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Newest Homes for Rent in Siesta Key, FL

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  • /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
  • /38

    $5,800 Per Month

    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft
    • House for Rent

    5585 Contento Dr, Sarasota, FL 34242

    Experience Siesta Key living at 5585 Contento Dr; a furnished 4 bedroom 3 bath pool home that is available immediately for rent. This home sits at the end of a quiet cult de sac in the front and offers beautiful canal views, a wooden boat dock, and heated pool in the back. This split floor plan home boasts 1,921 square feet under air and a two car garage that includes a full sized washer and

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5585 Contento Dr, Sarasota, FL 34242
  • /35

    $12,385

    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 $12,386/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
  • /44

    $6,195 Per Month

    • 3 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • House for Rent

    5456 Azure Way, Sarasota, FL 34242

    This is an unfurnished 3 bedroom, 3 bathroom home with a screened pool and Grand Canal waterfront in the Siesta Isles community on Siesta Key! This residence features a terracotta tile roof, a paver driveway, an oversized two-car garage, and a stone-accented exterior framed by mature tropical landscaping. Inside, the home offers an open, split-bedroom floor plan with vaulted and cathedral

    Todd Roughton SARASOTA MANAGEMENT & LEASING

    5456 Azure Way, Sarasota, FL 34242
  • /69

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,953 Sq Ft
    • House for Rent

    5159 Oakmont Place, Sarasota, FL 34242

    Experience the best of Siesta Key in this beautifully updated private pool home, Available January - March 2027 only. Beautiful resort-style living, completely renovated interiors, multiple living and dining areas, comfortably sleeps 8-10 at one of Florida's most sought-after beach destinations for the perfect coastal getaway. Inside, the open-concept layout creates an inviting central living

    Scott Nold TNG PROPERTY MANAGEMENT

    5159 Oakmont Place, Sarasota, FL 34242
  • /30

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft
    • House for Rent

    734 Birdsong Ln, Sarasota, FL 34242

    Annual Luxury Rental – 3 Bedroom Pool Home on Siesta Key offers an Oversized Primary Bedroom with a ensuite bathroom, large walk in closest, seperate den/workout room looking over the heated pool. Two additional oversized Bedrooms one with a King bedroom set and the other with a Queen and two twins which sleeps 4 also with built in closets and smart tv's. Beautifully appointed and fully turnkey

    Bob Mcgrath WILLIAM RAVEIS - FLORIDA LLC

    734 Birdsong Ln, Sarasota, FL 34242
  • /20

    $4,229

    Total Monthly Price

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

    5830 Jamaica Royale Unit SI ID1578366P, Siesta Key, FL 34242

    The advertised rate of $4,229/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 20, 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

    5830 Jamaica Royale Unit SI ID1578366P, Siesta Key, FL 34242
  • /20

    $9,729

    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 $9,730/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 23, 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
  • /28

    $6,572

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Condo for Rent

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

    The advertised rate of $6,572/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 can be

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
  • /20

    $8,418

    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 $8,419/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 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

    324 Avenida Madera Unit SI ID1578359P, Siesta Key, FL 34242
  • /20

    $14,043

    Total Monthly Price

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

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

    The advertised rate of $14,043/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

    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
  • /20

    $9,335

    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 $9,336/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 25, 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
  • /20

    $9,038

    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 $9,038/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 14, 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
  • /78

    $2,950 Per Month

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft
    • Condo for Rent

    1700 Cove II Place Unit 310, Sarasota, FL 34242

    Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer...Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the

    Robert Bevington SHOWTIME REALTY

    1700 Cove II Place Unit 310, Sarasota, FL 34242
  • /49

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • House for Rent

    5253 Avenida Del Mare, Sarasota, FL 34242

    This is a short-term rental. Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key

    Beth Dilley ASCENDIA REAL ESTATE

    5253 Avenida Del Mare, Sarasota, FL 34242
  • /34

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Condo for Rent

    420 Beach Rd Unit 502, Sarasota, FL 34242

    Turnkey furnished beachfront retreat on Siesta Key, one-month minimum rental. Greet each morning to the sound of the Gulf and close every evening beneath a glowing horizon and dazzling sunset from this gulf-front residence at Siesta Gulf View. Two bedrooms and two baths, this home opens onto a 31-foot screened and glass-enclosed lanai that runs the full width of the unit, framing an uninterrupted

    Joanna Benante MICHAEL SAUNDERS & COMPANY

    420 Beach Rd Unit 502, Sarasota, FL 34242
  • /27

    $9,975 Per Month

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • House for Rent

    1232 Northport Dr, Sarasota, FL 34242

    Annual Rental: Waterfront 3BD/2BA home with private pool and sailboat water with boat slip. Looking for a laid-back Siesta Key flip-flop lifestyle with urban conveniences? Discover 1232 Northport Drive, a secluded, peaceful setting less than one mile from world-famous Siesta Key beach. This updated island one-story home awaits your annual escape from daily demands, but not too far, as high-speed

    Agent Photo

    Lynn Brock

    BROCK REALTY INC.

