Location: Sarasota
Do Not Show Listings
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$4,00059 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
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: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2782 WOODGATE LN #12, SARASOTA, FL 34231
$1,60059 Days on yellowkey MLS ID: A4689903
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Community: Pinewood Village ICondo
Elementary School: None
High School: None
Middle School: None
Remarks: This fully furnished condo in the peaceful Pinewood Village community offers the perfect blend of comfort, convenience, and coastal lifestyle — move-in ready from day one. Light-filled and thoughtfully laid out, the unit features tiled floors throughout the main living areas, a welcoming living room, and a well-equipped kitchen. The enclosed lanai with a wall of windows extends your living space and brings the Florida outdoors in year-round. Generous storage throughout — including a walk-in closet and in-unit laundry — makes this feel like home, not a rental. Pinewood Village is a beautifully maintained community surrounded by lush tropical landscaping. Residents enjoy a heated swimming pool, clubhouse & fitness center, Shuffleboard courts, and assigned parking.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
3157 NOVUS ST, SARASOTA, FL 34237
$2,80097 Days on yellowkey MLS ID: A4685243
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1972Community: Bellevue TerraceSingle Family
Elementary School: Alta Vista Elementary
Remarks: Welcome home to this beautifully maintained residence offering comfort, convenience, and generous outdoor space! Property Features 3 bedrooms, 2 full bathrooms, 1-car attached garage, and a large fenced-in backyard. This thoughtfully designed home features a bright, open living area and a functional kitchen equipped with all major appliances, making move-in simple and stress-free. A full-size washer and dryer are included in the dedicated laundry room for added convenience. The comfortable primary suite includes a private bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Guest bath includes a soaker tub. Step outside to enjoy the large fenced-in backyard, perfect for entertaining, relaxing, or outdoor activities. The private yard adds valuable outdoor living space rarely found at this size. This home is ideal for individuals, couples, or small families seeking a well-maintained property with great indoor and outdoor living space. Contact us today to schedule a showing!
Listing is courtesy of: OSIPOV GROUP REAL ESTATE (941-284-4237)
Listing Agent: Bogdan Osipov (941-500-5885)
2231 WOOD ST, SARASOTA, FL 34237
$12,000275 Days on yellowkey MLS ID: A4663908
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2023Community: Poms Park 3Spa: YesSingle Family
Remarks: Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple indoor and outdoor dining spaces make entertaining effortless, while the comfortable living areas provide plenty of room to unwind. Outdoors, enjoy resort-style living on a double lot with a large fenced yard. Spend your days lounging by the sparkling pool and spa, grilling, rinsing off in the outdoor shower, or soaking up the Florida sunshine on the chaise lounge chairs. This home is ideally located—just steps to the Legacy Trail for biking and walking, only 1 mile from vibrant Main Street with its shops, cafes, and nightlife, and a short drive to Sarasota’s award-winning white sand beaches. Whether you’re looking for adventure, relaxation, or world-class dining, this home offers it all. Make your stay unforgettable in this modern luxury retreat designed for both relaxation and connection. *weekly rates available* Not Available Jan 13 2026- April 16 2026. Not Available April 25 2026- May 02 2026. Not Available May 10 2026- May 17 2026. Not Available July 11 2026- July 18 2026. Not Available February 13 2027- March 4 2027.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4852 FEATHERBED LN, SARASOTA, FL 34242
$7,000416 Days on yellowkey MLS ID: A4648921
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2439 Built: 1966Community: Harmony SubSingle Family
