Location: Sarasota
Do Not Show Listings
1127 S OSPREY AVE, SARASOTA, FL 34236
$6,90014 Days on yellowkey MLS ID: A4689734
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1955Community: Avondale RepSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Southside Elementary
High School: None
Tax Year:
Middle School: None
Remarks: Annual rental opportunity in Southside Village! This restored 1950's Hacienda home is a true gem, featuring Mexican tile throughout and custom brick archways. The layout includes four bedrooms and four bathrooms, with ensuite bathrooms in three of the rooms. The property offers an expansive brick patio which includes a pool, providing an ideal space for both privacy and entertaining. It is perfectly situated west of the trail, within close proximity to downtown Sarasota, Sarasota Memorial Hospital, and A+ rated schools. Siesta Key beach and various cultural attractions are also just a short distance away. Can be rented furnished or unfurnished. Pictures show unfurnished.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1701 SIESTA DR, SARASOTA, FL 34239
$2,8006 Days on yellowkey MLS ID: A4690810
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1168 Built: 1926Community: BayviewSingle Family
Elementary School: None
Remarks: WEST OF THE TRAIL, BUILT IN 1926! Historic home near the north bridge going to Siesta Key. Cozy and quaint historical home minutes from the Siesta Key and Hillview. Step back in time in this cozy and relaxing home. Wonderful library. Enclosed garden/courtyard. Garage not available. Non smoking. No long term rentals available.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2419 WELLS AVENUE, SARASOTA, FL 34232
$2,50036 Days on yellowkey MLS ID: S5146050
REDUCED by $400 (13.8%) on 04/21/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 1954Single Family
Remarks: Welcome to your new home! This charming 3 bedroom, 2 bathroom house in Sarasota, Florida is located just minutes away from downtown, beaches, parks, golf courses, shopping centers and schools. Master bedroom has huge walk in and also large wall cedar lined closets as well. All windows are updated! White vinyl fencing for part of the back yard for deck area. Oversized 2 Car Carport and large oversized lot! Available for Move-in Immediately, this house won’t last long!!! Come experience comfortable living in a convenient location!
Listing is courtesy of: THREE MOUNTAINS REALTY (407-674-0220)
Listing Agent: Tina Milanova (757-215-6022)
3558 74TH AVENUE CIR E, SARASOTA, FL 34243
$2,45080 Days on yellowkey MLS ID: A4680826
0 Days Off yellowkey (back on 4/21/2026)
REDUCED by $100 (3.9%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1544 Built: 2021Community: Grady PointeSingle Family
Remarks: Price reduced! Available now! Discover the perfect rental with this delightful three bedroom, two bath property. Designed with family living in mind, this home offers a harmonious balance of comfort and practicality. Each bedroom is spacious enough to accommodate personal tastes and furnishings, making every room unique. The living area is ideal for family gatherings or quiet evenings in. Enjoy your morning coffee with a beautiful view of the pond in your backyard. Situated in a quaint neighborhood, this rental is near schools, recreational facilities, and various shops. Just a short walk away, you'll find the Hagan's Pet Resort and animal Clinic, as well as a variety of great restaurants that cater to diverse tastes.This rental is perfect for biking enthusiasts and families, featuring direct access to scenic walking and biking trails as well as safe playgrounds for little ones. These unique amenities make it an outstanding choice for those seeking an active and enjoyable outdoor experience. In addition to the outdoor amenities, the property offers convenient access to local shops and restaurants, making it easy to enjoy both nature and city comforts. Whether you prefer a peaceful morning ride or an afternoon stroll, this rental provides a welcoming environment for relaxation and recreation. Families can unwind knowing that both adventure and convenience are just steps away. This home is not just a rental; it's a place where family memories are made and cherished.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Olga Machefert (585-746-4601)
5622 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$3,50048 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)
7803 33RD ST E, SARASOTA, FL 34243
$2,39939 Days on yellowkey MLS ID: A4686792
REDUCED by $100 (4.0%) on 04/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1463 Built: 2006Community: Palm LakesSingle Family
Remarks: Palm Lakes. NEW to the rental market is this beautiful single family home featuring 2 bedrooms, 2 bathrooms and a single car garage. This home has been remodeled to include new ceramic flooring, new wood flooring in the bedrooms, freshly painted about a year ago and all new kitchen appliances. Palm Lakes is a gated community and features a community pool, clubhouse, playground and sidewalks for your convenience. This community is centrally located off of Tallevast Rd East of US 301 and within minuets to plenty of shopping, fine dining and ease of access to Bradenton or Sarasota. Contact us for all the details you will not be disappointed.
