Apartments for Rent Near Brookside Middle in Sarasota - 130 rentals

Remarks: Short term condo rental available in the highly sought after, highly secluded, gated community of Pelican Cove in Sarasota. This cozy 2 bedroom, 2 bathroom condo is a 2nd floor unit, so no chance of foot noise from above. Kitchen has tile countertops and an attached outside deck with a gorgeous woodsy view through glass sliding doors. Small table in kitchen for those quick snacks and larger table in dining area. Ceramic tile flooring throughout. Clothes washer and dryer inside unit! Fully turnkey furnished unit, so just bring your suitcase. Community has 3 clubhouses, each with a heated pool, fitness center, tennis & pickleball courts, boating, kayaking, canoeing, paddle boarding, Exercise, art and sculpting classes are provided, as well as many groups to join! Pelican Cove includes a harbor with 85 slips with direct access to the intracoastal waterway and the Gulf of America. Plenty of restaurants and shops just outside the community. As well as Sarasota's world class beaches, including #1 Siesta Key Beach with it's famous white powdered sugar sand. 2 months minimum, but 3 or 4 months preferred. Season rent is $4500 a month. Off season availability from May 11th thru October 15th at $1950 a month. Pelican Cove Condo Association requires 21 days for application approval.

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Alan Myhre (941-866-6685)

Remarks: Not available for an annual lease. Not available for season 2027. Escape the winter and enjoy the Florida weather pool side at this 2-bedroom, 2-bath, single family home. This fresh, clean, tastefully decorated, well maintained pool home in Gulf Gate is available for a long or short stay and allows a small dog! The primary bedroom has a king size bed, double closets, 45" wall mounted TV, and en suite with walk-in shower. The second bedroom with queen size bed is just as cozy and the couch in the Florida room pulls out to a queen size bed making room for visiting guests to sleep. The screen lanai adds some outdoor living space with peaceful views of nature out back and the privacy fence gives just that from both side of the home. The large solar heated pool is the place to relax, kick back and live the Florida lifestyle. This home is equipped with most everything, you'll just have to pack your swimsuit and plan your stay here in Sarasota. Just a short drive to the beautiful beaches of Siesta Key and not far from downtown where you can take in the arts with shows, concerts, ballets, and all downtown Sarasota has to offer. With close proximity to Publix, Costco, Sarasota Memorial Hospital, The Legacy Trail, and great local Restaurants this location is convenient. Live your best life! Call today to make your reservation. Utilities are included for the seasonal months at $6100 per month with a cap on electric and water usage. Off-season at $2995 per month the guest will be responsible and billed for electric and water and internet

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: This furnished or unfurnished 2-bedroom, 2-bath villa is centrally located just minutes from stunning beaches, Sarasota Memorial Hospital, downtown Sarasota, and the vibrant Gulf Gate area. Located in Pinewood Village, residents enjoy access to community amenities including a heated pool, clubhouse, fitness room, and shuffleboard courts. Included in the rent is cable TV and water/sewer. Furnished or unfurnished 4 Month Minimum! Off-Season Rate or annual rate is $ 1695 / Seasonal Rate $ 2995.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: A charming two-bedroom condominium conveniently located near Siesta Key beach awaits you. Each bedroom boasts a comfortable queen-size bed for a restful night's sleep, complemented by TVs in both rooms for your entertainment. This unit features an indoor laundry room for added convenience, along with a screened-in lanai where you can unwind. Additionally, the eat-in kitchen provides a cozy space for enjoying meals together. Discover the perfect blend of comfort and convenience in this lovely condominium retreat. Tenants are responsible for electric, cable TV, and internet for the off-season months. Call for availability.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: FURNISHED 2 BEDROOM 2 BATH CONDO. Updated Kitchen and fantastic location. Primary suite has a king bed and guest bedroom has a queen. 2nd floor but don't worry there is an elevator. Rental comes with a designated storage closet right outside your door. Each floor has a laundry facility. Rent includes water, sewer, trash pickup and pest control. Use of amenities are included in the rent. Amenities include a community pool, fitness room and tennis court. Condo comes with parking spot number 32. Allow 10 days and $75 nonrefundable fee. Pet will be considered if approved by HOA (35-pound limit).