    1232 Northport Dr, Sarasota, FL 34242
  • /21

    $2,200 Per Month

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

    212 Pass Key Rd, Sarasota, FL 34242

    Oceanview unit in Siesta Key

    212 Pass Key Rd, Sarasota, FL 34242
  • /15

    $7,015

    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 $7,016/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

    5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
  • /36

    $2,595 Per Month

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

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

    5649 Midnight Pass Rd Unit 803, 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
  • /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 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 be

    1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, 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 September 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
  • /17

    $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 August 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

    6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
  • /48

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,724 Sq Ft
    • House for Rent

    4830 Higel Ave, Sarasota, FL 34242

    More pictures to come, waiting for the rest of the furniture to arrive. Florida charm at it’s best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the Grand Canal with a dock and kidney-shaped heated pool. The new hardwood flooring and new impact windows make this home bright and

    toyia Youtzy JENNETTE PROPERTIES, INC.

    4830 Higel Ave, Sarasota, FL 34242
  • /52

    $5,525 Per Month

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • House for Rent

    726 Birdsong Ln, Sarasota, FL 34242

    AVAILABLE after September 10, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful

    Scott Nold TNG REAL ESTATE

    726 Birdsong Ln, Sarasota, FL 34242
  • /26

    $7,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    Unlisted Address

    FULLY FURNISHED AND INTERIOR DESIGNED 2 BEDROOM / 2 BATH UNIT now available in Harbor Towers on Siesta Key. This beautifully designed condo offers a total of 1,700 sq ft of indoor/outdoor living, including 1,152 sq ft of air-conditioned space and a spacious 540 sq ft private patio finished with travertine and turf. The unit features 9 ft ceilings, floor-to-ceiling windows, stylish furnishings,

    Andres Ospina Rivera LPT REALTY, LLC

    Unlisted Address
  • /78

    $7,995 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,497 Sq Ft
    • House for Rent

    3919 Roberts Point Rd, Sarasota, FL 34242

    Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE. The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI. The POOL & HOT TUB/SPA, also screened-in, are framed by lush TROPICAL

    Benjamin Schwab KEYRENTER SARASOTA PROPERTY MANAGEMENT

    3919 Roberts Point Rd, Sarasota, FL 34242
  • /45

    $11,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,324 Sq Ft
    • House for Rent

    681 Avenida de Mayo, Sarasota, FL 34242

    Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply

    Colette Jay HORIZON REALTY INTERNATIONAL

    681 Avenida de Mayo, Sarasota, FL 34242
  • /70

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • Condo for Rent

    1355 S Portofino Dr Unit 103, Sarasota, FL 34242

    Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This

    Teresa Ribaudo JENNETTE PROPERTIES INC

    1355 S Portofino Dr Unit 103, Sarasota, FL 34242
  • /44

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,953 Sq Ft
    • House for Rent

    5151 Oakmont Place, Sarasota, FL 34242

    Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight,

    Beth Harris COMPASS FLORIDA LLC

    5151 Oakmont Place, Sarasota, FL 34242
  • /25

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft
    • 1 Bedroom 1 Bath Condo Sandy Cove II Short Term Rental/Annual Rental

    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
  • /65

    $22,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,788 Sq Ft
    • House for Rent

    3939 Higel Ave, Sarasota, FL 34242

    Arrive. Unwind. Experience Siesta Key at its finest.Welcome to your private luxury retreat on Siesta Key, a modern sophisticated 4-bedroom, 4-bathroom home designed for elevated coastal living. Tucked away in one of the island’s most desirable locations, this residence offers the perfect blend of privacy, comfort, and effortless elegance.From the moment you step inside, you’re welcomed by

    Agent Photo

    Raffilena Hamilton

    GOOD LIFE REALTY LLC

    3939 Higel Ave, Sarasota, FL 34242
  • /65

    $6,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 928 Sq Ft
    • Condo for Rent

    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242

    SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
  • /38

    $3,300 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
  • /53

    $8,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,346 Sq Ft
    • House for Rent

    431 Island Cir, Sarasota, FL 34242

    This is a short term rental. Listing reflects off season rate. New to the rental market! Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Island Retreat offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and Siesta Key Village make it an exceptional choice for creating unforgettable memories. Featuring 5

    Beth Dilley ASCENDIA REAL ESTATE

    431 Island Cir, Sarasota, FL 34242
  • /73

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • House for Rent

    5628 Cape Leyte Dr, Sarasota, FL 34242

    Your cozy getaway awaits in Siesta Key at this terrific house. With three bedrooms featuring a king, queen, and full bed, guests find plenty of space to relax. The large heated pool gives you an amazing space for relaxing after a day at the beach which is just steps away. You also have a large gazebo adjacent to the pool to get out of the sun and showcase you BBQ skills. Whether you’re unwinding

    Troy Jenkins REALTY EXECUTIVES GALLERY

    5628 Cape Leyte Dr, Sarasota, FL 34242
  • /39

    $3,995 Per Month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two

    Matthew fehniger JJF REALTY INC

    Unlisted Address
  • /61

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft
    • House for Rent

    307 Avenida de Paradisio, Sarasota, FL 34242

    Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable.Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it.Step

    Beth Dilley ASCENDIA REAL ESTATE

    307 Avenida de Paradisio, Sarasota, FL 34242
  • /51

    $3,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Annual UNfurnished Siesta Key Gulf front 2/2 condo with water views!

    4822 Ocean Blvd, Sarasota, FL 34242

    Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass

    4822 Ocean Blvd, Sarasota, FL 34242

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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 $5,000 per month, though prices vary by neighborhood, size, and property type. As of July 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 $200,000 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 $5,000 per month in Siesta Key, FL, renters typically need to show $15,000 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 44.7, 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, Ridge Wood Heights and Lido Key, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
248
Median Rent
$5,000
Median Condo Rent
$5,000
How to Rent a Home