Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,300138 Days on yellowkey MLS ID: A4685737
0 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
1899 VAMO WAY, SARASOTA, FL 34231
$10,00053 Days on yellowkey MLS ID: A4695686
0 Days Off yellowkey (back on 7/9/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2718 Built: 2014Community: Vamo 3Rd Add ToSpa: YesSingle Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: ****Not Ready to Buy? Live Like You Already Have. In Sarasota Luxury.**** Tucked away on nearly half an acre in Sarasota's hidden waterfront enclave of Vamo, this custom-built luxury retreat offers the Florida lifestyle most people only experience on vacation. Perfectly positioned just minutes from Siesta Key Beach, Nokomis Beach, and Downtown Sarasota—and only 35 minutes from IMG Academy—this fully furnished residence makes it easy to settle in and start living from day one. Wake up with coffee beside the saltwater pool. Play pickleball before lunch. Spend afternoons soaking up the Florida sunshine. Unwind in the hot tub at sunset, host friends around the outdoor kitchen, and end the evening with a movie in your private cinema room. Inside, you'll find 3 bedrooms, 3.5 baths, soaring ceilings, designer finishes, and an impressive chef's kitchen. Bright, open living spaces flow seamlessly outdoors, creating the perfect setting for both entertaining and everyday living. **Fully furnished. Turnkey. Luxury living made effortless.** Why visit Sarasota when you can live the lifestyle? *** About Vamo: One of Sarasota's best-kept secrets, Vamo is a charming waterfront neighborhood nestled along the calm waters of Little Sarasota Bay. Originally established in the 1920s, the community blends Old Florida character with modern convenience. Historic Spanish-style homes sit beneath mature native landscaping, while nearby shopping, dining, marinas, parks, and beaches provide everything needed for an active coastal lifestyle. A Plus Rated Schools. Enjoy kayaking, paddleboarding, fishing, boating, and endless Gulf Coast adventures just moments from your front door. Ideally located between Siesta Key and Venice, Vamo offers a rare combination of privacy, convenience, and authentic Florida charm. **Available for 6 to 12 months. Utilities included.** Private and virtual showings available by appointment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
1335 LANDINGS DR #9, SARASOTA, FL 34231
$3,50066 Days on yellowkey MLS ID: A4694217
REDUCED by $200 (5.4%) on 07/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2372 Built: 1981Community: Landings TreehouseTownhouse
Remarks: Treehouses on the Boardwalk with incredible, unrestricted views of Roberts Bay and the Intercoastal Waterway rarely come on the market. This is a wonderful opportunity to BECOME A PART OF one of these hidden Gems in the Landings Community. FULL AMENITIE MEMBERSHIP TO EVERYTHING. These cool, multi-leveled homes have been designed to be part of the natural environment and are nestled amidst the Florida wildlife and mangrove forest, offering a peaceful and serene setting combined with marvelous views. What a magical place to live! This treehouse is located in short distance from its detached garage and assigned parking space. The moment you walk into this home you will be enchanted by the fantastic water views overlooking Roberts Bay and Siesta Key. Well maintained, equipped with impact glass sliders and elevated above flood level. The living area with soaring ceilings, sky lights, a woodburning/propane gas combo fireplace (CANNOT USE FIREPLACE SAFETY used as we need special clearance. ) Open kitchen is spacious and creates a warm and inviting atmosphere. Numerous decks: 2 DECKS ON 2ND FLOOR AND A 26 X12 OPEN PATIO TO WATER VIEWS AND SUNSETS (26 X 12. which brings the outdoors in, and you can enjoy sunshine any time of the day. The primary bedroom with en-suite bath is located on the mid-level and two additional bedrooms share a bathroom on the upper level a split floor plan for master bedroom privacy. All bedrooms have queen beds. There is a large bonus room which could be a 4th bedroom, office, gym or family room on main floor. Store your Kayak, or walk out your patio 20ft to the water to launch. Canoe or Paddleboard at your home and access the Bay right there. The TREEHOUSE private pool and spa is just a quick walk. A Nature Walk leads to the Fishing Pier and Kayak Launch at the Intercoastal Waterway. Store your kayak at the provided storage racks and enjoy the direct access to the mangrove waterfront to Roberts Bay and afterwards cool off in the Treehouse community pool. The Landings is a well-established, very desirable gated community with 24-hour guarded gate. Membership to the Racquet Club where you can enjoy 8 Har-Tru tennis, a newer fitness center, large resort style pool, pool, spa, pickleball, library, exercise classes and social activities. 