Condos for Rent in Siesta Key, FL

41 rentals

Sort:

Recommended

ABOUT THIS HOME
Condo for Rent in Siesta Key:
Siesta Key Furnished Annual Rental. 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 dining, shopping and entertainm

$6,000/mo

3 beds2.5 baths2,012 sq ft

357 Tierra Mar Ln #5, Sarasota, FL 34242

Available 11/01 • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Siesta Key:
Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands mee

$7,900/mo

2 beds2 baths1,200 sq ft

4660 Ocean Blvd Unit N1, Sarasota, FL 34242

Available 01/01 • 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

$3,800/mo

3 beds2 baths1,645 sq ft

4660 Ocean Blvd Unit B2, Sarasota, FL 34242

Dogs welcome • Laundry in unit • Parking

ABOUT THIS HOME
Condo for Rent in Siesta Key:
This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in t

$7,500/mo

2 beds2 baths896 sq ft

1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

Available 01/01 • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Siesta Key:
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
Condo for Rent in Siesta Key:
Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettab

$4,700/mo

3 beds3 baths1,867 sq ft

4900 Ocean Blvd #501, Sarasota, FL 34242

Parking • A/C • Dishwasher

Property at 4822 Ocean Blvd Unit 2F, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$9,000/mo

2 beds2 baths1,435 sq ft

4822 Ocean Blvd Unit 2F, 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 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 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 446 Canal Rd #5, Sarasota, FL, 34242, 2 beds, 1 bath, [object Object]

$6,500/mo

2 beds1 bath680 sq ft

446 Canal Rd #5, Sarasota, FL 34242

Property at 420 Beach Rd #505, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths1,316 sq ft

420 Beach Rd #505, 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 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 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 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 1280 Dolphin Bay Way #204, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,840 sq ft

1280 Dolphin Bay Way #204, 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 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 1269 Dockside Pl #115, Sarasota, FL, 34242, 2 beds, 2 baths, [object Object]

$3,550/mo

2 beds2 baths1,217 sq ft

1269 Dockside Pl #115, 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 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 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 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 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 5911 Midnight Pass Rd #601, Sarasota, FL, 34242, 3 beds, 2.5 baths, [object Object]

$6,500/mo

3 beds2.5 baths2,260 sq ft

5911 Midnight Pass Rd #601, 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 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 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 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 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 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 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 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 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

Viewing page 1 of 1

Based on information submitted to the MLS GRID as of Sun Sep 14 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.

More to explore in Siesta Key, FL

Property Types
Bedrooms
Amenities
Price

Popular rental markets in Florida

Rentals
Apartments

Related searches in Siesta Key, FL

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Condos for Rent in Siesta Key, FL

More to explore in Siesta Key, FL

Rentals near Siesta Key, FL

Cities

Apartments for rent near Siesta Key, FL

Cities

Popular rental markets in Florida

Related searches in Siesta Key, FL