Siesta Key, FL rental listings

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NEW 9 HRS AGO

ABOUT THIS HOME
Siesta Key, FL Rental Listings
SCHEDULE A SHOWING ONLINE AT: showmojo.com/lrt/35ff996050 ---- Beautiful waterfront condo in siesta harbor! Canal views * beach access * boat slips on site reasonably price, check availability. Condo

$3,500/mo

2 beds2 baths991 sq ft

1215 S Portofino Dr Unit 1215-308, Siesta Key, FL 34242

Condo

ABOUT THIS HOME
Siesta Key, FL Rental Listings
SIESTA KEY WATERFRONT UNIT AVAILABLE starting April 1, 2026. Close proximity to beach. Sea Village offers million dollar views and is situated on 5 acres overlooking the Gulf. It provides a peaceful r

2 bd: $6,000

3 bd: $3,800

Sea Village

| 4660 Ocean Blvd, Sarasota, FL 34242

1 unit available

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Still available for season January - April 2026l! Two bedroom 2 bath ground floor with view of the Gulf. Step outside and your on the sand! Escape the winter and be on the beach. Located in the heart

$7,900/mo

2 beds2 baths1,282 sq ft

19 Whispering Sands Dr #106, Sarasota, FL 34242

Available 01/01 • Parking • A/C

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private be

$2,500/mo

1 bed1 bath656 sq ft

111 Pass Key Rd #111, Sarasota, FL 34242

A/C • Dishwasher • Car-dependent

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for

$12,000/mo

4 beds3 baths2,460 sq ft

5519 Azure Way, Sarasota, FL 34242

Available 01/01 • Parking • A/C

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Sandy Cove - 2-Bedroom Vacation Rental! Available Nov 1 and beyond! Private Beach!The owner is offering unbelievable seasonal rates!Located in the sought-after Sandy Cove Community, just steps from Si

$3,500/mo

2 beds1.5 baths1,122 sq ft

11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242

Parking • A/C • Dishwasher

Property at 4900 Ocean Blvd #501, Sarasota, FL, 34242, 3 beds, 3 baths, [object Object]

$4,700/mo

3 beds3 baths1,867 sq ft

4900 Ocean Blvd #501, Sarasota, FL 34242

Property at Siesta Towers - 4822 Ocean Blvd, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$5,950+/mo

2 beds2 baths1,435 sq ft

Siesta Towers

| 4822 Ocean Blvd, Sarasota, FL 34242

Property at 20 Whispering Sands Dr #903, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$12,000/mo

2 beds2 baths1,282 sq ft

20 Whispering Sands Dr #903, Sarasota, FL 34242

Property at 4852 Featherbed Ln, Sarasota, FL, 34242, 4 beds, 3 baths, [object Object]

$7,000/mo

4 beds3 baths2,439 sq ft

4852 Featherbed Ln, Sarasota, FL 34242

Property at 412 Treasure Boat Way, Sarasota, FL, 34242, 4 beds, 3 baths, [object Object]

$14,000/mo

4 beds3 baths2,341 sq ft

412 Treasure Boat Way, Sarasota, FL 34242

Property at 1350 N Portofino Dr Unit 108TAR, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$2,800/mo

2 beds2 baths929 sq ft

1350 N Portofino Dr Unit 108TAR, Siesta Key, FL 34242

Property at 4879 Commonwealth Dr, Sarasota, FL, 34242, 4 beds, 3 baths, [object Object]

$12,000/mo

4 beds3 baths2,450 sq ft

4879 Commonwealth Dr, Sarasota, FL 34242

Property at 4946 Commonwealth Dr, Sarasota, FL, 34242, 3 beds, 2.5 baths, [object Object]

$5,000/mo

3 beds2.5 baths2,080 sq ft

4946 Commonwealth Dr, Sarasota, FL 34242

Property at 339 Avenida de Paradisio, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$15,000/mo

3 beds2 baths1,716 sq ft

339 Avenida de Paradisio, Sarasota, FL 34242

Property at Harbor Towers Yacht & Racquet Club - 5855 Midnight Pass Rd, Sarasota, FL, 34242, 1-2 bed, 1-2 bath, [object Object]

$2,800+/mo

1-2 bed1-2 bath751-1,256 sq ft

Harbor Towers Yacht & Racquet Club

| 5855 Midnight Pass Rd, Sarasota, FL 34242

Property at 345 Avenida Leona, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$18,000/mo

