Siesta Key - Active Listings

564 Results
$9,500
Property photo for 1055 W PEPPERTREE DRIVE, #603AA, Sarasota, FL
2 Bed 2 Bath 1,105 sq ft
on market
1055 W PEPPERTREE DRIVE, #603AA, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$2,800,000
Property photo for 8504 HERON LAGOON CIRCLE, Sarasota, FL
4 Bed 5 Bath 2,675 sq ft
on market
8504 HERON LAGOON CIRCLE, Sarasota, FL
Offered By: MICHAEL SAUNDERS & COMPANY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$1,299,900
Property photo for 1260 DOLPHIN BAY WAY, #403, Sarasota, FL
2 Bed 2 Bath 1,915 sq ft
on market
1260 DOLPHIN BAY WAY, #403, Sarasota, FL
Offered By: ANDREWS & ASSOCIATES REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$17,000 Weekly
Property photo for 6006 MIDNIGHT PASS ROAD, #36, Sarasota, FL
2 Bed 2 Bath 1,008 sq ft
on market
6006 MIDNIGHT PASS ROAD, #36, Sarasota, FL
Offered By: SHOWTIME REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$6,000
Property photo for 6052 W PEPPERTREE WAY, #235B, Sarasota, FL
2 Bed 2 Bath 1,180 sq ft
on market
6052 W PEPPERTREE WAY, #235B, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$10,770
Property photo for 6020 MIDNIGHT PASS ROAD, #52B, Sarasota, FL
4 Bed 4 Bath 1,552 sq ft
on market
6020 MIDNIGHT PASS ROAD, #52B, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$10,200
Property photo for 6042 W PEPPERTREE WAY, #224B, Sarasota, FL
2 Bed 2 Bath 1,180 sq ft
on market
6042 W PEPPERTREE WAY, #224B, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$1,200,000
Property photo for 1320 MOONMIST DRIVE, #B-11, Sarasota, FL
2 Bed 2 Bath 1,790 sq ft
on market
1320 MOONMIST DRIVE, #B-11, Sarasota, FL
Offered By: COLDWELL BANKER REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$7,000
Property photo for 1200 E PEPPERTREE LANE, #303, Sarasota, FL
2 Bed 11 Bath 1,200 sq ft
on market
1200 E PEPPERTREE LANE, #303, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$8,300
Property photo for 1200 E PEPPERTREE LANE, #402, Sarasota, FL
2 Bed 2 Bath 1,163 sq ft
on market
1200 E PEPPERTREE LANE, #402, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$8,400
Property photo for 1200 E PEPPERTREE LANE, #206, Sarasota, FL
2 Bed 2 Bath 1,163 sq ft
on market
1200 E PEPPERTREE LANE, #206, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$1,199,000
Property photo for 5740 MIDNIGHT PASS ROAD, #307, Sarasota, FL
2 Bed 2 Bath 1,466 sq ft
on market
5740 MIDNIGHT PASS ROAD, #307, Sarasota, FL
Offered By: WATERSIDE REALTY LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$8,800
Property photo for 6030 E PEPPERTREE WAY, #222A, Sarasota, FL
2 Bed 2 Bath 1,180 sq ft
on market
6030 E PEPPERTREE WAY, #222A, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$1,300,000
Property photo for 5880 MIDNIGHT PASS ROAD, #804, Sarasota, FL
2 Bed 2 Bath 1,498 sq ft
on market
5880 MIDNIGHT PASS ROAD, #804, Sarasota, FL
Offered By: MICHAEL SAUNDERS & COMPANY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$12,030
Property photo for 1001 POINT OF ROCKS ROAD, #609, Sarasota, FL
2 Bed 2 Bath 1,100 sq ft
on market
1001 POINT OF ROCKS ROAD, #609, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$7,920
Property photo for 1001 POINT OF ROCKS ROAD, #308, Sarasota, FL
2 Bed 2 Bath 1,200 sq ft
on market
1001 POINT OF ROCKS ROAD, #308, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$9,390
Property photo for 1001 POINT OF ROCKS ROAD, #309, Sarasota, FL
2 Bed 2 Bath 1,100 sq ft
on market
1001 POINT OF ROCKS ROAD, #309, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$7,000
Property photo for 1200 E PEPPERTREE LANE, #602, Sarasota, FL
2 Bed 11 Bath 1,163 sq ft
on market
1200 E PEPPERTREE LANE, #602, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$6,500
Property photo for 1255 E PEPPERTREE DRIVE, #305, Sarasota, FL
2 Bed 2 Bath 1,200 sq ft
on market
1255 E PEPPERTREE DRIVE, #305, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$6,000 Monthly
Property photo for 1291 SIESTA BAYSIDE DRIVE, #1291A, Sarasota, FL
2 Bed 2 Bath 1,130 sq ft
on market
1291 SIESTA BAYSIDE DRIVE, #1291A, Sarasota, FL
Offered By: GULF COAST REALTY & MANAGEMENT Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$10,200
Property photo for 6154 MIDNIGHT PASS ROAD, #A15, Sarasota, FL
2 Bed 2 Bath 1,190 sq ft
on market
6154 MIDNIGHT PASS ROAD, #A15, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$7,500
Property photo for 6154 MIDNIGHT PASS ROAD, #A06, Sarasota, FL
2 Bed 2 Bath 1,071 sq ft
on market
6154 MIDNIGHT PASS ROAD, #A06, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$9,390
Property photo for 1001 POINT OF ROCKS ROAD, #508, Sarasota, FL
2 Bed 2 Bath 1,200 sq ft
on market
1001 POINT OF ROCKS ROAD, #508, Sarasota, FL
Offered By: DESTINATION FLORIDA RENTALS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
$590,000
Property photo for 137 AVENIDA MESSINA, #3, Sarasota, FL
2 Bed 2 Bath 900 sq ft
on market
137 AVENIDA MESSINA, #3, Sarasota, FL
Offered By: COLDWELL BANKER REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image

Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 09, 2026 06:44 AM - ET

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Based on information submitted to the MLS GRID as of October 09, 2026 06:44 AM - ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.


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