378

Sarasota, FL Homes for Rent in a Gated Community

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  • 1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
    1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
    1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
    /19

    $7,920 Per Month

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

    1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242

    Villa 308 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
  • 1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
    1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
    1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
    /19

    $5,500 Per Month

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

    1255 E Peppertree Dr Unit 501, Sarasota, FL 34242

    Welcome to this beautifully remodeled Bayside Mid-rise unit. This spacious 2-bedroom, 2-bathroom condo is situated on the 5th floor, As you step inside, you'll be greeted by a tastefully decorated living area with modern furnishings and a serene coastal color palette. The open-concept design seamlessly connects the living, dining, and kitchen areas, creating a perfect space for relaxation and

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
  • 8618 Palmer Park Cir, Sarasota, FL 34238
    8618 Palmer Park Cir, Sarasota, FL 34238
    8618 Palmer Park Cir, Sarasota, FL 34238
    /14

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    8618 Palmer Park Cir, Sarasota, FL 34238

    Long term rental: Furnished or unfurnished. Enjoy being steps away from the Legacy Trail where you can enjoy long walks or bike rides. Practically built just for you, this unit in this friendly community comes complete with in-built washer and dryer, stainless steel appliances, and granite countertops. As a resident, you’ll enjoy having the pool/guest parking across the road and having a

    Stephen Hachey FLAT FEE MLS REALTY

    8618 Palmer Park Cir, Sarasota, FL 34238
  • 1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
    /31

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Condo for Rent

    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242

    Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
  • 8924 Milestone Dr, Sarasota, FL 34238
    8924 Milestone Dr, Sarasota, FL 34238
    8924 Milestone Dr, Sarasota, FL 34238
    /22

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,724 Sq Ft
    • Townhouse for Rent

    8924 Milestone Dr, Sarasota, FL 34238

    MOST DESIRABLE AREA IN SARASOTA - PROMENADE AT PALMER RANCH TOP RATED SCHOOL DISTRICT! This beautiful Townhome is located in the new subdivision of Promenade East at Palmer Ranch. Very inviting first floor with open concept Living Room/Kitchen/Dining Room. White, wood cabinets, stone counter tops, porcelain floors, downstairs Bathroom and Lanai overlooking green, peaceful nature. Upstairs

    Basia Lenczowski DALTON WADE INC

    8924 Milestone Dr, Sarasota, FL 34238
  • 9610 Club South Cir Unit 4302, Sarasota, FL 34238
    9610 Club South Cir Unit 4302, Sarasota, FL 34238
    9610 Club South Cir Unit 4302, Sarasota, FL 34238
    /38

    $1,995 Per Month

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

    9610 Club South Cir Unit 4302, Sarasota, FL 34238

    Available now! at an offseason rate or on an annual basis. Available for short term rental for 2026/2027 2 bed, 2 bath unit with a glassed-in lanai, Vaulted Ceilings and lovely views and privacy. Turnkey Furnished unit. New carport for your vehicle. Community Pool and Tennis/Pickle ball Court for renters use. Gated community and great location in Palmer Ranch near the Beaches and Bayfront. Lagacy

    Kenneth Ipox DOUGLAS ELLIMAN

    9610 Club South Cir Unit 4302, Sarasota, FL 34238
  • 1001 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236
    /27

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft
    • Condo for Rent

    1001 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236

    LIDO TOWERS!!! Highly sought after SEVENTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away.

    Pamala Casey CASEY REALTY CORPORATION

    1001 Benjamin Franklin Dr Unit 701, Sarasota, FL 34236
  • 6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
    6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
    6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
    /29

    $10,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    6018 W Peppertree Way Unit 231B, Sarasota, FL 34242

    Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous 2 bedroom 2 bath stunning beach view condo overlooking the pool. This beautiful condo is just steps from the pool and Direct Beach Access. Amenities for the complex include: 2 fitness centers, 2 heated pools, a fishing pier, 2 clubhouses, pickle-ball and tennis courts. You will enjoy hopping on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6018 W Peppertree Way Unit 231B, Sarasota, FL 34242
  • 6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
    /48

