-6008
120 Heatherhill

120 Heatherhill, Longwood, FL 32750
1 / 5
$2,720

4 Beds, 2 Baths, 1,791 sq ft

Pets Allowed Pool

(904) 563-0108
970 Burlwood Ct

970 Burlwood Ct, Longwood, FL 32750
1 / 5
$3,950

4 Beds, 3.5 Baths, 2,478 sq ft

Pets Allowed Pool Fireplace

(407) 473-5922
1260 Seminola Blvd

1260 Seminola Blvd, Casselberry, FL 32707
1 / 5
$2,500

3 Beds, 2 Baths, 1,412 sq ft

Dogs Allowed Pool Waterfront

(321) 947-0424
1749 Harvest Cove

1749 Harvest Cove, Winter Park, FL 32792
1 / 5
$2,599

3 Beds, 2 Baths, 1,368 sq ft

Pool

(407) 702-5547
889 Brantley Dr

889 Brantley Dr, Longwood, FL 32779
1 / 5
$5,800

5 Beds, 3.5 Baths, 3,727 sq ft

Pets Allowed Pool Fireplace

(888) 490-1268
$2,200

3 Beds, 2 Baths, 1,467 sq ft

2611 Antilles Dr, Winter Park, FL 32792
$1,395

2 Beds, 1 Bath, 768 sq ft

3772 Idlebrook Cir, Casselberry, FL 32707

Houses Florida Orange County

Maitland, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Maitland. Whether you're looking for houses with neighborhood swimming areas or a home with a private pool, you can experience comfort, convenience, and relaxation just steps from your back door. Elevate your lifestyle by unwinding in the sun after a long day or hosting poolside gatherings with friends and family. Stay active with invigorating swims or simply enjoy a moment of tranquility by the glistening water.

Dive in at your leisure - when you rent a house with a pool, you make the schedule. You won't have to adhere to restricted swimming hours or wait for summer crowds to thin out. Embrace the freedom of having a pool at your fingertips, available for you to enjoy whenever you want! If you're hoping to swim even when the summer heat begins to cool off, consider searching for rentals with an indoor pool for year-round access. Start searching now. Browse 9 houses for rent with a pool and find your new home today.