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Alba Lange (941-704-3026)

Remarks: Available for immediate move in. 2 bed 1 bath house with fenced in backyard located in the Arlington Park neighborhood of Sarasota. Updates include newer appliances, ceramic tile floors throughout, granite counter tops, kitchen cabinets, lights, ceiling fans and fixtures. It is conveniently located within walking distance to Sarasota Memorial Hospital. A quick drive to Lido Key Beach & St. Armand's Circle and only 15 minutes to the pristine beaches of "world renowned" Siesta Key. A short 10-minute walk will take you to Arlington Park and Aquatic Complex, which features several pools, tennis & racquetball & basketball courts, playground, gymnasium, cycling and fitness center. Please call to schedule your showing today! Rent includes lawn care and pest control.

Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)

Listing Agent: Jonathan O'Steen (941-704-7036)

Remarks: Turnkey Condo 3 miles from Siesta Key! Spacious 2 bedroom 2 bath residence offers 1095 square feet of comfortable living space. The open concept floor plan seamlessly connects the living, dining and kitchen areas creating a bright and inviting atmosphere. The updated kitchen features quartz countertops, shaker style cabinetry and modern appliances. Master bedroom includes a private ensuite bathroom with an upgraded walk in shower, the second bedroom provides ample space for guests or a home office. Screened lanai offers the perfect spot to enjoy Florida year round sunshine. Community amenities include a swimming pool, private parking and convenient access to shopping, dining, healthcare facilities, and local attractions. Call today to schedule your showing.

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

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

Remarks: Available May 2026! Enjoy easy living in a beautifully maintained community just moments from shopping and dining, and only a short 2-mile drive to Siesta Key Beach. This first-floor condo in Ashton Lakes is move-in ready and features 2 bedrooms and 2 bathrooms. The unit is fully furnished, with nicely updated interiors and tile flooring throughout. It also includes covered parking and is ready for immediate occupancy. Residents can take advantage of fantastic community amenities, including two swimming pools (one heated), shuffleboard courts, tennis courts, grill and picnic areas, RV/boat storage, and a clubhouse—everything you need in one association. Rent includes water, sewer, basic cable, Wi-Fi, trash pickup, pest control, and full access to community amenities. Rates may vary depending on the length and timing of your stay. A six-month minimum lease beginning May 2026 is available at a base rent of $2,365 p er month, plus applicable taxes and fees. Weekly and monthly rental options may also be available.

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

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

Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE stainless steel appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system. The oversized backyard presents endless possibilities. The covered lanai and outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway and side parking port offers ample parking for multiple vehicles, making this home ideal for families and guests. Located just minutes from downtown Sarasota and a short drive to Siesta Key and Lido Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle and luxury.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: David Litvinov (773-294-4003)

Remarks: Enjoy this well-equipped comfortable villa for long or short term. Centrally located close to Siesta Key, Gulf Gate, Downtown, with all Sarasota has. Escape the cold and enjoy the community pool or America's #1 Beach right here in Sarasota. Settle into this newly remodeled furnished villa for a long or short-term stay, it features two queen size beds, a washer/dryer, three smart TVs, HD cable with Wi-Fi, Cibor TV box for international channels, and every appliance, fixture, and houseware is all new! Coffee or cocktails at the extended kitchen granite counter or take them outside to the private screened lanai. The master bath has a walk-in shower, and the second bath has a tub. April is considered a seasonal month at a reduced rate of $3000. For a long-term lease or off season, electricity and Wi-Fi is not included. Call for availability.

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

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.

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

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

Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.

Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)

Listing Agent: Wally Sabrii (941-313-9999)

Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.

Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)

Listing Agent: Wally Sabrii (941-313-9999)

Remarks: Gated Las Palmas townhome near UTC with 3 bedrooms, 2 baths, and an attached 1-car garage. Offered turnkey, furnished with a flexible lease option. Split floor plan with a primary suite featuring an en-suite bath and a large walk-in closet. Includes in-unit washer and dryer and a screened balcony lanai. Cable, trash, and pest control are included. Community amenities include two pools, fitness centers, tennis courts, playground, and outdoor grills. Convenient to Benderson Park, UTC shopping and dining, I-75, SRQ Airport, and Sarasota beaches.

Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)

Listing Agent: Tayna Vy Lilly (941-955-2224)

Remarks: AVAILABLE 1/4/27 Experience the pinnacle of coastal living in this exceptional penthouse at Marina Del Sol with PRIVATE 52 FT BOAT SLIP. Perfectly positioned moments from the #1-rated Siesta Key Beach. This rare residence offers panoramic Gulf of Mexico sunsets on one side and serene Bay views on the other—an unmatched indoor-outdoor lifestyle framed by water in every direction.****Designed for privacy and comfort, the penthouse features three expansive suites, each with its own en-suite bathroom, ideal for hosting guests or multi-generational stays. Four private balconies extend the living space outdoors, perfect for morning coffee, afternoon breezes, and sunset cocktails.****For boating enthusiasts, a private 52-foot boat slip is available, providing direct access to Sarasota Bay and the Intracoastal—an extraordinary amenity rarely paired with a luxury penthouse.****Additional highlights include:**Open, light-filled living areas with sweeping water views**Elevator access directly to front door and secure, resort-style community**Walk/bike to dining, shops, and beach access**Prime location near Stickney Point Bridge for easy on/off-island access**Whether you’re seeking a seasonal escape or an extended coastal retreat, this Marina Del Sol penthouse delivers space, views, and boating convenience—all in one of Siesta Key’s most coveted waterfront settings.*** Inquire for availability, rates, and boat slip details. Available for Annual, Seasonal or Monthly Rental.

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

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

Remarks: IT IS ALL ABOUT THE LOCATION! UNFURNISHED. MOVE IN READY. 1 Bedroom 1 bath condo off Bee Ridge. Short distance to the Community pool, fitness room and tennis court. The kitchen and the bathroom have been updated. Recently repainted. All kitchen appliances. Shower has been re-tiled. ALL TILE. Walk in closet. This is a second-floor condo but there is an elevator. There is a laundry facility on the same floor. You also get storage closet on the same floor. There is pull out slider by the living room that will give your guest privacy just in case. Owner is looking for a long-term tenant. You have your own dedicated parking spot. Rent includes water, sewer, trash pickup, and pest control. HOA approval needed to move in. Allow 10 days and a $75 Non-refundable fee. Pet will be considered if approved by HOA (35-pound limit).

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Alba Lange (941-704-3026)

Remarks: ANNUAL RENTAL IN HIGHLY SOUGHT AFTER WEST OF TRAIL LOCATION NEAR THE FIELD CLUB. MAJOR RENOVATIONS ARE COMPLETE! Updates include exterior and interior painting, impact windows and doors, porcelain tile in the living room, dining room, and primary bedroom, updated guest bathrooms, updated landscaping, new outdoor kitchen grill, new refrigerator, and more. The open concept kitchen and family room overlook enclosed brick lanais and mature trees and landscaping—the perfect place for entertaining. The master bedroom and office are located on the first floor. The remaining bedrooms and game room are located upstairs—a perfect layout for guests/family. The screened patios with outdoor kitchen overlook the saltwater heated pool. The neighborhood has a brand new deeded boardwalk and fishing pier—a great place to launch a kayak or for boat pick ups/drop offs. The central location makes for a quick drive to Siesta Key, Downtown Sarasota, dining, and shopping.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Alex Lane (941-960-3080)

Remarks: Available 8/10-12/25/26. Not Available January 1-through April 5th... 2027. 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 living with amenities that include two heated pools, a fitness center, covered parking, and private beach access. Just across the street, enjoy pickleball or tennis on the newly resurfaced courts, or head to the Island Reef boat docks for kayak launching or to tie up your own boat—or a rental—during your stay. Inside, you’ll find generously sized primary and guest suites in this 2-bedroom, 2-bathroom condo, enhanced with plantation-style shutters, tropical-inspired décor, and tasteful art glass lighting fixtures. The kitchen boasts granite countertops and a high-end appliance package, making cooking a pleasure. A convenient in-unit laundry adds to the ease of living. All of this is just steps from the private Turtle Beach access, where you can enjoy biking, boating, beach days, swimming, tennis, pickleball, and vibrant community social events. Yes… you can have it all!

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

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

Remarks: SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining. PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School. PLEASE NOTE: No smoking/vaping of any kind anywhere on the property. Seasonal Rental Rates: Dec-Apr $9,000 (3 month minimum for rentals Dec - April); May-June $8,000; July-Aug $6,500, Sept-Nov - $8,000.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: Adorable 2-bedroom 1 bath home in central location, close to beaches, downtown Sarasota, I-75, St. Armand's Circle, and many restaurants and shopping options. Beautifully updated kitchen with custom cabinets and Quartz countertops, updated bath with walk in shower, new vanity, laminate flooring throughout the home, and newer furniture with a coastal living vibe. A fully fenced backyard makes this a perfect home for family entertaining or for pets. Short term or annual lease options. Home is situated at the end of a dead-end street for added privacy. Available Season of 2027. November 2026-April 2027

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jennifer Bright (941-320-4989)