211

Homes for Rent in ZIP Code 34242

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  • /45

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Condo for Rent

    9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3-month minimum stay required. Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the southernmost tip of Siesta Key. The Pointe features breathtaking vistas of Little

    Robert Bevington SHOWTIME REALTY

    9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
  • /54

    $4,500 per month

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

    137 Avenida Messina Unit 2, Sarasota, FL 34242

    Shorter lease options available upon request. Now available for annual living at its best, this beautiful, newly remodeled retreat, only steps from the iconic Siesta Key Village and beaches, offering endless options for dining, entertaining, and shopping! Beach Lovers, you are only a minute walk to Patriots Pier, one of Siesta Key's true treasures, where you can enjoy America's #1 powder white

    Laura Rode KELLER WILLIAMS ON THE WATER S

    137 Avenida Messina Unit 2, Sarasota, FL 34242
  • /21

    $8,500 per month

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

    5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242

    Newly remodeled and furnished “Bougie beach bungalow” on Siesta Key Island. This Condo will “wow” you from the first moment you enter. Just say Alexa turn lights on and your command will be answered. This condo is on the first floor and it’s just a few minutes walk from the siesta key public beach access. The community is very welcoming to all guest and has a heated pool year-round and also many

    Stephanie Fox EXP REALTY LLC

    5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242
  • /70

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Condo for Rent

    5600 Beach Way Dr Unit 113, Sarasota, FL 34242

    **FULLY REMODELED, GROUND FLOOR CONDO, ACROSS FROM SIESTA KEY BEACH ** Seasonal Rental only, $6,900/mo plus fees, Minimum Stay required Sandy Feet Retreat is a fully remodeled ground-floor condo located directly across the street from Siesta Key’s main beach access. Recently updated throughout, the residence features a brand-new kitchen with modern appliances, beautifully renovated bathrooms, and

    Dave Holt PMI SOUTHWEST FLORIDA

    5600 Beach Way Dr Unit 113, Sarasota, FL 34242
  • /49

    $2,000 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
  • /16

    $4,500 per month

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

    4660 Ocean Blvd Unit P1, Sarasota, FL 34242

    Long term rental turnkey furnished waterfront condo in the desirable Sea Village community. Enjoy stunning views of Big Pass and the Gulf, plus easy access to the community pool. The home features travertine flooring, crown molding, hurricane-rated sliders, plantation shutters, and an open living/dining layout. The kitchen includes wood cabinetry, granite countertops, a breakfast bar, and quality

    Nelson Reyes SHOWTIME REALTY

    4660 Ocean Blvd Unit P1, Sarasota, FL 34242
  • /69

    $15,000 per month

    • 4 Beds
    • 4.5 Baths
    • 4,306 Sq Ft
    • House for Rent

    1145 Horizon View Dr, Sarasota, FL 34242

    Spend Christmas in Paradise!Available December 10th through December 31st, 2025Available 3/7-3/13/26Available after 4/11/26 Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full

    Robert Bevington SHOWTIME REALTY

    1145 Horizon View Dr, Sarasota, FL 34242
  • /63

    $5,700 per month

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

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242

    Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal

    Angela Bailey MONARCH PROPERTY GROUP LLC

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242
  • /75

    $16,500 per month

    • 4 Beds
    • 5 Baths
    • 4,006 Sq Ft
    • House for Rent

    7647 Sanderling Rd, Sarasota, FL 34242

    Annual single-family pool home available for lease in Sanderling Club Siesta Key! The Ness House, originally built in 1961 via John Lambie Sr.'s innovative Lambo lithic poured concrete method and renovated in 1971 with architect Tim Seibert, exemplifies Sarasota School of Architecture. It boasts an advanced rainwater collection system, natural cooling via roof outlets and north-facing walls, and

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    7647 Sanderling Rd, Sarasota, FL 34242
  • /57

    $3,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,122 Sq Ft
    • Townhouse for Rent

    11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242

    Sandy Cove – 2-Bedroom Vacation Rental! Available Nov 1 and beyond! Private Beach!The owner is offering unbelievable seasonal rates!Located in the sought-after Sandy Cove Community, just steps from Siesta Village with its own private beach and breathtaking Gulf sunsets. Fully turnkey furnished and ready to enjoy!

