Location: Sarasota
Do Not Show Listings
1726 FLOYD ST, SARASOTA, FL 34239
$8,000283 Days on yellowkey MLS ID: A4664721
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1461 Built: 1954Community: Midwood ManorSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
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)
6826 WINSLOW ST, SARASOTA, FL 34243
$3,200191 Days on yellowkey MLS ID: A4674903
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1998Community: ChaparralSpa: NoSingle Family
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Annual Unfurnished Pool Home in Mote Ranch **NEW ROOF COMING IN JUNE**This spacious 3-bedroom, 2-bath single-family home with a 2-car garage and solar-heated, caged pool is located in a quiet, well-maintained neighborhood and offers the perfect combination of comfort, space, and convenience. Flooded with natural light, the home features high ceilings, an open floor plan, and attractive architectural details throughout. The generously sized kitchen offers an eat-in area, slab granite countertops, and a breakfast bar that opens seamlessly to the main living space—ideal for both everyday living and entertaining. The primary suite features a sliding glass door leading to the lanai, a large walk-in closet, and an en-suite bathroom complete with dual sinks, a garden tub, walk-in shower, and private water closet. Durable tile flooring runs throughout the entire home, ideal for Florida living. The spacious solar-heated pool is fully screened and includes a covered lanai area perfect for relaxing or hosting guests. Residents of Mote Ranch enjoy outstanding community amenities including a Junior Olympic-sized pool, fishing pier, canoe and kayak launch into the scenic Braden River, clubhouse, and playground. The location is ideal with convenient access to I-75, shopping, schools, Downtown Sarasota, and the area’s beautiful Gulf beaches. This annual, unfurnished rental is offered at $3,300 per month. Call today to schedule your showing and make this your next home! Note: This community is governed by a homeowners association. Approval may include an application, background screening, associated fees, and an approval process. Please contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
2916 WOODCREST DR, SARASOTA, FL 34239
$2,60053 Days on yellowkey MLS ID: A4691711
REDUCED by $200 (7.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1576 Built: 1963Community: South GateSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Single lever FURNISHED 3 bed/2 bath house in Sarasota, Florida, in VERY SAFE NEIGHBOURHOOD. Just 3 miles from famous Siesta Bridge : white sand, friendly waves . Kitchen with granite counter top, equipped with everything you need. Laundry room, garage. Primary bedroom with bathroom attached, kids room with bunk bed. Third bedroom is on the other side, you will love to fall asleep while watching jumping bunnies in the backyard through a low window.
Listing is courtesy of: NEO REMARKETING (305-363-5091)
Listing Agent: Sam Razavi Razavi (305-570-2939)
703 WHITFIELD AVE, SARASOTA, FL 34243
$4,49554 Days on yellowkey MLS ID: A4691600
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1958Community: Whitfield EstatesSpa: NoSingle Family
Remarks: This completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet House pictures are with furniture. Please note price is unfurnished. Furniture shown can be provided for an agreed cost.
Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)
Listing Agent: Martin Rake (702-755-6657)
5175 CANTABRIA CRST, SARASOTA, FL 34238
$4,00033 Days on yellowkey MLS ID: A4694019
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 2002Community: Silver OakSingle Family
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Enjoy breathtaking lakefront views from the moment you step inside this beautifully maintained 3-bedroom, 2-bath, 2-car garage home in the highly sought-after Silver Oaks community of Palmer Ranch. Designed for both comfort and lifestyle, this residence features an air-conditioned garage with a durable polyaspartic (epoxy) floor—perfect for storage, hobbies, or a clean, finished workspace. Outdoor enthusiasts will appreciate direct access to the Legacy Trail, located just adjacent to the community, offering miles of scenic paths for biking, walking, or jogging—stretching from downtown Sarasota to Caspersen Beach in Venice, with future plans to connect along Florida’s entire west coast. Convenience is right at your doorstep, with top retailers like Costco, Target, and Lowe’s just minutes away, along with dining, shopping, and everything Palmer Ranch has. This is Florida living at its best—lake views, prime location, and an active lifestyle all in one. Security deopsit equal to one month rent. Application fee $100 each adult, Administration fee $100.00.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Diane Skelly, Pa (941-724-4989)
