Homes for Rent near Phillippi Shores Elementary School

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  $7,500 per month

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

  116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242

  Experience the ultimate beach retreat firsthand! This second-floor corner unit is in the welcoming Vista Hermosa (which lives up to its Spanish name, "Beautiful View,") community on Siesta Key! Known for its old Florida charm, Vista Hermosa features a heated community pool, shuffleboard court, gas grill with picnic tables, and a clubhouse with a kitchen! There are also laundry facilities on every

  Beth Dilley ASCENDIA REAL ESTATE

  116 Vista Hermosa Cir Unit 210C, Sarasota, FL 34242
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  $14,999 per month

  • 3 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • Condo for Rent

  9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally designed tropical private residence, available in season January 1, 2024. Wall to wall windows spanning the 3700 feet of gracious living space will appeal

  Robin Turner WATERSIDE REALTY LLC

  9008 Midnight Pass Rd Unit 4, Sarasota, FL 34242
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  $6,000 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 decore and nicely

  Erick Shumway RE/MAX ALLIANCE GROUP

  8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
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  $5,500 per month

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

  8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242

  Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks

  Erick Shumway RE/MAX ALLIANCE GROUP

  8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
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  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Condo for Rent

  1631 Starling Dr Unit 204, Sarasota, FL 34231

  ***Available May 2025*** 3 Month Minimum. Not available for annual lease. Need a place to rent? Come check out this fantastic property in a safe gated community. Tennis Courts & Swimming Pool. Property is very clean, spacious and furnished! The Landings is a gated community, beautifully landscaped with a nature trail and gazebo on the Intracoastal Waterway. Racquet Club includes 8

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  1631 Starling Dr Unit 204, Sarasota, FL 34231
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  $6,750 per month

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

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

  Welcome to our enchanting 2-bedroom, 2-bathroom private villa located in the tropical paradise of Polynesian Gardens on Siesta Key! This recently updated, tastefully decorated vacation home boasts a comfortable living area, modernly furnished and flooded with natural light. The primary bedroom features a king-size bed and an ensuite bathroom, while the second bedroom offers a twin bed and full

  Beth Dilley ASCENDIA REAL ESTATE

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
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  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • House for Rent

  2708 Fort Worth St, Sarasota, FL 34231

  Amazing POOL Home near Siesta Key Beach - available for MONTH-TO-MONTH Rentals, SEASONAL RENTALS, or ANNUAL RENTAL!Looking for the absolute PERFECT turnkey beach vacation location WITH YOUR OWN PRIVATE HEATED SALTWATER POOL?? Well, look no further, this one has it all!! Bring your clothes and move right in! Just a short ride to absolutely everything Siesta Key has to offer! Restaurants,

  Shawn Peacher NETWORK REAL ESTATE GROUP

  2708 Fort Worth St, Sarasota, FL 34231
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  $11,000 per month

  • 3 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • House for Rent

  657 Calle de Peru, Sarasota, FL 34242

  Nestled under a stunning Banyan tree this “original” Siesta Key cottage combines Old Florida charm with modern updates with TONS of character. Set amongst a lush private yard this adorable 3 bedroom 2 bathroom POOL home is the perfect place to spend time relaxing on Siesta Key. Enjoy an ideal location on a quiet street near Siesta Village, with numerous beach access points, shopping, dining, and

  Beth Dilley ASCENDIA REAL ESTATE

  657 Calle de Peru, Sarasota, FL 34242
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  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • House for Rent

  345 Avenida Leona, Sarasota, FL 34242

  Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granite counter tops and stainless appliances. This property is PERFECT for your next family gathering and easily accommodates up to 6 guests in one king, one queen, one full and one twin bed. One of the master bedrooms is on the

  Beth Dilley ASCENDIA REAL ESTATE

  345 Avenida Leona, Sarasota, FL 34242
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  $12,000 per month

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

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

  Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL

  20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
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  $26,319 per month

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  915 Seaside Dr Unit 512, Sarasota, FL 34242

  Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton’s and cabanas to shield you from the sun when you want some shade. The unit has top of

  Andy Moore GULF COAST REALTY & MANAGEMENT

  915 Seaside Dr Unit 512, Sarasota, FL 34242
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  $25,048 per month

  • 4 Beds
  • 3 Baths
  • 2,430 Sq Ft
  • House for Rent

  1140 Seaside Dr Unit 101, Sarasota, FL 34242

  Serenity at its finest! If luxury is calling, come indulge at the Beach House Residences for your ultimate beach vacation experiences. A place to escape and rediscover you. Renew your senses, inspire your mind and relax your body. Take advantage of the magnificent sunsets, tranquil waters, immense sunshine of world-renowned Crescent Beach. The most discerning traveler will appreciate the island