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

    Your Gulf-View Getaway at Siesta Breakers awaits!Wake up to the sparkling blue waters of the Gulf of Mexico in this welcoming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short stroll brings you to the world-famous Siesta Key Beach, where you can sink your toes into powdery soft whit e sand and swim in crystal-clear waters.If lounging by the pool is more your style,

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
  • 1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
    /27

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

    Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
  • 750 N Tamiami Trail Unit 418, Sarasota, FL 34236
    750 N Tamiami Trail Unit 418, Sarasota, FL 34236
    750 N Tamiami Trail Unit 418, Sarasota, FL 34236
    /29

    $3,500 Per Month

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

    750 N Tamiami Trail Unit 418, Sarasota, FL 34236

    Seasonal or annual turnkey furnished This wonderfully renovated and updated condo is flooded with natural light from abundant large windows and sliding glass door. The flooring is all wood looking tile for a clean and sophisticated vibe. The kitchen now boasts solid wooden cabinetry topped with black slab granite counters and large closet pantry. The furnishings are comfortable and stylish. The

    Hamid Mohajir RENT SARASOTA

    750 N Tamiami Trail Unit 418, Sarasota, FL 34236
  • 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
  • 4216 Central Sarasota Pkwy Unit 1325, Sarasota, FL 34238
    4216 Central Sarasota Pkwy Unit 1325, Sarasota, FL 34238
    4216 Central Sarasota Pkwy Unit 1325, Sarasota, FL 34238
    /33

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,147 Sq Ft
    • Condo for Rent

    4216 Central Sarasota Pkwy Unit 1325, Sarasota, FL 34238

    This adorable 2 bedroom 2 bathroom furnished condo is adorned with a beach theme and features an open floor plan with high ceilings, granite countertops, stainless steel appliances, and beautiful white cabinets with chrome fixtures. This home is fully equipped with a washer & dryer, overhead lighting, fans throughout, flat screen tv's in every room, king size beds, and tile flooring. Also

    Deserea Hardy ROSSI & COMPANY INC

    4216 Central Sarasota Pkwy Unit 1325, Sarasota, FL 34238
  • 6039 E Peppertree Way Unit 222, Sarasota, FL 34242
    6039 E Peppertree Way Unit 222, Sarasota, FL 34242
    6039 E Peppertree Way Unit 222, Sarasota, FL 34242
    /21

    $7,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    6039 E Peppertree Way Unit 222, Sarasota, FL 34242

    This property is a 30 night minimum.This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass.The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head.The guest bedroom has a king bed, a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6039 E Peppertree Way Unit 222, Sarasota, FL 34242
  • 4134 Central Sarasota Pkwy Unit 1735, Sarasota, FL 34238
    4134 Central Sarasota Pkwy Unit 1735, Sarasota, FL 34238
    4134 Central Sarasota Pkwy Unit 1735, Sarasota, FL 34238
    /29

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,209 Sq Ft
    • Condo for Rent

    4134 Central Sarasota Pkwy Unit 1735, Sarasota, FL 34238

    GREAT VALUE and COASTAL LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! This large 2 bedroom, 2 bath end-unit condominium home has an open floor plan with an extended living room. It is on the 3rd floor (top floor, no elevator), so no one will be living above for privacy and quiet! The floor plan has split master suites, one on each side of the living area which is centered around the

    Pam Reitnecht FLORIDA GULFSIDE PROPERTIES INC

    4134 Central Sarasota Pkwy Unit 1735, Sarasota, FL 34238
  • 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
  • 1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
    1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
    1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
    /33

    $6,000 Per Month

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

    1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

    Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
  • 4650 Woodbrook Dr, Sarasota, FL 34243
    4650 Woodbrook Dr, Sarasota, FL 34243
    4650 Woodbrook Dr, Sarasota, FL 34243
    /42

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • House for Rent

    4650 Woodbrook Dr, Sarasota, FL 34243

    Annual lease, NO PETS, Furniture included-Welcome to the sought-after Woodbrook community in this gated development with private access and resort-style amenities. Just a short walk from the community pool sits this charming traditional Florida home built by Neal Communities.Step inside to a bright, open floor plan with high ceilings and a spacious kitchen island perfect for morning coffee