24 hour guarded community. Fine and casual dining and shopping is conveniently located just outside the gate at recently remodeled mall. Fabulous central location to everything what the Sarasota area has to offer Siesta Beach is 2 miles away and 15 minutes to downtown Main street Sarasota for Arts and all cultural events. NO RV'S, TRUCKS OR MOTORCYCLES ARE ALLOWED. CLUB MEMBERSHIP INCLUDED. OFF SEASON RENTAL FROM 6/01/2026 THROUGH 10/01/2026. $4000 and all inclusive.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1614 STICKNEY POINT RD #102, SARASOTA, FL 34231
$2,200289 Days on yellowkey MLS ID: A4667880
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1036 Built: 1975Community: Castel Del MareCondo
Remarks: LOCATION, LOCATION, LOCATION!! Walk to world-famous Siesta Key Beach from this beautifully maintained 2-bedroom, 1.5-bath condo.Perfect for a vacation stay, this unit offers all the comforts of home- a bright, welcoming interior with charming details and everything you need for a relaxing getaway. Enjoy the convenience of being close to shops, restaurants, and entertainment, while staying in a peaceful and well-kept community.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Genaro Tramutola (941-315-1142)
1638 REDWOOD ST #1, SARASOTA, FL 34231
$1,59582 Days on yellowkey MLS ID: A4692638
REDUCED by $100 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1973Community: Pine Shores Estate 1St AddApartment
Remarks: MOVE IN SPECIAL! ONE-MONTH FREE RENT WITH 13-MONTH LEASE! This 2BR, 2BA residence offers a spacious living experience in a prime Sarasota location. Featuring approximately 1,050 square feet of interior space, thoughtfully designed with a mix of tile for a clean, modern aesthetic. The interior provides an efficient layout with a focus on convenience, including a fully equipped kitchen with a dishwasher, microwave, range, and refrigerator. The large bedrooms provide ample storage with a walk-in closet. Residents of this community enjoy access to on-site laundry facilities, off-street parking, and a community pool. Ideally situated just blocks from Sarasota Bay and the south bridge to Siesta Key, this property places you minutes away from world-class beaches, premier dining, and local shopping. The central location also ensures proximity to top-rated schools, including Phillippi Shores Elementary. Annual leases include lawn care and trash removal, offering a low-maintenance lifestyle in one of Sarasota's most sought-after neighborhoods. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! Application fee: $100 Application fee. Pets: $250 refundable pet fee and $25 monthly pet rent (each) Water: $80 for single, $100 for double occupancy Electric: Tenant responsibility Included: Lawn Care, Pest Control and Trash 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, criminal, 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 Management.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
2728 GOODRICH AVE, SARASOTA, FL 34234
$1,70020 Days on yellowkey MLS ID: A4699218
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1115 Built: 1960Community: Newtown Heights First Add ToHalf Duplex
Elementary School: Brentwood Elementary
High School: Booker High
Remarks: Annual unfurnished 2-bedroom, 2-bath half duplex that has been completely and beautifully remodeled from the studs out and the roof down, with no expense spared! Nearly everything has been updated, including a new roof, windows, electrical, plumbing, energy-efficient mini-split HVAC systems, kitchen, bathrooms, driveway, interior and exterior paint, and insulation in the walls and attic. Inside, you'll find a bright, modern living space with an updated kitchen and bathrooms designed for both style and functionality. Outside, enjoy your own private, fully fenced backyard with plenty of room to relax and enjoy the Florida weather. Conveniently located near shopping, schools, downtown Sarasota, and the area's beautiful Gulf beaches, this home offers a great combination of modern updates, efficiency, privacy, and location. With good credit and rental history, last month's rent is NOT required upfront! Don't miss the opportunity to make this beautifully remodeled property your next home. Call today to schedule your private showing!
