Condos for Rent in ZIP Code 34242

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  $7,200 Per Month

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

  116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242

  Listing reflects peak season rate. Experience the ultimate beach getaway at "Carefree Coconut," a charming second-floor corner unit located in the heart of Siesta Key's welcoming Vista Hermosa community. True to its Spanish name, "Beautiful View," this community offers a delightful escape, blending old Florida charm with modern comforts. Step inside to discover a bright and airy space, filled

  Beth Dilley ASCENDIA REAL ESTATE

  116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
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  $10,230 Per Month

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • Condo for Rent

  6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242

  This beautiful condo, is right ON the beach! Siesta Key Beach, designated #1 beach in America, Unit #301 offers a superior, sweeping view of the entire 6 mile long, white sand (quartz) beach. Sliding glass doors open to the lanai and to the living room to allow for sea breezes and sounds of the surf. Each bedroom has the same dramatic view and you are just steps from the beach. Private Wireless

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242
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  /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
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  /21

  $9,300 Per Month

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

  1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

  This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
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  $8,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Condo for Rent

  1195 Coquille St Unit 309, Sarasota, FL 34242

  Beautiful 2 Bedroom 2 Bathroom Townhome available! Come see this gorgeous home ready for you to call home! Large living spaces including full kitchen, living room and dining room, 3 seasons room and loft area. Loft area ideal for office space or second floor den. Two large bedrooms including plenty of closet and storage space. Nice patio with grill to enjoy evenings and entertaining. Large full

  Anna Fattore COMPASS FLORIDA LLC

  1195 Coquille St Unit 309, Sarasota, FL 34242
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  /43

  $9,500 Per Month

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

  5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242

  Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida’s Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key’s most architecturally significant landmarks, combining mid-century sophistication with timeless coastal beauty. The Space This

  Sean Altice ALTEZ VACATIONS, LLC

  5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242
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  $5,000 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. Available April through Mid December 2026... Not Available for Season 2027 ... Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the

  Robert Bevington SHOWTIME REALTY

  9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
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  /26

  $7,000 Per Month

  • 2 Beds
  • 11 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1200 E Peppertree Ln Unit 602, Sarasota, FL 34242

  This property is a 30 night minimum.1200-602 is a Penthouse unit in a Bay-side Mid-rise, located approximately 150 yards away from the Bay with a view of the waterway and downtown Sarasota in the distance. Approx. 1200 Sq. Ft. (1462 including the lanai)Lanai has a twin daybed with a trundle, eating area, and desk setup for remote work. Assigned covered parking located in parking garage

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 602, Sarasota, FL 34242
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  /40

  $11,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Condo for Rent

  1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242

  Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
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  $12,000 Per Month

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

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

  Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
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  /30

  $7,700 Per Month

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

  1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

  A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
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  /27

  $6,400 Per Month

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

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242

  This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a full wall length closet for guests. The walk-in closet is reserved for the Owners. The guest bedroom has 2 single beds that can be combined to

  Margaret Young JENNETTE PROPERTIES, INC.

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242
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  $3,500 Per Month

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

  1250 N Portofino Dr Unit 303, Sarasota, FL 34242

  Available for season 2026/2027! Enjoy true waterfront living on the sought-after barrier island of Siesta Key with direct deeded private beach access to the world-famous white sand beaches. Boat slips are also available for renters, making this the perfect seasonal getaway for beach and boating enthusiasts alike. This updated waterfront condo offers serene canal and Intercostal Waterway views,

  Angela Bailey MONARCH PROPERTY GROUP LLC

  1250 N Portofino Dr Unit 303, Sarasota, FL 34242
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  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242

  ** AVAILABLE APRIL 2026! ** BOOKED JANUARY THROUGH MARCH 2026 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the

  Kayla Lamb NEXTHOME EXCELLENCE

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
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  $2,750 Per Month

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Condo for Rent

  8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242

  Available May 15 through October 31, 2026, at a newly reduced rate of just $2,300 per month!November and December are available for $2,750 per month, and January is available for $5,000.Also available as an annual rental for $3,350 per month. Enjoy private access to the soft white sands and tranquil beauty of Turtle Beach on Siesta Key from this beautifully furnished 5th-floor penthouse.

  Robert Bevington SHOWTIME REALTY

  8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242
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  $4,500 Per Month

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

  1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242

  Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242
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  $5,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,331 Sq Ft
  • Condo for Rent

  9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242

  $4,800/month for annual renters! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the

  Emerson Robbins HARRY ROBBINS ASSOC INC

  9397 Midnight Pass Rd Unit 905, Sarasota, FL 34242
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  /18

  $7,700 Per Month

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Condo for Rent

  1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242

  Beautiful Key West-style three bedroom, two bath, turnkey furnished condo with its own garage in a lush, tropical resort setting. The townhouse, second/third floor condo, is meticulously maintained and beautifully furnished - There's even a teeny "peek-a-boo" water view from the lanai. The furnishings and flooring are stylish and perfect for the beach. The updated kitchen has granite counter tops

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
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  $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. 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 moon on the water. The spacious living area is bathed in natural light,

  Beth Dilley ASCENDIA REAL ESTATE

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
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  /10

  $9,420 Per Month

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • Condo for Rent

  6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242

  Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach, from the 1st floor of this beautifully appointed two- bedroom, two-bathroom apartment with fully-equipped kitchen. Relax in the living room that overlooks the gulf. Enjoy your morning coffee sitting out on the screened in lanai just steps from the sand.This unit features Private wireless internet, Double

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 101, Sarasota, FL 34242
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  /18

  $6,500 Per Month

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

  1255 E Peppertree Dr Unit 305, Sarasota, FL 34242

  his property is a 30 night minimum.1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 305, Sarasota, FL 34242
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  /22

  $7,200 Per Month

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

  1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

  Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key!**Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
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  $5,900 Per Month

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

  5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242

  Available for the 2027 Season or Two Week Rental. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis with a gorgeous view of the heated pool and ICW. Rental is turnkey furnished, decorated for immediate enjoyment with all of the amenities you will need for a relaxing vacation. The stunningly renovated

  Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

  5855 Midnight Pass Rd Unit 333, Sarasota, FL 34242
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  $5,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Condo for Rent

  5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242

  Listing reflects peak season rate. Available peak season months: January 2027-April 2027. Off season rates start at $5,000. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment

  Beth Dilley ASCENDIA REAL ESTATE

  5855 Midnight Pass Rd Unit 426, Sarasota, FL 34242
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  $7,500 Per Month

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

  6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242

  No roads to cross to get to the beach! Just listed- This clean, updated, cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
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  $17,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Condo for Rent

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242

  Beachfront Bliss at Casa Mar – Siesta Key Discover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach. Why You’ll Love This Condo: Prime Beachfront Location – Step right onto the powdery whit e sands of Crescent Beach Classic Coastal Charm – Thoughtfully

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
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  /27

  $6,300 Per Month

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

  1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242

  Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views.As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area,

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242
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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

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