Siesta Key, FL rental listings

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ABOUT THIS HOME
Siesta Key, FL Rental Listings
** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor

$8,500/mo

2 beds2 baths1,337 sq ft

5770 Midnight Pass Rd #605, Sarasota, FL 34242

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three

$4,995/mo

2 beds2 baths1,337 sq ft

5770 Midnight Pass Rd #405, Sarasota, FL 34242

Parking • A/C • Car-dependent

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Available for season 2026! This 2 bedroom 2 bath villa with easy ground floor entry features tile flooring in the main living areas and plush new carpeting in the bedrooms. The stylish galley kitchen

$6,500/mo

2 beds2 baths1,264 sq ft

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

Available 12/01 • Laundry in unit • Parking

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor g

$10,000/mo

2 beds2 baths1,361 sq ft

5780 Midnight Pass Rd #609, Sarasota, FL 34242

Parking • A/C • Car-dependent

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Live the Siesta Key dream at White Sands Village, just steps from world-renowned Siesta Key Public Beach--famous for its powdery white quartz sand and stunning Gulf sunsets. This beautifully furnished

$2,200/mo

1 bed1 bath797 sq ft

5631 Midnight Pass Rd #1001, Sarasota, FL 34242

Pets welcome • Parking • A/C

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Enjoy one of the best views on Siesta Key ~ unobstructed WATER VIEWS of the Bay/Intercoastal from your private large covered lanai with all new impact glass doors, and have coffee on your own private

$6,000/mo

2 beds2 baths1,840 sq ft

1280 Dolphin Bay Way #204, Sarasota, FL 34242

Parking • A/C • Dishwasher

Property at 22 Sandy Cove Rd Apt 10-5, Sarasota, FL, 34242, 3 beds, 3 baths, [object Object]

$15,000/mo

3 beds3 baths1,898 sq ft

22 Sandy Cove Rd Apt 10-5, 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

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 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 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 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 6005 Midnight Pass Rd Unit S4, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,210 sq ft

6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242

Property at 6005 Midnight Pass Rd Unit N13, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$2,800/mo

1 bed1 bath748 sq ft

6005 Midnight Pass Rd Unit N13, 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 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 6006 Midnight Pass Rd #15, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$7,500/mo

1 bed1 bath600 sq ft

6006 Midnight Pass Rd #15, Sarasota, FL 34242

Property at 6006 Midnight Pass Rd #16, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$5,000/mo

1 bed1 bath600 sq ft

6006 Midnight Pass Rd #16, 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 6006 Midnight Pass Rd #21, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$4,500/mo

1 bed1 bath708 sq ft

6006 Midnight Pass Rd #21, 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

Property at 6157 Midnight Pass Rd Unit D32, Sarasota, FL, 34242, 2 beds, 2.5 baths, [object Object]

$5,000/mo

2 beds2.5 baths1,332 sq ft

6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

Property at 1250 N Portofino Dr #302, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$3,150/mo

2 beds2 baths929 sq ft

1250 N Portofino Dr #302, Sarasota, FL 34242

Property at 1215 S Portofino Dr #308, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$3,500/mo

2 beds2 baths991 sq ft

1215 S Portofino Dr #308, 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 5640 Cape Leyte Dr, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$8,000/mo

3 beds2 baths2,002 sq ft

5640 Cape Leyte Dr, 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 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 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 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 1257 S Portofino Dr Unit 36, Sarasota, FL, 34242, 1 bed, 2 baths, [object Object]

$5,000/mo

1 bed2 baths780 sq ft

1257 S Portofino Dr Unit 36, 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 301 Avenida Madera Unit A, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$12,600/mo

2 beds2 baths1,144 sq ft

301 Avenida Madera Unit A, 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 1250 N Portofino Dr Unit 107MAR, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$6,400/mo

2 beds2 baths929 sq ft

1250 N Portofino Dr Unit 107MAR, Siesta Key, FL 34242

Property at 5855 Midnight Pass Rd Unit 1, Siesta Key, FL, 34242, 1 bed, 1 bath, [object Object]

$3,250/mo

1 bed1 bath751 sq ft

5855 Midnight Pass Rd Unit 1, Siesta Key, FL 34242

Property at 1257 S Portofino Dr Unit 38ALBA, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths929 sq ft

1257 S Portofino Dr Unit 38ALBA, Sarasota, FL 34242

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

$5,950/mo

2 beds2 baths1,435 sq ft

4822 Ocean Blvd, Siesta Key, FL 34242

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

$2,200/mo

1 bed1 bath656 sq ft

111 Pass Key Rd, Siesta Key, FL 34242

Property at 1250 N Portofino Dr Unit 102MAR, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths929 sq ft

1250 N Portofino Dr Unit 102MAR, Siesta Key, FL 34242

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

$6,500/mo

2 beds2 baths929 sq ft

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

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Based on information submitted to the MLS GRID as of Fri Oct 24 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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