    Vladislav Konatar KONA REALTY

    4650 Woodbrook Dr, Sarasota, FL 34243
  • 5110 Northridge Rd Unit 202, Sarasota, FL 34238
    5110 Northridge Rd Unit 202, Sarasota, FL 34238
    5110 Northridge Rd Unit 202, Sarasota, FL 34238
    /31

    $1,590 Per Month

    • 2 Beds
    • 2 Baths
    • 1,116 Sq Ft
    • Condo for Rent

    5110 Northridge Rd Unit 202, Sarasota, FL 34238

    Beautiful light and bright condo ready to move in! Granite counters, stainless appliances, tile floors, inside laundry plus a screened balcony. Located around the corner from the largest heated pool and exercise facility in Serenade. Serenade on Palmer Ranch is a gated luxury condo community with two heated swimming pools, a hot tub, a clubhouse, tennis courts, a fitness center and a playground.

    John Werner BLUE SKY REAL ESTATE

    5110 Northridge Rd Unit 202, Sarasota, FL 34238
  • 3491 Parkridge Cir Unit 16201, Sarasota, FL 34243
    3491 Parkridge Cir Unit 16201, Sarasota, FL 34243
    3491 Parkridge Cir Unit 16201, Sarasota, FL 34243
    /25

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,417 Sq Ft
    • Condo for Rent

    3491 Parkridge Cir Unit 16201, Sarasota, FL 34243

    Ideally located in Parkridge at University Parkway and Lockwood Ridge Road, this well-maintained 3-bedroom, 2-bath home offers a screened lanai and an attached garage for added convenience. Enjoy a prime location just minutes from shopping, dining, a movie theater, and quick access to I-75. You’re also a short drive from downtown Sarasota, Lakewood Ranch, and the UTC shopping district.The

    Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

    3491 Parkridge Cir Unit 16201, Sarasota, FL 34243
  • 1001 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236
    /16

    $3,400 Per Month

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

    1001 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236

    LIDO TOWERS!!! Highly sought after FIFTH Floor 1 bedroom 1 1/2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away.

    Pamala Casey CASEY REALTY CORPORATION

    1001 Benjamin Franklin Dr Unit 503, Sarasota, FL 34236
  • 3005 Chianti Ct Unit 1003, Sarasota, FL 34237
    3005 Chianti Ct Unit 1003, Sarasota, FL 34237
    3005 Chianti Ct Unit 1003, Sarasota, FL 34237
    /30

    $1,700 Per Month

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

    3005 Chianti Ct Unit 1003, Sarasota, FL 34237

    Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a

    Vladislav Konatar KONA REALTY

    3005 Chianti Ct Unit 1003, Sarasota, FL 34237
  • 6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
    /22

    $8,370 Per Month

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

    6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242

    Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 50, Sarasota, FL 34242
  • 7770 Moonstone Dr Unit 7-104, Sarasota, FL 34233
    7770 Moonstone Dr Unit 7-104, Sarasota, FL 34233
    7770 Moonstone Dr Unit 7-104, Sarasota, FL 34233
    /24

    $2,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,993 Sq Ft
    • Townhouse for Rent

    7770 Moonstone Dr Unit 7-104, Sarasota, FL 34233

    Welcome to Stonehaven Community! This condominium features 3 bedrooms, 2.5 baths plus A bonus flex space upstairs. Features stainless steel appliances and granite countertops with breakfast bar in the kitchen, tile floors downstairs and carpet upstairs. Large living room space, screened patio lanai. All bedrooms are upstairs, Master bedroom has a walk in closet, shower and large vanity. It has

    Luis Canaveral, PA REALTY SOLUTIONS SRQ

    7770 Moonstone Dr Unit 7-104, Sarasota, FL 34233
  • 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
    /26

    $5,200 Per Month

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

    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241

    Booked for season 2027. 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

    Angela Bailey MONARCH PROPERTY GROUP LLC

    5241 Mahogany Run Ave Unit 425, Sarasota, FL 34241
  • 1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
    /25

    $6,500 Per Month

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

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

    Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
  • 1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
    /29

    $5,700 Per Month

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

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

    Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
  • 1001 Benjamin Franklin Dr Unit 506, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 506, Sarasota, FL 34236
    1001 Benjamin Franklin Dr Unit 506, Sarasota, FL 34236
    /42

    $3,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,367 Sq Ft
    • Condo for Rent

    1001 Benjamin Franklin Dr Unit 506, Sarasota, FL 34236

    LIDO TOWERS!!! Highly sought after FIFTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away.