Remarks: SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and relaxation. Rear fencing of the carefully landscaped yard adds a privacy element to the enjoyment of these features. Moving from the yard to the indoors, the charm of this home only deepens. The impressive entryway ushers you into an atmosphere of stylish lighting, sunlight, neutral colors, open floor plan, and a fireplace in the living room. In the updated kitchen, which brims with stylish functionality, culinary endeavors are a pleasure! The kitchen connects seamlessly onto the living room, patio, and backyard. The scene is brightened by natural light. Culinary endeavors are powered by premium appliances. The ensuite primary bedroom, conveniently located on the main-floor, is well-designed and luxurious. In addition to the convenience of the private bathroom and you will find ample closet space to let your wardrobe breathe. Offering uniqueness, respite, ensuite convenience, ample closet space, and conveniently located on the ground floor, the remaining bedrooms are ready for someone to make them their own. Close to the natural beauty of Siesta Key Beach, you'll spend more time at destinations (or at home) than in transit. After your local excursions, you'll return to the familiar welcome of traditional design, in a popular neighborhood where the low-traffic streets are framed by greenery. Call Today! Available May through September.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
1707 PELICAN COVE RD #451, SARASOTA, FL 34231
$2,100370 Days on yellowkey MLS ID: A4655160
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 1979Community: Pelican Cove XivCondo
Remarks: **AVAILABLE 4/21/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** NOT AVAILABLE FOR JAN-MARCH 2027 SEASON** TROPICAL GETAWAY! Beautiful 2 bed/2 bath condo in the sought after resort community of Pelican Cove. You will feel right at home the moment you walk into this bright, spacious unit. It features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Relax on the lovely screened lanai or take a dip in the pool which is just steps from your back door! WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach, ranked #1 in the USA. Sorry no pets allowed. NO SMOKING ALLOWED. Two month minimum lease required. MAY - DECEMBER: $2,200/MO., $100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES IF 6 MONTH OR LESS LEASE. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Brigette Marcus (941-315-9500)
1677 BROOKHOUSE CIRCLE #BR223, SARASOTA, FL 34231
$1,9002368 Days on yellowkey MLS ID: A4454242
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1077 Built: 1980 Tax: $2,417 (2021)Community: Pelican CoveCondo
Taxes:$2,417
Tax Year: 2021
Remarks: AVAILABLE 5/1/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** **BOOKED FOR JAN-MARCH 2027 SEASON**CHARMING PELICAN COVE - Newly updated 2 bed/2 bath condo in the resort community of Pelican Cove. This 2nd floor unit features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Enjoy your morning coffee on the screened lanai which offers peaceful, tropical views. WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach. Sorry no pets allowed. NON-SMOKING UNIT. TWO MONTH MINIMUM REQUIRED.$100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.
1634 STICKNEY POINT RD #1634-2, SARASOTA, FL 34231
$2,50062 Days on yellowkey MLS ID: A4689550
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975Community: Castel Del MareSpa: NoCondo
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: AVAILABLE SUMMER 2026! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a clubhouse, a nature trail, Bay fishing, and easy access to fine and casual dining, a marina, and shopping—all just steps away! Inside, you’ll find 3 flat-screen TVs, a king bed in the master, and two sets of bunk beds in the guest room. Additional features include an in-unit washer/dryer and high-speed internet.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2212 VINSON AVE, SARASOTA, FL 34232
$2,10060 Days on yellowkey MLS ID: A4689727
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 888 Built: 1960Community: Sarasota SpgsSingle Family
Remarks: Recently Updated Sarasota Rental in Prime Location – 2212 Vinson Ave Welcome to this beautifully updated home located in the heart of Sarasota! Situated at 2212 Vinson Ave, this inviting property offers the perfect blend of modern upgrades, comfort, and convenient Florida living. Step inside to discover a bright and open layout featuring wall-to-wall plank tile flooring, giving the home a clean, modern look while being easy to maintain. The spacious living area flows seamlessly into the kitchen and dining space, making it ideal for both relaxing and entertaining. Enjoy a newly renovated bathroom with updated finishes, along with comfortable bedrooms offering generous closet space. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside to a private yard—perfect for enjoying the Florida sunshine, outdoor dining, or simply unwinding after a long day. Conveniently located just minutes from shopping, dining, and everyday essentials, this home also offers easy access to downtown Sarasota, local parks, and the world-famous Gulf Coast beaches. Highlights: Recently updated interior Wall-to-wall plank tile flooring Newly renovated bathroom Bright, open living spaces Private outdoor area Close to shopping, dining, and beaches Easy access to major roads and downtown Don’t miss this opportunity to live in a desirable Sarasota neighborhood—schedule your showing today!
