Houses for Rent in Maitland FL with a Swimming Pool - 4 Homes

2221 Riverside Park Rd

2221 Riverside Park Rd, Orlando, FL 32810
1 / 5
$1,985

3 Beds, 2 Baths, 1,153 sq ft

Dogs Allowed Pool Walk-In Closets

(321) 467-7752
1245 Wellington Terrace

1245 Wellington Terrace, Maitland, FL 32751
1 / 5
$4,700

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
$1,300

1 Bed, 1 Bath, 785 sq ft

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

We found 21 more rentals that closely match your search.
120 Heatherhill

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

4 Beds, 2 Baths, 1,791 sq ft

Pool Fireplace

(407) 284-4494
3711 Yosemite Dr

3711 Yosemite Dr, Orlando, FL 32818
1 / 5
$2,205

3 Beds, 2 Baths, 1,188 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
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
234 Highlands Glen Cir

234 Highlands Glen Cir, Winter Springs, FL 32708
$1,800

3 Beds, 2 Baths, 1,275 sq ft

Pool Walk-In Closets Tennis Court Vaulted Ceiling Attic Skylights

(321) 395-5111
1026 Piedmont Lakes Blvd

1026 Piedmont Lakes Blvd, Apopka, FL 32703
1 / 5
$2,450

3 Beds, 2.5 Baths, 1,817 sq ft

Pets Allowed Pool Yard Fenced Lot Double Vanities

(833) 252-8444
205 San Gabriel St

205 San Gabriel St, Winter Springs, FL 32708

For Rent

By Owner
1 / 10
$2,100

3 Beds, 2 Baths, 1,102 sq ft

Pets Allowed Pool Smoke Free Security System

(321) 471-1364
2627 Ambergate Rd

2627 Ambergate Rd, Winter Park, FL 32792

For Rent

By Owner
1 / 32
$5,990

4 Beds, 3 Baths, 1,805 sq ft

Pets Allowed Pool Furnished Hardwood Floors Yard Smoke Free Security System

(727) 201-0451
841 S Bumby Ave

841 S Bumby Ave, Orlando, FL 32803

For Rent

By Owner
1 / 10
$3,500

4 Beds, 3 Baths, 1,900 sq ft

Dogs Allowed Pool Walk-In Closets Yard Smoke Free Security System Garden
10 W Evans St

10 W Evans St, Orlando, FL 32804

For Rent

By Owner
1 / 14
$3,000

3 Beds, 1.5 Baths, 1,436 sq ft

Pets Allowed Pool Yard

(930) 219-4722
205 Fox Valley Dr

205 Fox Valley Dr, Longwood, FL 32779

For Rent

By Owner
1 / 26
$3,750

4 Beds, 2 Baths, 2,128 sq ft

Pool Patio Fireplace Security System Deck Tennis Court Skylights
249 Long Creek Cove E

249 Long Creek Cove E, Longwood, FL 32750
1 / 39
$2,800

3 Beds, 2 Baths, 1,400 sq ft

Pets Allowed Pool Security System Double Vanities

(724) 404-7020
380 Cypress Knee Ln

380 Cypress Knee Ln, Lake Mary, FL 32746
1 / 5
$2,850

4 Beds, 2 Baths, 1,956 sq ft

Pets Allowed Pool

(407) 260-8800
7845 Winter Song Dr

7845 Winter Song Dr, Orlando, FL 32825
1 / 5
$2,800

3 Beds, 2 Baths, 1,438 sq ft

Pets Allowed Pool

(407) 484-5261
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

(321) 750-8498
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
916 Puma Trail

916 Puma Trail, Winter Springs, FL 32708
1 / 5
$3,899

4 Beds, 3 Baths, 2,851 sq ft

Pool

(407) 967-3976
7712 Hoosier Pl

7712 Hoosier Pl, Orlando, FL 32807
1 / 5
$2,800

3 Beds, 2 Baths, 1,712 sq ft

Pets Allowed Pool

(813) 338-6093
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
$1,000

1 Bed, 1 Bath, 542 sq ft

5505 Hernandes Dr, Orlando, FL 32808
$1,825

2 Beds, 2 Baths, 1,192 sq ft

2247 Coach House Blvd, Orlando, FL 32812

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 4 houses for rent with a pool and find your new home today.