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Sarasota, FL Condos for Rent with Community Pool

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  • 9641 Castle Point Dr Unit 1215, Sarasota, FL 34238
    9641 Castle Point Dr Unit 1215, Sarasota, FL 34238
    9641 Castle Point Dr Unit 1215, Sarasota, FL 34238
    /48

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft
    • Condo for Rent

    9641 Castle Point Dr Unit 1215, Sarasota, FL 34238

    AVAILABLE MAY 2026 FORWARD: GROUND FLOOR VERANDA ON THE GOLF COURSE is bright and cheerful and tastefully decorated and sure to delight, 2 bedroom, 2 bath with front and rear lanai space - rear lanai is glassed and screened providing extra living space - and there is a one-car garage. King bed in the master bedroom with an adjoining updated bathroom with walk-in shower, queen bed in 2nd bedroom

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9641 Castle Point Dr Unit 1215, Sarasota, FL 34238
  • 101 Benjamin Franklin Dr Unit 61, Sarasota, FL 34236
    101 Benjamin Franklin Dr Unit 61, Sarasota, FL 34236
    101 Benjamin Franklin Dr Unit 61, Sarasota, FL 34236
    /61

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Condo for Rent

    101 Benjamin Franklin Dr Unit 61, Sarasota, FL 34236

    Literally steps to the Beach! Just bring your luggage and you can start enjoying this fantastic 2 Bedroom with 2 Bathroom (or Seasonal Rental for 4 month minimum at $7,500/month all Utilities). Fully Furnished 6th Floor Unit with stunning Panoramic Views of the Gulf of Mexico and Lido Beach from all Windows and Bedrooms. With multiple Glass Sliders and an Open Floor Plan, the main Living Space

    Mike Shorr COASTAL PIONEER REALTY

    101 Benjamin Franklin Dr Unit 61, Sarasota, FL 34236
  • 4543 Longwater Chase Unit 22, Sarasota, FL 34235
    4543 Longwater Chase Unit 22, Sarasota, FL 34235
    4543 Longwater Chase Unit 22, Sarasota, FL 34235
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    $2,050 per month

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft
    • Condo for Rent

    4543 Longwater Chase Unit 22, Sarasota, FL 34235

    Stunning Furnished Condo with Golf Course & Pool Views in The Meadows – Available for Annual Lease. Wake up to serene golf course and sparkling pool views in this beautifully maintained second-floor, two-bedroom, two-bath FURNISHED condo, available for a 12-month lease in the highly desirable Longwater Chase at The Meadows. Step onto your private screened lanai and enjoy peaceful mornings with

    Amy Chapman MICHAEL SAUNDERS & COMPANY

    4543 Longwater Chase Unit 22, Sarasota, FL 34235
  • 1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
    1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
    1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
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    $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
  • 9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
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    $2,600 per month

    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft
    • Condo for Rent

    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242

    **NOW AVAILABLE EITHER AS A LONG-TERM OR SHORT-TERM RENTAL (minimum 3 months).** Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. This WATERFRONT RENTAL is located at The Pointe, the CLOSEST CONDO complex to MIDNIGHT PASS! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is

    Adam Waxler UKEEPCOMMISSION REAL ESTATE

    9397 Midnight Pass Rd Unit 405, Sarasota, FL 34242
  • 1350 Main St Unit 1503, Sarasota, FL 34236
    1350 Main St Unit 1503, Sarasota, FL 34236
    1350 Main St Unit 1503, Sarasota, FL 34236
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    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    1350 Main St Unit 1503, Sarasota, FL 34236

    Welcome to luxury living in the heart of downtown Sarasota. This fully furnished 2-bedroom, 2-bath residence offers a split floor plan designed for privacy and comfort. Situated on the 15th floor, the home features expansive windows with sweeping views of downtown Sarasota, filling the space with natural light and an elevated sense of sophistication.Inside, you’ll find a beautifully

    Cole Collins COLDWELL BANKER REALTY

    1350 Main St Unit 1503, Sarasota, FL 34236
  • 9330 Clubside Cir Unit 3209, Sarasota, FL 34238
    9330 Clubside Cir Unit 3209, Sarasota, FL 34238
    9330 Clubside Cir Unit 3209, Sarasota, FL 34238
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    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • Condo for Rent