8969 BERNINI PL, SARASOTA, FL 34240
$8,50033 Days on yellowkey MLS ID: A4693972
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3646 Built: 2018Community: Artistry Ph 1ASpa: YesSingle Family
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this gorgeous newer Kolter Chagall home located in the highly desirable community of Artistry of Sarasota. Offering 4 bedrooms and 5 baths, along with a club room and loft area, this beautifully designed residence blends everyday comfort with upscale entertaining. With model like finishes throughout, the home showcases exceptional quality, style, and thoughtfully curated upgrades including coffered ceiling sets the tone upon entry, introducing the home’s refined architectural detail and airy elegance. At the heart of the home is a stunning open concept first floor, where the newly painted entry, living room, and kitchen create a fresh, bright, and welcoming atmosphere for both comfortable daily living and effortless entertaining. The chef’s kitchen features quartz countertops, a dramatic oversized center island with waterfall edge detail and generous seating, custom white shaker cabinetry, backlit upper display cabinets designed for decorative appeal, designer backsplash detail, GE Monogram wall ovens and gas cooktop, LG refrigerator and dishwasher, and abundant prep and storage space. The adjoining great room is enhanced by a coffered ceiling and custom accent wall, adding warmth, texture, and architectural interest. An abundance of natural light pours in through the sliders, creating a bright and airy atmosphere while drawing your eye out to the glorious spa like pool and zen inspired lanai. The first floor features a flex office/guest suite, full bath for guests, laundry room with built in shelving, and a beautifully appointed club room complete with a wet bar and wine fridge, offering the perfect setting for entertaining or unwinding. The first floor primary suite is a luxurious retreat with abundant natural light, custom built walk in closets, and a coffered ceiling that enhances the sense of elegance and scale. The spa like primary bath features dual vanities and a generous walk in shower. As you make your way upstairs, a staircase accented by a sleek horizontal metal railing adds a clean architectural element to the home’s modern design. Upstairs, there are three guest bedrooms and tow of them feature en suite baths and walk in closets, centered around a large loft area that offers the perfect setting for a media room, game room, or casual lounge for hosting family and friends. The outdoor living area is designed as a true private retreat, the screened lanai showcases a spectacular saltwater pool and spa with beautiful water features, a sun shelf with in pool seating, and a hot tub style spa area perfect for unwinding. Framed by travertine decking and lush green views, the outdoor space also features a striking pergola style architectural accent that enhances the resort like setting. The covered lanai includes an outdoor kitchen with bar seating and an additional generous seating area, creating the ultimate backdrop for entertaining, relaxing poolside, or enjoying peaceful Florida living. Upgrades include hurricane impact windows and doors, gas appliances, community irrigation, a mini split in the garage, and a Briggs & Stratton whole house generator. Located in the gated, amenity rich community of Artistry, residents enjoy maintenance free living with access to a resort style pool, clubhouse, pickleball courts, basketball court, playground, and scenic walking trails. Ideally located near world class shopping, dining, and Sarasota’s renowned beaches, this home is high and dry located in zone X.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
2849 MARLETTE ST, SARASOTA, FL 34231
$3,50087 Days on yellowkey MLS ID: A4687402
INCREASED by $1,405 (67.1%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1949Community: Sarasota-Venice Co SubSingle Family
Elementary School: Wilkinson Elementary
High School: Riverview High
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)
1883 RIVIERA CIR, SARASOTA, FL 34232
$2,50049 Days on yellowkey MLS ID: A4692248
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1779 Built: 1972Community: Frst Lakes Country Club EstatesSingle Family
Elementary School: Brentwood Elementary
