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Newest Homes for Rent in Siesta Key, FL

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  • 60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
    /17

    $2,369

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 333 Sq Ft
    • Condo for Rent

    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242

    The advertised rate of $2,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
  • 6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
    6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
    6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
    /20

    $5,564

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft
    • Condo for Rent

    6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242

    The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
  • 60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
    /15

    $2,579

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242

    The advertised rate of $2,580/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
  • 60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    /16

    $2,675

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 333 Sq Ft
    • Condo for Rent

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242

    The advertised rate of $2,676/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 11, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
  • 339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
    /20

    $26,832

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft
    • Condo for Rent

    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242

    The advertised rate of $26,832/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
  • 60 Avenida Veneccia Unit SI ID1591490P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI ID1591490P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI ID1591490P, Siesta Key, FL 34242
    /14

    $5,292

    Total Monthly Price

    • Studio
    • 1 Bath
    • 312 Sq Ft
    • Condo for Rent

    60 Avenida Veneccia Unit SI ID1591490P, Siesta Key, FL 34242

    The advertised rate of $5,292/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 2, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    60 Avenida Veneccia Unit SI ID1591490P, Siesta Key, FL 34242
  • 5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
    5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
    5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
    /17

    $5,368

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242

    The advertised rate of $5,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
  • 5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    /20

    $9,466

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft
    • Condo for Rent

    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242

    The advertised rate of $9,467/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
  • 5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
    5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
    5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
    /20

    $6,789

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 1,797 Sq Ft
    • Condo for Rent

    5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242

    The advertised rate of $6,789/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
  • 5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
    /20

    $13,770

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,206 Sq Ft
    • Condo for Rent

    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242

    The advertised rate of $13,771/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it

    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
  • 5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
    5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
    5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
    /36

    $2,395 Per Month

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Condo for Rent

    5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242

    SIESTA KEY LIVING!! This unfurnished 2 bed/2 bath residence has a remodeled kitchen with faux granite countertops, a new microwave, dishwasher, fans throughout, tile floors throughout, and a screened porch. Enjoy the beautifully manicured 7 acres with live oaks, palm trees, tropical flowers, and flowering shrubs. A courtyard path leads to boat docks in a sheltered marina that connects to the

    5649 Midnight Pass Rd Unit 803, Siesta Key, FL 34242
  • 324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
    /35

    $7,473

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Condo for Rent

    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242

    The advertised rate of $7,473/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
  • 6327 Midnight Pass Rd, Sarasota, FL 34242
    6327 Midnight Pass Rd, Sarasota, FL 34242
    6327 Midnight Pass Rd, Sarasota, FL 34242
    /51

    $1,875 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    6327 Midnight Pass Rd, Sarasota, FL 34242

    **DON’T MISS THIS OPPORTUNITY TO LIVE ON WORLD-FAMOUS SIESTA KEY!**ALL UTILITIES & WIFI INCLUDED**Welcome to Midnight Cove II—an impeccably maintained community on Siesta Key, just moments from the powdery white sands of Crescent Beach and minutes from iconic Siesta Beach. A quick ride brings you to Siesta Key Village, where you can enjoy boutique shopping, great dining, cocktails, live music,

    6327 Midnight Pass Rd, Sarasota, FL 34242
  • 5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
    /33

    $4,034

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242

    The advertised rate of $4,035/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
  • 420 Beach Rd Unit 706, Sarasota, FL 34242
    420 Beach Rd Unit 706, Sarasota, FL 34242
    420 Beach Rd Unit 706, Sarasota, FL 34242
    /34

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft
    • Condo for Rent

    420 Beach Rd Unit 706, Sarasota, FL 34242

    Experience elevated beachfront living in this rarely available, higher-floor, 2,415-square-foot Gulf-front retreat. Offered as a long-term rental. This expansive three-bedroom, two-bathroom unit seamlessly blends refined comfort with panoramic Gulf views, catering to the most discerning rental client. Triple sliding glass windows flood the open-concept living area with natural light, capturing

    Katie Cintron COLDWELL BANKER REALTY

    420 Beach Rd Unit 706, Sarasota, FL 34242
  • 6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
    6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
    6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
    /51