    9330 Clubside Cir Unit 3209, Sarasota, FL 34238

    RENTED JAN.FEB., MARCH. AVAILABLE APRIL 2026 and offf-season. Well-furnished vacation condo at Stoneybrook G&CC with golf transfer available for a fee (check with clubhouse for fee schedule.) King bed in master bedroom, queen bed in guest bedroom, nicely furnished living area, well-equipped kitchen with all you will need for a few months in the Florida Sunshine. The lanai is tiled and

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9330 Clubside Cir Unit 3209, Sarasota, FL 34238
  • 4805 Rilma Ave Unit 102, Sarasota, FL 34234
    4805 Rilma Ave Unit 102, Sarasota, FL 34234
    4805 Rilma Ave Unit 102, Sarasota, FL 34234
    /18

    $1,395 per month

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft
    • Condo for Rent

    4805 Rilma Ave Unit 102, Sarasota, FL 34234

    Beautiful townhome in Summer Lakes. This is a great location close to New College, Ringling College of Art, USF, and downtown Sarasota. Kitchen, living room and 1/2 bathroom downstairs. Sliding doors to the back patio where you can relax and enjoy your coffee. The 2 bedrooms and master bathroom are upstairs. The community has a pool and clubhouse. Laundry room onsite. Application fee is $75. HOA

    Vincent Ricaud INVESTUS REALTY LLC

    4805 Rilma Ave Unit 102, Sarasota, FL 34234
  • 3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
    /21

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Condo for Rent

    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231

    Beautifully upgraded 2 bed/ 2 bath condo on the 2nd Floor in desirable community. Looking for annual lease, turnkey ready. The views from the lanai are spectacular, overlooking the pool, flowing creek and part of the Red Bug Preserve. Shopping restaurants, grocery and Siesta Beach are moments away. Enjoy mingling with others at the pool and the Happy Hour get togethers.

    Cheryll Vance SIESTA HOME & CONDO RENTAL INC

    3269 Cross Creek Dr Unit 3269, Sarasota, FL 34231
  • 9320 Clubside Cir Unit 2208, Sarasota, FL 34238
    9320 Clubside Cir Unit 2208, Sarasota, FL 34238
    9320 Clubside Cir Unit 2208, Sarasota, FL 34238
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    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • Condo for Rent

    9320 Clubside Cir Unit 2208, Sarasota, FL 34238

    AVAILABLE FEB., MARCH., APRIL 2026 - And off-season months. Fantastic views of the lake and golf course from the screened and glassed lanai of this CORNER UNIT picture-perfect condo decorated in a coastal theme, lots of comfortable seating, windows in well-equiped kitchen and living room not found in interior units. King bed in the master bedroom, walk-in shower in the master bath, and a queen

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9320 Clubside Cir Unit 2208, Sarasota, FL 34238
  • 5787 Summer Side Ln Unit 4B, Sarasota, FL 34231
    5787 Summer Side Ln Unit 4B, Sarasota, FL 34231
    5787 Summer Side Ln Unit 4B, Sarasota, FL 34231
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    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Condo for Rent

    5787 Summer Side Ln Unit 4B, Sarasota, FL 34231

    In Summerside, close to the Stickney Point, spacious 2b/2b condo, open floor with large kitchen, 1,125 sqft, upstairs, has been tastefully remodeled & updated with all brand new kitchen appliances, new bath vanities & porcelain tile flooring, all new ceiling fans, freshly painted including balcony. Washer & dryer in laundry room. Condo provides a designated covered carport & guest parking.

    Lydia Perignon FINE PROPERTIES

    5787 Summer Side Ln Unit 4B, Sarasota, FL 34231
  • 1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236
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    $3,120 per month

    • 1 Bed
    • 1.5 Baths
    • 813 Sq Ft
    • Condo for Rent

    1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236

    Lido Towers Unit 108 has a beautiful renovated interior and is perfect for your escape to Sarasota Florida. This 1 bedroom/1.5 bath is open and bright and has a cozy lanai lending itself to you enjoying the warmth of your coffee each morning before you stroll out to the beach (which is footsteps away). You won’t see any snowflakes here! The master bedroom has a huge king sized bed and a beautiful

