Homes for Rent in ZIP Code 34242

• 

  

  

  /19

  $8,370 Per Month

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242

  The welcoming beach decor of Villa 15 at Aloha Kai invites you to leave your worries behind and unwind in comfort. This two-bedroom, one-bath unit features an extended living area with a private front porch enclosed with windows and blinds, as well as an open-air patio in the back for your enjoyment. The kitchen is bright and airy, showcasing cabinetry, quartz countertops, and a cozy dining area.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242
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  /13

  $8,970 Per Month

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

  6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

  Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal décor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access—you’ll just have to decide which you prefer. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242
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  /18

  $8,370 Per Month

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

  This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite countertops; new recessed lights, tile flooring and stainless steel appliances. King in Master bedroom and 2 Queens in guest bedroom, this unit can occupy up to 6 persons. For your added pleasure and convenience a new outdoor hot/cold rinse off shower is located in the rear of the

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
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  /10

  $8,370 Per Month

  • 2 Beds
  • 1.5 Baths
  • 941 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242

  Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242
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  $5,000 Per Month

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

  1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

  Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. 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

  1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
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  /51

  $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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  /14

  $5,970 Per Month

  • 1 Bed
  • 1.5 Baths
  • 696 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242

  Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquility—whether it’s a leisurely walk on the beach, a refreshing swim in the pool, reading on the front porch, or grilling on the back patio. Your only task is to enjoy the day exactly as you please. Located on Siesta Key, a popular

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242
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  /12

  $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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  $10,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6042 W Peppertree Way Unit 224B, Sarasota, FL 34242

  his is a 3 bedroom, 2 bathroom, ground floor condo. Sleeps 6How about this location!! Gulf-side close to the Beach, Pool, Clubhouse and Fitness room.Lanai faces due west and you still have your privacy. Split Level unit with your own private one car garage, soaring living room ceiling, open kitchen silestone countertops throughout, new a/c, lanai has its own a/c split system; full size

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6042 W Peppertree Way Unit 224B, 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

  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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  /22

  $5,370 Per Month

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

  6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242

  Starting at $179/night! Step into your perfect getaway at this charming ground-floor 1-bedroom unit nestled within the Casa Mar complex, just steps from the beach off Midnight Pass Road. Relax on the screened lanai overlooking a tranquil courtyard, where not one but two inviting pools beckon you to unwind. A leisurely stroll along the sidewalk leads you straight to the sandy shores. Enjoy the

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242
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  /14

  $7,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242

  Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242
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  /12

  $8,340 Per Month

  • 2 Beds
  • 1.5 Baths
  • 836 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242

  Newly furnished and redecorated with a beachy vibe! Both bedrooms have new premium mattresses. Master bedroom has a king size mattress with 1.5 bath ensuite Second bedroom is furnished with two twin mattresses. Flat screen TVs in both bedrooms. Living room has two new Lazy Boy sofa sleepers. Individual in villa wi-fi. Just steps to one of the large pools on Siesta Key or choose a day on the beach

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242
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  /19

  $8,370 Per Month

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242

  You’ll love the light, bright coastal décor of the beautifully appointed and inviting Villa 31 at Aloha Kai. This little piece of paradise offers effortless living and a stay so enjoyable, leaving feels impossible. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242
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  /65

  $8,000 Per Month

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • House for Rent

  7372 Melaleuca Way, Sarasota, FL 34242

  Offered furnished, this beautifully remodeled 4-bedroom, 2-bath residence in the gated Sanderling Club presents a rare lease opportunity on the south end of Siesta Key. Set on three quarters acre behind a private gate near the entrance to the community, the approximately 2,600-square-foot home offers a spacious and flexible layout with updated finishes throughout, expansive living and dining

  Shane Lewis MICHAEL SAUNDERS & COMPANY

  7372 Melaleuca Way, 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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  /50

  $20,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,882 Sq Ft
  • House for Rent

  1257 Tree Bay Ln, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION!!! Available for a short term rental this expansive, water front, turnkey furnished, four bedroom plus a den, three and a half bathroom, single family home on the water on South Siesta Key is open to rent. Through the entrance on the first floor you enter into the family room with views of the pool and intracoastal waterway. The first level has a bedroom with queen

  C. Alison Hunter JENNETTE PROPERTIES INC

  1257 Tree Bay Ln, Sarasota, FL 34242
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  /18

  $8,970 Per Month

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit B06, Sarasota, FL 34242

  Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit B06, Sarasota, FL 34242
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  /24

  $12,600 Per Month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit B, Sarasota, FL 34242

  Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit B, Sarasota, FL 34242
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  /22