    $1,875 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242

    **DON’T MISS THIS OPPORTUNITY TO LIVE ON WORLD-FAMOUS SIESTA KEY!**ALL UTILITIES & WIFI INCLUDED**Welcome to Midnight Cove II—an impeccably maintained community on Siesta Key, just moments from the powdery white sands of Crescent Beach and minutes from iconic Siesta Beach. A quick ride brings you to Siesta Key Village, where you can enjoy boutique shopping, great dining, cocktails, live music,

    Cody Smith RENT SARASOTA

    6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
  • 3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
    3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
    3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
    /40

    $11,340

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Condo for Rent

    3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242

    The advertised rate of $11,340/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242
  • 5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    /20

    $11,637

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,744 Sq Ft
    • Condo for Rent

    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242

    The advertised rate of $11,637/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
  • 1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
    /20

    $5,773

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Condo for Rent

    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242

    The advertised rate of $5,774/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
  • 349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
    349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
    349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
    /26

    $7,679

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Condo for Rent

    349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242

    The advertised rate of $7,680/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
  • 1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
    /34

    $11,685

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 796 Sq Ft
    • Condo for Rent

    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242

    The advertised rate of $11,685/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
  • 6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
    /29

    $1,938

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,108 Sq Ft
    • Condo for Rent

    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242

    The advertised rate of $1,939/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
  • 338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
    /32

    $9,240

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft
    • Condo for Rent

    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242

    The advertised rate of $9,240/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
  • 1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
    /28

    $5,885

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242

    The advertised rate of $5,885/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
  • 19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    /38

    $12,000

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Condo for Rent

    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242

    Experience the ultimate Siesta Key lifestyle in this beautifully furnished 2 bedroom, 2 bathroom luxury beachfront condo, perfectly situated in the heart of Siesta Key Village! Wake up just steps away from the gorgeous white sands and crystal clear waters of Siesta Key. Spend your days relaxing on the world-famous beach, enjoying the pool, or taking advantage of the community's resort-style

    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
  • 216 Pass Key Rd Unit 216, Sarasota, FL 34242
    216 Pass Key Rd Unit 216, Sarasota, FL 34242
    216 Pass Key Rd Unit 216, Sarasota, FL 34242
    /10

    $3,900 Per Month

    • 2 Beds
    • 2 Baths
    • 998 Sq Ft
    • Condo for Rent

    216 Pass Key Rd Unit 216, Sarasota, FL 34242

    LONG TERM RENTAL! Welcome to this newly renovated Siesta Key condo perfectly located just steps from a private fishing pier with lounge chairs and stunning views of the Sarasota skyline, where you can spend your days dolphin watching, manatee spotting, or kayaking. Inside, this tranquil retreat features two spacious master suites on separate floors—each with ample closet space, a private balcony,

    Brett Keyser, Jr RE/MAX ALLIANCE GROUP

    216 Pass Key Rd Unit 216, Sarasota, FL 34242
  • 1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
    /30

    $3,996

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft
    • Condo for Rent

    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242

    The advertised rate of $3,996/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242
  • 6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
    /35

    $7,579

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 957 Sq Ft
    • Condo for Rent

    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242

    The advertised rate of $7,579/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
  • 4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242
    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242
    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242
    /33

    $5,187

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,443 Sq Ft
    • Condo for Rent

    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242

    The advertised rate of $5,188/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242
  • 19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
    /38

    $12,000

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Condo for Rent

    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242

    Experience the ultimate Siesta Key lifestyle in this beautifully furnished 2 bedroom, 2 bathroom luxury beachfront condo, perfectly situated in the heart of Siesta Key Village! Wake up just steps away from the gorgeous white sands and crystal clear waters of Siesta Key. Spend your days relaxing on the world-famous beach, enjoying the pool, or taking advantage of the community's resort-style

    19 Whispering Sands Dr Unit 401, Siesta Key, FL 34242
  • 212 Pass Key Rd, Siesta Key, FL 34242
    212 Pass Key Rd, Siesta Key, FL 34242
    212 Pass Key Rd, Siesta Key, FL 34242
    /21

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    212 Pass Key Rd, Siesta Key, FL 34242

    Oceanview unit in Siesta Key

    212 Pass Key Rd, Siesta Key, FL 34242
  • 4660 Ocean Blvd Unit Q, Sarasota, FL 34242
    4660 Ocean Blvd Unit Q, Sarasota, FL 34242
    4660 Ocean Blvd Unit Q, Sarasota, FL 34242
    /26