    Pamala Casey CASEY REALTY CORPORATION

    1001 Benjamin Franklin Dr Unit 108, Sarasota, FL 34236
  • 5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241
    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241
    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241
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    $5,200 per month

    • 2 Beds
    • 2 Baths
    • 1,433 Sq Ft
    • Condo for Rent

    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241

    Looking for a Golf Community for your winter Getaway look know further, Heritage Oaks Golf and Country Club! Updated kitchen with stainless steel appliance package is perfect for the chef in the family, all the tools you need to make the perfect gourmet meal! Master bedroom offers a King size bed with an ensuite bathroom with dual sinks ample closet space and a walk in shower. Guest bathroom has

    Angela Bailey MONARCH PROPERTY GROUP LLC

    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241
  • 435 S Gulfstream Ave Unit 906, Sarasota, FL 34236
    435 S Gulfstream Ave Unit 906, Sarasota, FL 34236
    435 S Gulfstream Ave Unit 906, Sarasota, FL 34236
    /23

    $2,950 per month

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Condo for Rent

    435 S Gulfstream Ave Unit 906, Sarasota, FL 34236

    Updated 9th floor two bedroom, two bathroom condo in Regency House with serene city view. Located in the heart of downtown Sarasota and just opposite the Bayfront and Marina Jacks, the Regency House is one of the most desirable buildings in Sarasota. Walking distance to the shops, restaurants, theater and the arts. Second bedroom has the versatility of being either a home office or den with NEWLY

    Annette Colabella ROSSI & COMPANY INC

    435 S Gulfstream Ave Unit 906, Sarasota, FL 34236
  • 5179 Willow Links Unit 27, Sarasota, FL 34235
    5179 Willow Links Unit 27, Sarasota, FL 34235
    5179 Willow Links Unit 27, Sarasota, FL 34235
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    $4,200 per month

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft
    • Condo for Rent

    5179 Willow Links Unit 27, Sarasota, FL 34235

    Leased January, February, March 2026. Lovely turnkey furnished 2/2 ground floor unit in the Meadows with lake and golf course view. Wood flooring throughout. The Master has a Queen bed and the Guest bedroom has a full size bed. There is a Queen sleeper sofa in the living room. Walk across the street to restaurants, bank, beauty salon and more. The Meadows offers biking, jogging and walking trails

    Margaret Young JENNETTE PROPERTIES, INC.

    5179 Willow Links Unit 27, Sarasota, FL 34235
  • 12413 Osorio Ct Unit 101, Sarasota, FL 34238
    12413 Osorio Ct Unit 101, Sarasota, FL 34238
    12413 Osorio Ct Unit 101, Sarasota, FL 34238
    /46

    $3,950 per month

    • 2 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Condo for Rent

    12413 Osorio Ct Unit 101, Sarasota, FL 34238

    Seasonal Rental: $4,900/mo (In Season) or $3,500 (off Season) plus taxes, cleaning, and other fees. Step outside to world-class amenities: a heated pool and spa, Bahama Bar & Grill, tennis, pickleball, bocce, fitness center with group classes, dog park, fire pit, clubhouse, and direct access to the Legacy Trail. Perfect for biking, walking, or jogging. Available for stays of 30–180 days

    Dave Holt PMI SOUTHWEST FLORIDA

    12413 Osorio Ct Unit 101, Sarasota, FL 34238
  • 4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
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    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • Condo for Rent

    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238

    BEAUTIFULLY, FULLY FURNISHED and UPGRADED, with a COASTAL VIBE and LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! Available now, no smoking and no pets allowed. This large 2 bedroom, 2 bath end-unit condominium home has been upgraded throughout including custom paint and light fixtures. It is an end unit located on the 2nd floor with high ceilings giving privacy with no one living

    Pam Reitnecht FLORIDA GULFSIDE PROPERTIES INC

    4118 Central Sarasota Pkwy Unit 1628, Sarasota, FL 34238
  • 2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
    /27

    $3,800 per month

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • Condo for Rent

    2961 Taywood Meadows Unit 26, Sarasota, FL 34235

    Great views of the golf course and water from the glass enclosed lanai of this second floor condo in The Chartwell Greene community of The Meadows. This fully furnished and well equipped property is the perfect place to spend your winter vacation. Updated kitchen boasts solid wood cabinets, stainless steel appliances, granite counters and a breakfast table where you can enjoy your morning