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
50 CENTRAL AVE #15B, SARASOTA, FL 34236
$4,50060 Days on yellowkey MLS ID: A4689716
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1671 Built: 2005Community: Plaza At 05 Points ResidencesSpa: YesCondo
High School: Booker High
Middle School: Booker Middle
Remarks: SHORT TERM ONLY. The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. This condo can be rented from April 15 through December 31, 2026. Call NOW to lock in your next vacation. 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: Hamid Mohajir (941-557-8556)
4645 TOWER HILL LN #2521, SARASOTA, FL 34238
$1,95061 Days on yellowkey MLS ID: A4689459
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1998Community: Stoneybrook Arbor Greens 1Condo
Remarks: Stoneybrook Golf and Country Club, Available NOW! Spectacular 2/2 Plus Den. Split Plan ready for new family! Amazing preserve view from back terrace, very Private. Community features are too many to list. Includes 1 covered parking space and a storage shed. The Arbor Greens heated pool and tennis court is just around the corner from the unit. There is no elevator in this building. A social membership can be transferred and includes access to the main heated lap pool, fitness center, newly redecorated clubhouse offering fine or casual dining, and all club activities, such as mahjong, yoga, water aerobics, cards, trivia, and more. Stoneybrook is a gated community centrally located close to Siesta Key, Costco, many shops and restaurants, and borders the Legacy walking and biking trail. Country club living at its finest. Available long term with easy move in.
Listing is courtesy of: A STEP ABOVE R. E. & MGMT INC. (941-342-6410)
Listing Agent: Kimberly Kay (941-342-6410)
50 CENTRAL AVE #16A, SARASOTA, FL 34236
$4,500790 Days on yellowkey MLS ID: A4607109
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1595 Built: 2005Community: Plaza At 05 Points ResidencesSpa: NoCondo
Remarks: Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great Room. The 10-foot ceilings, coupled with floor-to-ceiling windows and nine-foot-high sliding glass doors, invite an abundance of natural light and offer stunning bay views. The space boasts porcelain floors, an 65” Samsung Frame TV, Apple HomeKit, electric blinds, and a large furnished corner terrace – perfect for entertaining or peaceful relaxation. The kitchen is efficient delight, equipped with granite countertops, a new galley-style sink, instant hot water, and pull-out cabinet drawers. Stainless steel appliances and an external-venting cooktop exhaust fan enhance your culinary experience. A granite breakfast bar elegantly separates the kitchen from the dining area, offering a cozy spot for casual meals. Retreat to the luxurious master bedroom, featuring wood floors, a large walk-in closet, and direct terrace access through 9-foot sliders, providing serene bay views. The master bath is adorned with travertine floors and a vanity desk, leading to the spacious walk-in closet. The second bedroom, offering maximum privacy, is adjacent to the second bathroom with a pocket door, effectively creating an en-suite setup. There is a queen size bed in this bedroom. This fully furnished unit ensures you feel right at home with all linens provided for the master bedroom, guest bedroom, and a queen-size living room couch, along with a fully equipped kitchen. Stand out with a dedicated laundry room, updated appliances, a tankless water heater, and additional storage. Enjoy the convenience of secured parking for one car. Security, water, and high-speed internet are included in this fabulous building in the heart of downtown Sarasota. The Plaza at 5 Points Residences redefines luxury with an array of concierge services and top-tier amenities on the 10th floor, including an overnight guest suite, a resort-style heated pool & spa, and an outdoor pavilion with a fireplace. The fitness center, clubroom with a bar, catering kitchen, and conference room elevate your living experience. Complimentary valet parking for guests and onsite dining at Element restaurant add to the allure. Seize this unique chance to reside in Sarasota’s heart, with Whole Foods, Starbucks, Selby Library, Florida Studio Theater, the historic Opera House, and over 25 restaurants within two blocks. The Sarasota Bayfront, Marina Jacks, St Armand's Circle, Lido Beach, and SRQ airport are all within easy reach. We offer flexible rental terms with a two-month minimum stay and special consideration for a 9-month rental. Don’t miss out on this unparalleled downtown living experience at the Plaza at 5 Points – where luxury meets location, fully prepared for your immediate comfort. NOW RENTED THRU DECEMBER 31, 2026. AVAILABLE April 15, 2027. Call TODAY for your time in paradise!
