Clear

Houses for Rent in Siesta Key FL with a Swimming Pool - 23 Homes

614 Treasure Boat Way

614 Treasure Boat Way, Siesta Key, FL 34242
1 / 5
$6,554

3 Beds, 2 Baths, 1,821 sq ft

Pool Furnished

(941) 278-1000
211 Island Cir

211 Island Cir, Siesta Key, FL 34242
1 / 5
$14,000

3 Beds, 2 Baths, 1,200 sq ft

Pets Allowed Pool

(941) 350-4889
5640 Cape Leyte Dr

5640 Cape Leyte Dr, Siesta Key, FL 34242
1 / 5
$8,000

3 Beds, 2 Baths, 2,002 sq ft

Pets Allowed Pool

(941) 400-1322
301 Avenida Madera

301 Avenida Madera, Siesta Key, FL 34242
1 / 5
$12,600

2 Beds, 2 Baths, 1,144 sq ft

Dogs Allowed Pool Furnished Waterfront

(412) 671-3142
5354 Shadow Lawn Dr

5354 Shadow Lawn Dr, Siesta Key, FL 34242
1 / 5
$5,250

3 Beds, 2 Baths, 2,083 sq ft

Pets Allowed Pool Waterfront

(941) 377-8400
4918 Primrose Path

4918 Primrose Path, Siesta Key, FL 34242
1 / 5
$8,000

3 Beds, 3 Baths, 2,538 sq ft

Pets Allowed Pool Furnished Waterfront

(941) 376-9844
306 Island Cir

306 Island Cir, Siesta Key, FL 34242
1 / 5
$7,500

4 Beds, 3 Baths, 2,392 sq ft

Pets Allowed Pool

(941) 504-1111
657 Calle De Peru

657 Calle De Peru, Siesta Key, FL 34242
1 / 5
$8,500

3 Beds, 2 Baths, 1,139 sq ft

Pets Allowed Pool

(941) 400-1322
5516 Avenida Del Mare

5516 Avenida Del Mare, Siesta Key, FL 34242
1 / 5
$10,000

3 Beds, 2 Baths, 2,259 sq ft

Pets Allowed Pool

(941) 400-1322
5577 Contento Dr

5577 Contento Dr, Siesta Key, FL 34242
1 / 5
$5,000

2 Beds, 2 Baths, 1,424 sq ft

Pets Allowed Pool Waterfront

(941) 400-1322
5129 Sandy Cove Ave

5129 Sandy Cove Ave, Siesta Key, FL 34242
1 / 5
$15,000

3 Beds, 3 Baths, 2,823 sq ft

Pool Waterfront

(941) 400-1322
339 Avenida De Paradisio

339 Avenida De Paradisio, Siesta Key, FL 34242
1 / 5
$15,000

3 Beds, 2 Baths, 1,716 sq ft

Pets Allowed Pool Furnished Waterfront

(313) 515-9151
345 Avenida Leona

345 Avenida Leona, Siesta Key, FL 34242
1 / 5
$9,000

3 Beds, 2 Baths, 1,617 sq ft

Pool Waterfront

(941) 400-1322
5024 Higel Ave

5024 Higel Ave, Siesta Key, FL 34242
1 / 5
$10,500

3 Beds, 3 Baths, 1,999 sq ft

Pool

(941) 400-1322
5153 Sandy Cove Ave

5153 Sandy Cove Ave, Siesta Key, FL 34242
1 / 5
$7,800

4 Beds, 3 Baths, 2,248 sq ft

Pets Allowed Pool Waterfront

(941) 320-6115
726 Birdsong Ln

726 Birdsong Ln, Siesta Key, FL 34242
1 / 5
$5,000

3 Beds, 2 Baths, 1,822 sq ft

Dogs Allowed Pool

(941) 773-9599
327 Avenida Milano

327 Avenida Milano, Siesta Key, FL 34242
1 / 5
$16,000

3 Beds, 2 Baths, 1,704 sq ft

Pool Waterfront

(772) 532-8229
5519 Azure Way

5519 Azure Way, Siesta Key, FL 34242
1 / 5
$12,000

4 Beds, 3 Baths, 2,460 sq ft

Pool Fireplace

(941) 961-8978
1649 Stanford Ln

1649 Stanford Ln, Sarasota, FL 34231
1 / 5
$8,200

3 Beds, 2 Baths, 1,995 sq ft

Pets Allowed Pool Waterfront

(941) 993-9292
1714 Meadowood St

1714 Meadowood St, Sarasota, FL 34231
1 / 5
$8,500

3 Beds, 2.5 Baths, 1,708 sq ft

Pets Allowed Pool Furnished Waterfront

(941) 376-7322
3433 Hamilton Ave

3433 Hamilton Ave, Sarasota, FL 34242
1 / 5
$12,000

3 Beds, 2 Baths, 1,444 sq ft

Pool

(941) 400-1322
1140 Seaside Dr

1140 Seaside Dr, Sarasota, FL 34242
1 / 5
$25,048

4 Beds, 3 Baths, 2,430 sq ft

Pool

(941) 877-5588
3423 La Paloma Ave

3423 La Paloma Ave, Sarasota, FL 34242
1 / 5
$7,000

4 Beds, 3.5 Baths, 3,398 sq ft

Pets Allowed Pool Fireplace

(941) 400-1322

Houses Florida Sarasota County Siesta Key

Find the Perfect Siesta Key, FL Rental

Search by Bedrooms

Filter by Popular Amenities

Other Rental Types

Find Specialty Housing

Explore Homes for Sale

Siesta Key Homes for Sale

Siesta Key, FL Homes with Pool for Rent

Find the perfect house for rent with a pool in Siesta Key. 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 23 houses for rent with a pool and find your new home today.