Condos for Rent in Siesta Key, FL

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ABOUT THIS HOME
Condo for Rent in Siesta Key:
This Siesta Key condominium in Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dott

$4,250+/mo

2 beds2 baths1,435 sq ft

Siesta Towers

| 4822 Ocean Blvd, Sarasota, FL 34242

2 units available

ABOUT THIS HOME
Condo for Rent in Siesta Key:
MONTHLY VACATION RENTAL. Introducing our BEAUTIFUL NEW LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need

$11,000/mo

2 beds2 baths1,600 sq ft

5880 Midnight Pass Rd #204, Sarasota, FL 34242

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Siesta Key:
SIESTA KEY WATERFRONT UNIT AVAILABLE now until 12/20/25 and again starting April 1, 2026. Close proximity to beach. Sea Village offers million dollar views and is situated on 5 acres overlooking the G

2 bd: $6,000

3 bd: $3,800

Sea Village

| 4660 Ocean Blvd, Sarasota, FL 34242

1 unit available

ABOUT THIS HOME
Condo for Rent in Siesta Key:
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
Condo for Rent in Siesta Key:
Variable rent based on season

$5,000/mo

2 beds2.5 baths1,332 sq ft

6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

Parking • A/C • Car-dependent

ABOUT THIS HOME
Condo for Rent in Siesta Key:
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 Siesta Harbor - 1250 N Portofino Dr, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$3,150+/mo

2 beds2 baths929 sq ft

Siesta Harbor

| 1250 N Portofino Dr, 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 1300 N Portofino Dr #205, Sarasota, FL, 34242, 1 bed, 2 baths, [object Object]

$2,000/mo

1 bed2 baths780 sq ft

1300 N Portofino Dr #205, Sarasota, FL 34242

Property at 1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$8,900/mo

3 beds2 baths1,495 sq ft

1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242

Property at 357 Tierra Mar Ln #5, Sarasota, FL, 34242, 3 beds, 2.5 baths, [object Object]

$6,000/mo

3 beds2.5 baths2,012 sq ft

357 Tierra Mar Ln #5, 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 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 5855 Midnight Pass Rd #426, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$8,700/mo

2 beds2 baths1,256 sq ft

5855 Midnight Pass Rd #426, Sarasota, FL 34242

Property at 5830 Midnight Pass Rd #54, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$7,500/mo

1 bed1 bath728 sq ft

5830 Midnight Pass Rd #54, 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 1137 N Moonmist Ct Unit L7, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$7,500/mo

2 beds2 baths896 sq ft

1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

Property at 5911 Midnight Pass Rd #601, Sarasota, FL, 34242, 3 beds, 2.5 baths, [object Object]

$6,300/mo

3 beds2.5 baths2,260 sq ft

5911 Midnight Pass Rd #601, Sarasota, FL 34242

Property at 1215 S Portofino Dr #202, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths929 sq ft

1215 S Portofino Dr #202, Sarasota, FL 34242

Property at 1350 N Portofino Dr #207, Sarasota, FL, 34242, 1 bed, 2 baths, [object Object]

$2,300/mo

1 bed2 baths780 sq ft

1350 N Portofino Dr #207, Sarasota, FL 34242

Property at 137 Avenida Messina #2, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths900 sq ft

137 Avenida Messina #2, Sarasota, FL 34242

Property at 6415 Midnight Pass Rd #602, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$9,500/mo

2 beds2 baths1,489 sq ft

6415 Midnight Pass Rd #602, Sarasota, FL 34242

Property at 5963 Midnight Pass Rd #332, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$10,500/mo

2 beds2 baths1,270 sq ft

5963 Midnight Pass Rd #332, Sarasota, FL 34242

Property at 1221 Siesta Bayside Dr #1221, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$8,500/mo

2 beds2 baths1,130 sq ft

1221 Siesta Bayside Dr #1221, Siesta Key, FL 34242

Property at 5760 Midnight Pass Rd Unit 208D, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,361 sq ft

5760 Midnight Pass Rd Unit 208D, Siesta Key, FL 34242

Property at 1700 Cove II Pl #310, Sarasota, FL, 34242, 2 beds, 1.5 baths, [object Object]

$3,500/mo

2 beds1.5 baths860 sq ft

1700 Cove II Pl #310, Sarasota, FL 34242

Property at 111 Pass Key Rd #111, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath656 sq ft

111 Pass Key Rd #111, Sarasota, FL 34242

Property at 1255 Dockside Pl #211, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$3,600/mo

3 beds2 baths1,737 sq ft

1255 Dockside Pl #211, 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 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 Provincial Gardens - 6005 Midnight Pass Rd, Sarasota, FL, 34242, 1-2 bed, 1-2 bath, [object Object]

$2,800+/mo

1-2 bed1-2 bath748-1,210 sq ft

Provincial Gardens

| 6005 Midnight Pass Rd, 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 5631 Midnight Pass Rd #1001, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$2,200/mo

1 bed1 bath797 sq ft

5631 Midnight Pass Rd #1001, 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

Property at 1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$8,000/mo

2 beds2 baths1,645 sq ft

1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

Property at 6006 Midnight Pass Rd #36, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$17,000/mo

2 beds2 baths1,008 sq ft

6006 Midnight Pass Rd #36, Sarasota, FL 34242

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Based on information submitted to the MLS GRID as of Thu Nov 27 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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