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2-Bedroom Homes for Rent in Siesta Key, FL

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  • /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

    Agent Photo

    Anna Fattore

    COMPASS FLORIDA LLC

    (941) 390-0370

    1195 Coquille St Unit 309, 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

    Agent Photo

    Kevin Bryceland

    RANCH REALTY

    (941) 688-9685

    4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
  • /49

    $9,500 per month

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • Condo for Rent

    6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

    ***AVAILABLE MAY 2026*** one MONTH MIN***Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative fireplace, reclining sofa, two walk-in closets, washer and dryer in

    Agent Photo

    Anthony DeLuca

    AUDREY RAIN RENTALS, INC

    (941) 271-7125

    6415 Midnight Pass Rd Unit 602, Sarasota, 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
  • /17

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 975 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
  • /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
  • /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
  • /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
  • /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
  • /18

    $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
  • /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
  • /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
  • /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
  • /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
  • /49

    $10,500 per month

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Condo for Rent

    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242

    Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances

    Robert Bevington SHOWTIME REALTY

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

    $8,500 per month

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

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

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

    Sinan Turkomer BROKER & BAKER INTERNATIONAL REALTY

    1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
  • /37

    $6,500 per month

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

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242

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

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242
  • /76

    $3,500 per month

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft
    • Condo for Rent

    1700 Cove II Place Unit 310, Sarasota, FL 34242

    Available 3500.00 Monthly - September 17th 2026 through December 31st 2026... Available January 2026 - 5,000.00 May be rented weekly. l – Stunning Water Views & Deeded Beach Access | Siesta Keyplus taxes and fees. Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with

    Robert Bevington SHOWTIME REALTY

    1700 Cove II Place Unit 310, Sarasota, FL 34242
  • /18

    $12,600 per month

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

    301 Avenida Madera Unit B, Sarasota, FL 34242

    Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit B, Sarasota, FL 34242
  • /34

    $12,600 per month

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

    301 Avenida Madera Unit A, Sarasota, FL 34242

    Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated,

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit A, Sarasota, FL 34242
  • /6

    $8,000 per month

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

    1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

    3rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000 Underground parking (1) space. Your own private washer and dryer inside unit. Tennis and pickle ball courts. Private Beach with Chairs. 2 heated pools, fitness room, clubhouses, fishing pier. Location is great.

    Lisa Beach WATERSIDE REALTY LLC

    1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
  • /30

    $4,995 per month

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

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242

    Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. AVAILABLE SEPTEMBER-DECEMBER 2025

    Pamala Casey CASEY REALTY CORPORATION

    5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
  • /43

    $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 KeyDiscover 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 white sands of Crescent BeachClassic Coastal Charm –

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
  • /81

    $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
  • /45

    $9,500 per month

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

    1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

    Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
  • /50

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Condo for Rent

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

    Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
  • /30

    $3,500 per month

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

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242

    BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available May through December 2026! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed hurricane glass lanai,

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242
  • /41

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • House for Rent

    5577 Contento Dr, Sarasota, FL 34242

    This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously

    Beth Dilley ASCENDIA REAL ESTATE

    5577 Contento Dr, Sarasota, FL 34242
  • /64

    $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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