    Pamala Casey CASEY REALTY CORPORATION

    1001 Benjamin Franklin Dr Unit 506, Sarasota, FL 34236
  • 6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
    /13

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
  • 8350 Wingate Dr Unit 913, Sarasota, FL 34238
    8350 Wingate Dr Unit 913, Sarasota, FL 34238
    8350 Wingate Dr Unit 913, Sarasota, FL 34238
    /74

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Condo for Rent

    8350 Wingate Dr Unit 913, Sarasota, FL 34238

    Rented January though March 2026. Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant

    Jana L. Nizny M&M PROPERTY MANAGEMENT GROUP

    8350 Wingate Dr Unit 913, Sarasota, FL 34238
  • 4170 Central Sarasota Pkwy Unit 412, Sarasota, FL 34238
    4170 Central Sarasota Pkwy Unit 412, Sarasota, FL 34238
    4170 Central Sarasota Pkwy Unit 412, Sarasota, FL 34238
    /30

    $2,600 Per Month

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

    4170 Central Sarasota Pkwy Unit 412, Sarasota, FL 34238

    Step into refined living with this beautifully renovated first-floor condo, where modern elegance meets everyday comfort. Showcasing sleek porcelain flooring throughout and thoughtfully curated upscale finishes, this residence offers a refined yet welcoming atmosphere. The spacious three-bedroom, two-bath layout is designed for both relaxation and functionality, complemented by serene water views

    Katherine Miller EXP REALTY LLC

    4170 Central Sarasota Pkwy Unit 412, Sarasota, FL 34238
  • 6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
    /11

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242

    Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch—perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
  • 9611 Castle Point Dr Unit 915, Sarasota, FL 34238
    9611 Castle Point Dr Unit 915, Sarasota, FL 34238
    9611 Castle Point Dr Unit 915, Sarasota, FL 34238
    /44

    $6,000 Per Month

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

    9611 Castle Point Dr Unit 915, Sarasota, FL 34238

    AVAILABLE NOV. & DEC.2026 - RENTED JAN., FEB., MARCH, APRIL 2026: AVAILABLE OFF-SEASON: EXCEPTIONAL GROUND FLOOR UNIT, an immaculate and updated vacation condo at Stoneybrook G&CC offers all the amenities you would want for a few months in the sun. The well-equipped kitchen has a breakfast nook with view of front lanai, SS appliances, and lots of cabinet space. The dining area is open to the

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9611 Castle Point Dr Unit 915, Sarasota, FL 34238
  • 1709 N Tamiami Trail Unit 213, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 213, Sarasota, FL 34234
    1709 N Tamiami Trail Unit 213, Sarasota, FL 34234
    /49

    $3,400 Per Month

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

    1709 N Tamiami Trail Unit 213, Sarasota, FL 34234

    Annual Rental: $3400/month, minimum 6 months lease term.Experience the ultimate Florida lifestyle in this fully furnished, coastal-style 2-bedroom, 1.5-bath condo offering nearly 1,000 sq. ft. of beautifully appointed living space. Built in 2022, The Strand is a gated waterfront community just 1 mile from downtown Sarasota, and minutes from world-renowned beaches, art venues, shopping, and

    Yimei He KW SUNCOAST

    1709 N Tamiami Trail Unit 213, Sarasota, FL 34234
  • 8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238
    8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238
    8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238
    /27

    $5,000 Per Month

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

    8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238

    RENTED JAN. FEB., MARCH 2026 AVAIABLE APRIL 2026 THROUGH DEC. 2026. 3rd floor vacation condo with great view of the golf course from the screened lanai, two bedrooms, two baths, king bed in the master bedroom and adjoining bathroom with walk-in shower. 2nd bedroom has queen bed and is next to the guest bathroom. Well-equipped kitchen with everything you would need for a few months in the sun.

