Homes for Rent near Phillippi Shores Elementary School

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  /25

  $4,200 per month

  • 2 Beds
  • 4 Baths
  • 1,446 Sq Ft
  • Townhouse for Rent

  6840 Midnight Pass Rd Unit 6840, Sarasota, FL 34242

  Welcome the charming rarely available rental townhouse at Midnight Sea, a coastal paradise that promises the ultimate beachside experience. This stunning 2-bedroom property is the epitome of convenience and coastal luxury, offering a relaxed beach lifestyle just moments away from the warm, white sands of Siesta Beach.Prime location - 200 yards to the #1 beach in the US without crossing

  Alina LeMay JOHN HARDING REALTY

  6840 Midnight Pass Rd Unit 6840, Sarasota, FL 34242
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  /25

  $2,000 per month

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

  9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242

  Waterfront Paradise on Siesta Key – Turnkey Furnished 2BR/2BA Condo!Experience the ultimate in coastal living with this completely remodeled, turnkey furnished 2-bedroom, 2-bathroom waterfront condo on the south end of Siesta Key, just past Turtle Beach!This ground-floor unit offers stunning water views from the lanai, a beautifully updated kitchen and bathrooms, and brand-new

  Raffilena Hamilton GOOD LIFE REALTY LLC

  9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242
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  /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 – Thoughtfully designed

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
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  /20

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 2,780 Sq Ft
  • Condo for Rent

  1027 Crescent St, Sarasota, FL 34242

  Welcome to this fully furnished, completely turnkey, stunning 3-bedroom, 3-bath residence, perfectly located just steps from deeded beach access on the desirable south side of Siesta Key. The expansive living room and kitchen create a bright and open space, ideal for both relaxation and entertaining. With travertine flooring throughout, the interior exudes elegance and easy upkeep. All bedrooms

  Grant Sharretts COLDWELL BANKER REALTY

  1027 Crescent St, Sarasota, FL 34242
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  /27

  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • House for Rent

  2433 Burlington Ln, Sarasota, FL 34231

  Annual UNfurnished Wonderfully renovated 3/2 home on quiet street. This home has amazing natural light from cathedral ceilings with clerestory windows and the open floor plan. There are some very special features that make this home special and very attractive: the cathedral ceilings, the kitchen with solid wood cabinets topped with slab granite counters, stainless steel appliances and

  Henry Rossi RENT SARASOTA

  2433 Burlington Ln, Sarasota, FL 34231
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  $16,000 per month

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • House for Rent

  327 Avenida Milano, Sarasota, FL 34242

  Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street, this home has so much to offer. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with

  Chrissie Cummings JENNETTE PROPERTIES INC

  327 Avenida Milano, Sarasota, FL 34242
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  /41

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • House for Rent

  2731 Riverbluff Way Unit V76, Sarasota, FL 34231

  SARASOTA..55 + community...The trouble-free tranquility of Villa living awaits you in this appealing 2/2 unit with loads of bonus space. The feature-rich on-site amenities package includes billiard room, meeting room, library, pool, fitness center, clubhouse and boat slips are available if interested on a first come, first serve basis. Various shopping and dining destinations are just a jiffy

  Jane Hunter JENNETTE PROPERTIES INC

  2731 Riverbluff Way Unit V76, Sarasota, FL 34231
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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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  $6,800 per month

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

  1323 Landings Dr Unit 12, Sarasota, FL 34231

  Welcome to the Treehouse Condominiums, a rejuvenating retreat where breathtaking views of the Intracoastal Waterway await you. Relax on your private deck, surrounded by lush mangrove trees and the serene beauty of Siesta Key Island. Nestled between majestic 200-year-old oak trees on the edge of Roberts Bay, this recently renovated home embodies the essence of comfort and eco-luxury living. As you

  Pat Gillum RE/MAX ALLIANCE GROUP

  1323 Landings Dr Unit 12, Sarasota, FL 34231
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  /35

  $4,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Townhouse for Rent

  1445 Landings Cir Unit 69, Sarasota, FL 34231

  Freestanding Treehouse in the Landings being offered on an annual rental turnkey furnished with top of the line furniture. Nestled in the trees with lush vegetation and live oaks, this 3 bedroom unit has 2 1/2 baths and a one car garage plus an oversized outdoor terrace. The first living level has a multi-use space consisting of a dining room, living room, kitchen and guest bath. The private

  Liza Knipe RE/MAX PALM

  1445 Landings Cir Unit 69, Sarasota, FL 34231
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  /50

  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 2,743 Sq Ft
  • House for Rent

  31 Lands End Ln, Sarasota, FL 34242

  Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the

  Wally Sabrii SARASOTA INTERNATIONAL REALTY

  31 Lands End Ln, Sarasota, FL 34242
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  /56

  $5,250 per month

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • House for Rent

  726 Birdsong Ln, Sarasota, FL 34242

  AVAILABLE October, November 2025! Currently booked through September 2025. Also booked December - March 2026. WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quaint shops and restaurants in the downtown village. Whether it’s our million-dollar

