Apartments for Rent Near Brookside Middle in Sarasota - 129 rentals

Remarks: Beautiful unfurnished condo 2Bed/2Bath, available now! Just about 7-10 min to Siesta Key Beach! to Siesta Key Village in well-established Oasis at Osprey. Located on the second floor with elevator access, this welcoming space truly feels like your home away from home during your Sarasota stay. The condo offers 2 comfortable bedrooms, 2 full bathrooms, a fully kitchen, spacious living and dining areas, and a screened balcony. Community pool, small fitness room, and convenient coin laundry and an assigned parking space. Plenty of guest parking for your second vehicle (Availability varies) You’ll love the location—. Just 7-10 minutes from Siesta Key Beach. Just minutes from Southside Village, Sarasota Memorial Hospital, Hillview, Downtown Sarasota, shopping, dining, etc.

Listing is courtesy of: MEDWAY REALTY (941-375-2456)

Listing Agent: Cecilia Fernandez (941-400-7075)

Remarks: Beautifully remodeled unfurnished two bedroom, two bathroom home for annual rental in the Gulf Gate community. This home has been freshly painted inside and out. Brand new floors have been put in through out the house. Bathrooms are fully remodeled with walk in showers and the bedrooms boast large walk in closets. The kitchen is fully equipped with all appliances you will need to make your meals. The living room/ dining room combo has lots of character with the large bay window for viewing the beautiful Florida days along with the original brick accent wall in the dining area. Off the kitchen and primary bedroom is a Florida room that can be used for extra seating or possibly an office/work space. One of the highlights of the home is the large screened in porch where you can sit and enjoy the luscious landscape and large back yard. There is also a one car garage for parking a car or extra storage along with a brand new washer and dryer. You won't want to miss the opportunity to stay in the heart of the beautiful, peaceful community of Gulf Gate. Owner will take care of pest control, lawn care, and any maintenance needed done at the property. The owner will ship an air filter to the house each month for you to change out the AC filter.

Listing is courtesy of: BEACHSALESMOBI LLC (941-778-1979)

Listing Agent: Erika Taylor (941-773-8193)

Remarks: Welcome to 3611 Bradenton Road in Sarasota! This 1936 Bayou Oaks charmer is brimming with character and modern comforts. Featuring 2 bedrooms and 2 bathrooms across 1,240 square feet, this home effortlessly blends vintage details with updated amenities. Step inside to enjoy a mix of classic wood, ceramic, and tile floors that flow throughout the space. The kitchen boasts solid wood cabinets, stone counters, and sleek stainless-steel appliances—perfect for whipping up your favorite meals. The spacious primary bedroom offers a walk-in closet, adding functionality to the home’s warm vibe. Outdoors, unwind on the expansive deck overlooking your private sanctuary, ideal for quiet mornings or hosting friends. Need extra space? The 26x12 workshop is a standout feature—it’s equipped with a refrigerator, microwave, AC, and screened porch, making it an excellent guest retreat or creative studio. There’s also an additional shed for all your storage needs. This pet-friendly property comes with central heating, air conditioning, and convenient on-site laundry access (washer and dryer included!). Situated just minutes from Downtown Sarasota, Ringling School of Art & Design, USF, New College, and beautiful beaches, you’ll enjoy easy access to shopping, dining, and outdoor fun. Tenant is responsible for lawn care in addition to rent at $180 monthly. Ready to experience the charm and convenience of this home firsthand? Schedule your showing today!

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

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

Remarks: Virtually Staged. Move-in Special! Only $1,000 Security Deposit and receive half-off your application fee! You will not want to miss out on this first floor, 1-bedroom, 1-bathroom apartment, located at Ridge Gardens! This apartment includes wood plank ceramic tile flooring, an open concept living and dining area, and a paved outdoor patio space. The kitchen features stainless-steel appliances, including a refrigerator, microwave, and range, and plenty of cabinet space for all your storage and meal prepping needs. A sizeable bedroom and bathroom down the hall completes the remainder of this unit. *Virtually staged photos shown.* Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden provides residents with assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee (Half-off credit given after move in!) Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control Utilities: Water charges- $80 single and $100 double occupancy. Electric is tenant responsible. THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Alexandra Stella (941-600-4333)