3 beds2 baths1,617 sq ft

345 Avenida Leona, Sarasota, FL 34242

Property at 314 Avenida de Paradisio, Sarasota, FL, 34242, 3 beds, 3 baths, [object Object]

$5,850/mo

3 beds3 baths1,590 sq ft

314 Avenida de Paradisio, Sarasota, FL 34242

Property at 726 Birdsong Ln, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$5,250/mo

3 beds2 baths1,822 sq ft

726 Birdsong Ln, Sarasota, FL 34242

Property at 5740 Midnight Pass Rd Unit 303F, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths1,337 sq ft

5740 Midnight Pass Rd Unit 303F, Siesta Key, FL 34242

Property at 735 Birdsong Ln, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$5,000/mo

3 beds2 baths1,840 sq ft

735 Birdsong Ln, Sarasota, FL 34242

Property at 759 Birdsong Ln, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$7,000/mo

3 beds2 baths1,867 sq ft

759 Birdsong Ln, Sarasota, FL 34242

Property at 327 Avenida Milano, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$16,000/mo

3 beds2 baths1,704 sq ft

327 Avenida Milano, Sarasota, FL 34242

Property at 6327 Midnight Pass Rd Unit 999, Sarasota, FL, 34242, 2 beds, 1 bath, [object Object]

$2,000/mo

2 beds1 bath1,100 sq ft

6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242

Property at 5310 Hidden Harbor Rd, Sarasota, FL, 34242, 4 beds, 2 baths, [object Object]

$6,900/mo

4 beds2 baths2,295 sq ft

5310 Hidden Harbor Rd, Sarasota, FL 34242

Property at 306 Island Cir, Sarasota, FL, 34242, 4 beds, 3 baths, [object Object]

$7,500/mo

4 beds3 baths2,392 sq ft

306 Island Cir, Sarasota, FL 34242

Property at 211 Island Cir, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$14,000/mo

3 beds2 baths1,452 sq ft

211 Island Cir, Sarasota, FL 34242

Property at 5623 Midnight Pass Rd #615, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$8,500/mo

2 beds2 baths1,012 sq ft

5623 Midnight Pass Rd #615, Sarasota, FL 34242

Property at 5216 Calle de Costa Rica, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$8,500/mo

3 beds2 baths1,290 sq ft

5216 Calle de Costa Rica, Sarasota, FL 34242

Property at 446 Canal Rd #5, Sarasota, FL, 34242, 2 beds, 1 bath, [object Object]

$2,450/mo

2 beds1 bath680 sq ft

446 Canal Rd #5, Sarasota, FL 34242

Property at 5516 Avenida del Mare, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$15,000/mo

3 beds2 baths2,259 sq ft

5516 Avenida del Mare, Sarasota, FL 34242

Property at 5600 Beach Way Dr #113, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$6,900/mo

2 beds2 baths1,182 sq ft

5600 Beach Way Dr #113, Sarasota, FL 34242

Property at 460 Beach Rd Unit A1, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$7,500/mo

2 beds2 baths1,363 sq ft

460 Beach Rd Unit A1, Sarasota, FL 34242

Property at 5577 Contento Dr, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,424 sq ft

5577 Contento Dr, Sarasota, FL 34242

Property at 1256 Riegels Landing Dr, Sarasota, FL, 34242, 3 beds, 4 baths, [object Object]

$6,500/mo

3 beds4 baths2,168 sq ft

1256 Riegels Landing Dr, Sarasota, FL 34242

Property at 143 Whispering Sands Dr Unit N/A, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths1,264 sq ft

143 Whispering Sands Dr Unit N/A, Siesta Key, FL 34242

Property at 5770 Midnight Pass Rd #605, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$8,500/mo

2 beds2 baths1,337 sq ft

5770 Midnight Pass Rd #605, Sarasota, FL 34242

Property at 5770 Midnight Pass Rd #405, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$4,995/mo

2 beds2 baths1,337 sq ft

5770 Midnight Pass Rd #405, Sarasota, FL 34242

Property at 5780 Midnight Pass Rd #609, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,361 sq ft

5780 Midnight Pass Rd #609, Sarasota, FL 34242

Property at 5400 Ocean Blvd Unit 1-5, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$4,900/mo

1 bed1 bath698 sq ft

5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242

Property at 1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$9,500/mo

2 beds2 baths1,280 sq ft

1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Sun Dec 21 2025. 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.

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