Remarks: AVAILABLE AFTER MAY 31, 2026, FOR ALL SHOWINGS. **CURRENTLY TENANT OCCUPIED.** Welcome to Forest Lakes Country Club Estates, a well-established golfing community in Sarasota. ANNUAL UNFURNISHED RENTAL.(Photos are temporary - Waiting on new photos - no longer furnished) This charming nicely updated 3-bedroom, 2-bath single-family home features a bright and open floor r plan with terrazzo flooring throughout the main living areas, while the Florida room/Dining Area offers warm wood laminate flooring. The updated kitchen has been thoughtfully expanded and showcases modern cabinetry, quartz countertops, stainless steel appliances, and an oversized center island with breakfast bar—perfect for both everyday living and entertaining. The spacious Florida room and dining area are filled with natural light thanks to an abundance of windows, creating a warm and inviting atmosphere. Sliding glass doors lead to a private patio and beautifully landscaped, fully fenced backyard featuring tropical plants, fruit trees, and even space for a vegetable garden. At the front of the home, enjoy a charming enclosed and gated courtyard with an additional open patio area—ideal for relaxing outdoors. Conveniently located less than 5 miles from downtown Sarasota and I-75, and just a short 15-minute drive to the world-renowned Siesta Key Beach. Also nearby are the Legacy Trail, exceptional dining, shopping, and the vibrant arts and cultural scene Sarasota is known for. Small dog permitted with a non-refundable pet fee.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
2559 ARLINGTON ST, SARASOTA, FL 34239
$2,30058 Days on yellowkey MLS ID: A4690955
REDUCED by $200 (8.0%) on 05/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1953Community: Turners J C SubSingle Family
Remarks: Discover this inviting 3-bedroom, 2-bathroom cottage nestled on a peaceful dead-end road in the heart of Arlington Park, one of Sarasota’s most sought-after neighborhoods. Just down the street from beautiful Arlington Park & Aquatic Complex, Sarasota Memorial Hospital and minutes away from Downtown Sarasota. Some thoughtful updates include granite countertops, stainless steel appliances, travertine tile, and impact windows. Call for terms and a private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Wade Ongstad (941-705-0537)
4205 AUGUSTINE AVE, SARASOTA, FL 34231
$2,95036 Days on yellowkey MLS ID: A4693871
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1650 Built: 1953Community: Floral Park HomesteadsSingle Family
Remarks: Beautifully remodeled 3-bedroom, 2-bath home offering approximately 1,650 sq.ft. of open-concept living in a prime Sarasota location! This updated home features a modern kitchen with granite countertops, newer appliances, and stylishly renovated bathrooms. Additional upgrades include a tankless water heater, updated landscaping, and a spacious fenced backyard perfect for enjoying the Florida lifestyle. A storage shed provides extra space for tools, bikes, or beach gear, and lawn maintenance is included for easy living. This home is being offered unfurnished and is available for an annual lease beginning July 15th. Conveniently located just 4 miles to world-famous Siesta Key Beach and only 10 minutes to Downtown Sarasota, with easy access to Legacy Trail, Bee Ridge Park, shopping, dining, and everything Sarasota has to offer. Located near Wilkinson K-8, Riverview High School, Community Day School, and Bizzy Bee Learning Center. First month, last month, and security deposit required to move in. Pets will be considered on a case-by-case basis. Tenant is responsible for water, electric, and internet. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
2117 5TH ST #Front House, SARASOTA, FL 34237
$2,87536 Days on yellowkey MLS ID: A4693806
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1244 Built: 1926Single Family
Remarks: Newly renovated single home. 3 Bedroom 2 full baths ready for quick occupancy. solid surface floors. Large kitchen with island and granite counters. Enjoy the perfect blend of urban convenience and neighborhood charm in this beautiful single-story home. Located just three short blocks from the vibrant Payne Park, you will have immediate access to walking trails, tennis courts, a skate park, and a cafe right in your backyard. Not a thru street so low traffic passing by. The home features a thoughtful, no-stairs layout with three generous bedrooms and two full bathrooms. The open living area is perfect for relaxing or entertaining, flooding the home with natural Florida sunshine. A clean, modern kitchen offers plenty of storage, while the front yard provides a outdoor retreat with table, chairs and umbrellaed shady spot. Walk to downtown Sarasota's best dining, shopping, and theaters, or take a quick drive to the world-famous local beaches.