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1140 Seaside Dr Unit 101, Sarasota, FL 34242
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  $3,900 per month

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

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242

  DECEMBER SPECIAL *** $3,900! 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

  Kay Esposito SIGNATURE REALTY ASSOCIATES

  1257 S Portofino Dr Unit 38, Sarasota, FL 34242
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  $10,000 per month

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

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

  Do Not Miss This Rare Opportunity! We just had a last-minute cancellation in one of our premier communities on Siesta Key: Gulf and Bay. Normally offered at $12,000 a month has now been reduced to $10,000 a month. This extraordinary 32-acre resort community is located directly on the Gulf of America/Mexico and offers 800 feet of private beautiful sand that feels like baby powder under your

  Beth Dilley ASCENDIA REAL ESTATE

  5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
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  $5,900 per month

  • 3 Beds
  • 3.5 Baths
  • 2,490 Sq Ft
  • Condo for Rent

  1660 Summerhouse Ln Unit 301, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Siesta Key is available for an ANNUAL LEASE. This corner unit, light and bright property has been meticulously professionally decorated and it shows. Three bedrooms, three and a half bathrooms, turnkey furnished, three open lanais that face east and west, living room/kitchen/dining

  C. Alison Hunter JENNETTE PROPERTIES INC

  1660 Summerhouse Ln Unit 301, Sarasota, FL 34242
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  $4,370 per month

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • House for Rent

  2521 Bismark Way, Sarasota, FL 34231

  Welcome to Edgewater Bungalow! This stunning 3-bedroom, 2-bathroom single-level home is just 4 miles from the world-renowned Siesta Key Beach and 5 miles from Downtown Sarasota! Siesta Key, in gorgeous Sarasota, FL, is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA (#5 in the world by TripAdvisor) for several years. You are only minutes away from quaint

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2521 Bismark Way, Sarasota, FL 34231
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  $5,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

  Variable rent based on season

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
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  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Townhouse for Rent

  2213 Wason Rd Unit 2, Sarasota, FL 34231

  rent is variable, $6000-$12,500

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  2213 Wason Rd Unit 2, Sarasota, FL 34231
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  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Townhouse for Rent

  2213 Wason Rd Unit 1, Sarasota, FL 34231

  rent variable $4000-$8500

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  2213 Wason Rd Unit 1, Sarasota, FL 34231
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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 May 1, 2025! 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, Sauna, 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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  $3,900 per month

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

  4660 Ocean Blvd Unit B2, Sarasota, FL 34242

  SIESTA KEY WATERFRONT UNIT AVAILABLE AS SHORT OR LONG TERM. Sea Village offers million dollar views and is situated on 5 acres overlooking the Gulf. It provides a peaceful retreat with opportunities to witness breathtaking sunsets, the full moon reflecting on the water, and serene walks to the beach and Siesta Village. Additionally, its location on the north end of the Key provides convenient

  Margaret Young JENNETTE PROPERTIES, INC.

  4660 Ocean Blvd Unit B2, Sarasota, FL 34242
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  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 3,395 Sq Ft
  • House for Rent

  95 Sandy Hook Rd S, Sarasota, FL 34242

  6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!TROPICAL PARADISE. SIESTA KEY'S "OUTDOOR ACADEMY"!!! ONLY 1/2 MILE AWAY! One-of-a-kind enclave of Sandy Hook at USA's No 1 BEACH. A private road takes you to Elevated living area with entry

  Joseph Russo COURTYARD MODERN

  95 Sandy Hook Rd S, Sarasota, FL 34242
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  2232 Pine Terrace, Sarasota, FL 34231

  Welcome to Turtle House! This stunning 3-bedroom, 2-bath home with a pool is located in the heart of Sarasota. This home has been recently updated and offers a spacious backyard for you to entertain the whole family! Located only 12 minutes from the world-famous Siesta Key Beach and another three minutes away is Siesta Key Village, which is known for its exquisite restaurants and endless

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2232 Pine Terrace, Sarasota, FL 34231
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  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Condo for Rent

  1740 Landings Blvd Unit 39, Sarasota, FL 34231

  Welcome to the gated community of the Landings and the Landings Racquet Club in Sarasota. Currently available off-season starting May 15, 2025 at 3000/mo.Association rules allow 2 rentals in a calendar year. A rare find to lease this beautiful carriage house condo at The Landings! This two bedroom, two bath +den, one story Carriage House is where you want to be! Bed sizes are King and Queen. The

  Margaret Young JENNETTE PROPERTIES, INC.