  Scott Nold TNG PROPERTY MANAGEMENT

  726 Birdsong Ln, Sarasota, FL 34242
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  /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
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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

  Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite

  Robert Bevington SHOWTIME REALTY

  5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  /43

  $2,400 per month

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

  9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242

  Available June 2025 through Septemeber 30 - -205 - Not available for Winter Season 2026.. - Siesta Key with a water view! Full King Sized Bedroom and Bathroom ( home also includescustom built Bunk Beds for additional sleeping options) with so much extra interior space due to the Florida Room Being Fully Enclosed withWindows. Enjoy sunset gulf views? Of course! Why not indulge from your own

  Robert Bevington SHOWTIME REALTY

  9200 Midnight Pass Rd Unit 24, Sarasota, FL 34242
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  $7,000 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. Yes..Yes... Yess Availablewith a Start Date of January 16th 2025. Attractively Priced this Property requires 3 month minimum..Spend you winter here on Siesta Key. This is an amazing price for an amazing property. Are you dreaming of being surrounded by water??? THIS is the place! The Pointe, located on the southernmost tip of Siesta Key, boats

  Robert Bevington SHOWTIME REALTY

  9397 Midnight Pass Rd Unit 501, Sarasota, FL 34242
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  $4,750 per month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Condo for Rent

  8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242

  This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  8710 Midnight Pass Rd Unit 405B, Sarasota, FL 34242
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  $11,000 per month

  • 4 Beds
  • 4.5 Baths
  • 4,306 Sq Ft
  • House for Rent

  1145 Horizon View Dr, Sarasota, FL 34242

  Siesta Key Living with Private Beach Access.. Featuring everything you could imagine needing on your beach vacation, this home is truly exceptional. The custom pool and spa provide you the opportunity to enjoy your personal outdoor oasis. Thoughtful updates make it a perfect second home or full-time retreat.Tucked away on a quiet, dead-end street that even many locals don't know about,

  Robert Bevington SHOWTIME REALTY

  1145 Horizon View Dr, Sarasota, FL 34242
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  /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
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  /26

  $2,950 per month

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

  5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242

  Available 08/01/2025 Annually OR 2026 Season $4995/mo.This gorgeous 1 bedroom 1 bathroom fully furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjoy a swim from the elevated pool and catch a sunset with a drink steps away from the unit. This unit includes a private parking spot, direct beach access, WIFI, cable and all utilities

  Brenda Cozy COLDWELL BANKER REALTY

  5400 Ocean Blvd Unit 1-5, 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

  Experience breathtaking Gulf of Mexico views from this charming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short walk away, you'll find yourself on the pristine shores of Siesta Key Beach, renowned for its powder-soft sand and crystal-clear waters. And for those who prefer a poolside retreat, it's an even shorter stroll to the refreshing pool, where you can unwind while gazing out

  Robert Bevington SHOWTIME REALTY

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
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  $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 piece of paradise at Jamaica Royale, your unit is 5 steps from the refreshing waters of heated pool #1, while a mere twominute stroll takes you to the pristine Siesta Key beach. Jamaica Royale's prime location on these dazzling sands provides easy access to all. Enjoy assigned covered parking space just steps from your front door. This updated, tastefully decorated

  Robert Bevington SHOWTIME REALTY

  5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
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  /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 Fall 2025 — and 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

  Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

  1215 S Portofino Dr Unit 308, Sarasota, FL 34242
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  $11,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Property for Rent

  1714 Meadowood St, Sarasota, FL 34231

  Back on the RENTAL market, after months of post hurricane rehab. Some interior and exterior improvements!Welcome to Heron's Aqua Breeze! This 3-bedroom 2 1/2 bath canal home with pool is back on the short-term rental market and located just 1 and as half miles to world famous SIESTA KEY BEACH! Spacious and well appointed, this home is equipped for a memory making vacation in a tropical paradise,

  Robin Turner WATERSIDE REALTY LLC

  1714 Meadowood St, Sarasota, FL 34231
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  /45

  $4,095 per month

  • 3 Beds
  • 3 Baths
  • 1,778 Sq Ft
  • Condo for Rent

  5585 Cannes Cir, Sarasota, FL 34231

  Impeccable in style, this 3-story townhouse has 3 bedrooms and 3 full baths. The stunning kitchen has GE cafe appliances including an induction cooktop, quartz countertops, and stainless steel appliances. 10' ceilings, a private elevator and a view of the water add to the incredible ambiance! This home is built to the latest hurricane codes with impact windows. This gated community is a short

  Pamala Casey CASEY REALTY CORPORATION

  5585 Cannes Cir, Sarasota, FL 34231
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  /17

  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • House for Rent

  339 Avenida de Paradisio, Sarasota, FL 34242

  scape to luxury in our serene Sarasota home! ????Relax in your private oasis with a sparkling pool, hot tub, and expansive backyard. Enjoy the open-concept living area and three cozy bedrooms designed for ultimate comfort.??? Just a 3-Min Drive to Siesta Beach??? 10 Minutes to Crescent Beach????? 13-Min Walk to a Local BeachDiscover the best of Sarasota with us!

