Apartments for Rent Near Brookside Middle in Sarasota - 132 rentals

Remarks: Discover the epitome of island living in this inviting 2-bedroom, first-floor condominium, perfectly positioned a short distance from Siesta Key—offering the ideal blend of comfort and convenience in beautiful Sarasota. Nestled within a sought-after resort-style community along the Intracoastal Waterway, residents enjoy exceptional amenities including two heated pools! One is located right on Sarasota Bay—with breathtaking water views and unforgettable sunsets await. Additional features include a bayside gazebo, kayak racks with launch area, tennis courts, pickleball courts, shuffleboard, and a scenic boardwalk that wraps around the bay. Inside, the thoughtfully designed layout offers both comfort and functionality. The primary bedroom features a queen-sized bed, generous space, and a private ensuite bathroom, while the second bedroom includes two full beds and ample closet storage. The well-appointed kitchen flows seamlessly into the cozy living area, creating a welcoming space for relaxation or entertaining. Location is everything—and this home delivers. Enjoy a short 12-minute walk to the world-famous Siesta Key Beach, or take a quick 10-minute stroll to nearby dining, shopping, and recreational activities including jet ski rentals. Embrace the island lifestyle by biking to Siesta Key Village or hopping on the free trolley after a scenic walk over the bridge. Additional convenience includes a laundry room just steps from the unit. Leave your car behind and enjoy the ease of walkable coastal living. Seize the opportunity to experience your own slice of paradise—monthly rates vary by season, please inquire for accurate pricing.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby. Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor plan, with the master retreat on one side and two guest bedrooms on the other, offering privacy and comfort. For those who appreciate music, a baby grand piano awaits in the family room. Please note that the swimming pool is unheated, and one garage space is available, as the owner uses the other for personal storage. The property includes a fully fenced backyard, and one non-shedding pet is welcome with owner approval, with a nonrefundable $300 pet fee. This home is occupied in the summer and fall months.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Margaret Young (941-359-3435)

Remarks: Tastefully decorated turnkey furnished condo is available for a short term opportunity. Completely updated Fiji Model 2 story 2.5 bath has stainless steel appliance package, granite counter tops and all the tools for the chef in the family. Eating space right off of the kitchen or the screened lanai while taking in the view of the lake. Bedrooms on the upper floors are both carpeted with another lanai area to take in the the beautiful Florida weather. Enjoy all that this community offers, Tennis anyone, a quick dip in the community pool. Your local Publix is a 5 minute walk just across the street, a short drive to Whole Foods or Starbucks. St. Armand's Circle just over the Ringling Bridge plenty, 15 minute drive to UTC. Enjoy a fund relaxing day at Siesta Key Beach or Lido Beach. Downtown Sarasota is walking distance or again short drive. Saturday's enjoy the local farmers market. Again, this is cozy getaway is the perfect escape. Call today today to schedule your showing.

Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)

Listing Agent: Angela Bailey (941-270-1675)

Remarks: ANNUAL TURNKEY FURNISHED - AVAILABLE JULY 1, 2026 * EXCEPTIONAL BAY VIEWS AWAIT YOU as you walk through the entrance of this rarely available 2 bedroom, 2 bath condo located in the most desirable building at CASTEL DEL MARE! Because of the location, this complex has been nicknamed "The Hidden Jewel on the Bay" as it serves as the gateway to Siesta Key! This condo features an open floor plan with updated kitchen with newer stainless steel appliances, solid surface countertops, tiled backsplash and plenty of room for entertaining. The living room/dining room is nicely appointed with full bay views which extend to the enclosed lanai which offers additional living space and endless views of Little Sarasota Bay. The master bedroom also offers full bay views as well as a full walk-in closet with built-ins as well as an en suite bath with walk-in shower with glass doors and ceramic tile throughout. The 2nd bath has also been updated with full walk-in shower and ceramic tile. Castel Del Mare has numerous amenities which include 2 pools; a garden pool and a bay pool that sits on the Intracoastal Waterway where you can enjoy the beautiful bay views and sunsets. The complex also features tennis courts, shuffleboard, boardwalk, kayak racks with a launch area and a bayside gazebo where you can fish or just relax and enjoy the breathtaking views! This unit also includes a covered carport (#227) with storage. MASTER BEDROOM:KING BED. GUEST BEDROOM:2 SINGLE BEDS. This is your Tropical Paradise So Come on Down* RENT INCLUDES CABLE TV, WATER, SEWER, TRASH* Just minutes to SIESTA KEY BEACH* Rated the Nation's #1 Beach! CALL NOW TO BOOK!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Claudette Krijger (941-504-2081)