    Shirley Cuddy REALTY SERVICES INC

    2961 Taywood Meadows Unit 26, Sarasota, FL 34235
  • 4564 Longwater Chase Unit 53, Sarasota, FL 34235
    4564 Longwater Chase Unit 53, Sarasota, FL 34235
    4564 Longwater Chase Unit 53, Sarasota, FL 34235
    /29

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft
    • Condo for Rent

    4564 Longwater Chase Unit 53, Sarasota, FL 34235

    • REAL OPPORTUNITY • NOW OFFERED AT $1,850/MO • UPDATED • CORNER UNIT • UTILITIES INCLUDED you just pay electric! Available NOW and better than before! This ground-floor corner unit in Longwater Chase has just been refreshed with brand-new carpet and fresh interior paint and is now available for an annual lease at a newly reduced price. Located within The Meadows, this spacious 2-bedroom, 2-bath

    Norma Mladineo COLDWELL BANKER REALTY

    4564 Longwater Chase Unit 53, Sarasota, FL 34235
  • 8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
    /47

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242

    Available November and December 2025 - 3500.00... - Not Available January through April 7th... 2026.. Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout.Island Reef delivers Beach-to-Bay luxury resort-style

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C107, Sarasota, FL 34242
  • 5280 Hyland Hills Ave Unit 1812, Sarasota, FL 34241
    5280 Hyland Hills Ave Unit 1812, Sarasota, FL 34241
    5280 Hyland Hills Ave Unit 1812, Sarasota, FL 34241
    /46

    $4,300 per month

    • 2 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • Condo for Rent

    5280 Hyland Hills Ave Unit 1812, Sarasota, FL 34241

    Beautifully and Professionally remodeled 1st Floor 2 bedroom 2 bath condo with new furnishings. Comfort at its best! Tastefully remodeled and newly furnished with your complete satisfaction in mind. Join the Heritage Oaks Country Club for a nominal membership fee and golf until your heart's desire. Driving Range, tennis courts, gym with the latest equipment, social events of the country club will

    Dino Theofilos FLORIDA CAPITAL REAL ESTATE

    5280 Hyland Hills Ave Unit 1812, Sarasota, FL 34241
  • 5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
    /28

    $3,800 per month

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft
    • Condo for Rent

    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235

    This ground-floor 2/2 condo is situated in a prime location with beautiful views of the golf course. Availability:Open for rent March and April 2026. Available through December 31, 2026. Rented Jan-Mar 2027.Features include:Ground-floor accessibility,Furnished with a King bed, twin beds, and a Queen sofa bed,Screened lanai,One-car garage,Open-concept kitchen, dining

    Margaret Young JENNETTE PROPERTIES, INC.

    5700 Sheffield Greene Cir Unit 87, Sarasota, FL 34235
  • 4170 Central Sarasota Pkwy Unit 428, Sarasota, FL 34238
    4170 Central Sarasota Pkwy Unit 428, Sarasota, FL 34238
    4170 Central Sarasota Pkwy Unit 428, Sarasota, FL 34238
    /35

    $2,500 per month

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

    4170 Central Sarasota Pkwy Unit 428, Sarasota, FL 34238

    Available now for long or short term. Community requires 6 months. Immaculate 2nd floor condo in gated community of Bella Villino on Palma Ranch. The vaulted ceilings give a spacious feel and the large, screened lanai adds some outdoor living area. Enjoy the lake view from the living room, lanai, master bedroom and one of the guest rooms. The third bedroom has a locked owner's closet. With newer

    Maureen Plichta STRINGER MANAGEMENT INC

    4170 Central Sarasota Pkwy Unit 428, Sarasota, FL 34238
  • 500 S Washington Dr Unit 11A, Sarasota, FL 34236
    500 S Washington Dr Unit 11A, Sarasota, FL 34236
    500 S Washington Dr Unit 11A, Sarasota, FL 34236
    /46

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,034 Sq Ft
    • Condo for Rent

    500 S Washington Dr Unit 11A, Sarasota, FL 34236

    St. Armands Circle/Lido Key dream vacation rental! Welcome to your completely remodeled favorite vacation spot, this exceptional location offers the combination of comfortable living, convenience and proximity to three of this vibrant area's sought-after attractions, St. Armands Circle, Lido Beach and of course, downtown Sarasota. This lovely two-bedroom, two-bath first-floor condominium has just