Listing is courtesy of: SARASOTA REAL ESTATE SERVICES (941-343-6116)
Listing Agent: Lee Dickstein (215-208-1606)
864 HAND AVE, SARASOTA, FL 34232
$1,59536 Days on yellowkey MLS ID: A4693837
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 2000Community: CrestlineSpa: NoSingle Family
Elementary School: Fruitville Elementary
Remarks: Don't miss out on this amazing location! Located just 5 minutes from an array of shopping, dining, and entertainment, this 2BR, 2BA duplex features tile flooring, neutral paint, and vaulted ceilings for a bright and open space. The kitchen is adorned with ample space for all your meal prepping needs and includes all major appliances, like a refrigerator, microwave, dishwasher, and range. The split dining and living area create cozy spaces for you and your loved ones, and is filled with natural lighting thanks to the sliding doors that lead out onto your private screened lanai. Two bedrooms and two bathrooms make up the rest of this home, with the primary bedroom featuring an en suite bathroom and a walk-in closet for added convenience. This tranquil neighborhood features a large, open courtyard with patio, tables, and chairs to sit and enjoy a relaxing evening! All of this is surrounded by a large privacy fence and is conveniently located near I-75. You will never run out of fun activities to do as this home is near parks, shopping, restaurants, and a short drive to local beaches. 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: One small pet, 35 lbs. max. $250 refundable pet fee and $25/mo. pet rent Utilities: Tenant responsible for water and electric. Laundry: Stackable washer/dryer in kitchen. Included: Lawn Care 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: Mj Loparco (941-216-0022)
4487 TRAILS DR, SARASOTA, FL 34232
$2,995185 Days on yellowkey MLS ID: A4675608
REDUCED by $300 (9.1%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 1987Community: TimberlakesSingle Family
Remarks: Wonderful family home in beautiful neighborhood. Wood floors, wood cabinets, granite counter tops, stainless appliances. A very large screened and covered lanai with peaceful setting towards the wooded preserve. A sought after community with a pool and spa, tennis courts, exercise room and clubhouse. Centrally located and near everything.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
2537 ASHTON RD, SARASOTA, FL 34231
$3,000152 Days on yellowkey MLS ID: A4676498
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1951Community: Phillippi CrestSingle Family
Elementary School: Ashton Elementary
Remarks: This adorable 2-bedroom 2 bath cottage is available for short-term or long-term rental. Located 1.5 miles from Siesta Key Beach. This is furnished could discuss further if long term rental. Close to shopping, restaurant's as well as live entertainment. Everything is included in the price internet, electricity, water. Pets welcome it is a must see
Listing is courtesy of: GULF SHORES REALTY & RENTALS (941-549-1845)
Listing Agent: Terry Millett (941-549-1845)
3611 OLD BRADENTON RD, SARASOTA, FL 34234
$2,70068 Days on yellowkey MLS ID: A4689770
REDUCED by $200 (6.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1936Community: Indian Beach Map OfSingle Family
Elementary School: Emma E. Booker Elementary
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!
681 AVENIDA DE MAYO, SARASOTA, FL 34242
$11,00037 Days on yellowkey MLS ID: A4693410
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3324 Built: 1947Community: Sarasota BeachSpa: NoSingle Family
Remarks: Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a Lucas Lagoons designed pool transforms your outdoor living area into a resort-worthy oasis. Known for creating breathtaking aquatic masterpieces, this signature pool feature turns everyday swimming into a resort setting for entertainment. Imagine hosting poolside gatherings that friends will talk about for years to come! Sun worshippers will appreciate the large rooftop tanning area—your private perch for soaking up Florida's famous sunshine while enjoying gentle Gulf breezes. It's like having your own exclusive sundeck without the crowds. This house is the perfect balance between contemporary sophistication and vacation-like comfort. Beautiful, neutral finishes throughout create an atmosphere of elegance without sacrificing that relaxed coastal vibe that makes Siesta Key special. Location? Simply unbeatable. Situated in central Siesta Key, you're just a stroll from the bustling Siesta Key Marketplace where local shops and dining options abound. Siesta Market is less than a 10-minute walk away—perfect for picking up ingredients for an impromptu dinner or beach picnic. For those who appreciate the island's famous nightlife, Siesta Key Oyster Bar and Daiquiri Deck are within easy walking distance. Meanwhile, the world-renowned Siesta Beach—celebrated for its powder-fine white sand—is just a short bike ride from your doorstep. The primary bedroom offers a serene retreat after days filled with sunshine and adventure, while the additional bedrooms provide comfortable accommodations for family and guests. This isn't just a house—it's an invitation to embrace the laid-back yet luxurious Siesta Key lifestyle. Where morning coffee comes with water views, weekends blend into beach days, and every evening feels like a vacation. Why visit paradise when you can live there?