    Cole Collins COLDWELL BANKER REALTY

    11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242
  • /45

    $4,500 per month

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

    5855 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    AVAILABLE Jan, Feb, Mar, April 2026! Experience the best of Siesta Key living in this beautifully updated 2-bedroom, 2-bathroom condo at the sought-after Harbor Towers Yacht & Racquet Club. Fully furnished and thoughtfully renovated, this 1,056 sq ft residence offers a perfect blend of comfort and luxury. The primary suite has a king-sized bed and en-suite bath, while the guest bedroom provides

    Anna Williams SHOWTIME REALTY

    5855 Midnight Pass Rd Unit 404, Sarasota, FL 34242
  • /87

    $10,000 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
  • /57

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Condo for Rent

    8735 Midnight Pass Rd Unit 206b, Sarasota, FL 34242

    Looking for a sunny escape from the winter chill? Welcome to your fully furnished 3-MONTH seasonal rental in the sought-after Turtle Bay community on Siesta Key, just minutes from the award-winning sand of Siesta Key Beach. This beautifully updated second-floor 2-bedroom, 2-bath condo offers sweeping views of Sarasota Bay, high-quality finishes, and resort-style amenities, ideal for a 3-month

    Justin Piccillo KW COASTAL LIVING III

    8735 Midnight Pass Rd Unit 206b, Sarasota, FL 34242
  • /19

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • House for Rent

    143 Whispering Sands Dr, Sarasota, FL 34242

    Available for season March and April 2026! This 2 bedroom 2 bath villa with easy ground floor entry features tile flooring in the main living areas and plush new carpeting in the bedrooms. The stylish galley kitchen has been fully updated with custom white cabinetry, granite countertops and backsplash, recessed lighting, and brand-new GE appliances, perfect for preparing meals after a day at the

    Maureen Plichta STRINGER MANAGEMENT INC

    143 Whispering Sands Dr, Sarasota, FL 34242
  • /19

    $6,950 per month

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft
    • Condo for Rent

    1249 Dockside Place Unit 110, Sarasota, FL 34242

    LOCATION LOCATION LOCATION! Welcome beach lovers. This 2 bedroom, 2 bath first floor condo with a one car garage on Siesta Key will fulfill all your dreams! Spend the day on the famous Siesta Key Beach (just steps away) then take a sunset boat! Play tennis/pickle ball on the private courts, lounge by the pool or fish out your back door. This condo is being offered turnkey furnished. Updated

    Marisa Marino BRIGHT REALTY

    1249 Dockside Place Unit 110, Sarasota, FL 34242
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    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Condo for Rent

    5880 Midnight Pass Rd Unit 306, Sarasota, FL 34242

    AVAILABLE ASAP and SEASON 2026! Rates Vary! Step into paradise at Casarina, a beautifully maintained beachfront community right on Siesta Key’s world-famous Crescent Beach. With 200 feet of private beach access, you’re just steps away from the soft white sands and turquoise waters that make this destination so special.Your third-floor condo retreat comes fully furnished and ready for your

    Cole Collins COLDWELL BANKER REALTY

    5880 Midnight Pass Rd Unit 306, Sarasota, 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
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

    Your Gulf-View Getaway at Siesta Breakers awaits!Wake up to the sparkling blue waters of the Gulf of Mexico in this welcoming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short stroll brings you to the world-famous Siesta Key Beach, where you can sink your toes into powdery soft whit e sand and swim in crystal-clear waters.If lounging by the pool is more your style,

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
  • /70

    $7,500 per month

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

    1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

    This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the

    Beth Dilley ASCENDIA REAL ESTATE

    1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
  • /48

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft
    • Condo for Rent

    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242

    **NOW AVAILABLE EITHER AS A LONG-TERM OR SHORT-TERM RENTAL (minimum 3 months).** Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. This WATERFRONT RENTAL is located at The Pointe, the CLOSEST CONDO complex to MIDNIGHT PASS! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is

    Adam Waxler UKEEPCOMMISSION REAL ESTATE

    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
  • /54

    $8,400 per month

    • 4 Beds
    • 4 Baths
    • 2,134 Sq Ft
    • House for Rent

    1100 Point of Rocks Rd, Sarasota, FL 34242

    This is a short term rental. Listing price reflects off season rate, high season rates will be higher. Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable

    Beth Dilley ASCENDIA REAL ESTATE

    1100 Point of Rocks Rd, Sarasota, FL 34242
  • /77

    $6,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,012 Sq Ft
    • Townhouse for Rent

    357 Tierra Mar Ln Unit 5, Sarasota, FL 34242

    Siesta Key Furnished Annual or Seasonal Rental (4 month minimum). You will love living in this quiet enclave of 6 homes, tucked away from all of the hustle and bustle but walkable to all of the many dining, shopping and entertainment venues the vibrant Siesta Key Village offers! This amazing Townhome lives like a private residence and offers 3 bedrooms, and 2 and one half baths. This gorgeous