Listing is courtesy of: PERLA'S PROPERTIES, LLC (941-242-9903)
Listing Agent: Perla Whitaker (941-812-7216)
3113 MCINTOSH RD, SARASOTA, FL 34232
$3,00048 Days on yellowkey MLS ID: A4685745
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1150 Built: 1957Community: Sarasota SpgsSingle Family
Remarks: **Completely Furnished Rental For Short Term Stays** Beautiful 3 bed home 4 miles from Siesta Key Bridge! Comfortably sleeps 8 guests. Two bedrooms with King sized beds and third bedroom with 1 queen bed. Pull out coach and roll away bed. 1 Full bath. Fully fenced in backyard perfect for a nice relaxing dip in the hot tub. Less than 5 miles, about a 10 minute drive to Sarasota Memorial Hospital! 15 minute Drive to The Legacy Trail!
638 S OWL DR, SARASOTA, FL 34236
$8,500152 Days on yellowkey MLS ID: A4673427
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2197 Built: 1968Community: Bird Key SubSpa: NoSingle Family
Remarks: Short term ONLY BACK ON THE MARKET Short term home on the water on BIRD KEY. This comfortable and cozy 4-bedroom, 3-bathroom pool home is situated directly on a canal with no bridges to the bay, able to accommodate a 26' boat. The open floor plan is flooded with natural light and features a living room that opens directly onto a huge covered lanai. Your lanai offers comfortable seating and dining, and right thru the door you'll find a paver pool deck surrounded by a beautiful garden with chaise lounges for enjoying the some fun in the sun. The kitchen has solid wooden cabinetry, custom tile back splash, breakfast bar and stainless steel appliances. The main bedroom has a king bed, easy access to the pool, large walking closet and en suite bathroom with dual vanities and water closet. Parking is one garage space available and a spacious circular driveway. This home's prime location offers easy access to Bird Key Park, St. Armand's Circle, Lido Beach and downtown Sarasota is just over the bridge for theater, museums, and the opera. Now rented June thru October 2026. Call today for a really memorable vacation in the Florida sunshine in a very special location-BIRD KEY!
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Hamid Mohajir (941-557-8556)
5633 SOFT SKIES DR, SARASOTA, FL 34238
$2,99550 Days on yellowkey MLS ID: A4685381
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2022Community: Promenade Estates Ph IiSingle Family
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Single family, 4 bedroom, 2 bathroom, 2 car garage, one story home in Sarasota's Promenade Estates community is now available. All concrete brick construction home with an open concept design and a well-equipped kitchen, and a spacious living area offers plenty of space for you and your family to enjoy. The appliances' package includes refrigerator, build-in dishwasher, microwave oven, electric range, washer and dryer. The kitchen features granite countertops and a large island. The 4 bedrooms and 2 bathrooms are designed with residents' comfort in mind. The total area is 1828 sq. ft. It has two car garage and additional parking in the driveway. Community pool is available for residents' enjoyment. Terrific location close to the beautiful beaches you can enjoy in Sarasota County; close to Road 681 and I-75. This location will serve you exceptionally well whenever you want to enjoy one of the most beautiful beaches or need to quickly get anywhere you wish in Sarasota. Available unfurnished for an annual rental.
Listing is courtesy of: EXPERTIA REALTY (630-362-7655)
Listing Agent: Wojciech Suchanek (630-362-7655)
1686 CHAPLINE LN, SARASOTA, FL 34231
$3,250157 Days on yellowkey MLS ID: A4672328
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1963Single Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Available June 1, 2026 If stay extends to 6 months 3250.00 annually 3150.00 Discover comfort, convenience, and coastal charm in this fully furnished 3-bedroom, 2-bath home located West of the Trail in the highly desirable and non-deed-restricted community of Bayview Acres. Inside, you’ll appreciate the beautifully renovated kitchen, split floorplan, and thoughtful upgrades throughout. Each bedroom is equipped with a ceiling fan for added comfort, and the impact-rated sliding door opens to a serene screened lanai—an ideal spot to unwind after a day at the beach. The fully fenced, spacious yard offers plenty of room to enjoy the outdoors, along with extra space to store bikes, beach gear, or anything else you bring along. Situated within the tranquil bird sanctuary of Bayview Acres, the home provides a peaceful, nature-filled setting perfect for relaxation. This home is designed to make your stay effortless, with all the details that turn a good Siesta Key/Sarasota getaway into a truly memorable experience. Prime Location: Walk or bike to the beach, shopping, and dining—everything is just minutes away. Available for Weekly and Monthly Stays. Take a look—you won’t be disappointed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1230 35TH ST, SARASOTA, FL 34234
$1,90055 Days on yellowkey MLS ID: A4684626