  Valerie McInerney LPT REALTY, LLC

  339 Avenida de Paradisio, Sarasota, FL 34242
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  $7,900 per month

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • Condo for Rent

  9058 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Gorgeous waterfront condo at The Moorings! You will love the view and the comforts of this well decorated condo in a coastal theme with a stunning view of Blind Pass Intercoastal and a partial view of the Gulf of Mexico just beyond. This community consists of just 17 condos and is on the quieter southern end of Siesta Key. Enjoy your private boat slip or just fish off the dock. Primary bedroom

  Robin Turner WATERSIDE REALTY LLC

  9058 Midnight Pass Rd Unit 5, Sarasota, FL 34242
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  $7,495 per month

  • 3 Beds
  • 3 Baths
  • 1,769 Sq Ft
  • Condo for Rent

  8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242

  STUNNING BAY VIEWS! This 3 bedroom condo features some of the best bay views in this community. Two KING ensuite bedrooms with baths and an additional guest bath. There is a small 3rd bedroom with two twins, perfect for visiting grandchildren. Boat slips are available on a first come first served basis and is less than $200. Additionally, there are three tennis courts, a kayak launch, fishing

  Robin Turner WATERSIDE REALTY LLC

  8735 Midnight Pass Rd Unit 107B, Sarasota, FL 34242
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  $4,995 per month

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft
  • House for Rent

  2159 Constitution Blvd, Sarasota, FL 34231

  Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated

  Michael Sorensen STRINGER MANAGEMENT INC

  2159 Constitution Blvd, Sarasota, FL 34231
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  $7,900 per month

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • Condo for Rent

  9062 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  Bring your BOAT! this lovely and well-appointed condo sits directly on Blind Pass with a view of the Gulf of Mexico and has private boat dock for guests and owners. Completely updated with a beautiful large kitchen and stylish furnishings throughout. Primary bedroom has king bed and access to covered lanai/patio. Guest room features two double beds, Bathrooms are updated and brand-new washer and

  Robin Turner WATERSIDE REALTY LLC

  9062 Midnight Pass Rd Unit 7, Sarasota, FL 34242
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  $2,300 per month

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft
  • Condo for Rent

  1350 N Portofino Dr Unit 207, Sarasota, FL 34242

  This stunning one-bedroom, two-bathroom condo in Siesta Harbor in the Tarpon Building is the perfect combination of luxury, convenience, and breathtaking views. Located in a prime location, boating access, canal frontage, and mesmerizing Intracoastal Waterway views. Step inside and be captivated by the modern elegance of this home. The kitchen is a chef's dream, featuring stainless steel

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1350 N Portofino Dr Unit 207, Sarasota, FL 34242
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  $3,000 per month

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

  8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242

  ***In season minimum 30 day lease, $4,000.00/month***Siesta Key 2 Bed 2 Bath rental. Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and the nation's number one beach, Siesta Key Beach. Relax and enjoy views across a sparkling pool to gorgeous Sarasota Bay from the privacy of your large balcony and

  Gene Burwood PARADISE PALMS REALTY GROUP

  8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242
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  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Condo for Rent

  1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242

  Enjoy one of the best views on Siesta Key ~ unobstructed WATER VIEWS of the Bay/Intercoastal from your private large covered lanai with all new impact glass doors, and have coffee on your own private brick patio with water views that leads right out to the dock. This seasonal rental is available MAY 1, 2025, but this unit does have a 3 month minimum stay. This spacious unit is one of Siesta Key's

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
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  /17

  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • House for Rent

  1649 Stanford Ln, Sarasota, FL 34231

  No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for

  Rinat Sikdar COLDWELL BANKER REALTY

  1649 Stanford Ln, Sarasota, FL 34231
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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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  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • House for Rent

  5216 Calle de Costa Rica, Sarasota, FL 34242

  Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely

  Beth Dilley ASCENDIA REAL ESTATE

  5216 Calle de Costa Rica, Sarasota, FL 34242
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  $13,200 per month

  • 3 Beds
  • 2.5 Baths
  • 2,041 Sq Ft
  • Condo for Rent

  306 Beach Rd Unit 306, Sarasota, FL 34242

  Take some time to get away from it all.. we have the perfect place for you and your family to stay! This Spanish style tri-level home is in one of the greatest locations on Siesta Key Beach, Florida. Walk up the windowed staircase to the second floor where you’ll enjoy cooking and hanging out with the family! Enjoy your morning coffee or dinner on the balcony. Time for some fun in the sun! Walk,

  Beth Dilley ASCENDIA REAL ESTATE

  306 Beach Rd Unit 306, Sarasota, FL 34242
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • House for Rent

  5640 Cape Leyte Dr, Sarasota, FL 34242

  It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

  Beth Dilley ASCENDIA REAL ESTATE

  5640 Cape Leyte Dr, Sarasota, FL 34242
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  $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
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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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