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    357 Tierra Mar Ln Unit 5, Sarasota, FL 34242
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Condo for Rent

    19 Whispering Sands Dr Unit 302, Sarasota, FL 34242

    Just Reduced for January and February 2026 - March and April 2026 already booked! Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right

    Frank Golio SARASOTA REALTY CENTER LLC

    19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
  • /57

    $7,900 per month

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

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242

    Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands meet crystal-clear waters.This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and

    Robert Bevington SHOWTIME REALTY

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242
  • /47

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242

    Available November and December 2025 - 3500.00... - Not Available January through April 7th... 2026.. Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout.Island Reef delivers Beach-to-Bay luxury resort-style

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
  • /45

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242

    Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
  • /49

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Condo for Rent

    8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242

    The owners are open and flexible, and are happy to consider all reasonable rental offers. Prime Location! Prime Living! Whether you're a local professional or a traveling professional seeking a long-term home base, this UNFURNISHED condo offers the perfect blend of comfort, convenience, and low-maintenance living. Located in the meticulously maintained Turtle Bay Community, this spacious and

    Justin Piccillo KW COASTAL LIVING III

    8701 Midnight Pass Rd Unit 106A, Sarasota, FL 34242
  • /34

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft
    • House for Rent

    6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242

    Welcome to your bright and inviting Siesta Key vacation retreat! Enjoy deeded beach access to the stunning Siesta Key Beach, just steps away, where sun and surf await. Relax by Siesta Key’s largest heated pool or unwind in the lush, park-like setting with peaceful bay views. Explore the nearby vibrant Village on Siesta Key, filled with diverse dining, unique shops, and lively events. With

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242
  • /23

    $3,600 per month

    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft
    • Condo for Rent

    1255 Dockside Place Unit 211, Sarasota, FL 34242

    Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation.The Space:Step inside this peaceful condo featuring a spacious main bedroom with

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    1255 Dockside Place Unit 211, Sarasota, FL 34242
  • /20

    $3,150 per month

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

    1250 N Portofino Dr Unit 302, Sarasota, FL 34242

    55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    1250 N Portofino Dr Unit 302, Sarasota, FL 34242
  • /27

    $2,800 per month

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

    6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242

    Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
  • /73

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Condo for Rent

    5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242

    Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant

    Andy Moore GULF COAST REALTY & MANAGEMENT

    5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
  • /45

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • House for Rent

    735 Birdsong Ln, Sarasota, FL 34242

    Looking for the ultimate Siesta Key getaway? This stunning 3-bedroom, 2-bath home offers everything you need for a dream vacation, just 1 mile from the famous Siesta Key Beach and a quick bike ride to the lively Siesta Key Village! Available Nov 1-Dec 21, 2025, and May 1-Nov 21, 2026. 30 day minimum stay, NOT available annually. Fully turnkey furnished, this home is ready to welcome you the

    Scott Nold TNG PROPERTY MANAGEMENT

    735 Birdsong Ln, Sarasota, FL 34242
  • /49

    $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

    Robert Bevington SHOWTIME REALTY

    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
  • /42

    $8,500 per month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242

    Beautifully turnkey furnished 2-bedroom, 2-bathroom, ground-floor condo available for monthly rent in a gated, resort-style community on Siesta Key. Just a short 5-minute walk to private access at world-famous Siesta Key Beach, known for its fine quartz sand and turquoise waters. This tropical retreat features a spacious open-concept layout, a fully equipped kitchen, in-unit laundry, private

    Sinan Turkomer BROKER & BAKER INTERNATIONAL REALTY

    1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
  • /53

    $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 KeyDreaming 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-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • /37

    $6,500 per month

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

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242

    BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242
  • /38

    $15,000 per month

    • 3 Beds
    • 3 Baths
    • 1,898 Sq Ft
    • Condo for Rent

    22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242

    RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been

    Cole Collins COLDWELL BANKER REALTY

    22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
  • /36

    $14,000 per month

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • House for Rent

    211 Island Cir, Sarasota, FL 34242

    AVAILABLE for 2026... Jan., Feb and April Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less

    Brenda Cozy COLDWELL BANKER REALTY

    211 Island Cir, Sarasota, FL 34242
  • /45

    $14,000 per month

    • 4 Beds
    • 3 Baths
    • 2,450 Sq Ft
    • House for Rent

    4879 Commonwealth Dr, Sarasota, FL 34242

    Lease a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly

    Daniel Petrilla PREFERRED SHORE LLC

    4879 Commonwealth Dr, Sarasota, FL 34242

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