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 S Washington Dr Unit 11A, Sarasota, FL 34236
  • 8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
    /45

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242

    Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
  • 1255 Dockside Place Unit 211, Sarasota, FL 34242
    1255 Dockside Place Unit 211, Sarasota, FL 34242
    1255 Dockside Place Unit 211, 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
  • 1250 N Portofino Dr Unit 302, Sarasota, FL 34242
    1250 N Portofino Dr Unit 302, Sarasota, FL 34242
    1250 N Portofino Dr Unit 302, 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
  • 4733 Winslow Beacon Unit 13, Sarasota, FL 34235
    4733 Winslow Beacon Unit 13, Sarasota, FL 34235
    4733 Winslow Beacon Unit 13, Sarasota, FL 34235
    /30

    $3,800 per month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    4733 Winslow Beacon Unit 13, Sarasota, FL 34235

    ****Rented 2026 Season**** Ground floor condo has been graciously appointed with updated furnishings including king bed in Master bedroom and twins in guest bedroom, leather living room sofa and recliner and large flat screen TV. The updated kitchen has been outfitted with granite counter tops and solid wood cabinetry as well as stainless steel appliances. A screened lanai overlooks a

    Shirley Cuddy REALTY SERVICES INC

    4733 Winslow Beacon Unit 13, Sarasota, FL 34235
  • 5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
    5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
    5780 Midnight Pass Rd Unit 609, 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
  • 4980 Baraldi Cir Unit 17208, Sarasota, FL 34235
    4980 Baraldi Cir Unit 17208, Sarasota, FL 34235
    4980 Baraldi Cir Unit 17208, Sarasota, FL 34235
    /17

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,246 Sq Ft
    • Condo for Rent

    4980 Baraldi Cir Unit 17208, Sarasota, FL 34235

    GREAT LOCATION. This property is located next to UTC mall, UTC shopping centers, Fine dining restaurants. This unit features 2 bedrooms and 2 bathrooms with large living room looking out the pond, new vinyl flooring, 1 car garage.

    Bryan Ha FLORIDA REALTY INVESTMENTS

    4980 Baraldi Cir Unit 17208, Sarasota, FL 34235
  • 8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238
    8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238
    8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238
    /46

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • Condo for Rent

    8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238

    ** AVAILABLE FOR UPCOMING 2026 SEASON!! **GOLF MEMBERSHIP IS CURRENTLY NOT INCLUDED - CAN POSSIBLY BE WITH OWNER APPROVAL ** 2BR/2B first floor condo with 1238 sq. ft. Tastefully turnkey furnished, this home is completely updated and is located in the desirable Terraces Community of Stoneybrook Golf & Country Club. This impeccable condo affords long views of the 9th fairway and lake, evening

    Kayla Lamb NEXTHOME EXCELLENCE

    8750 Olde Hickory Ave Unit 9103, Sarasota, FL 34238
  • 4008 Crockers Lake Blvd Unit 22, Sarasota, FL 34238
    4008 Crockers Lake Blvd Unit 22, Sarasota, FL 34238
    4008 Crockers Lake Blvd Unit 22, Sarasota, FL 34238
    /54

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Condo for Rent

    4008 Crockers Lake Blvd Unit 22, Sarasota, FL 34238

    One or more photo(s) has been virtually staged. Absolutely gorgeous, totally remodeled 2 bedroom, 2 bath condo on Palmer Ranch. Nothing was left undone. The new kitchen features solid wood cabinets with deep drawers, quartz countertops, single stainless-steel sink and all new stainless appliances. Beautiful luxury vinyl flooring throughout the condo with porcelain tile in the kitchen and both

    Karen Geiger COLDWELL BANKER SARASOTA CENT.

