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Houses for Rent in Osprey FL with a Swimming Pool

8 Rentals Available

557 Crane Prairie Way

557 Crane Prairie Way, Osprey, FL 34229
1 / 2
3 Beds, 2 Baths, 2,172 sq ft

$5,500

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Walk-In Closets
124 Turquoise Ln

124 Turquoise Ln, Osprey, FL 34229
1 / 5
3 Beds, 2 Baths, 2,306 sq ft

$4,999

Pool
956 Scherer Way

956 Scherer Way, Osprey, FL 34229
1 / 5
4 Beds, 3 Baths, 2,290 sq ft

$4,800

Pool
3708 Sandspur Ln

3708 Sandspur Ln, Nokomis, FL 34275
1 / 5
4 Beds, 3 Baths, 2,616 sq ft

$13,000

Pets Allowed Pool
8918 Olde Hickory Ave

8918 Olde Hickory Ave, Sarasota, FL 34238
1 / 5
3 Beds, 2 Baths, 1,860 sq ft

$9,000

Pool
3534 Casey Key Rd

3534 Casey Key Rd, Nokomis, FL 34275
1 / 5
4 Beds, 3 Baths, 3,275 sq ft

$10,000

Dogs Allowed Pool Waterfront
3434 Casey Key Rd

3434 Casey Key Rd, Nokomis, FL 34275
1 / 5
3 Beds, 3 Baths, 2,753 sq ft

$16,000

Pets Allowed Pool Fireplace Waterfront
9477 Cedar Ridge Ln

9477 Cedar Ridge Ln, Sarasota, FL 34238
1 / 5
4 Beds, 3 Baths, 2,546 sq ft

$13,000

Pool
More Rentals Near Osprey, FL

We found 25 more rentals that closely match your search.
The Sophia Luxury Villas

109 Pygmy Date Blvd, North Venice, FL 34275
1 / 94

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Virtual Tours
1 Bed

$1,565+

2 Beds

$1,985+

3 Beds

$2,350+

Specials

Pool Pets Allowed Fitness Center Clubhouse
3946 Wilshire Cir E

3946 Wilshire Cir E, Sarasota, FL 34238
1 / 5
3 Beds, 2 Baths, 1,783 sq ft

$2,750

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Tennis Court Fitness Center
17925 Nadine Pl

17925 Nadine Pl, Nokomis, FL 34275
1 / 5
3 Beds, 2 Baths, 2,207 sq ft

$5,400

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Gated
3761 Amapola Ln

3761 Amapola Ln, Sarasota, FL 34238
1 / 5
2 Beds, 2 Baths, 1,735 sq ft

$2,900

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Gated
8200 Ibis St

8200 Ibis St, Sarasota, FL 34241

For Rent

By Owner
1 / 19
4 Beds, 2.5 Baths, 2,100 sq ft

$2,495

Total Monthly Price
1 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Furnished Deck
8280 Ibis St

8280 Ibis St, Sarasota, FL 34241

For Rent

By Owner
1 / 14
3 Beds, 2.5 Baths, 2,300 sq ft

$2,995

Total Monthly Price
1 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Furnished Deck Double Vanities
8260 Ibis St

8260 Ibis St, Sarasota, FL 34241

For Rent

By Owner
1 / 29
3 Beds, 3 Baths, 1,616 sq ft

$2,495

Total Monthly Price
1 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Dogs Allowed Pool Furnished
7779 Holiday Dr N

7779 Holiday Dr N, Sarasota, FL 34231

For Rent

By Owner
1 / 2
4 Beds, 3 Baths, 2,500 sq ft

$3,900

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Deck
5800 Willow Marsh Ct

5800 Willow Marsh Ct, Sarasota, FL 34238
1 / 5
3 Beds, 2 Baths, 2,110 sq ft

$4,000

Pets Allowed Pool
3799 Countryside Rd

3799 Countryside Rd, Sarasota, FL 34233
1 / 5
3 Beds, 2 Baths, 1,849 sq ft

$3,550

Pets Allowed Pool
8501 Park Shore Ln

8501 Park Shore Ln, Sarasota, FL 34238
1 / 5
4 Beds, 2.5 Baths, 2,516 sq ft

$4,950

Pets Allowed Pool Fireplace
1257 Tree Bay Ln

1257 Tree Bay Ln, Sarasota, FL 34242
1 / 5
4 Beds, 3.5 Baths, 3,882 sq ft

$10,000

Pets Allowed Pool Waterfront
2291 Pine View Cir

2291 Pine View Cir, Sarasota, FL 34231
1 / 5
3 Beds, 2 Baths, 1,850 sq ft

$3,850

Dogs Allowed Pool Furnished
1720 Colleen St

1720 Colleen St, Sarasota, FL 34231
1 / 5
2 Beds, 1 Bath, 955 sq ft

$2,500

Pool
14550 Mossy Pine Ct

14550 Mossy Pine Ct, Nokomis, FL 34275
1 / 5
2 Beds, 2 Baths, 1,608 sq ft

$2,600

Pets Allowed Pool
3670 Emily Ln

3670 Emily Ln, Sarasota, FL 34238
1 / 5
2 Beds, 2.5 Baths, 1,683 sq ft

$5,000

Pool Waterfront
6758 S Lockwood Ridge Rd

6758 S Lockwood Ridge Rd, Sarasota, FL 34231
1 / 5
3 Beds, 2 Baths, 1,439 sq ft

$7,750

Pets Allowed Pool
5351 Moeller Ave

5351 Moeller Ave, Sarasota, FL 34233
1 / 5
3 Beds, 2 Baths, 1,831 sq ft

$5,500

Pets Allowed Pool
5141 Flagstone Dr

5141 Flagstone Dr, Sarasota, FL 34238
1 / 5
3 Beds, 2 Baths, 2,162 sq ft

$8,000

Pool Waterfront
8784 Pebble Creek Ln

8784 Pebble Creek Ln, Sarasota, FL 34238
1 / 5
2 Beds, 2.5 Baths, 2,368 sq ft

$4,800

Pool Furnished
7348 Stanhope Ct

7348 Stanhope Ct, Sarasota, FL 34238
1 / 5
3 Beds, 2.5 Baths, 2,206 sq ft

$8,000

Pets Allowed Pool
5622 Octonia Pl

5622 Octonia Pl, Sarasota, FL 34238
1 / 5
3 Beds, 2 Baths, 2,008 sq ft

$4,700

Pool
1100 Point of Rocks Rd

1100 Point of Rocks Rd, Sarasota, FL 34242
1 / 5
4 Beds, 4 Baths, 2,134 sq ft

$8,400

Pool
6722 Roxbury Dr

6722 Roxbury Dr, Sarasota, FL 34231
1 / 5
3 Beds, 2 Baths, 2,084 sq ft

$7,900

Pool
1145 Horizon View Dr

1145 Horizon View Dr, Sarasota, FL 34242
1 / 5
4 Beds, 4.5 Baths, 4,306 sq ft

$15,000

Pets Allowed Pool Furnished

Houses Florida Sarasota County Osprey

Osprey, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Osprey. 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 8 houses for rent with a pool and find your new home today.

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