Remarks: 1 bedroom condo with lake view on 1st floor, gated community with pool,tennis,exercise room and putting green. Walk to Ed Smith Stadium.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)

Listing Agent: Stephen Strong (941-201-9662)

Remarks: STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two islands, stainless appliances, double ovens, drawer microwave, counter and cabinet space for all your needs, open dining room space, coffee bar and large floor to ceiling windows that look into the lanai and backyard/pool area. The first floor has a spacious living room, three bedrooms, one of which has a fireplace in it. There is a jack and jill bathroom between two of the bedrooms both with large closets. The second floor primary suite is a true owners retreat with a large bedroom with built in walk in closet, separate wall closet, private oversized balcony that looks over the backyard and pool, bonus bedroom or den/office with built in closets and a large primary bathroom with double sinks, walk in shower, water closet, soaking tub, linen closet and heated towel rack. The backyard is a beautiful oasis for enjoying with a heated pool, fenced yard and plenty of lush landscaping and green space. The home has a half bathroom, laundry room with utility sink, full sized washer and dryer and a two car garage. The owner will consider a dog with a $300 non refundable pet fee and $1,500 refundable deposit. The home is available immediately for an annual rental. Close to downtown Sarasota, Siesta Key, opera house, theaters, restaurants and much, much more! Call today as this will not last long.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: C. Alison Hunter (941-587-5667)

Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.

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

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

Remarks: Year round Summer Camp! This spacious two bedroom, two bath condo in the sought after, gated community of The Landings is available for you to enjoy the dream. Centrally located & west of the trail, The Landings offers a myriad of activities for all residents. You will be able to join a distinguished racquet club and participate in sports and social events. From tennis & pickleball to amusing gatherings. Themed parties, educational lectures, bridge, poker, yoga, trivia, swimming, kayak, nature walks, group outings and lots more are here at your doorstep! The neighborhood is within easy access to groceries, shopping and dining. (The Landings shopping plaza) Bike or ride to Siesta Key or Turtle Beach! - Downtown Sarasota is only 15 minutes away! Enjoy each day with friendly neighbors in a beautiful landscaped, gated subdivision. This bright & light, end unit has an open floor plan with an expansive living area. The neat kitchen has eat in space and plenty of cabinets for storage. You can enjoy bird watching and generous green views of lush tropical landscape while you prepare your delicious recipes or while at the lanai or the outside patio. The master bedroom is roomy, providing a small office or hobby space for your convenience. There is a large walk-in closet and en-suite primary bathroom with separate tub and a walk-in shower. The guest bedroom features wall to wall closets and there is a guest bathroom right next to it. The laundry room is conveniently located inside this condo and it also has storage options. There is an attached one car garage and driveway to park your vehicle. Guest parking is also available nearby. The garage has space that can be used for storage, bikes, etc. Association application & approval is required. Tenant is responsible for utilities. No pets without owner approval.

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

Listing Agent: Carolina Hernandez-Ron (941-321-7282)

Remarks: Step into a world of upscale comfort in this brand-new high-end lease opportunity, where thoughtful design meets modern sophistication. This stunning six-bedroom home is crafted for both privacy and elegance, with every bedroom featuring its own en-suite bath and generous walk-in closet. It's an ideal setup for large families and entertaining guests. Inside, the home boasts a bright and airy open layout, complemented by soaring ceilings, sleek architectural lines, and premium designer touches throughout. The chef-inspired kitchen stands as the heart of the home, outfitted with custom cabinetry, quartz surfaces, and top-of-the-line appliances. It is perfectly positioned to flow into the dining and living areas, making it easy to host or unwind in style. Disappearing 90-degree glass sliders expand the living space to the outdoors, where a covered lanai awaits with a full summer kitchen, outdoor shower, and convenient half bath. Gather around the built-in gas fire pit or lounge in the saltwater spa, which cascades into an illuminated pool with a sun shelf. It is a tranquil escape that feels like a private resort. Situated in one of Sarasota’s most sought-after neighborhoods, you are only minutes away from award-winning beaches, fine dining, and boutique shops. Indulge in a lifestyle that merges high-end design with everyday functionality. Schedule your private tour today and experience it for yourself. **SEASONAL / WEEKLY RENTALS ALSO AVAILABLE. PLEASE INQUIRE WITH LISTING AGENTS**

