Siesta Key, FL rental listings

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ABOUT THIS HOME
Siesta Key, FL Rental Listings
Only 1 booking allowed in a 30 day period. You will be close to everything when you stay at this centrally-located house. It's a 2 min drive to Siesta Key village restaurants and shops. A 5 min drive...

$7,500/mo

3 beds2 baths1,714 sq ft

4421 Ocean Blvd, Sarasota, FL 34242

Laundry in unit • A/C • Dishwasher

(610) 547-3872

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Welcome to the newly renovated dream coastal home in the beautiful Siesta Harbor on Siesta Key, Sarasota, Florida, USA! Nestled along a serene canal in an idyllic waterfront setting, this stunning...

$3,500/mo

1 bed2 baths780 sq ft

1300 N Portofino Dr #205, Sarasota, FL 34242

A/C • Dishwasher • Car-dependent

(747) 204-8012

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Discover your sunlit retreat in the desirable waterfront community of Sea Village on Siesta Key! This ground-floor, 2-bedroom, 2-bathroom condo offers a bright and spacious living environment. The...

$3,300+/mo

2 beds2 baths1,200-1,305 sq ft

Sea Village

| 4660 Ocean Blvd, Sarasota, FL 34242

1 unit available

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking...

$5,995/mo

3 beds2 baths1,835 sq ft

4237 Higel Ave, Sarasota, FL 34242

Pets welcome • Parking • A/C

ABOUT THIS HOME
Siesta Key, FL Rental Listings
- UNFURNISHED - ANNUAL RENTAL ~ Rarely available in the exclusive Hamilton Club, this spacious 3-bedroom, 3.5-bath townhome offers over 4,000 square feet of space in one of Siesta Key's most...

$5,500/mo

3 beds3.5 baths2,798 sq ft

3954 Hamilton Club Cir #14, Sarasota, FL 34242

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Siesta Key, FL Rental Listings
Florida charm at it's best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the...

$5,800/mo

3 beds2 baths1,724 sq ft

4830 Higel Ave, Sarasota, FL 34242

Pets welcome • Laundry in unit • Parking

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 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 5157 Sandy Beach Ave, Sarasota, FL, 34242, 4 beds, 2.5 baths, [object Object]

$5,800/mo

4 beds2.5 baths2,288 sq ft

5157 Sandy Beach Ave, Sarasota, FL 34242

Property at 5159 Oakmont Pl, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$10,000/mo

3 beds2 baths1,953 sq ft

5159 Oakmont Pl, Sarasota, FL 34242

Property at 5253 Avenida del Mare, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$4,500/mo

3 beds2 baths1,438 sq ft

5253 Avenida del Mare, 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 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 681 Avenida de Mayo, Sarasota, FL, 34242, 3 beds, 3 baths, [object Object]

$11,000/mo

3 beds3 baths3,324 sq ft

681 Avenida de Mayo, 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 460 Beach Rd Unit A1, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$8,000/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 1232 Northport Dr, Sarasota, FL, 34242, 3 beds, 2 baths, [object Object]

$9,975/mo

3 beds2 baths1,794 sq ft

1232 Northport Dr, Sarasota, FL 34242

Property at 5649 Midnight Pass Rd #803, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$2,395/mo

2 beds2 baths1,012 sq ft

5649 Midnight Pass Rd #803, 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 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 5855 Midnight Pass Rd #524, Sarasota, FL, 34242, 1 bed, 1 bath, [object Object]

$2,100/mo

1 bed1 bath751 sq ft

5855 Midnight Pass Rd #524, Sarasota, FL 34242

Property at 5880 Midnight Pass Rd #204, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$11,000/mo

2 beds2 baths1,600 sq ft

5880 Midnight Pass Rd #204, 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 Dolphin Building - 1215 S Portofino Dr, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$4,000+/mo

2 beds2 baths929-991 sq ft

Dolphin Building

| 1215 S Portofino Dr, Sarasota, FL 34242

Property at 1355 S Portofino Dr #103, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$12,000/mo

2 beds2 baths1,389 sq ft

1355 S Portofino Dr #103, Sarasota, FL 34242

Property at 5628 Cape Leyte Dr, Sarasota, FL, 34242, 3 beds, 3 baths, [object Object]

$10,000/mo

3 beds3 baths2,030 sq ft

5628 Cape Leyte Dr, Sarasota, FL 34242

Property at 5624 Cape Leyte Dr, Sarasota, FL, 34242, 5 beds, 5 baths, [object Object]

$17,000/mo

5 beds5 baths3,126 sq ft

5624 Cape Leyte Dr, Sarasota, FL 34242

Property at Siesta Harbor - 1250 N Portofino Dr, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$3,150+/mo

2 beds2 baths929-991 sq ft

Siesta Harbor

| 1250 N Portofino Dr, 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]

$2,950/mo

2 beds1.5 baths860 sq ft

1700 Cove II Pl #310, 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 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]

$2,500/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]

$4,500/mo

2 beds2 baths929 sq ft

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

Property at 212 Pass Key Rd, Siesta Key, FL, 34242, 1 bed, 1 bath, [object Object]

$2,200/mo

1 bed1 bath800 sq ft

212 Pass Key Rd, Siesta Key, FL 34242

Property at 6327 Midnight Cove Rd Unit 1578382P, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$7,832/mo

2 beds2 baths957 sq ft

6327 Midnight Cove Rd Unit 1578382P, Siesta Key, FL 34242

Property at 1400 Cove II Pl Unit 1578373P, Sarasota, FL, 34242, 2 beds, 1 bath, [object Object]

$5,795/mo

2 beds1 bath850 sq ft

1400 Cove II Pl Unit 1578373P, Sarasota, FL 34242

Property at 1179 Lake House Cir Unit 1578383P, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$11,685/mo

2 beds2 baths796 sq ft

1179 Lake House Cir Unit 1578383P, Siesta Key, FL 34242

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Based on information submitted to the MLS GRID as of Sat Aug 15 2026. 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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