Siesta Key, FL Homes for Rent

• 

  

  

  /30

  $5,370 per month

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

  6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242

  Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
• Explore Siesta Key

• 

  

  

  /24

  $6,300 per month

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

  6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242

  Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
• 

  

  

  /15

  $5,070 per month

  • 1 Bath
  • 420 Sq Ft
  • House for Rent

  6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242

  Starting at $154/night! Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting space is ideal for couples or solo travelers looking to unwind in comfort. The studio features two plush queen-size beds, a relaxed seating area, and a flat-screen TV for your entertainment. Prepare

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242
• 

  

  

  /20

  $5,070 per month

  • 1 Bath
  • 435 Sq Ft
  • House for Rent

  6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242

  Starting at $169/night. Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, well-appointed retreat is perfect for couples or solo travelers seeking a relaxing escape. The studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242
• 

  

  

  /22

  $5,370 per month

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

  6006 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Starting at $179/night! Welcome to your vibrant beachside retreat—a beautifully renovated 1-bedroom, 1-bathroom oasis where modern comfort meets coastal charm. Thoughtfully designed with relaxation in mind, the serene bedroom features a deluxe queen bed dressed in premium linens, perfect for restful nights after sun-filled days. The fully equipped kitchen boasts modern appliances, cookware, and a

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 5, Sarasota, FL 34242
• 

  

  /21

  $5,370 per month

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

  6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242

  Starting at $179/night! Welcome to your vibrant beachside retreat! This charming ground-level condo features a spacious bedroom with a king bed, a sleeper sofa in the living room, and a full bathroom—perfect for relaxation and adventure. Whip up delicious meals in the fully equipped kitchen and enjoy them in the cozy dining area nearby. Convenience is at your fingertips with your own private

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242
• 

  

  /17

  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Condo for Rent

  6063 E Peppertree Way Unit 111, Sarasota, FL 34242

  SEASONAL RENTAL: Welcome to this Brand New Bay-Front 2-bedroom, 2-full bathroom residence on Siesta Key. This fully renovated, ground-floor residence offers uninterrupted direct bay views and a rare opportunity to stay in a unit that has never been occupied before. Designed with intention, the open layout features high-end finishes, designer furnishings, and modern coastal elegance. Enjoy

  Mario Romero Trustpoint Realty, LLC.

  6063 E Peppertree Way Unit 111, Sarasota, FL 34242
• 

  

  /48

  $3,850 per month

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • House for Rent

  111 Whispering Sands Cir Unit V38, Sarasota, FL 34242

  Welcome to an elegant seasonal retreat in Whispering Sands, one of the few private 55+ beachfront communities on Siesta Key. This beautifully appointed two-bedroom, two-bath villa offers a rare opportunity to enjoy refined island living in a peaceful and well-maintained setting, just steps from Siesta Key's Village and its world-famous white sand beaches. The residence has been thoughtfully

  Domanic Calamese KW COASTAL LIVING III

  111 Whispering Sands Cir Unit V38, Sarasota, FL 34242
• 

  

  /34

  $7,900 per month

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

  19 Whispering Sands Dr Unit 106, Sarasota, FL 34242

  Still available for season January - April 2026l! Two bedroom 2 bath ground floor with view of the Gulf. Step outside and your on the sand! Escape the winter and be on the beach. Located in the heart of Siesta Key’s most desirable area, this property offers exceptional appeal with being just steps from the world-famous powdery white sand beach. Siesta Key Village is within easy walking distance,

  Maureen Plichta STRINGER MANAGEMENT INC

  19 Whispering Sands Dr Unit 106, Sarasota, FL 34242
• 

  

  /51

  $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
• 

  

  /31

  $17,313 per month

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

  1038 Contento St Unit ID1366625P, Siesta Key, FL 34242

  Feel at home in this waterfront, 3-bedroom home in Siesta Key, offering a rare combination of canal-front serenity and walk-to-beach convenience.This waterfront retreat sleeps up to 8 guests and combines the relaxed luxury of island living with unbeatable access to boating, beaches, dining, and Siesta Key Village. The fully equipped kitchen includes a dishwasher, oven, range, microwave,

  1038 Contento St Unit ID1366625P, Siesta Key, 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

  $7,000 per month

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

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242

  ***SEASON OR 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

  Nelson Reyes SHOWTIME REALTY

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242
• 

  

  /27

  $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

  (941) 390-0370

  1195 Coquille St Unit 309, 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
• 

  

  /20

  $5,850 per month

  • 3 Beds
  • 3 Baths
  • 1,590 Sq Ft
  • House for Rent

  314 Avenida de Paradisio, Siesta Key, FL 34242

  Property Id: 2218418Walk through your private courtyard to this 3 bedroom, 3 bath home. This Split plan home has 2 bedrooms and 2 baths on one side and master bedroom and spa bath adjacent. Feature's a modern kitchen design with all stainless appliances and granite countertops and placement for easy entertaining and accessibility to living room and pool. Floors in the home have been

  314 Avenida de Paradisio, Siesta Key, FL 34242
• 

  

  /18

  $5,850 per month

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • Condo for Rent

  5830 Midnight Pass Rd Unit 802, Sarasota, FL 34242

  Property Id: 2194753The stunning vistas of The Jamaica Royale Penthouse welcome you to your dream condo located on the 8th floor, overlooking the magnificent Siesta Key Beach. This fully remodeled and elegantly furnished 2-bedroom, 2-bathroom condo is the perfect getaway for anyone looking to enjoy the beauty of the Gulf Coast.As soon as you step into the condo, you'll be struck

  5830 Midnight Pass Rd Unit 802, 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
• 

  

  /22

  $5,500 per month

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

  4660 Ocean Blvd Unit Q2, Sarasota, FL 34242

  Available January through April, this stylishly furnished 2-bedroom, 2-bath Siesta Key condo offers an effortless blend of modern comfort and laid-back coastal living. Located just moments from Siesta Key Village and world-famous Siesta Beach, renowned for its powdery quartz sand and consistently ranked the #1 beach in the U.S., this updated second-floor retreat places you in the heart of island

  

  Kevin Bryceland

  RANCH REALTY

  (941) 688-9685

  4660 Ocean Blvd Unit Q2, 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
• 

  

  /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
• 

  

  /67

  $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
• 

  

  /48

  $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
• 

  

  /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
• 

  

  /68

  $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
• 

  

  /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
• 

  

  /50

  $6,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Condo for Rent

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

  RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available September 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet)RENTED LONG TERM. Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 213-8487

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 4