6 Houses for Rent with a Swimming Pool in Winter Springs, FL

311 Streamview Way

311 Streamview Way, Winter Springs, FL 32708
1 / 5
$2,975

2 Beds, 2 Baths, 1,519 sq ft

Pets Allowed Pool

(321) 231-2262
3876 Biscayne Dr

3876 Biscayne Dr, Winter Springs, FL 32708
1 / 5
$2,774

3 Beds, 2 Baths, 1,950 sq ft

Pets Allowed Pool

(754) 204-5431
622 Anhinga Rd

622 Anhinga Rd, Winter Springs, FL 32708
1 / 24
$2,899

3 Beds, 2.5 Baths, 1,721 sq ft

Pets Allowed Pool Vaulted Ceiling

(650) 600-7852
1145 Needlewood Loop

1145 Needlewood Loop, Oviedo, FL 32765
1 / 5
$3,200

4 Beds, 2 Baths, 2,162 sq ft

Pets Allowed Pool

(407) 340-1754
1532 Hunters Mill Pl

1532 Hunters Mill Pl, Oviedo, FL 32765
1 / 5
$5,749

4 Beds, 4.5 Baths, 4,896 sq ft

Pets Allowed Pool Fireplace

(407) 505-9864
208 Norris Pl

208 Norris Pl, Casselberry, FL 32707
1 / 5
$3,400

4 Beds, 2 Baths, 1,953 sq ft

Pets Allowed Pool

(407) 284-7684
More Rentals Near Winter Springs, FL

We found 19 more rentals that closely match your search.
5717 Aloma Woods Blvd

5717 Aloma Woods Blvd, Oviedo, FL 32765
1 / 5
$4,255

5 Beds, 4.5 Baths, 3,542 sq ft

Pets Allowed Pool Gated Fireplace Fenced Lot Vaulted Ceiling

(833) 252-8444
2809 Blue Raven Ct

2809 Blue Raven Ct, Lake Mary, FL 32746
1 / 5
$2,305

3 Beds, 2 Baths, 1,682 sq ft

Pets Allowed Pool Patio Gated

(833) 252-8444
5264 Hidden Cypress Ln

5264 Hidden Cypress Ln, Oviedo, FL 32765
1 / 5
$2,400

3 Beds, 2 Baths, 1,502 sq ft

Dogs Allowed Pool Security System

(516) 859-2475
3313 Hamlet Loop

3313 Hamlet Loop, Winter Park, FL 32792
1 / 5
$2,095

3 Beds, 2.5 Baths, 1,482 sq ft

Pets Allowed Pool Patio Fenced Lot

(833) 252-8444
732 Secret Harbor Ln

732 Secret Harbor Ln, Lake Mary, FL 32746
1 / 5
$1,350

1 Bed, 1 Bath, 800 sq ft

Pool Vaulted Ceiling

(407) 474-3485
3632 Sungrove Cir

3632 Sungrove Cir, Sanford, FL 32771
1 / 19
$2,700

4 Beds, 2.5 Baths, 2,260 sq ft

Pets Allowed Pool Island Kitchen Security System

(508) 475-5768
3968 Silverstream Ter

3968 Silverstream Ter, Sanford, FL 32771
1 / 18
$2,700

5 Beds, 3 Baths, 2,626 sq ft

Pool Security System

(321) 499-6711
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
706 Ponca Trail

706 Ponca Trail, Maitland, FL 32751
1 / 5
$3,300

3 Beds, 2 Baths, 1,836 sq ft

Pets Allowed Pool Fireplace

(407) 389-7318
2809 Bower Rd

2809 Bower Rd, Winter Park, FL 32792
1 / 5
$3,200

3 Beds, 2 Baths, 1,488 sq ft

Pets Allowed Pool Fireplace

(407) 450-0840
451 Twisting Pine Cir

451 Twisting Pine Cir, Longwood, FL 32779
1 / 5
$3,500

4 Beds, 2.5 Baths, 2,222 sq ft

Pool Fireplace

(407) 232-3066
2537 Coachbridge Ct

2537 Coachbridge Ct, Oviedo, FL 32766
1 / 5
$2,900

3 Beds, 2 Baths, 1,737 sq ft

Pets Allowed Pool

(754) 248-4417
2270 Turnberry Dr

2270 Turnberry Dr, Oviedo, FL 32765
1 / 5
$2,895

4 Beds, 2 Baths, 2,320 sq ft

Pets Allowed Pool

(407) 897-3366
1984 Westbourne Dr

1984 Westbourne Dr, Oviedo, FL 32765
1 / 5
$3,500

4 Beds, 2.5 Baths, 2,458 sq ft

Pets Allowed Pool Waterfront

(407) 312-6472
10120 Buck Rd

10120 Buck Rd, Orlando, FL 32817
1 / 5
$3,200

5 Beds, 3 Baths, 2,152 sq ft

Pool

(407) 431-1789
970 Burlwood Ct

970 Burlwood Ct, Longwood, FL 32750
1 / 5
$4,250

4 Beds, 3.5 Baths, 2,478 sq ft

Pets Allowed Pool Fireplace

(321) 750-8498
10708 Fallow Trl

10708 Fallow Trl, Orlando, FL 32817
1 / 5
$2,450

3 Beds, 2.5 Baths, 1,630 sq ft

Pool Fireplace

(407) 745-4980
$1,475

2 Beds, 2 Baths, 840 sq ft

3651 N Goldenrod Rd, Winter Park, FL 32792
$2,000

2 Beds, 2 Baths, 1,234 sq ft

1462 Farrindon Cir, Heathrow, FL 32746

Houses Florida Seminole County

Homes with Pool for Rent in Winter Springs, FL

Find the perfect house for rent with a pool in Winter Springs. 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 6 houses for rent with a pool and find your new home today.