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    8735 Olde Hickory Ave Unit 8302, Sarasota, FL 34238
  • 5251 Mahogany Run Ave Unit 524, Sarasota, FL 34241
    5251 Mahogany Run Ave Unit 524, Sarasota, FL 34241
    5251 Mahogany Run Ave Unit 524, Sarasota, FL 34241
    /40

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Condo for Rent

    5251 Mahogany Run Ave Unit 524, Sarasota, FL 34241

    Comfort and Convenience at its best! Heritage Oaks Golf & Country Club a hidden golf gem in Sarasota. Rear stunning views of the water and 12th and 13th golf course. Front screened in lanai, relax with your cup of coffee or glass of wine while you watch the sun go down. Two bedroom/ two bath 2nd floor condo has been remodeled. Enjoy the updated kitchen with stainless steel appliances, dual sink

    Angela Bailey MONARCH PROPERTY GROUP LLC

    5251 Mahogany Run Ave Unit 524, Sarasota, FL 34241
  • 1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231
    1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231
    1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231
    /29

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft
    • Condo for Rent

    1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231

    AVAILABLE 5/1/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** **BOOKED FOR JAN-MARCH 2027 SEASON**CHARMING PELICAN COVE - Newly updated 2 bed/2 bath condo in the resort community of Pelican Cove. This 2nd floor unit features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Enjoy your morning coffee on the screened

    Brigette Marcus NEXTHOME EXCELLENCE

    1677 Brookhouse Cir Unit BR223, Sarasota, FL 34231
  • 8780 Pebble Creek Ln, Sarasota, FL 34238
    8780 Pebble Creek Ln, Sarasota, FL 34238
    8780 Pebble Creek Ln, Sarasota, FL 34238
    /30

    $7,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,366 Sq Ft
    • House for Rent

    8780 Pebble Creek Ln, Sarasota, FL 34238

    RENTED, totally renovated villa at Stoneybrook G&CC. Luxurious kitchen, stunning bathrooms, master bedroom downstairs, den/office downstairs with queen hide-a-bed, spacious open floor plan, sliding glass doors lead out onto a screened lanai with crystal clear pool. Upstairs loft with lots of comfortable seating and large smart TV, guest bedroom, and full bath with beautiful tiled shower. The

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    8780 Pebble Creek Ln, Sarasota, FL 34238
  • 8369 Wingate Dr Unit 2114, Sarasota, FL 34238
    8369 Wingate Dr Unit 2114, Sarasota, FL 34238
    8369 Wingate Dr Unit 2114, Sarasota, FL 34238
    /26

    $4,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Condo for Rent

    8369 Wingate Dr Unit 2114, Sarasota, FL 34238

    AVAILABLE DEC. 2025, JAN., FEB., MARCH, APRIL 2026 and off-season. VACATION IN STYLE IN THIS 3-BEDROOM GROUND FLOOR TOTALLY UPDATED UNIT AT PINESTONE. Quartz countertops in kitchen, new cabinets, new appliances, all new furniture throughout, smart TVs, new carpet in the living room and bedrooms, and a new washer and dryer. Lots of natural light lend to the bright and cheerful atmosphere in this

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    8369 Wingate Dr Unit 2114, Sarasota, FL 34238
  • 1221 N Palm Ave Unit 203, Sarasota, FL 34236
    1221 N Palm Ave Unit 203, Sarasota, FL 34236
    1221 N Palm Ave Unit 203, Sarasota, FL 34236
    /34

    $2,750 Per Month

    • 1 Bed
    • 1 Bath
    • 670 Sq Ft
    • Apartment for Rent

    1221 N Palm Ave Unit 203, Sarasota, FL 34236

    Furnished Annual Rental!! Welcome to this rare opportunity to live in one of Sarasota's most iconic and architecturally charming downtown buildings! Tucked inside this iconic blush-pink 1920s gem, this enchanting 1-bedroom, 1-bath apartment feels like discovering a secret piece of old-world Sarasota magic. Every inch of its 670 square feet brims with character. Vintage details, beautifully

    Sophie Daniels ANCHOR DOWN REAL ESTATE

    1221 N Palm Ave Unit 203, Sarasota, FL 34236

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