Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3001 BEE RIDGE RD #113, SARASOTA, FL 34239
$1,200Listed 06/01/2026 1:33PM MLS ID: A4695530
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss out on this 1BR, 1BA first floor unit, located on Bee Ridge Rd! This unit features ceramic tile flooring, ceiling fans for additional air flow, and neutral paint. The kitchen has hardwood cabinets and stainless-steel appliances that include a refrigerator, microwave, and range. The open concept living and dining area leads out to a paved patio space out back. The cozy bedroom includes a large closet and is located across from the bathroom for added convenience, completing the interior of this unit. Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control 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)
3001 BEE RIDGE RD #112, SARASOTA, FL 34239
$1,550Listed 06/01/2026 1:05PM MLS ID: A4695525
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1964Community: South GateSpa: NoCondo
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Check out this 2BR, 1BA unit located at ridge Gardens! This first floor apartment could be the perfect space for you, with neutral paint, and modern wood plank laminate flooring throughout. The kitchen features stainless steel appliances, including a refrigerator, microwave, and range, and plenty of cabinet space for all your storage needs. The open concept living and dining room provides plenty of space to host family and friends, with sliding door access to the back patio, perfect for relaxing and enjoying Florida's amazing weather! Both bedrooms include roomy closets and ceiling fans for additional air flow, while the bathroom across the hall completes the remainder of this unit. Trash and pest control included for your convenience. Laundry unit on site for convenience. Pets are considered, but there are no dangerous breeds. Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control Utilities: Water charges- $80 single and $100 double occupancy. Electric is tenant responsible. THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.
3350 S OSPREY AVE #209A, SARASOTA, FL 34239
$1,90036 Days on yellowkey MLS ID: A4691461
REDUCED by $50 (2.6%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969Community: Bermuda On OspreySpa: NoCondo
Elementary School: Southside Elementary
Remarks: Beautiful 2-bedroom, 2-bath condo located just minutes from Siesta Key Beach (Shell Rd access approx. 5 minutes) and Siesta Key Village (approx. 8 minutes), nestled in the well-established Oasis at Osprey community. Situated on the second floor with convenient elevator access, this inviting residence offers the perfect blend of comfort and location for your Sarasota stay. The condo features a well-appointed kitchen, spacious living and dining areas, two comfortable bedrooms, and two full bathrooms, along with a screened balcony ideal for relaxing and enjoying the Florida lifestyle. Community amenities include a pool, small fitness room, coin laundry, and one assigned parking space, with additional guest parking available (subject to availability). Ideally located just two blocks from The Crossings at Siesta Key, you’ll be surrounded by shopping, dining, and everyday conveniences. With close proximity to Siesta Key Beach, Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Hillview area, and easy access to I-75, this West of the Trail location truly offers it all. Enjoy the best of Sarasota living—beaches, dining, and vibrant city life—all just minutes from your door.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alberto Garcia (941-730-5205)
SARASOTA, FL 34237
$3,70010 Days on yellowkey MLS ID: A4693885
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1267 Built: 1955Community: Glen RidgeSpa: NoSingle Family
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Relax in your private backyard oasis at this stunning turnkey furnished Sarasota pool home, perfectly designed for short- to mid-term stays with most utilities included. Ideal for anyone relocating to Sarasota, working remotely, or simply looking to enjoy the Florida lifestyle, this beautifully decorated beach-themed home offers flexible rental options from 1 to 7 months, including month-to-month availability. Conveniently located right next to the Legacy Trail, the home is only 7 minutes from vibrant Downtown Sarasota and just 15–20 minutes from some of the area’s most beautiful beaches, including world-famous Siesta Key Beach. Featuring 3 spacious bedrooms plus a separate office area, this inviting home combines comfort and convenience with coastal charm. Step outside to enjoy the private fenced backyard with a sparkling pool, perfect for relaxing after a day at the beach, biking the trail, or exploring downtown Sarasota. Experience the best of Sarasota living where every day feels like a vacation filled with sunshine, coastal charm, and endless opportunities to relax, explore, and unwind.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Michele Tanner (941-894-5603)
3700 S OSPREY AVE #221, SARASOTA, FL 34239
$1,69554 Days on yellowkey MLS ID: A4689484
REDUCED by $50 (2.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1979Community: Plaza GardensCondo
Remarks: Ideally situated close to downtown Sarasota and Sarasota Memorial Hospital. This non-street facing second-floor end unit, providing extra privacy has 2 bedrooms and 2 baths, private screened lanai and assigned parking. The building is equipped with a convenient elevator for easy access to your unit. Publix grocery store is just across the street and Siesta Key beach is over the bridge 5 minutes away. Don't miss this opportunity to live in a prime Sarasota location!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
7484 RIPETTA ST, SARASOTA, FL 34240
$7,500Listed 06/01/2026 12:00PM MLS ID: N6144529
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4017 Built: 2018Community: Vilano Ph 1Spa: YesSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Available July 9, 2026, for 6 month or annual rental at $7500 a month. First, last and security deposit required ($22,500 total). Credit and background check. Pets negotiable. Partially furnished. Experience luxury and modern comfort in this stunning 4-bedroom, 4.5-bath, two-story home on a private one-acre lot. Nestled in a serene setting yet close to Sarasota’s attractions, this home blends elegance with functionality. The open floor plan features a formal dining area, spacious living room, and a chef’s kitchen with high-end appliances, custom cabinets, a large island and a walk-in pantry. The first-floor owner’s suite offers a spa-like en-suite bath, his-and-hers walk-in closets, and backyard access. A separate office with French doors overlooks the pool and yard. Upstairs, three bedrooms each have full bath access, plus a versatile bonus room with its own bathroom. Outside, a screened lanai with a heated saltwater pool and spa creates the perfect retreat, surrounded by lush landscaping for privacy. A separate laundry room and a 3-car garage with storage complete this exceptional home.