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 855 Built: 1960Community: North Riverside ParkSingle Family
Remarks: Completely remodeled retro-chic masterpiece ready for move-in now. Brand new floors, cabinets, HVAC, refrigerator, gas oven, gas tankless water heater. You have to see it to believe it. Private off-street parking and plenty of outdoor living space: large screened front porch with additional extended uncovered decking, fully-fenced backyard retreat perfect for entertaining or a dog. Perfectly-located .2 miles from the Ringling Campus and directly across the street from beautiful Firehouse Park. Convenient to downtown shopping and driving and just a short ride to Sarasota's selection of world-class beaches. $300 Flat Fee covers all utilities: Electric, Water, Gas, INTERNET, Trash, Sewer, Lawn Care, Pest Control.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Ben Wilson (941-350-2128)
1055 WATERLINE CT, SARASOTA, FL 34240
$4,60024 Days on yellowkey MLS ID: A4688404
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1977 Built: 2024Community: Lakehouse Cove/Waterside Ph 5Spa: YesSingle Family
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Now available for rent in Lakehouse Cove at Waterside this beautifully maintained, less-than-two-year-old home offers 4 bedrooms, 2 baths, and a private pool in one of Lakewood Ranch’s most sought-after communities. Offered at $4,600 per month, the lease includes pool maintenance and yard maintenance for easy, carefree living. Inside, you’ll find tile floors throughout, built-in closet systems, and a fireplace in the great room that adds warmth and style to the open living space. Lakehouse Cove residents enjoy exceptional amenities on a 7-acre campus, including a resort-style pool, state-of-the-art fitness center, waterfront clubhouse, boathouse with kayak storage, 2 dog parks, 6 pickleball courts, and acres of walking trails. Ideally located just a short stroll or golf cart ride to Waterside Place, where you’ll enjoy a lively dining and social scene with the Sunday Farmers Market, weekly Ranch Nite with live music and food trucks, and so much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3958 EASTON TER, SARASOTA, FL 34238
$2,95052 Days on yellowkey MLS ID: N6143262
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 1984Community: Gulf Gate EastSingle Family
Remarks: NOW ON MARKET! OFFERED UNFURNISHED. Lovely home centrally located in GULF GATE EAST subdivision, minutes from Siesta Key Beaches and just a few miles to I-75 ramp on Clark Rd. Home is situated on a cul-de-sac and in an excellent school district. A comfortable setting features a large pool, a fireplace in the family room, a wet bar, and custom built larger than average walk-in closet in the master bedroom. All four bedrooms have recently upgraded flooring and the bathrooms and kitchen have been renovated. A fenced yard provides a save environment for family and pet. It's a perfect time to settle in before the next school year if it applies to your family. Enjoy the summer at home and Sarasota attractions such as St. Armands Circle, Ringling Museum, Selby Gardens and more. Note: Sarasota Beaches are unequalled!
Listing is courtesy of: PARADISE REALTY OF VENICE INC (941-488-1111)
Listing Agent: Hans Kirsten (941-350-0441)
9312 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$4,85098 Days on yellowkey MLS ID: A4678680
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2664 Built: 2023Community: Skye Ranch Nbrhd 2Single Family
Remarks: Fully furnished and move-in ready, this beautifully maintained residence offers a seamless blend of comfort and resort-style living with lots of upgrades. The open-concept floor plan features a well-appointed kitchen, spacious living and dining areas, and thoughtfully designed bedrooms, making it ideal for full-time living, seasonal enjoyment, or investment use. Enjoy access to an impressive array of community amenities, including a resort-style pool, clubhouse, fitness center, sports courts, and scenic walking trails. Conveniently located near shopping, dining, entertainment, and major roadways, this home delivers low-maintenance living with exceptional lifestyle benefits.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Azzarello (941-266-6084)
2929 MAYFLOWER ST, SARASOTA, FL 34231
$6,2002025 Days on yellowkey MLS ID: A4480615
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1694 Built: 1970 Tax: $3,821 (2021)Community: Colonial TerraceSingle Family
Taxes:$3,821
Tax Year: 2021
Remarks: Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby. Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor plan, with the master retreat on one side and two guest bedrooms on the other, offering privacy and comfort. For those who appreciate music, a baby grand piano awaits in the family room. Please note that the swimming pool is unheated, and one garage space is available, as the owner uses the other for personal storage. The property includes a fully fenced backyard, and one non-shedding pet is welcome with owner approval, with a nonrefundable $300 pet fee. This home is occupied in the summer and fall months.
