SIESTA KEY SHORT-TERM RENTALS
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388 Featured Properties Available
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- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/49 49
1 Bed 1 Bath 748 SqFt$475,000Open Sun 11AM-1PM - 1/98 98
2 Beds 2 Baths 1,303 SqFt$750,000Open Sun 1PM-3PM8779 MIDNIGHT PASS RD #502H, Sarasota, FL 34242
Listed by Marlene Marshall MICHAEL SAUNDERS & COMPANY
Condo
- 1/58 58
2 Beds 2 Baths 1,200 SqFt$659,000Open Sun 12PM-2PM - 1/64 64
2 Beds 2 Baths 1,287 SqFt$595,800Open Sun 1PM-4PM - 1/76 76
2 Beds 2 Baths 1,093 SqFt$499,000Open 12/13 11AM-1PM8911 MIDNIGHT PASS RD #410, Sarasota, FL 34242
Listed by Janice Melzer Langa COLDWELL BANKER REALTY
Condo
- 3D
3 Beds 3 Baths 3,471 SqFt$3,500,000Open Sun 1PM-3PM5058 WINDWARD AVE, Sarasota, FL 34242
Listed by Derek Edwards KELLER WILLIAMS ON THE WATER S
Single Family Home
- 1/56 56
4 Beds 4 Baths 3,232 SqFt$2,750,000Open 12/13 1PM-3PM4757 HIGEL AVE, Sarasota, FL 34242
Listed by Victoria Turner MICHAEL SAUNDERS & COMPANY
Single Family Home
- 1/35 35
3 Beds 3 Baths 1,448 SqFt$1,750,000Open Tue 10AM-1PM - 1/98 98
2 Beds 2 Baths 1,642 SqFt$1,450,000Open Sun 11:30AM-1:30PM - 1/73 73
5 Beds 5 Baths 3,867 SqFt$4,450,000Open Sun 12PM-3PM225 LITTLE POND LN, Sarasota, FL 34242
Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Home
- 1/44 44
5 Beds 3 Baths 3,023 SqFt$1,740,000Open Sun 1PM-4PM1647 SIESTA DR, Sarasota, FL 34239
Listed by Faith Stutzman THE STUTZMAN REALTY GROUP, LLC
Single Family Home
- 1/100 100
6 Beds 7 Baths 6,468 SqFt$13,500,000Open Sun 1PM-4PM4046 HIGEL AVE, Sarasota, FL 34242
Listed by Faith Stutzman THE STUTZMAN REALTY GROUP, LLC
Single Family Home
- 1/89 89
4 Beds 5 Baths 3,676 SqFt$3,990,000Open Sun 1PM-4PM8800 MIDNIGHT PASS RD, Sarasota, FL 34242
Listed by Faith Stutzman THE STUTZMAN REALTY GROUP, LLC
Single Family Home
- 1/90 90
3 Beds 2 Baths 1,750 SqFt$1,375,000Open Sun 10AM-1PM445 REID ST, Sarasota, FL 34242
Listed by Robin Leonardi MICHAEL SAUNDERS & COMPANY
Single Family Home
- 1/47 47
2 Beds 2 Baths 1,337 SqFt$1,099,000Open Sun 1AM-4PM - 1/43 43
4 Beds 2 Baths 1,915 SqFt$1,150,000Open 12/13 2PM-4PM - 1/63 63
2 Beds 3 Baths 1,456 SqFt$824,900Open 12/13 12AM-3PM6285 MIDNIGHT PASS RD #406, Sarasota, FL 34242
Listed by Stacy Liljeberg MICHAEL SAUNDERS & COMPANY
Condo
- 1/52 52
3 Beds 2 Baths 1,715 SqFt$1,075,000Open 12/13 12PM-2PM5112 OAKMONT PL, Sarasota, FL 34242
Listed by Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Home
- 1/31 31
1 Bed 1 Bath 672 SqFt$575,000Open Sun 1PM-4PM6020 MIDNIGHT PASS RD #42, Sarasota, FL 34242
Listed by Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY
Condo
- 1/42 42
4 Beds 3 Baths 2,722 SqFt$2,295,000Open Mon 12PM-3PM3921 MARAVIC PL, Sarasota, FL 34231
Listed by Brandon Surline, PLL WILLIAM RAVEIS REAL ESTATE
Single Family Home
- 1/75 75
1 Bed 1 Bath 1,000 SqFt$975,000Open Sun 1PM-4PM - 1/37 37
4 Beds 4 Baths 3,876 SqFt$4,950,000Open Sun 12PM-3PM3607 FLAMINGO AVE, Sarasota, FL 34242
Listed by Maria Beck, PA MICHAEL SAUNDERS & COMPANY
Single Family Home
- 1/100 100
4 Beds 5 Baths 3,996 SqFt$3,990,000Open Sun 1PM-4PM603 TREMONT ST, Sarasota, FL 34242
Listed by Faith Stutzman PHAM REALTY GROUP LLC
Single Family Home
- 3D
1 Bed 1 Bath 728 SqFt$595,000Open Sun 1PM-3PM5830 MIDNIGHT PASS RD #52, Sarasota, FL 34242
Listed by Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S
Condo