  1740 Landings Blvd Unit 39, Sarasota, FL 34231
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  $8,500 per month

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

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242

  ** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the USA! The spacious unit

  Kayla Lamb NEXTHOME EXCELLENCE

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
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  $7,500 per month

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

  460 Beach Rd Unit A1, Sarasota, FL 34242

  Available OCT- DEC. 2024 and APR. 2025. 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

  Brenda Cozy COLDWELL BANKER REALTY

  460 Beach Rd Unit A1, Sarasota, FL 34242
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  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft
  • Condo for Rent

  1250 N Portofino Dr Unit 301, Sarasota, FL 34242

  Immaculate End Unit in the Marlin building, Ready for you to Enjoy through December 2025 and April 2026 through year-end 2026! Stunning all the way, Great Location in the complex, close to the pool, clubhouse, spa, sauna, 2 bedroom 2 full baths, enclosed lanai overlooking the canal, steps to Deeded beach access through Crescent Arms, for your pleasure daytime or sunset time! Siesta Harbor offers

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1250 N Portofino Dr Unit 301, Sarasota, FL 34242
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  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • House for Rent

  2330 Bradford St, Sarasota, FL 34231

  Pet-friendly, FURNISHED ANNUAL. Available May 1, 2025. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the modern kitchen with granite island and counters and oversized ceramic tile throughout. Inside Laundry room and 2 car garage. Entertain with the Weber BBQ grill on the pool deck and relax by the

  Margaret Young JENNETTE PROPERTIES, INC.

  2330 Bradford St, Sarasota, FL 34231
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  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • House for Rent

  2309 Lynn St, Sarasota, FL 34231

  Lovely single family home in Ridgewood available for a short term rental. This light and bright two bedroom two bathroom turnkey furnished single family home has a lots of appeal. Open kitchen/living room/dining room combination, terrazzo floors throughout, lots of windows and one car attached garage. The kitchen has stainless appliances, lots of counter space and cabinets, closet pantry and a

  C. Alison Hunter JENNETTE PROPERTIES INC

  2309 Lynn St, Sarasota, FL 34231
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  $10,710 per month

  • 3 Beds
  • 3.5 Baths
  • 2,468 Sq Ft
  • House for Rent

  5024 Commonwealth Dr, Sarasota, FL 34242

  Booked the rest of 2024 and 2025. Only available April 5th through April30th 2025 Extraordinary Key West style single family pool home is a 3 Bedroom 3.5 Bath positioned on the Grand Canal with 1 bridge to Roberts Bay. The modern, symplystic, and uncluttered interior complement the relaxed tropical setting. In the gourmet kitchen you will find a charming cast iron Elmira stove and the

  Jennifer LeBlanc PRECISE REALTY CORP

  5024 Commonwealth Dr, Sarasota, FL 34242
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  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  Bayside highrise Building with underground parking, elevator, turnkey furnished, secured building, washer and dryer nicely appointed Two heated pools, lighted tennis courts, fishing pier, fitness room and that Beautiful Siesta Beach. Restaurants, Shopping, Theater, Arts, Golfing, Bicycling whatever your pleasure you will find in Sarasota. Peppertree is a Gulf to Bay complex Available

  Lisa Beach WATERSIDE REALTY LLC

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
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  $8,000 per month

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

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

  ***AVAILABLE December, 2025 through April, 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

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
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  $5,000 per month

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

  1257 S Portofino Dr Unit 36, Sarasota, FL 34242

  Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a new coffee table, an electric fireplace, new shower heads, a portable electric grill, bikes, beach

  Margaret Young JENNETTE PROPERTIES, INC.

  1257 S Portofino Dr Unit 36, Sarasota, FL 34242
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  $6,400 per month

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

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242

  This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms

  Margaret Young JENNETTE PROPERTIES, INC.

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242
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  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • House for Rent

  5519 Azure Way, Sarasota, FL 34242

  Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

  Catherine Foley JENNETTE PROPERTIES, INC.

  5519 Azure Way, Sarasota, FL 34242

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