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15096 Days on yellowkey MLS ID: A4690743
REDUCED by $150 (6.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980Community: Orchid Oaks ICondo
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
3410 BAY ST, SARASOTA, FL 34237
$3,15031 Days on yellowkey MLS ID: A4698045
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1382 Built: 1978Community: Oak ShoresSpa: YesSingle Family
Elementary School: Alta Vista Elementary
Remarks: Unfurnished attractive 3-bedroom, 2-bathroom house available for annual rent in the coveted Oak Shores community of Sarasota. Upon entering, you will be greeted by a bright and open floor plan, filled with natural light, and boasting premium finishes. Ceramic tiles adorn the floors throughout the main living areas, while cozy carpeting adds comfort to the bedrooms. The gourmet kitchen is both spacious and elegant, featuring solid wooden cabinetry, beautiful slab granite counters, a breakfast bar, and stainless-steel appliances. The dining area is enhanced by a dry bar with glass display cabinetry. Step outside to the expansive fenced pool area, perfect for entertaining. Here, you will discover a sizable, heated pool, a BBQ grill, and a comfortable dining area with table and chairs, offering an inviting space for outdoor dining and relaxation. The primary bedroom is generously proportioned, boasting a walk-in closet and an en-suite bathroom with a standing shower. The two additional bedrooms are also well-sized, featuring reach-in closets and abundant windows that infuse the interiors with natural light, creating a bright and airy ambiance. This home offers a prime location with easy access to all the attractions and amenities this vibrant Sarasota has to offer. Future tenants will enjoy the convenience of nearby shops, restaurants, and entertainment venues. Sarasota's stunning beaches are just a short drive away, allowing for endless opportunities to soak up the sun and enjoy water activities. With its central location, this property provides quick access to major highways, making commuting a breeze. CALL TODAY and enjoy the beauty of Sarasota from this conveniently located home on Bay St.
Listing Agent: Hamid Mohajir (941-557-8556)
1976 DEBBIE ST, SARASOTA, FL 34231
$1,75026 Days on yellowkey MLS ID: A4698511
INCREASED by $50 (2.9%) on 07/03/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1977Community: North Vamo Sub 2Half Duplex
Remarks: 1/2 duplex just west of US 41, new kitchen with granite counters and stainless appliances, laminate floors and full size washer and dryer in the carport laundry room plus a screened lanai. Rent includes water and trash. Location is within a block of CVS, Wells Fargo Bank, Target, and very close to Costco, Oscar Scherer State Park and Siesta Key. First month, last month and security required, 700 or higher credit score. One small pet considered on a case-by-case basis.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: Nancy Werner (941-587-3492)
2604 WOODGATE LN #J6, SARASOTA, FL 34231
$1,75023 Days on yellowkey MLS ID: A4698908
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Community: Pinewood Village ViiiCondo
Remarks: **Completely Refreshed • No Carpet • Ideal One-Level Living** Welcome home to this beautifully refreshed, light-filled **one-story condo** offering the perfect combination of comfort, convenience, and charm. With **no carpet**, **no neighbors above or below**, and **parking right outside your front door**, this home makes everyday living easy. The bright, open layout features a spacious **Florida room** that can also be enjoyed as a **screened porch**, creating the perfect spot to relax with a cool breeze during Florida's beautiful fall and winter months. This is more than just a rental—it's a home that has been truly loved and cared for by its owners. The family hopes to keep it in the hands of someone who will appreciate it just as much, making it a wonderful place to call home. Enjoy a beautifully maintained community featuring a **resort-style swimming pool** and a **fitness center**, all just minutes from **beautiful Gulf beaches, shopping, dining, and excellent schools**. **Available for annual lease, unfurnished.**
835 S OSPREY AVE #201, SARASOTA, FL 34236
$2,99524 Days on yellowkey MLS ID: A4698807
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1260 Built: 1985Community: Central ParkSpa: NoCondo
Elementary School: Southside Elementary
Remarks: NOW AVAILABLE FOR ANNUAL LEASE – Optional turnkey furnished or unfurnished for $2,995/month. Rent includes water, sewer, trash, and basic cable. Ideally located just minutes from Downtown Sarasota and Sarasota Memorial Hospital, this is an excellent location for medical professionals or anyone looking to enjoy the best of Sarasota living. Welcome to Central Park Condominiums, where comfort, convenience, and beautiful surroundings come together. This updated 2-bedroom, 2-bath condo is tastefully furnished and offers a bright, inviting living space with a spacious floor plan, a fully equipped kitchen, and a private balcony overlooking the sparkling heated community pool. Start your mornings with coffee while enjoying peaceful views of Central Park's lush landscaping. Residents enjoy resort-style amenities, including a heated community pool and a day dock on Hudson Bayou with kayak launch access to Sarasota Bay. The community's prime location places you just moments from downtown's renowned restaurants, shopping, theaters, art galleries, waterfront parks, and entertainment. Sorry, no pets permitted.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Heidi Thompson (941-807-2241)