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
4027 CONDOR LN, SARASOTA, FL 34232
$2,400Listed 06/01/2026 10:06AM MLS ID: R4911350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1959Community: Sarasota SpgsSpa: NoSingle Family
Elementary School: Brentwood Elementary
Remarks: Fully remodeled 3 bedroom 2 bath home with an attached carport. Kitchen with granite counters, stainless steel appliances and white shaker cabinets with slow close doors and drawers. New windows, hardware, fans and appliances. Both bathrooms provide granite counter tops with white subway tile finishes. Inside laundry with washer and dryer. Large backyard. Not fenced. Property close to extension of Legacy Trail. Good credit (650+) and background required. Income must be at least 3x the rent. First, last and security is required. Application fee is $75 per adult occupant. NO SMOKING OR VAPING ALLOWED. NO PETS ALLOWED. AVAILABLE FOR MOVE IN 8/1/26. PLEASE RESPOND TO AD AND WE WILL REPLY WITH REQUIREMENTS, VIDEO AND OUR RENTAL PROCESS. PLEASE DRIVE BY PROPERTY FIRST BEFORE REQUESTING SHOWING.
Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)
Listing Agent: Terri Lindsay (941-404-8878)
3001 BEE RIDGE RD #117, SARASOTA, FL 34239
$1,2004 Days on yellowkey MLS ID: A4695322
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss this first-floor 1BR, 1BA apartment offering a comfortable and convenient layout! The open-concept living and dining area, complete with wood plank laminate flooring, creates an inviting space for your invited friends and family. The kitchen comes equipped with a refrigerator and range, and plenty of counter and cabinet space for all your meal prepping needs. Completing the apartment is a roomy bedroom with carpet flooring, a bathroom, and outdoor access to a paved patio space. Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control 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.
3001 BEE RIDGE RD #121, SARASOTA, FL 34239
$1,2006 Days on yellowkey MLS ID: A4694957
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoApartment
Remarks: Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. This first floor 1BR, 1BA apartment is ready for you to call home! The kitchen features ample storage space, granite counter tops, and stainless-steel appliances including a refrigerator, range, and microwave. The open concept floorplan is the perfect place to host guests, featuring a sliding glass door off the living area that opens out onto your paved patio space! The bedroom is complete with a ceiling fan, and a large closet for extra storage, and includes plenty of space to make this room uniquely yours! A roomy bathroom down the hall completes the remainder of this unit. Centrally located off Bee Ridge, just minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, 35lbs max. $250 Non-refundable pet fee Included: Trash service, lawn care, and pest control 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.
3001 BEE RIDGE RD #202, SARASOTA, FL 34239
$1,20019 Days on yellowkey MLS ID: A4693656
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateApartment
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. Don't miss the opportunity to rent this 1BR, 1BA condo unit, located right on Bee Ridge Road in Sarasota. Details to this unit include carpet and wood flooring throughout, ceiling fans in every room for added comfort, and a quaint outdoor space. The ideal kitchen features plenty of storage and counter space for meal prepping, with appliances including a refrigerator, range, and microwave. Completing this apartment is a roomy bedroom with a mirrored closet, and a bathroom with a shower and tub combo. *Virtually staged photos shown.* Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, up to 35 lbs. $250 Non-refundable pet fee. Included: Trash service, lawn care, and pest control 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.
