572

Homes for Rent near Brookside Middle School

Section Image
  • /31

    $5,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,907 Sq Ft
    • House for Rent

    3535 W Forest Lake Dr, Sarasota, FL 34232

    SEASONAL RENTAL with a stunning lake view located in paradise! Minutes from Siesta Key & St. Armand's Circle. (*see below for months leased)This furnished home is located in a highly sought after neighborhood in the heart of Sarasota. Enjoy an open floor plan, a large game room including a wet bar with seating, 4 bedrooms, 3 full baths, and 1 half bath. Each of the three main bedrooms

    Wendy Norman SWILLEY & ASSOCIATES REALTY

    3535 W Forest Lake Dr, Sarasota, FL 34232
  • /79

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • House for Rent

    2084 Grove St, Sarasota, FL 34239

    Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2084 Grove St, Sarasota, FL 34239
  • /32

    $5,750 per month

    • 3 Beds
    • 2 Baths
    • 2,271 Sq Ft
    • House for Rent

    293 Turquoise Ln, Osprey, FL 34229

    **RARE RENTAL OPPORTUNITY (UNFURNISHED)** This STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the SECURE GATES of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank,

    Mark Lyda GENEROUS PROPERTY

    293 Turquoise Ln, Osprey, FL 34229
  • /34

    $8,100 per month

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Condo for Rent

    1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242

    Welcome to your Gulf & Bay Club Bayside sanctuary in the heart of Siesta Key, FL! This second-story bay front condo offers a blissful retreat with breathtaking views of the azure waters. With two bedrooms and two bathrooms, this meticulously designed residence seamlessly blends coastal elegance with modern comfort.Step into a sunlit living space adorned with coastal-inspired décor,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242
  • /24

    $7,600 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

    Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
  • /18

    $7,700 per month

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

    1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242

    Beautiful Key West-style three bedroom, two bath, turnkey furnished condo with its own garage in a lush, tropical resort setting. The townhouse, second/third floor condo, is meticulously maintained and beautifully furnished - There's even a teeny "peek-a-boo" water view from the lanai. The furnishings and flooring are stylish and perfect for the beach. The updated kitchen has granite counter tops

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
  • /89

    $4,700 per month

    • 3 Beds
    • 3 Baths
    • 1,867 Sq Ft
    • Condo for Rent

    4900 Ocean Blvd Unit 501, Sarasota, FL 34242

    Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico! With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the

    Beth Dilley ASCENDIA REAL ESTATE

    4900 Ocean Blvd Unit 501, Sarasota, FL 34242
  • /29

    $6,700 per month

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

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

    This two bedroom, two bath ground floor unit is steps from the pool and short distance to the beach. Enjoy all of the amenities that Gulf and Bay Club Bayside has to offer, two swimming pools, 2 pickle-ball courts, tennis, workout room, fishing dock and walking path. Washer and Dryer and one car garage sets us apart from other Siesta Key condos and makes it feel more like a home away from home.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
  • /35

    $8,200 per month

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

    1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242

    Welcome to your coastal retreat at Gulf & Bay Club Bayside in Siesta Key, Florida! Nestled on the second level, this 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and breathtaking views of the bay and boat slip.As you step into this meticulously designed space, you'll immediately be drawn to the open-concept living area bathed in natural light. The coastal vibes are

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242
  • /23

    $3,495 per month

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft
    • House for Rent

    2449 Breakwater Cir, Sarasota, FL 34231

    Gulf Gate LOCATION. Contact for rates and availability. Rates and availability vary from season season Would also consider longer term rental . Close to shopping & minutes to world-famous Siesta Key Beach over the Stickney Point bridge Installed Carpet 2024, Updated and stylishly furnished with mid century furniture. Open Floorplan, great for entertaining! Sit out on the patio and enjoy the

    William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

    2449 Breakwater Cir, Sarasota, FL 34231
  • /42

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Condo for Rent

    1877 Toucan Way Unit 400, Sarasota, FL 34232

    AVAILABLE NOW UNTIL DECEMBER 31, 2025. Tasteful turnkey-furnished 2-bedroom 2-bath condo. Located in centrally-located Vistas on Beneva with large resort-style pool and fitness center with a view of the Palms public golf course at Forest Lakes. Close to shopping, excellent restaurants, art, theater and music in downtown Sarasota and close to the #1 beach on Siesta Key and Lido Key.

