126

Siesta Key, FL Condos for Rent

Section Image Section Image
  • /49

    $9,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • Condo for Rent

    6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

    ***AVAILABLE MAY 2026 THRU DECEMBER 2026. BOOKED FOR SEASON AND THEN AVAILABLE AGAIN APRIL 2027*** Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative

    Agent Photo

    Anthony DeLuca

    AUDREY RAIN RENTALS, INC

    6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
  • /20

    $5,286

    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 $5,286/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
  • /63

    $15,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,524 Sq Ft
    • Condo for Rent

    1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242

    AVAILABLE 1/4/27 Experience the pinnacle of coastal living in this exceptional penthouse at Marina Del Sol with PRIVATE 52 FT BOAT SLIP. Perfectly positioned moments from the #1-rated Siesta Key Beach. This rare residence offers panoramic Gulf of Mexico sunsets on one side and serene Bay views on the other—an unmatched indoor-outdoor lifestyle framed by water in every direction.****Designed for

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
  • /16

    $9,764 Per Month

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

    5306 Avenida Navarra Unit SI ID1629372P, Sarasota, FL 34242

    The advertised rate of $9,764/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 10, 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

    5306 Avenida Navarra Unit SI ID1629372P, Sarasota, FL 34242
  • /35

    $7,798

    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 $7,799/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
  • /20

    $5,345

    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 $5,345/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    4879 Commonwealth Dr Unit SI ID1591481P, 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 $5,293/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
  • /15

    $10,345 Per Month

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

    5310 Avenida Navarra Unit SI ID1629374P, Siesta Key, FL 34242

    The advertised rate of $10,346/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 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

    5310 Avenida Navarra Unit SI ID1629374P, Siesta Key, FL 34242
  • /28

    $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
  • /13

    $9,140 Per Month

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

    153 Beach Rd Unit SI ID1629373P, Siesta Key, FL 34242

    The advertised rate of $9,140/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 24, 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

    153 Beach Rd Unit SI ID1629373P, Siesta Key, FL 34242
  • /94

    $8,583

    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 $8,583/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 be

    5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
  • /28

    $16,932

    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 $16,933/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 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

    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
  • /16

    $3,627

    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 $3,627/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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

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

    $12,314

    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 $12,315/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
  • /15

    $2,987

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

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

    The advertised rate of $2,987/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
  • /20

    $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 October 2, 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
  • /14

    $22,835 Per Month

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

    5302 Avenida Navarra Unit SI ID1629382P, Siesta Key, FL 34242

    The advertised rate of $22,835/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 26, 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

    5302 Avenida Navarra Unit SI ID1629382P, Siesta Key, FL 34242
  • /17

    $3,009

    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 $3,009/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
  • /20

    $6,376

    Total Monthly Price

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

    877 Siesta Key Cir Unit SI ID1613536P, Siesta Key, FL 34242

    The advertised rate of $6,377/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 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 be

    877 Siesta Key Cir Unit SI ID1613536P, 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 be

    5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
  • /11

    $2,350

    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
  • /39

    $11,261

    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 $11,262/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 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

    5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, 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 October 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 be

    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, 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
  • /20

    $7,881

    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 $7,882/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 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

    349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
  • /34

    $9,680

    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 $9,681/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 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

    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
  • /33

    $3,919

    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 $3,919/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 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

    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
  • /20

    $27,041

    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 $27,042/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
  • /20

    $3,973

    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 $3,974/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 3, 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
  • /32

    $8,941

    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 $8,942/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
  • /20

    $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 October 6, 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
  • /53

    $4,000 Per Month

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

    1250 N Portofino Dr Unit 301, Sarasota, FL 34242

    Gorgeous updated 2 BR, 2 Bath condo on a Canal Available Now Through December 31st or April 1, 2027 and beyond! Sailboat water, fishing pier, private beach access directly across the street. Beautifully furnished vacation home with water view from main bedroom, Livingroom and lanai. End unit so more light and larger kitchen space. Everything you will need for your beach vacation. Amenities

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1250 N Portofino Dr Unit 301, Sarasota, 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
  • /16

    $9,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • Condo for Rent

    1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242

    Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
  • /25

    $3,995 Per Month

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

    5215 Calle de Costa Rica Unit A, Siesta Key, FL 34242

    Charming Cottage in Siesta Key. Get ready to be WOWED! This is a rare and special opportunity to live in a charming two-bedroom, one-bath home in the highly desired Village area of Siesta Key. You'll love the front porch, perfect for morning coffee surrounded by lush tropical landscaping. There's always something blooming in the garden, attracting box turtles, bunnies, birds, and butterflies.

    5215 Calle de Costa Rica Unit A, Siesta Key, FL 34242
  • /35

    $7,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242

    Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
  • /31

    $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
  • /36

    $7,500 Per Month

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

    5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is

    Robert Bevington SHOWTIME REALTY

    5830 Midnight Pass Rd Unit 54, Sarasota, 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
  • /54

    $9,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • Condo for Rent

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242

    Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance.As you enter, the living room, dining room, and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 4

Frequently Asked Questions

How much does it cost to rent a condo in Siesta Key, FL?
The median rent for a condo in Siesta Key, FL is $5,500 per month, though prices vary by neighborhood, size, and property type. As of September 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 $236,520 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 $5,913 per month in Siesta Key, FL, renters typically need to show $17,739 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 condo?
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 condo include South Sarasota, Coral Cove/Holiday Harbor, Lido Key, Southside and Southgate, each with its own character and price range.

Rental Home Trends

Number of Condos for Rent
126
Median Condo Rent
$5,500
Median 2 Bedroom Condo Rent
$5,414
Median 3 Bedroom Condo Rent
$5,500
How to Rent a Home