    $7,999 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    4660 Ocean Blvd Unit Q, Sarasota, FL 34242

    FULL GULF & SUNSET VIEWS | TURNKEY FURNISHED | WALK TO SIESTA VILLAGE & BEACHSeasonal rental available for January, February and March of 2027. Taxes are not included in the rent. Two small dogs allowed!You will be WOWED by the breathtaking full Gulf and sunset views from this TURNKEY FURNISHED Siesta Key residence! Ideally located within walking distance of the vibrant Siesta Village and

    Paul Svilokos RENTPRO MANAGEMENT LLC

    4660 Ocean Blvd Unit Q, Sarasota, FL 34242
  • 111 Pass Key Rd, Siesta Key, FL 34242
    111 Pass Key Rd, Siesta Key, FL 34242
    111 Pass Key Rd, Siesta Key, FL 34242
    /25

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft
    • House for Rent

    111 Pass Key Rd, Siesta Key, FL 34242

    Siesta Key condo on Big Pass in extremely quiet complex — yet only a 5-minute walk to Siesta Village — due to a 30-day minimum rental per HOA that keeps out the short-term renters and partiers, ensuring a year-round peaceful experience!In this tree-lined “Old Florida” seaside getaway sits an updated 1 Bed 1 Bath, first floor condo, in Sandy Cove II in beautiful Sarasota, FL. A quiet and

    111 Pass Key Rd, Siesta Key, FL 34242
  • 5157 Sandy Beach Ave, Siesta Key, FL 34242
    5157 Sandy Beach Ave, Siesta Key, FL 34242
    5157 Sandy Beach Ave, Siesta Key, FL 34242
    /20

    $5,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • House for Rent

    5157 Sandy Beach Ave, Siesta Key, FL 34242

    ANNUAL RENTAL. Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee. 4 bedrooms and 2.5 baths brings you back inside with a large open

    5157 Sandy Beach Ave, Siesta Key, FL 34242
  • 3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
    3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
    3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
    /11

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242

    Fully furnished, intercoastal waterfront detached garage apartment on one of the most desirable streets on far north end of Siesta Key. Could be set up as 1 or 2 bedroom. Month to month lease available, discount for longer commitments. All standard services and utilities included in rent price. Price includes one bay of a two car garage for covered parking. Unlimited pool and dock use 7a-9p

    3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
  • 5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
    /39

    $11,637

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,744 Sq Ft
    • Condo for Rent

    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242

    The advertised rate of $11,637/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
  • 5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
    /50

    $10,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Condo for Rent

    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242

    Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool. At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances in

    Robert Bevington SHOWTIME REALTY

    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
  • 6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    /52

    $5,000 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    Beachfront Bliss at Casa Mar – Siesta Key Dreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun. Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-whit e sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim in

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • 5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
    /20

    $9,466

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft
    • Condo for Rent

    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242

    The advertised rate of $9,467/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
  • 60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242
    /16

    $2,675

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 333 Sq Ft
    • Condo for Rent

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242

    The advertised rate of $2,676/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 11, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242

Showing Results 1 - 40, Page 1 of 8

Florida Sarasota County

Newest Homes for Rent in Siesta Key, FL

Frequently Asked Questions

How much does it cost to rent a home in Siesta Key, FL?
The median rent for a home in Siesta Key, FL is $6,539 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option.
How much do you need to make to afford rent in Siesta Key, FL?
To comfortably afford the median rent in Siesta Key, FL, a household needs to earn roughly $261,560 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $6,539 per month in Siesta Key, FL, renters typically need to show $19,617 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Siesta Key, FL?
In Siesta Key, FL, the price-to-rent ratio is 37.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Siesta Key, FL are best for renting a home?
The best neighborhood for renting in Siesta Key, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include South Sarasota, Coral Cove/Holiday Harbor, Southside, Lido Key and Ridge Wood Heights, each with its own character and price range.

Rental Trends in Siesta Key, FL

There are currently 283 homes available for rent in Siesta Key, FL. The median rent is $6,539 per month, with condos at $6,540.

Rental Home Trends

Number of Homes for Rent
283
Median Rent
$6,539
Median Condo Rent
$6,540
How to Rent a Home

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