Remarks: This is a short term rental. Listing reflects peak season rate. 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 moon on the water. The spacious living area is bathed in natural light, inviting you to relax and unwind. The primary bedroom features a king-size bed and an elegant ensuite bathroom, offering a private haven for rest. The second bedroom, with its twin-size and double-size bed, is perfect for families or friends ready for a peaceful retreat. Start your day by watching dolphins play in the water as the sun rises, then take a refreshing dip in the nearby heated pool. For a more adventurous afternoon, cast a line from the community fishing pier for the catch of the day. As evening approaches, prepare to be enchanted by the breathtaking Siesta Key sunsets and the rhythmic sounds of the local drum circle celebration—a truly magical tradition. Located near vibrant restaurants, bars, and attractions, you'll find plenty to do without ever needing a car. At The Blue Luna, you can relish the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or simply enjoy a quiet moment by the pool. Book your stay today and claim your slice of paradise where the magic of the moon meets the tranquility of the sea.

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Kari Klein (941-961-7419)

Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Robert Ruiz (941-544-3299)

Remarks: AVAILABLE SUMMER 2026! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a clubhouse, a nature trail, Bay fishing, and easy access to fine and casual dining, a marina, and shopping—all just steps away! Inside, you’ll find 3 flat-screen TVs, a king bed in the master, and two sets of bunk beds in the guest room. Additional features include an in-unit washer/dryer and high-speed internet.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Looking for the absolute PERFECT beach vacation location?? Well, look no further, this one has it all!! Walk or bike to absolutely everything Siesta Key has to offer! Restaurants, shopping, public beach access, and incredible sunset views are all nearby! Take a stroll and enjoy the sights or hop on one of the bikes that have been provided by the owner and hit the white-sand beach! This is Florida living at its absolute finest!! All utilities (Electric, Water, Hi-Speed Internet, Cable, and Trash Service), pest control, and landscaping are included in the rent! So, enjoy your stay MAINTENANCE FREE!! This wonderfully renovated FULLY FURNISHED 3-bedroom, 2-bath single-family home has more than enough space to accommodate a large group. Enjoy dinner and wine on the rear patio or take a short stroll to some nearby hot spots! You are minutes away from one of the most highly rated beaches in the country, Siesta Key Beach! Walk or take one of the owner provided bikes to explore SIESTA KEY BEACH and all of the local beach-front attractions. The home is fully furnished and turnkey ready! It’s stocked with cookware, utensils, linens, and everything you need for a short stay or an annual lease! This home features: Paver driveway with Covered parking, fully fenced backyard, new roof, remodeled kitchen, stainless steel appliances, granite countertops, clothes washer & dryer, storage shed, and so much more. Known for its stunning white sandy beaches, warm climate, and vibrant arts and culture scene, live like you are on vacation! Clear turquoise waters and soft white sand, Sarasota is home to some of the most beautiful beaches in the world! Siesta Key Beach, Lido Beach, and Longboat Key Beach are all top-rated destinations for swimming, sunbathing, fishing, boating, and watersports. Beyond the beaches, Sarasota is home to a thriving arts and culture scene. The city is home to the Ringling Museum of Art, which boasts an impressive collection of European paintings, as well as the Sarasota Opera, the Sarasota Ballet, and the Asolo Repertory Theatre. The downtown area of Sarasota is home to numerous art galleries, studios, and theaters, making it a hub for creativity and innovation. Easy access to interstate 75, airports, shopping, restaurants, nightlife, and more!! Now is the time to make the move – come enjoy Florida lifestyle at its finest!! Off-Season Rates: (May 1 – December 31) = $3,650/month + tax In-Season Rates: (January 1 – April 30) = $6,000/month + tax 30-Day minimum rental required. Tenant pays a 1-time move-out cleaning fee of $350. Taxes (13%) are paid by Tenant on any lease 6 months or LESS in duration. CURRENT AVAILABILITY: 2026: SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER 2027: JANUARY, FEBRUARY, MARCH, APRIL, MAY, JUNE, JULY, AUGUST, SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER

Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)

Listing Agent: Shawn Peacher (703-405-2615)

Remarks: Welcome HOME to this charming SARASOTA Florida Bungalow Getaway. FURNISHED RENTAL. This well furnished 2BR + guest suite /2BA home. Relax and enjoy the spacious screened Lanai in the outdoor living room and the privacy of the fenced backyard. Great location with easy access to Downtown SARASOTA restaurants, theaters, and shops. Just a few minutes and you are on SIESTA KEY or LIDO KEY beaches. Walk a half-mile to ARLINGTON PARK to enjoy activities suited for the whole family. This city park features two pools, a gymnasium, athletic courts, and a playground. Located on a peaceful street, this beautifully updated home affords a prime central SARASOTA location. Spend a sun-soaked at the beaches on SIESTA KEY or LIDO KEY, or simply unwind in your spacious lanai. This is a short term rental and can be rented for two months or longer based upon availability. Monthly Rates for December through April $4500. May through November $2650. Additional charges are monthly cleaning fee $200 and utility overages above the monthly electric cap $150. Sales and Resort Taxes (13%). OPEN for 2027 Season Reservation $4,500 month.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Patrice Ivan (941-993-0823)

Remarks: Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine at many local eateries and local bars including, Ruth's Chris Steakhouse, Brine Seafood, TripleTail Seafood, Gecko's Grill and Pub, Local Favorite Walt's Fish Market for fresh local Stone Crab [Seasonal] or visit Cocktail World in Gulf Gate [4 bars in One- Zuzu, La De Dah (Jimmy Buffet bar) Deadwood Saloon (country bar) or Moondoggy's ( See Lynn:), Visit local attractions like Ringling Museum, Mote Marine Labs, multiple Seafood and music festivals downtown and on Siesta Key. Oh you asked about Alligators? visit Myakka State Park. Or visit old Florida and go to TRUE Island like Palm Island and visit Rum Bay bar and restaurant ( boat or Ferry required)or skip down to Boca Grande and catch a Tarpon or have a drink at the Pink Elephant just to name one local establishment. Or just stay local and Walk or Bike to Siesta Key #1 Beach! This 3 Bedroom, 2 Bath House with separate Guest suite- 1 Bedroom & 1 Bath, New Kitchen, Living area, washer/dryer with separate entrance and parking. is local to everything! Pool/Patio area with large fenced in yard. Small and medium size dogs allowed. What else could one ask for? ! Pictures expected to be updated by 12/31/24. Available Monthly, Seasonal and Annual Rental. Seasonal Rate $12,000/month. Short Term Rental, All applicable taxes apply. AVAILABLE APRIL 2025 FORWARD, SHORT TERM OR ANNUAL LEASE.

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Tracy Srodes (813-267-1312)

Remarks: Seasonal/ short term rental Beautifully remodeled private and tranquil home on large fenced lot in Sarasota very close to the north end of Siesta Key. This home is flooded with natural sunlight from abundant windows through this open floor plan. The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with breakfast bar, custom tile backsplash and stainless steel appliances. The dining table seats eight people easily with additional seating for 4 at the counter. The furniture is stylish, modern, sleek and comfortable. This property is pet friendly (no aggressive breed allowed). If you want a wonderful base camp for your next vacation, this is it. You will find yourself close to Siesta Key beach, the #1 rated beach in the country. This home is also convenient to shopping, casual and fine dining, downtown Sarasota, museums, the theater and opera. CALL now for your turn in the Florida sunshine!

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)