Condos for Rent in ZIP Code 34242

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  $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
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  $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
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  $9,350 Per Month

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

  Unlisted Address

  Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

  Andy Moore GULF COAST REALTY & MANAGEMENT

  Unlisted Address
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  $8,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,558 Sq Ft
  • Condo for Rent

  9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242

  Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar, a large primary suite with a King bed,

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9122 Midnight Pass Rd Unit 34, Sarasota, FL 34242
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  $8,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Condo for Rent

  460 Beach Rd Unit A1, Sarasota, FL 34242

  Available May 2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the

  Brenda Cozy COLDWELL BANKER REALTY

  460 Beach Rd Unit A1, Sarasota, FL 34242
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  $9,300 Per Month

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

  1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

  This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
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  $7,200 Per Month

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

  1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

  Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
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  $2,950 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 throughout.

  Robert Bevington SHOWTIME REALTY

  8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
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  $8,900 Per Month

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

  1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242

  Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
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  $8,900 Per Month

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

  1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242

  Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The unit is in a Gulfside Highrise building on the 3rd floor. The kitchen has been renovated with stainless steel appliances and is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig. The master bedroom

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242
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  $4,700 Per Month

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

  8625 Midnight Pass Rd Unit 305B, Sarasota, FL 34242

  Siesta Key! Newly renovated and fully furnished 1BR/1BA condo set in a relaxed, resort-style waterfront community on Siesta Key. This gulf/beach-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools (bay & gulf/beach side), private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a

  Aurelia Gilbert COLDWELL BANKER REALTY

  8625 Midnight Pass Rd Unit 305B, Sarasota, FL 34242
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  $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
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  $6,500 Per Month

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

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  $8,300 Per Month

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

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

  This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
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  $8,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft
  • Condo for Rent

  8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242

  Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely

  Erick Shumway RE/MAX ALLIANCE GROUP

  8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
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  $6,900 Per Month

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

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

  Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.*Taxes and Fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
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  $4,500 Per Month

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

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242

  Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the

  Kay Esposito SIGNATURE REALTY ASSOCIATES

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242
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  $6,100 Per Month

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

  1255 E Peppertree Dr Unit 601, Sarasota, FL 34242

  255-601 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.This unit does not have a bed in the guest bedroom, it will have a sleeper sofa. Open kitchen floor plan with stainless steel appliances. Open porch lanai. Guest bedroom TV is mounted on the wall. Dual sink vanity in the master bathroom, seat in the master bathroom shower. Assigned covered parking located in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 601, Sarasota, FL 34242
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  $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
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  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,435 Sq Ft
  • Condo for Rent

  4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

  Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large

  Jane Hunter JENNETTE PROPERTIES INC

  4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
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  $8,500 Per Month

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

  1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

  Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
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  $6,500 Per Month

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

  1250 N Portofino Dr Unit 102, Sarasota, FL 34242

  Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1250 N Portofino Dr Unit 102, Sarasota, FL 34242
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  $9,500 Per Month

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

  1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

  Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
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  $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
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  $8,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242

  Nestled just a stone's throw from the pristine sands of Siesta Key beach, this midrise villa offers a luxurious retreat for those seeking a blend of comfort and convenience. With a 30-night minimum stay, guests can fully immerse themselves in the tranquil beach lifestyle. The villa boasts two bedrooms and two bathrooms, accommodating up to four guests, making it an ideal choice for families or

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242
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  $7,600 Per Month

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft
  • Condo for Rent

  1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

  Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
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  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Condo for Rent

  8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242

  Seasonal Property available on the top floor in Siesta Key, Look no further than "Island Reef" This Gulf to Bay location features the top floor PH unit directly overlooking the intercostal water way, just a short walk to the beach and very close to the Siesta key village and local dining. The property has a beautiful community pool, Tennis courts, shuffle board and much more. Entering the unit

  Lee Brewer RE/MAX ALLIANCE GROUP

  8767 Midnight Pass Rd Unit 506F, Sarasota, FL 34242
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  $9,300 Per Month

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

  1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

  Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking 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

  1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
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  $9,300 Per Month

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

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

  Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
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  $5,500 Per Month

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

  1255 E Peppertree Dr Unit 501, Sarasota, FL 34242

  Welcome to this beautifully remodeled Bayside Mid-rise unit. This spacious 2-bedroom, 2-bathroom condo is situated on the 5th floor, As you step inside, you'll be greeted by a tastefully decorated living area with modern furnishings and a serene coastal color palette. The open-concept design seamlessly connects the living, dining, and kitchen areas, creating a perfect space for relaxation and

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
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  $7,500 Per Month

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

  1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242

  Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
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  $7,500 Per Month

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

  116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242

  An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen... Cozy up

  Beth Dilley ASCENDIA REAL ESTATE

  116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242
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  $7,920 Per Month

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

  1001 Point of Rocks Rd Unit 408, Sarasota, FL 34242

  Villa 408 at Siesta Sands is the perfect place to slow down and enjoy the best of island living. Bright and comfortable, this thoughtfully designed villa offers an open layout filled with natural light and a calm coastal feel that makes relaxing effortless. The well-equipped kitchen and inviting living areas provide a comfortable setting for easy meals, conversation, and downtime. Take in the

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 408, 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
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  $12,000 Per Month

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

  1305 Siesta Bayside Dr Unit 1305B, 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

  1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
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  $6,000 Per Month

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

  1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

  Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
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  $2,450 Per Month

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft
  • Condo for Rent

  446 Canal Rd Unit 5, Sarasota, FL 34242

  This is a short term rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need

  Beth Dilley ASCENDIA REAL ESTATE

  446 Canal Rd Unit 5, Sarasota, FL 34242
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  $5,000 Per Month

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

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step

  Beth Dilley ASCENDIA REAL ESTATE

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  $6,500 Per Month

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

  1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

  Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
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  $5,700 Per Month

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

  1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

  Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

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