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Colette Jay (941-713-7711)
5025 82ND WAY E, SARASOTA, FL 34243
$2,25037 Days on yellowkey MLS ID: A4693283
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1987Community: Country Oaks Ph IiiSingle Family
Elementary School: Kinnan Elementary
Remarks: Bright, clean, and move-in ready 3BR/2BA single-family home in a quiet neighborhood situated on a beautiful lakeside corner lot with mature landscaping. Close to everything—Lakewood Ranch, UTC, I-75, shopping, dining, and Gulf beaches. This home features an open floor plan, high ceilings, and great natural light. The updated kitchen features granite countertops and cherry cabinets which includes plenty of cabinet space and a breakfast bar overlooking the main living area. The primary suite offers a walk-in closet and private bath that has been updated with granite countertops, dual sinks and a step-in shower. Two additional bedrooms are perfect for guests, a home office, or hobbies. Enjoy outdoor living on the screened lanai with a private backyard view. Home includes an attached 2-car garage and easy-care landscaping. Applicant must complete a rental application AFTER viewing the property, provide a printed credit report for ALL adults, and $500 to put a hold on the property while the application is being considered. See application for refund details. Applicant must have good credit, a history of on-time payment, and proof of income. First month's rent ($2250) and a check for the security deposit ($2250) is due upon signing a lease. Tenant is responsible for utilities. Tenant is responsible for yard maintenance. This is a no pet/no smoking property.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Velez (941-773-4768)
2504 S MILMAR DR, SARASOTA, FL 34237
$2,49596 Days on yellowkey MLS ID: A4686435
REDUCED by $255 (9.3%) on 05/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1254 Built: 1956Community: Paver Park EstatesSingle Family
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Turnkey Furnished Short Term Rental Available Off Season 6/20/26 - 12/31/26. Located in the Heart of Sarasota's Paver Park Estates. You will be amazed by this bright and cheerful recently renovated home. Brand new stylish furnishings appoint this updated 3 bedroom 2 bath home. You will never want to leave the completely fenced backyard oasis with firepit, hammock, fountain, lawn games, and multiple seating areas. Relax and enjoy the enormous covered lanai featuring table tennis, board games, and a plush outdoor furniture. This home is located minutes to all the local attractions, Sarasota Memorial Hospital, downtown area, Siesta and Lido beach, and St Armands Circle. Easy access to I-75 and 15 minutes to Nate Benderson Park and UTC Mall. Monthly Rates are May - October $2750 and November - April $4500.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
5622 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$3,500102 Days on yellowkey MLS ID: A4685742
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1970Community: Sun HavenSingle Family
Remarks: **Completely Furnished Rental For Short Term Stays** Forget your worries and unwind in this peaceful, private escape just minutes from the world-famous Siesta Key Beach. This cozy 3-bedroom, 2-bathroom home sleeps up to 10 guests and offers everything you need for a relaxing Florida getaway. Sit back and relax in the front living room or the back sun drenched living room
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Joshua Blank (941-928-3449)
2410 CASS ST, SARASOTA, FL 34231
$3,250211 Days on yellowkey MLS ID: A4672343
REDUCED by $1,250 (27.8%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1971Community: Gulf Gate WoodsSpa: NoSingle Family
Elementary School: Gulf Gate Elementary
Remarks: Available month-to-month June 1, 2026 through December 2026, this beautifully updated Gulf Gate Woods pool home is one of Sarasota’s most sought-after retreats. Fully furnished and designed for comfort, this 3-bedroom, 2-bath home sits on an oversized lot in the serene Gulf Gate Woods neighborhood and features updated hurricane doors and windows for added security and peace of mind. The thoughtfully designed split floorplan, ceramic tile throughout, and whole-house water filtration system enhance the home’s luxury feel. Enjoy seamless indoor-outdoor living with a private heated, caged pool accessible directly from the primary suite, guest bedroom, and main living area—perfect for swimming, lounging, or relaxing in an insect-free outdoor oasis. The large backyard is ideal for cookouts and gatherings, while the quiet residential location places you close to everything Sarasota has nearby, from scenic bike rides through Gulf Gate Woods to beautiful beaches just minutes away. Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance, ensuring a hassle-free experience from start to finish. Now available June 2026 through December 2026—don’t wait, this exceptional home will book quickly. Secure your stay today! Garage is not available for vehicle parking. Plenty of driveway space.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
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