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

Listing Agent: Domanic Calamese (941-914-0038)

Remarks: Virtually Staged. Move-in Special! Only $1,000 Security Deposit and receive half-off your application fee! Enjoy the perfect blend of comfort and convenience in this second-floor, end-unit 1BR, 1BA apartment. Providing privacy and abundant natural light, this inviting home features an open-concept living and dining area designed for everyday living and effortless entertaining! The well-equipped kitchen showcases stainless-steel appliances, generous cabinet storage, and ample counter space for meal preparation. Throughout the apartment, wood plank tile flooring provides a modern appearance while providing easy maintenance and durability. The spacious bedroom includes a large closet and convenient access to the full bathroom. A sliding glass door leads to a private balcony ledge, creating the perfect spot to enjoy morning coffee, fresh air, or Florida's year-round sunshine. With its desirable end-unit location, modern finishes, easy-care flooring, and outdoor living space, this charming apartment is an exceptional place to call home! *Virtually staged photos pictured.* Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control Utilities: Water charges- $80 single and $100 double occupancy. Electric is tenant responsible. THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Alexandra Stella (941-600-4333)

Remarks: Completely remodeled 2-bedroom, 1-bath single-family home in central Sarasota, ideally located near Riverview High School, Legacy Trail, and Red Bug Slough Preserve. This charming home offers a great combination of style, convenience, and comfort, with high-end finishes, modern updates, lawn and yard care included, pet-friendly terms, and no HOA restrictions. The updated kitchen features solid-wood cabinetry, stone counters, and high-end stainless steel appliances, while new storm-tinted windows and attic insulation have been recently installed. Throughout the home, you will find hard-surface flooring only, with luxury vinyl plank and tile for a clean, modern look and easy maintenance. The property also offers a large backyard and a spacious storage shed, providing plenty of room to enjoy the outdoors and store extra items. This is a non-smoking/vaping property offered unfurnished as an annual rental and available now for a 12-month lease. First, last, and security are required, along with a $75 application fee per adult occupant. A 680+ credit score, issue-free background, and income of 3x the rent are required. Maximum of two pets permitted. A $25 monthly pet fee applies per pet. Dogs must be adult, under 35 lbs., and no aggressive breeds are permitted.

Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)

Listing Agent: Terri Lindsay (941-404-8878)

Remarks: Move-in Special! Only $1,000 Security Deposit and Half-off your application fee! Located in desirable Sarasota, Florida, this charming condo includes the perfect blend of style, comfort, and low-maintenance living, with easy access to shopping, dining, entertainment, and Gulf Coast beaches. This bright and inviting second-floor apartment is filled with natural light thanks to large windows and sliding glass doors that create an open, airy atmosphere throughout. The kitchen features granite countertops, and stainless-steel appliances, including a refrigerator, range, and microwave. The open-concept floor plan is the perfect blend of comfort and functionality, making it ideal for entertaining and relaxing, while sleek tile flooring extends throughout the unit for easy clean up. The generously sized bedroom features abundant natural light and is located across the bathroom for easy access. Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control Utilities: Water charges- $80 single and $100 double occupancy. Electric is tenant responsible. THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.

Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)

Listing Agent: Alexandra Stella (941-600-4333)

Remarks: Bold Contemporary Sarasota Luxury Home. 4 Beds/ 4 Baths. Private Pool and Summer Grill. Modern and spacious *new construction* 3/3 rental plus office and loft, in the heart of Sarasota: complete with luxurious modern interior design plus gourmet kitchen, smart outdoor kitchen and living space, and contemporary pristine pool. Home is open and airy with ample light throughout. Plus, this home is available as an unfurnished annual rental, or lease-to-own for the perfect buyer. Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away. First, Last, and Security deposit due with Lease.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Desiree Doggett (941-900-6380)