8809 HAVENRIDGE DR, SARASOTA, FL 34238
$4,500302 Days on yellowkey MLS ID: A4661792
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2794 Built: 1995Community: Huntington PointeSpa: NoSingle Family
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Well-Maintained Pool Home with Recent Upgrades in Huntington Pointe. Set on a large corner lot in the sought-after Palmer Ranch community, this 3-bedroom, 2.5-bath + den/office home offers over 2,700 sq. ft. of comfortable living. While the interior maintains its original charm, the home boasts many recent upgrades including all new kitchen appliances (2023) — induction cooktop, wall oven, dishwasher, refrigerator, disposal — plus new faucets, upgraded door hardware, freshly painted bedrooms and office, comfort-height toilets, and a new washer and dryer. The bright kitchen with central island and breakfast nook overlooks the sparkling saltwater pool and screened lanai. Outdoors, the entire exterior of the home — including the pool cage with new screening — has been freshly painted. Additional updates include a refinished garage floor, new pool pump (2024), rebuilt well system (2025), and refreshed landscaping. Enjoy multiple living spaces, a cozy fireplace, and a primary suite with double walk-in closets and a spa-like bath. Roof (2019) and hot water heater (2021) add peace of mind. Furnishings are negotiable. Minutes to Legacy Trail, Siesta Key Beach, shopping, dining, and more — this home is ready for your personal touch.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
1675 BLAKEMORE LN, SARASOTA, FL 34231
$3,65064 Days on yellowkey MLS ID: A4689240
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1524 Built: 1968Community: Acreage & UnrecSingle Family
Remarks: Looking for the absolute PERFECT beach vacation location?? Well, look no further, this one has it all!! Walk or bike to absolutely everything Siesta Key has to offer! Restaurants, shopping, public beach access, and incredible sunset views are all nearby! Take a stroll and enjoy the sights or hop on one of the bikes that have been provided by the owner and hit the white-sand beach! This is Florida living at its absolute finest!! All utilities (Electric, Water, Hi-Speed Internet, Cable, and Trash Service), pest control, and landscaping are included in the rent! So, enjoy your stay MAINTENANCE FREE!! This wonderfully renovated FULLY FURNISHED 3-bedroom, 2-bath single-family home has more than enough space to accommodate a large group. Enjoy dinner and wine on the rear patio or take a short stroll to some nearby hot spots! You are minutes away from one of the most highly rated beaches in the country, Siesta Key Beach! Walk or take one of the owner provided bikes to explore SIESTA KEY BEACH and all of the local beach-front attractions. The home is fully furnished and turnkey ready! It’s stocked with cookware, utensils, linens, and everything you need for a short stay or an annual lease! This home features: Paver driveway with Covered parking, fully fenced backyard, new roof, remodeled kitchen, stainless steel appliances, granite countertops, clothes washer & dryer, storage shed, and so much more. Known for its stunning white sandy beaches, warm climate, and vibrant arts and culture scene, live like you are on vacation! Clear turquoise waters and soft white sand, Sarasota is home to some of the most beautiful beaches in the world! Siesta Key Beach, Lido Beach, and Longboat Key Beach are all top-rated destinations for swimming, sunbathing, fishing, boating, and watersports. Beyond the beaches, Sarasota is home to a thriving arts and culture scene. The city is home to the Ringling Museum of Art, which boasts an impressive collection of European paintings, as well as the Sarasota Opera, the Sarasota Ballet, and the Asolo Repertory Theatre. The downtown area of Sarasota is home to numerous art galleries, studios, and theaters, making it a hub for creativity and innovation. Easy access to interstate 75, airports, shopping, restaurants, nightlife, and more!! Now is the time to make the move – come enjoy Florida lifestyle at its finest!! Off-Season Rates: (May 1 – December 31) = $3,650/month + tax In-Season Rates: (January 1 – April 30) = $6,000/month + tax 30-Day minimum rental required. Tenant pays a 1-time move-out cleaning fee of $350. Taxes (13%) are paid by Tenant on any lease 6 months or LESS in duration. CURRENT AVAILABILITY: 2026: SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER 2027: JANUARY, FEBRUARY, MARCH, APRIL, MAY, JUNE, JULY, AUGUST, SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