  $7,470 Per Month

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

  6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  If you’re seeking a peaceful beach hideaway, Villa 5 at Aloha Kai is the perfect escape. Featuring tropical decor, this inviting villa encourages you to kick off your shoes, slip into your bathing suit, and head to the pool or beach. Enjoy the tranquility of the front porch while listening to early morning birdsong or the gentle afternoon breezes. Located on Siesta Key, a popular barrier island

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242
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  /19

  $5,070 Per Month

  • 1 Bath
  • 420 Sq Ft
  • House for Rent

  6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242

  Starting at $169/night. Discover the perfect beach getaway at our charming studio on beautiful Siesta Key, just steps from the world-famous white sands of Siesta Beach. Ideal for couples or solo travelers, this cozy and well-appointed retreat offers everything you need for a relaxing escape. Nestled in the heart of Siesta Key, you’ll be within easy walking distance of the beach, local shops, and

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242
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  /45

  $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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  /11

  $8,070 Per Month

  • 1 Bed
  • 1 Bath
  • 757 Sq Ft
  • Apartment for Rent

  6154 Midnight Pass Rd Unit 103, 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 tastefully decorated one bedroom, one bath apartment with tile throughout. Enjoy morning coffee and stunning sunsets on the lanai every day! Newly updated fully equipped kitchen. The property offers one of the largest pools on Siesta Key. Come in, unpack and relax! Siesta Key Beach has

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 103, Sarasota, FL 34242
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  /10

  $8,970 Per Month

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

  Welcome to D18 one of the closest to the beach among the villas.” It consists of two bedrooms and two full bathrooms, each of which contain a walk-in shower. The master bedroom has a king size bed while the second bedroom has a twin and a queen bed. The villa owners regularly update the unit for the comfort of the guests, which includes a TV in the master bedroom and a large screen TV in the main

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
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  /29

  $8,010 Per Month

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • House for Rent

  1205 E Peppertree Dr Unit 232, Sarasota, FL 34242

  This 2 bedroom, 2 bath is a bay-side townhouse with interior stairs and is approximately 100 yards from the Intracoastal waterway.The master bedroom is upstairs and offers a king bed, a workspace, and beautiful windows to the green gardens outside. The en suite master bathroom has two sinks and a shower/tub combination.The guest bedroom is upstairs and offers 2 twin beds, and the en suite

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1205 E Peppertree Dr Unit 232, Sarasota, FL 34242
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  /16

  $10,770 Per Month

  • 4 Beds
  • 4 Baths
  • 1,552 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242

  Villa 52N at Aloha Kai offers the perfect escape for your next beach vacation, featuring three comfortable bedrooms and the convenience of an in-unit washer and dryer. Located on Siesta Key—a popular barrier island along Florida’s breathtaking West Coast—this villa is part of Aloha Kai, a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently ranked the

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 52B, 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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  /46

  $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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  /70

  $5,800 Per Month

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

  4830 Higel Ave, Sarasota, FL 34242

  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 inviting with volume ceiling space. The living room and kitchen offer

  toyia Youtzy JENNETTE PROPERTIES, INC.

  4830 Higel Ave, Sarasota, FL 34242
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  /41

  $12,030 Per Month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  1001 Point of Rocks Rd Unit 609, Sarasota, FL 34242

  Villa 609 at Siesta Sands is an inviting island escape designed for rest, comfort, and easy coastal living. This light-filled villa offers an open, spacious layout with a calming beach-inspired style that helps you settle in and unwind from the moment you arrive. The thoughtfully arranged kitchen and living areas create a welcoming space for everything from quiet mornings to relaxed evenings

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 609, 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
• 

  

  /22

  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Apartment for Rent

  1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242

  Indulge in coastal luxury with this beautifully decorated Gulfside unit nestled on the 1st floor of a stunning high-rise. With hardwood floors throughout and thoughtfully curated decor, this retreat offers the perfect blend of elegance and comfort. Step into the spacious living area, where natural light floods through large windows, illuminating the stylish furnishings and inviting ambiance. The

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242
• 

  

  /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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  /63

  $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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  /42

  $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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  /38

  $2,750 Per Month

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

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

  Rented through March 31, 2027- BUT available for April at $6,500- Enjoy one of the BEST months Siesta Key has to offer!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. Offering picturesque bay and treetop views, this move-in-ready

  Robert Bevington SHOWTIME REALTY

  8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242
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  /24

  $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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  /10

  $7,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit A06, Sarasota, FL 34242

  Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV with DVD/VHS in the master bedroom. Kids will enjoy

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit A06, Sarasota, FL 34242

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