3026 GRAFTON ST, SARASOTA, FL 34231
$2,70068 Days on yellowkey MLS ID: A4694261
REDUCED by $100 (3.6%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 1986Community: BriarwoodSingle Family
Elementary School: Wilkinson Elementary
Remarks: STUNNING 3 BEDROOM, 2 BATHROOM, 2 CAR GARAGE HOME LOCATED IN THE HIGHLY SOUGHT AFTER BRIARWOOD COMMUNITY IN AN AMAZING SCHOOL DISTRICT! ALL BEDROOMS WILL BE REPLACED WITH LUXURY VINYL FLOORING BEFORE MOVE IN. This home is everything you have been looking for. When you step inside you will love the light, bright and airy feeling you get by the high vaulted ceilings and natural light that the large windows and sliding glass doors bring in. The open floor plan is perfect for entertaining your guest or just hanging out with you family. The kitchen features updated appliances, tons of cabinet and counter space and looks over the dining area. Off of the dining space you will enter in to your screened in Lanai that looks over the huge fenced in back yard, perfect for your furry friends or outdoor activities. The master bedroom offers plenty of space for a king size bed and a walk-in closet. In the master bathroom you will find a walk-in shower and direct access to your large back yard. The other 2 bedrooms also come with plenty of space and the second bathroom features a shower and tub combo. The oversized 2 car garage has space for 2 cars plus some additional storage. All of this is located on a cul-de-sac in the Briarwood community. The other residents here enjoy a peaceful atmosphere while being just minutes away from essential amenities. The community offers easy access to shopping centers, dining options, recreational facilities, A-rated schools and only 8 minutes from Siesta Key Beach. Enjoy the perfect blend of convenience and serenity in this prime location. Call today for your private showing.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Brigette Marcus (941-315-9500)
2443 WOOD ST, SARASOTA, FL 34237
$4,20076 Days on yellowkey MLS ID: A4693080
0 Days Off yellowkey (back on 7/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2024Community: Hudson ParkSingle Family
Remarks: Unfurnished annual rental located downtown, adjacent to Payne Park and minutes from Main Street. This newly built home features three bedrooms, 2 bathrooms, and a solar-heated private pool. Located on a quiet street in a coveted neighborhood within city limits, the property offers quick access to Selby Gardens, St. Armands Circle and the beaches of Siesta Key and Lido Key. The interior boasts soaring ceilings, luxury vinyl flooring, and an open kitchen equipped with new appliances, including an induction cooktop. The primary suite includes a walk-in tiled shower, a separate garden tub, and a closet with custom built-ins. Additional features include: Fenced and fully enclosed back and side yards, spacious two-car garage, and sleek stainless steel ceiling fans throughout. No cats.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1626 BROOKHOUSE DR #235, SARASOTA, FL 34231
$1,50025 Days on yellowkey MLS ID: A4698730
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1980Community: Pelican Cove XviCondo
Remarks: Beautiful 1 Bedroom Condo in Desirable Pelican Cove Community Discover comfort and convenience in this inviting 1 bedroom, 1 bathroom condo located on the second floor of the highly sought-after Pelican Cove community. Offering 830 square feet of thoughtfully designed living space, this home features high vaulted ceilings that create a bright, open atmosphere throughout. The spacious living and dining room combination is complemented by a private balcony located just off the kitchen, providing a perfect spot for morning coffee, dining al fresco, or enjoying the peaceful surroundings. The unit also includes a Murphy bed, offering flexible space for guests while maximizing functionality. Plus, enjoy the ease of in-unit laundry. Residents of Pelican Cove enjoy an array of exceptional amenities, including: Swimming pool Tennis courts Pickleball courts Boat basin access This condo is available furnished or unfurnished, offering options to suit your lifestyle. Please note: Pets are not permitted under lease restrictions. Whether you're looking for a year-round home or a seasonal retreat, this Pelican Cove condo offers comfort, amenities, and an unbeatable location.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Ballantyne (941-404-7374)
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60094 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60094 Days on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
2933 MAIDEN LN, SARASOTA, FL 34231