Remarks: Do not miss out on This exceptional two-bedroom, two full and one half -bathroom home that boasts an impressive blend of modern upgrades and thoughtful design on a generous one-third acre lot. The home features a meticulously updated kitchen with contemporary appliances and stunning quartz countertops that extend seamlessly to the outdoor entertaining areas. The home showcases classy finishes throughout, including tailored closets and blinds, while impact windows provide peace of mind and energy efficiency. A dedicated office doubles as a pool room with an additional half bath, creating flexible living space for work or recreation. The outdoor oasis truly serves as the main hub for memory making or entertaining quarter of this property, featuring an upgraded patio with custom television wall and elegant wood plank ceiling details. A striking fireplace creates the perfect focal point for gatherings, while the entire space flows effortlessly for entertaining. Recent infrastructure improvements ensure worry-free living, including a 2018 AC, 2020 electrical panel, complete repiping in 2012, and roof replacement in 2015. The refinished garage boasts durable epoxy flooring, complemented by impact-resistant garage doors. A RV lift station is installed on the property. Additional premium features include impact sliders, vinyl fencing for privacy, and the convenience of no HOA. The property comes fully furnished, allowing for immediate move-in comfort. Located in a desirable Sarasota neighborhood, residents enjoy convenient access to quality schools, public transportation, popular shopping destinations like Trader Joe's, and beautiful Siesta Key Beach for outdoor recreation. This remarkable home represents an outstanding opportunity to embrace gorgeous Florida living.

Listing is courtesy of: HARMONY INTERNATIONAL REALTY INC (407-758-8293)

Listing Agent: Adam Rachid (407-758-8293)

Remarks: Welcome to your cozy retreat in sunny Sarasota, FL! This charming 1-bedroom, 1-bath turnkey-furnished condo with your own CARPORT is perfectly situated at 1604 Stickney Point Road, Unit 102, just a stone’s throw from Siesta Key and the glistening Intracoastal Waterway. With 516 square feet of bright and thoughtfully designed living space, this home is move-in ready—simply unpack and start soaking up the Florida lifestyle. Step inside to find a bright and airy layout with luxury vinyl plank flooring offering all the essentials for comfortable living. The easy flow of the space is perfect for relaxing or hosting a few friends. Stay comfortable year-round with central air conditioning and heating. Parking is hassle-free with your own assigned spot, plus guest parking for visitors. But the real perks are outside! Unwind by one of the two sparkling pools—one of which boasts breathtaking views of the Intracoastal. Whether you're a tennis or pickleball enthusiast, an angler, or a kayaking fan, you'll find plenty of ways to enjoy your days here. Prefer a slower pace? Relax by the peaceful gazebo and take in the serene surroundings. Conveniently located near a fantastic selection of restaurants, shops, and entertainment options, this condo is your ticket to carefree coastal living. Sorry, no pets allowed. Ready to make it yours? Schedule your showing today! $1850 tenant pays all utilities or $2000 with all utilities included.

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

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

Remarks: Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This rarely available rental includes a dedicated boat slip at no additional cost—perfect for bringing your boat or simply enjoying the waterfront lifestyle without extra fees. The community amenities elevate your stay even further: relax in the sparkling pool, grill in the outdoor kitchen, or take advantage of exclusive deeded beach access to Siesta Beach—consistently ranked among the world's best beaches for its famous powdery quartz sand that stays cool underfoot, crystal-clear Gulf waters, and laid-back vibe. Inside, the unit is beautifully fully furnished and thoughtfully decorated with original art from a talented local artist—turn-key comfort and coastal charm. Whether you're planning a relaxing summer getaway, a family vacation, or an extended stay, this waterfront retreat delivers tranquility, convenience, and unparalleled access to Siesta Key's iconic shores and vibrant village life. If you're ready to claim your own slice of waterfront paradise this summer (or beyond), contact us today to schedule your private tour—availability won't last long! SIESTA KEY, SARASOTA VACATION RENTALS, BEACH RENTALS IN SARASOTA, SIESTA BEACH.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: AVAILABLE NOW - UNFURNISHED is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seamless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bedrooms, each with its own en-suite bathroom, offering privacy and convenience for all residents. New carpeting has been added. The expansive lot is a true highlight, with an oversized backyard featuring garden beds and ample private outdoor space, perfect for gardening enthusiasts or those who love to relax in a serene setting also has a dog fenced in dog run or walk thru to Prospect in the rear of the backyard. Parking is a breeze with both a garage and driveway. This pet-friendly haven is ideally situated close to Downtown Sarasota, Southside Village, and numerous beautiful beaches such as Siesta Key and Lido Beach. Also this is in the Southside Elementary school district. Enjoy easy access to shopping, dining, and entertainment options, as well as a unique easement providing convenient access to Sarasota Memorial Hospital. Don’t miss your chance to make this your home. This is available as a (6) month rental at $4,300/month and the annual rental is available at $5500/month.

