34242, FL rental listings

79 rentals

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Recommended

$1,995/mo

1 bed1 bath500 sq ft

319 Beach Rd #1, Sarasota, FL 34242

Somewhat walkable

ABOUT THIS HOME
34242, FL Rental Listings
Siesta Key Furnished Annual or Seasonal Rental (4 month minimum). You will love living in this quiet enclave of 6 homes, tucked away from all of the hustle and bustle but walkable to all of the many d

$6,000/mo

3 beds2.5 baths2,012 sq ft

357 Tierra Mar Ln #5, Sarasota, FL 34242

Parking • A/C • Somewhat walkable

ABOUT THIS HOME
34242, FL Rental Listings
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: $7,000

3 bd: $3,800

Sea Village

| 4660 Ocean Blvd, Sarasota, FL 34242

1 unit available

NEW 18 HRS AGO

ABOUT THIS HOME
34242, FL Rental Listings
Lease a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private doub

$14,950/mo

4 beds3 baths2,450 sq ft

4879 Commonwealth Dr, Sarasota, FL 34242

Available 12/01 • Pets welcome • Parking

ABOUT THIS HOME
34242, FL Rental Listings
Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining optio

$16,000/mo

3 beds2 baths1,704 sq ft

327 Avenida Milano, Sarasota, FL 34242

Parking • A/C • Dishwasher

ABOUT THIS HOME
34242, 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 1215 S Portofino Dr Unit 1215-308, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$3,500/mo

2 beds2 baths991 sq ft

1215 S Portofino Dr Unit 1215-308, Siesta Key, 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 Siesta Towers - 4822 Ocean Blvd, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$4,250+/mo

2 beds2 baths1,435 sq ft

Siesta Towers

| 4822 Ocean Blvd, 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 1318C Siesta Bayside Dr Unit 1318C, Siesta Key, FL, 34242, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths1,280 sq ft

1318C Siesta Bayside Dr Unit 1318C, Siesta Key, 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]

$7,450/mo

3 beds3 baths1,590 sq ft

314 Avenida de Paradisio, Sarasota, 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 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 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 1308 Old Stickney Point Rd Unit W32, Sarasota, FL, 34242, 3 beds, 2.5 baths, [object Object]

$10,000/mo

3 beds2.5 baths2,467 sq ft

1308 Old Stickney Point Rd Unit W32, 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 6703 Midnight Pass Rd #115, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$2,900/mo

2 beds2 baths1,000 sq ft

6703 Midnight Pass Rd #115, Sarasota, FL 34242

Property at 5519 Azure Way, Sarasota, FL, 34242, 4 beds, 3 baths, [object Object]

$12,000/mo

4 beds3 baths2,460 sq ft

5519 Azure Way, 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]

$7,500/mo

2 beds2 baths1,363 sq ft

460 Beach Rd Unit A1, Sarasota, FL 34242

Property at 8560 Heron Lagoon Cir, Sarasota, FL, 34242, 5 beds, 3.5 baths, [object Object]

$12,125/mo

5 beds3.5 baths3,945 sq ft

8560 Heron Lagoon Cir, 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 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 7303 Midnight Pass Rd, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$5,750/mo

2 beds2 baths1,583 sq ft

7303 Midnight Pass Rd, 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 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 5830 Midnight Pass Rd #802, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$5,850/mo

2 beds2 baths1,285 sq ft

5830 Midnight Pass Rd #802, 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 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 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 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 5310 Hidden Harbor Rd, Sarasota, FL, 34242, 4 beds, 2 baths, [object Object]

$7,400/mo

4 beds2 baths2,295 sq ft

5310 Hidden Harbor Rd, Sarasota, FL 34242

Property at Siesta Breakers - 6480 Midnight Pass Rd, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$10,000+/mo

2 beds2 baths1,265 sq ft

Siesta Breakers

| 6480 Midnight Pass Rd, Sarasota, FL 34242

Property at Vista Hermosa - 116 Vista Hermosa Cir, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$7,200+/mo

2 beds2 baths900 sq ft

Vista Hermosa

| 116 Vista Hermosa Cir, 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 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 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 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

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Based on information submitted to the MLS GRID as of Fri Nov 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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