$5,700590 Days on yellowkey MLS ID: A4632386
INCREASED by $2,200 (62.9%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1529 Built: 2021Community: Hyde Park TerraceSingle Family
Remarks: Adorable home built in 2021 in the heart of Sarasota. Designer furnishings from Crate & Barrel, West Elm, are blended with custom wood furniture. Situated in central Sarasota, Close to Siesta Key this spacious home is like new and designed to embrace indoor/outdoor living and entertaining. The short drive to Siesta Key, downtown, and the areas best dining makes this home the perfect location. A spacious lanai allows for great entertaining alongside a spacious deck for grilling. Upon entering the home, you will immediately notice the open floor-plan and vaulted ceilings filled with natural light. The kitchen has plenty of counter space and comes well equipped to cook a family meal after a day of fun in the sun. The primary bedroom includes a King sized bed as well as a private bathroom with walk-in shower, built-in dresser, and large custom closet. The secondary bedrooms share a bathroom, which includes a tub-shower. This home is thoughtfully filled with everything your family needs for a coastal beach getaway including games and beach equipment! The property is fully fenced with lush tropical landscaping. Guest will have private access to the entire property. Rental terms are flexible, open to longer leases. Furnishings can be adjusted to occupants needs. Rental price varies depending on month.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
5631 ASHTON LAKE DR #7, SARASOTA, FL 34231
$1,900163 Days on yellowkey MLS ID: A4679910
REDUCED by $100 (5.0%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1984Community: Ashton Lakes 01 & 02Condo
Remarks: Location, Location, Location!! Only 3.5 miles to the World-famous Siesta Key Beach. Close to I-75, rte.41, shopping, schools, restaurants and hospitals. Ashton Lakes is located on 33 acres of luscious greenery, 4 lakes, 2 heated pools, large pool with lap lane, clubhouse, combination of 2 tennis courts & 4 pickleball courts, shuffleboard and other amenities. This 2/2 walk-up unit is partially furnished [ 2nd bedroom needs a bed or pull-out couch], expansive view of the spring fed Sunnyside Lake. Unit is bright airy, totally updated in 2024 Cozy, comfy and private. Lanai is part of the living room. Rent includes water, sewer, basic cable, Wi-Fi, trash p/up, pest control and full use of our amenities. Tenant pays for electricity. Credit & background check required First month & $1000 security deposit required. $85 approval fee. Yearly rental $1900 a month, includes all water, sewer, pest control, trash p/u, cable & wi-fi. Yearly tenants pay for electricity. Short term rentals [now through Dec 15th, 2026], $2400 a month, includes all utilities, water, sewer, pest control, trash p/u, electric, cable & WIFI. Short term tenant pays 13% tax. There is foot bridge that connects us to the Merchant Mart shopping center. Various shops, restaurants, liquor store, hair salon and the famous Detwiler Farm market are there for your shopping convenience. Come be a part of this friendly community...we welcome you...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1817 IVANHOE ST #A&B, SARASOTA, FL 34231
$3,1001039 Days on yellowkey MLS ID: A4583147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1947Community: South Highland Amd OfSingle Family
Remarks: FULLY FURNISHED #A 2 x 2 Available 5/1/25 Short term $5,500/mo or Long Term $3,495/mo. Guest House, Unit #B, Unavailable until 4/1/25 - 2 bedroom x 1 Bathroom $2,500/mo. > Annual rental. Freshly renovated house with brand new kitchen and new bathrooms! When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood. When you walk in, you will immediately see how spacious it is. You have plenty of room to stretch out and relax in this lovely environment. Primary housel sleeps 6 comfortably. The larger spacious bedroom has 2 queen size beds in it. You'll notice throughout the house how the quality is. The color selections are attractive from floor to ceiling! When you walk out on the back porch, you'll see inviting outdoor furniture and a good size yard for your doggie to romp around in. You can sit on the outdoor furniture, serve dinner outside and enjoy the gorgeous weather with your loved ones! This rental house is less than 10 minutes to the world famous Siesta Keys Beach - ranked # 1 this year on TripAdvisor! If you would like to take a stroll, you're about 1-2 minutes walking distance to the famous Walt's Fish House. Their food is delicious. They have an outdoor bar too. Seasonal rate schedule; July-Dec $3,500/mo., Jan-Apr=$7,500/mo.
Listing Agent: Tracy Srodes (813-267-1312)
1203 LYRIC LN, SARASOTA, FL 34242
$7,500396 Days on yellowkey MLS ID: A4656825
REDUCED by $2,000 (21.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2605 Built: 1964Community: Acreage & UnrecSingle Family
Remarks: Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach/Midnight Pass ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished > Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
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