15

Pet-Friendly Condos for Rent in Siesta Key, FL

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  • /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
  • /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
  • /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

    $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
  • /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
  • /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
  • /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
  • /38

    $2,800 Per Month

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

    4660 Ocean Blvd Unit G1, Sarasota, FL 34242

    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 open kitchen is perfect for those who enjoy cooking, and the living area provides ample space for relaxation and entertaining. Each bedroom is a comfortable haven with custom closets for added

    Beth Dilley ASCENDIA REAL ESTATE

    4660 Ocean Blvd Unit G1, 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
  • /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
  • /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
  • /66

    $3,800 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
  • /60

    $5,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,798 Sq Ft
    • Condo for Rent

    3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242

    • 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 desirable deep-water boating communities. A standout feature of this home is the expansive lower-level garage area, providing exceptional flexibility. In addition to the oversized two-car garage, there is a

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242
  • /87

    $7,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft
    • Condo for Rent

    1308 Old Stickney Point Rd Unit W32, Sarasota, FL 34242

    Waterfront Elegance at Marina Del Sol – Your Seasonal Retreat. Indulge in the ultimate Sarasota lifestyle at this stunning 3-bedroom, 2,467 sq. ft. residence in the exclusive Marina Del Sol. Thoughtfully designed and beautifully updated, this spacious condo offers the perfect balance of elegance and comfort, with three oversized porches capturing serene water views and warm coastal breezes. Step

    Olga Smith IMPERIAL PROPERTY GROUP LLC

    1308 Old Stickney Point Rd Unit W32, Sarasota, FL 34242

Rental Home Trends

Number of Condos for Rent
15
Median Condo Rent
$5,500
Median 2 Bedroom Condo Rent
$5,414
Median 3 Bedroom Condo Rent
$5,500
How to Rent a Home