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

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

Remarks: Available July 1, 2026! Fully furnished and move-in ready, this charming Sarasota rental offers a unique and versatile floor plan featuring a 2-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio/in-law suite with its own private entrance. The property provides comfortable living spaces, spacious bedrooms, and added flexibility for guests, extended family, a home office, or additional privacy. Enjoy the convenience of being just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, medical facilities, and major roadways. Pet-friendly with landlord approval. Ideal for families, professionals, seasonal residents, or anyone seeking a turnkey rental in a prime Sarasota location.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Ann Nguyen (512-277-4461)

Remarks: • UNFURNISHED • ANNUAL RENTAL ~ Rarely available in the exclusive Hamilton Club, this spacious 3-bedroom, 3.5-bath townhome offers over 4,000 square feet of space in one of Siesta Key's most desirable deep-water boating communities. A standout feature of this home is the expansive lower-level garage area, providing exceptional flexibility. In addition to the oversized two-car garage, there is a substantial bonus space that can be used as a home office, fitness room, game room, workshop, extensive storage, or for storing a small boat, kayaks, canoes, paddleboards, and other recreational equipment. For boating enthusiasts, this property includes a private boat slip that can accommodate a large boat. The Hamilton Club is an intimate, gated community of only 18 residences, offering deep-water dockage with sailboat water access, no fixed bridges to Sarasota Bay, and direct access to the Intracoastal Waterway and the Gulf of Mexico. Inside, soaring ceilings, generous room sizes, and an open floor plan create an inviting atmosphere. The main level features a welcoming foyer, spacious living and dining areas, a large eat-in island kitchen, a versatile bedroom or den with a full bath, a laundry room, pantry, and powder room. Sliding doors open to a screened lanai overlooking lush tropical landscaping, a tranquil lagoon with a fountain, and the community's heated pool. A spiral staircase provides convenient access to the lower level. Upstairs, a generous bonus room separates two private bedroom suites. The oversized primary suite features a large walk-in closet and an elegant en-suite bath with a soaking tub and separate shower. A second en-suite guest bedroom provides privacy and comfort for family or visitors. Residents enjoy a heated community pool, as well as access to tennis and pickleball courts. Located on the north end of Siesta Key, the home is just minutes from Shell Road Beach, Siesta Village, and the world-famous white sand beaches and turquoise waters of Siesta Beach. Downtown Sarasota's exceptional shopping, dining, entertainment, and cultural attractions are only a 10-minute drive away. Opportunities to lease a home in Hamilton Club are exceptionally rare. If you're looking for spacious living, private boating access, and the Siesta Key lifestyle, this remarkable annual rental is not to be missed.

Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)

Listing Agent: Tony Andrews (941-921-5999)

Remarks: Available now and available winter 2027. Escape to comfort and convenience in this beautifully appointed 3-bedroom, 2-bath turnkey furnished condo. Nestled within the peaceful, sought-after Ashton Lakes community, this spacious residence offers the perfect blend of relaxation and resort-style living. Inside, you’ll find an open and inviting layout with plenty of room to unwind, whether you're enjoying a quiet evening in or hosting visiting guests. Thoughtfully furnished and fully equipped, this home is truly move-in ready - just bring your suitcase and start enjoying the Florida lifestyle. Step outside and take advantage of Ashton Lakes’ exceptional amenities, including two sparkling pools (one heated) overlooking tranquil lake views, an active clubhouse, tennis courts, and a scenic picnic and barbecue area—ideal for soaking up the sunshine or connecting with neighbors. Located just minutes from world-famous Siesta Key Beach, known for its powder-soft quartz sand and stunning Gulf sunsets, and conveniently close to shopping, dining, and everyday essentials, this property offers the best of both relaxation and accessibility. Your perfect seasonal retreat awaits. Schedule your stay today.

Listing is courtesy of: RANCH REALTY (941-228-1229)

Listing Agent: Kevin Bryceland (941-228-1229)