    4008 Crockers Lake Blvd Unit 22, Sarasota, FL 34238
  • 750 N Tamiami Trail Unit 1402, Sarasota, FL 34236
    750 N Tamiami Trail Unit 1402, Sarasota, FL 34236
    750 N Tamiami Trail Unit 1402, Sarasota, FL 34236
    /29

    $2,800 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    750 N Tamiami Trail Unit 1402, Sarasota, FL 34236

    Annual/Seasonal Turnkey Furnished Lots of sunlight and a charming layout offered in this 2 beds/1 bath luxury condo downtown Sarasota at THE RENAISSANCE. Partial bay view as well as city view! Fabulous amenities and walking distance to restaurants, shopping, the arts. Resort style heated pool/spa, with BBQ grill and outdoor dining option, 24-hr fitness with locker room and sauna, 24-hr concierge

    Hamid Mohajir RENT SARASOTA

    750 N Tamiami Trail Unit 1402, Sarasota, FL 34236
  • 1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
    /49

    $2,850 per month

    • 2 Beds
    • 2 Baths
    • 1,093 Sq Ft
    • Condo for Rent

    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236

    *** AVAILABLE JULY 2026 *** TURNKEY FURNISHED 2/2 luxury condo on the 5th floor of Broadway Promenade, unit 1522. Condo MAY BE AVAILABLE FOR LESS THAN A YEAR TERM. Beautifully renovated and designed with modern touches, it is bright and comfortable with a floor plan that is open and inviting. The kitchen features granite countertops, a pantry, and a breakfast bar, The expansive master suite

    Carlos Perez FINE PROPERTIES

    1064 N Tamiami Trail Unit 1522, Sarasota, FL 34236
  • 5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
    5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
    5963 Midnight Pass Rd Unit 332, 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
  • 6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
    /53

    $5,000 per month

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

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    Beachfront Bliss at Casa Mar – Siesta KeyDreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • 5713 Fossano Dr, Sarasota, FL 34238
    5713 Fossano Dr, Sarasota, FL 34238
    5713 Fossano Dr, Sarasota, FL 34238
    /17

    $2,425 per month

    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft
    • Condo for Rent

    5713 Fossano Dr, Sarasota, FL 34238

    THIS IS AN ANNUAL RENTAL Located in The Isles on Palmer Ranch. This 2nd floor, spacious 3 bed/2 bath condo has 1,863 square feet of living space with generously sized living and dining areas. Significant upgrades including granite and stone countertops, tiled backsplashes, updated light and fan fixtures, wood cabinets, and more! Eat-in kitchen as well as a dining room - so either could also be

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    5713 Fossano Dr, Sarasota, FL 34238
  • 1215 S Portofino Dr Unit 202, Sarasota, FL 34242
    1215 S Portofino Dr Unit 202, Sarasota, FL 34242
    1215 S Portofino Dr Unit 202, 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
  • 800 N Tamiami Trail Unit 708, Sarasota, FL 34236
    800 N Tamiami Trail Unit 708, Sarasota, FL 34236
    800 N Tamiami Trail Unit 708, Sarasota, FL 34236
    /23

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Condo for Rent

    800 N Tamiami Trail Unit 708, Sarasota, FL 34236

    Highly desirable turnkey unit at the luxurious Alinari in downtown Sarasota! This 2 bedroom, 2 bathroom unit on the seventh floor, is tastefully decorated and being offered for a seasonal lease beginning December 1. (3 MONTHS MINIMUM) Spectacular split floor plan, large kitchen area and a den set up as an office. All furniture in the pictures is accurate. A nice balcony overlooking the pool area

    Christian Higgins ANDRE LECLAIR PROPERTIES LLC

    800 N Tamiami Trail Unit 708, Sarasota, FL 34236
  • 7050 Prosperity Cir Unit 904, Sarasota, FL 34238
    7050 Prosperity Cir Unit 904, Sarasota, FL 34238
    7050 Prosperity Cir Unit 904, Sarasota, FL 34238
    /27

    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Condo for Rent

    7050 Prosperity Cir Unit 904, Sarasota, FL 34238

    PROPERTY AVAILABLE FOR LONG TERM ($3000/MTH/ANNUAL) OR SHORT TERM ($3300/MTH/SEASONAL) OCCUPATION. Experience the ultimate in COASTAL LUXURY LIVING at this stunning FIRST-FLOOR 2-bedroom, 2-bath condominium WITH A DEN and a 1-car GARAGE. The condo is nestled in the beautifully maintained community of ARIELLE, located in the prestigious PARLMER RANCH area of SARASOTA. This WELL-CARED-FOR home is

    Patrick Finke THE AGENCY SARASOTA

    7050 Prosperity Cir Unit 904, Sarasota, FL 34238

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