    Carolyn Donnelly COLDWELL BANKER REALTY

    1877 Toucan Way Unit 400, Sarasota, FL 34232
  • /27

    $6,300 per month

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

    1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242

    Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views.As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242
  • /54

    $9,500 per month

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • Condo for Rent

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242

    Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance.As you enter, the living room, dining room, and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242
  • /35

    $7,400 per month

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

    1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242

    Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
  • /36

    $9,500 per month

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

    1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

    Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
  • /17

    $1,995 per month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • House for Rent

    2666 Woodgate Ln Unit D1, Sarasota, FL 34231

    Now Open for Booking! STILL AVAILABLE FOR SEASON 2026! Discover comfort in this two-bedroom, two-bathroom villa, a perfect retreat from the chilly northern winters. Immerse yourself in the community pool or explore the pristine beaches of Sarasota. Unwind in this inviting furnished villa for a seasonal escape or an extended stay. The corner unit boasts two queen-size beds and TVs in both bedrooms

    Maureen Plichta STRINGER MANAGEMENT INC

    2666 Woodgate Ln Unit D1, Sarasota, FL 34231
  • /41

    $7,600 per month

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

    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242

    Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
  • /30

    $7,700 per month

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

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

    A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
  • /24

    $4,500 per month

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

    1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242

    Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242
  • /24

    $7,200 per month

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

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

    Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
  • /29

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft
    • House for Rent

    2926 Captiva Dr, Sarasota, FL 34231

    Gulf Gate Woods Home... February 2024 is not available. Available longer term with start date of March 1 2024 or the home can be rented for just the Month of March 2024. Beautiful, updated 3 bedroom/2 bath pool home located in desirable Gulf Gate Woods- Ready for you to move right in! Large circular driveway compliments the home with parking in addition to the two-car attached

    Robert Bevington SHOWTIME REALTY

    2926 Captiva Dr, Sarasota, FL 34231
  • /38

    $4,700 per month

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft
    • House for Rent

    4524 Riverwood Ave, Sarasota, FL 34231

    The WOW Factor! This upscale pool house has 3 bedrooms plus a den with a door. Den could be a 4th bedroom. Privacy fence and nicely landscaped yard along with a Lap Pool. Almost 2300 square feet of nicely appointed modern house. No carpet! Lots of upgrades include 10-foot ceilings. Completely upgraded kitchen and bathrooms. Plantation shutters thru out including plantation shutter sliders leading

    Alba Lange WAGNER REALTY

    4524 Riverwood Ave, Sarasota, FL 34231
  • /51

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Condo for Rent

    1601 Bayhouse Point Dr Unit 206, Sarasota, FL 34231

    ***AVAILABLE MAY 2026*** Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog

    Anthony DeLuca AUDREY RAIN RENTALS, INC

    1601 Bayhouse Point Dr Unit 206, Sarasota, FL 34231
  • /23

    $6,900 per month

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

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

    This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
  • /27

    $9,900 per month

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

    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242

    Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
  • /22

    $7,200 per month

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

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

    Relax in the spacious living area or enjoy a glass of wine on the lanai.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

    1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
  • /24

    $9,300 per month

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

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

    This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
  • /21

    $9,300 per month

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

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

    This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1327 Siesta Bayside Dr Unit 1327C, 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
  • /26

    $6,900 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242

    This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
  • /17

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,651 Sq Ft
    • House for Rent

    4336 Cactus Ave, Sarasota, FL 34231

    Perfectly situated, this quaint two bedroom, two bath home with a southwestern theme in quiet neighborhood is minutes from everything. Besides the two bedrooms there is also a formal livingroom/dining room and oversized family room with gas fireplace, wall mounted flat screen t.v. and surround sound. There is an extensive DVD library for viewing entertainment. The kitchen has a small eat in area

    Annette Colabella ROSSI & COMPANY INC

    4336 Cactus Ave, Sarasota, FL 34231
  • /36

    $9,300 per month

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

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

    Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
  • /31

    $9,300 per month

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

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

    Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking 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

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
  • /30

    $7,000 per month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1360 Siesta Bayside Dr, Sarasota, FL 34242

    This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The 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

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1360 Siesta Bayside Dr, Sarasota, FL 34242
  • /31

    $9,300 per month

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

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242

    Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
  • /26

    $9,300 per month

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

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

    Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
  • /38

    $9,350 per month

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

    Unlisted Address

    Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    Unlisted Address
  • /27

    $6,900 per month

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

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

    Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf of Mexico - just steps to the beach. Free high-speed Internet connection. Please note the garage for this unit is the middle garage in the building to the right.*Taxes and Fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
  • /65

    $3,800 per month

    • 2 Beds
    • 2 Baths
    • 1,233 Sq Ft
    • Condo for Rent

    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242

    AVAILABLE FOR SEASON 2026 $8,500/MONTH AND OFF-SEASON MONTHS 2025 AT $3,800/MONTH. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon

    Chrissie Cummings JENNETTE PROPERTIES INC

    8911 Midnight Pass Rd Unit 514, Sarasota, FL 34242
  • /60

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • 2,259 Sq Ft
    • House for Rent

    5516 Avenida Del Mare, Sarasota, FL 34242

    Listing reflects peak season rate. Available peak season months: January 5th - February 6th 2026, April 2026. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kiddos

    Beth Dilley ASCENDIA REAL ESTATE

    5516 Avenida Del Mare, Sarasota, FL 34242

Showing Results 441 - 480, Page 12 of 15

How to Rent a Home