8319 NICE WAY, SARASOTA, FL 34238
$3,80037 Days on yellowkey MLS ID: A4687046
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2016 Built: 1998Community: Turtle Rock Prcl GSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Available for lease in the gated Somerset enclave of Turtle Rock, this inviting home offers over 2,000 square feet of comfortable living space 3Bedroom - 2 Bath - 2 Car Garage with a layout designed for both relaxation and functionality. The home features three bedrooms and two bathrooms, with durable tile flooring throughout and a bright, open living area that feels welcoming from the moment you walk in. The kitchen has been thoughtfully updated with granite countertops and high-end appliances, and it connects seamlessly to the main living space—making it easy to cook, dine, and entertain. The primary suite offers additional flexibility with an extended sitting area that works well as a home office, reading space, or quiet retreat. Out back, you’ll find a spacious screened lanai with a heated pool and water feature, creating a peaceful outdoor setting to enjoy year-round. Recent improvements throughout the home add convenience and peace of mind, and the garage includes extra storage space with built-in shelving. Residents of Turtle Rock enjoy access to a variety of amenities, including tennis courts, a community pool, pickleball, basketball, and a clubhouse. The community is surrounded by scenic nature preserves and walking trails, with direct access to the Legacy Trail. Plus, you’re just minutes from Siesta Key Beach, as well as shopping and dining options. This home is available for June 2026 move-in. Tenant will have to pay a $75.00 Broker fee. NO TRUCKS ALLOWED
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Elsie Salazar (941-284-7645)
6420 CANARY ST, SARASOTA, FL 34241
$1,7507 Days on yellowkey MLS ID: A4690705
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2026 Built: 1956Community: Lakewood Tr ASingle Family
Remarks: Beautiful brand-new property, move-in ready, featuring modern finishes and a comfortable, well-designed layout. Bright living spaces and contemporary details provide both style and functionality. The owner is offering the home semi-furnished for added convenience. Rent includes water, electricity, and internet, offering great value and ease. To move in, the owner requests first month, last month, and a $1,000 security deposit; however, all terms are negotiable and can be arranged in installments depending on the tenant’s situation. Income verification and good credit are required. Ideal as a primary residence. Great opportunity—don’t miss it!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Gissel Mujica (832-270-2820)
4140 AUGUSTINE AVE, SARASOTA, FL 34231
$3,40045 Days on yellowkey MLS ID: A4686087
REDUCED by $350 (9.3%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1998Community: Floral Park HomesteadsSingle Family
Elementary School: Wilkinson Elementary
Remarks: Annual rental available furnished or unfurnished. This beautifully updated 4-bedroom, 2-bath home features high-end finishes throughout and offers both comfort and style. The open living space showcases high ceilings, solid core doors, and leathered quartz countertops, along with a large eat-in island and stainless steel appliances, perfect for entertaining or everyday living. The flexible fourth bedroom is currently set up as a home office, ideal for remote work. Additional features include an indoor laundry room with high-end appliances, electric shades throughout, and a smart home Ecobee system that allows you to control the thermostat directly from your phone. Outside, enjoy a spacious concrete patio, new fencing, a large storage shed, and plenty of parking. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the area’s world-famous beaches, this home offers easy access to everything Sarasota has to offer.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
3519 74TH AVENUE CIR E, SARASOTA, FL 34243
$3,70056 Days on yellowkey MLS ID: A4684546
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 2022Community: Grady PointeSingle Family
Remarks: A spectacular and spacious 4 Bedrooms, 3 full bathroom home in the sought after community of Grady Pointe. The extended home design is accommodating for families and guests while offering extra space and flexibility. The open floorplan features soaring 9 foot ceilings to create a bright and airy atmosphere throughout. Cooking enthusiasts will love the Chef's kitchen featuring quartz countertops and upgraded appliances. The premium vinyl flooring in the primary living areas are stylish and durable, enhancing the home’s elegance and practicality for families. The large 2 car garage offers plenty of space for your vehicles and extra storage, too. Outside you will find a screened-in Lanai allowing you to enjoy outdoor living with comfort and protection from insects. Stunning sunsets can be seen over the lake in your private landscaped backyard. The well-maintained space is fenced for privacy and perfect for pets. Grady Pointe is a new community with modern and thoughtful amenities such as a new park, walking trails, pickleball courts and a dog park. This quiet and friendly neighborhood offers a welcoming and serene environment. Ideally located near I75, UTC Mall and the Sarasota/Bradenton International Airport, The home features sturdy block construction, and it was built to withstand major storms. Hurricane shutters are included, and the property suffered no damage in the recent hurricanes. This home is perfect for buyers looking for a modern, move-in-ready house with both functional features and lifestyle perks. Schedule your private showing today!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
3799 COUNTRYSIDE RD, SARASOTA, FL 34233
$3,7508 Days on yellowkey MLS ID: A4689711
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1982Community: Country PlaceSpa: NoSingle Family
Remarks: Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 18x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood. Whether you're looking for a quiet haven or vibrant family space near top beaches and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C 2025, New Pool Pump and light 2024, Pool cage and pool refinished in 2026, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low. A dog friendly (leashed) neighborhood - Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible. Please Note, Swimming Pool will be refinished by 5/30/26
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
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