4032 CROCKERS LAKE BLVD #27, SARASOTA, FL 34238
$1,800136 Days on yellowkey MLS ID: A4679403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1989Community: Vintage GrandCondo
Middle School: Sarasota Middle
Remarks: Beautifully Furnished 2BR/2BA Annual Rental in Prime South Sarasota Location! This tastefully turnkey furnished condo offers comfort and convenience with all utilities included in the rent. Enjoy a fully equipped kitchen, in-unit washer and dryer, and a private balcony with extra storage. Second floor, no one above you, no elevator. Non smoking unit and pets are not allowed. The community features two sparkling pools, hot tubs, a fitness center, and a car wash station. Ideally located near award-winning beaches, top-rated schools, shopping, and dining. Just bring your suitcase. This one has it all!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Zita Bowers (941-465-5819)
2904 HOMASASSA RD, SARASOTA, FL 34239
$8,500222 Days on yellowkey MLS ID: A4669333
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1386 Built: 1964Community: South GateSingle Family
Elementary School: Brentwood Elementary
Remarks: #1-Rated Siesta Key Beach – AVAILABLE 1/10/26 Close to Sarasota Memorial & Downtown Cultural Scene***Discover the perfect blend of coastal living and city convenience! This beautifully updated Sarasota home is ideally located just minutes from Siesta Key’s world-famous beach, Sarasota Memorial Hospital, and the vibrant downtown arts district — offering easy access to dining, shopping, and entertainment.*** Property Highlights: Bright, open-concept living with abundant natural light* Modern kitchen with stainless appliances & granite countertops* Screened lanai for relaxing Florida evenings* Private fenced yard with tropical landscaping* Pet-friendly (with approval) ***Prime Sarasota Location: 10 minutes to Siesta Key – with #1 Beach in the USA* Close to Sarasota Memorial Hospital, Trader Joe’s, and Southside Village8 Easy access to Downtown Sarasota, St. Armands Circle, and cultural venues like the Van Wezel Performing Arts Hall. Come stay and you to0 will see, What's all the fuss about Sarasota!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
1778 23RD ST, SARASOTA, FL 34234
$1,95094 Days on yellowkey MLS ID: A4685435
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1972Community: NewtownSingle Family
Remarks: Recently renovated home located at 1778 23rd St, Sarasota, featuring a fully updated interior and a new roof. The home offers a bright and functional layout with new finishes throughout and the convenience of an indoor washer and dryer area. The property is move-in ready and located close to shopping, schools, parks, and local Sarasota amenities. Housing vouchers are welcome.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: James Hogan (631-599-0728)
4946 COMMONWEALTH DR, SARASOTA, FL 34242
$5,000349 Days on yellowkey MLS ID: A4657231
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2080 Built: 1972Community: Siesta BeachSingle Family
Remarks: Available as a monthly rental in May, August, September, October, November and December 2026 only! Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
5157 SANDY BEACH AVE, SARASOTA, FL 34242
$6,00065 Days on yellowkey MLS ID: A4689130
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2288 Built: 1992Community: Siesta BeachSpa: NoSingle Family
Remarks: Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee at LeLu Coffee Lounge. 4 bedrooms and 2.5 baths brings you back inside with a large open living room and kitchen with breakfast bar. The master suite on the main level with en-suite bathroom with access to the pool. Upstairs you have 3 additional bedrooms.
Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)
Listing Agent: Joe Meszaros (941-320-4287)
5800 WILLOW MARSH CT, SARASOTA, FL 34238
$4,00065 Days on yellowkey MLS ID: A4689128
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2110 Built: 2020Community: Hammock Preserve Ph 1A-4 1B &Spa: NoSingle Family
Remarks: Beautiful home in lovely gated community in Palmer Ranch. All amenities. Perfect location close to shopping, medical, the Legacy Trail, fabulous beaches, within minutes. Great Schools. Immediate availability.
Listing Agent: Lorraine Neal (941-350-0997)
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