3001 BEE RIDGE RD #219, SARASOTA, FL 34239
$1,200141 Days on yellowkey MLS ID: A4677956
REDUCED by $200 (14.3%) on 04/14/2026
Remarks: One or more photo(s) has been virtually staged. Move-in Specials: Only $700 Security Deposit! Apply before June 15th and get half off on your Application Fee. This second-floor apartment features an open-concept layout. With 1BR and 1BA, it offers a comfortable and efficient living space. The kitchen is perfectly sized and comes equipped with a refrigerator and range. Neutral paint tones and tile flooring throughout create a clean, versatile backdrop that's easy to personalize. The bedroom sits conveniently across from the bathroom and includes a large closet for convenience. Enjoy additional storage space with a utility closet located in the hallway for extra storage. Picture yourself sitting out on your private balcony, enjoying the nice warm breeze after a long day and catching a glimpse of those infamous Florida sunsets. *Virtually Staged photos included.* Centrally located off Bee Ridge, you will be minutes away from shopping, restaurants, and entertainment, and just a short drive to one of the best beaches in the country! Ridge Garden offers residents assigned parking, a sparkling community pool, on-site laundry, a sun deck, community grills, and a dog park. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Pets: Pet(s) considered, 35lbs max. $250 non-refundable pet fee. Included: Trash service, lawn care, and pest control 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.
1350 MAIN ST #1407, SARASOTA, FL 34236
$5,250Listed 06/01/2026 10:34AM MLS ID: A4694993
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1165 Built: 2007Community: 1350 Main ResidentialSpa: NoCondo
Remarks: Stunning High-Rise Condominium in the Heart of Sarasota – Your Urban Oasis Awaits! Welcome to your dream condo at 1350 Main Street, located in the vibrant downtown Sarasota. This exquisite 2-bedroom, 2-bathroom residence offers a perfect blend of luxury, convenience, and modern living - ideal for professionals, retirees, or anyone looking to experience the best of Florida living. Step into this beautifully designed, sleek interior and modern amenties high-rise condo and be captivated by the open-concept layout that maximizes space and light. Enjoy the elegance of the kitchen, which is equipped with top-of-the-line built-in LG and Bosch appliances. The primary bedroom boasts a spacious walk-in closet and easy access to a well-appointed bathroom, ensuring privacy and comfort. A second bedroom, offers flexibility for guests, office space, or family. Both bathrooms are beautifully designed, featuring modern fixtures and finishes. Step out onto your private balcony to soak in the vibrant atmosphere of downtown Sarasota. Living at 1350 Main Residential means embracing a lifestyle filled with amenities, 24-hour security, fitness center, cable TV, internet, maintenance of grounds, and so much more. Enjoy the convenience of being just a stone's throw away from the marina, public transit, and beautiful sidewalks perfect for morning strolls or evening runs. You’ll love being in the heart of a vibrant community while having easy access to nearby restaurants, shopping, and cultural attractions. Call today and experience firsthand the luxurious lifestyle that awaits you at 1350 Main - where modern comfort meets urban sophistication!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
2832 BAY ST, SARASOTA, FL 34237
$2,15051 Days on yellowkey MLS ID: A4689721
REDUCED by $200 (8.5%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1958Community: Greenbriar Homes 2Nd AddSingle Family
Remarks: Turnkey Furnished Short-Term Rental Available 5/1/26 - 1/31/27 Only. Recently renovated Mid-Century Modern 3 bedrooms, 2 baths, 1 car garage home just minutes from Downtown Sarasota. Open concept living and dining rooms with cathedral ceilings and wood beams. The Interior and Exterior of the home have been freshly painted. The home has restored Terrazzo flooring throughout. The fully equipped kitchen has new appliances, a pantry, plenty of cabinets for storage, an eat-in countertop that looks out to the living room. The master bedroom has an updated en-suite bathroom with a walk-in shower, the other 2 bedrooms share an updated bathroom with a shower and bathtub. The backyard is fenced and features an amazing paver entertainment area. Walking distance to the YMCA and famous Yoder's Amish Village. Minutes away from world-famous Siesta Key Beach, Lido Beach, St Armand's Circle, museums, and so much more.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
5377 CRESTLAKE BLVD #69, SARASOTA, FL 34233
$2,995783 Days on yellowkey MLS ID: A4604575
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1984Community: Crestwood VillasVilla
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Available for the 2027 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely available!
Listing Agent: Robin De Busk (941-922-4959)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59529 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
1891 PROSPECT ST, SARASOTA, FL 34239
$2,800127 Days on yellowkey MLS ID: A4679960
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950Community: Floyd & Cameron SubSingle Family
Remarks: Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home Fully furnished. This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An enclosed sunroom provides the perfect flexible space—think home office, dining room, reading nook, or art studio. Step outside to the deck, where you can sip your morning coffee under the shade of mature trees and beautiful canopied oaks. The carport offers a small storage area for your outdoor essentials, and the home is pet-friendly too! Situated in an unbeatable location, you’re minutes from Sarasota Memorial Hospital, Southside Village’s vibrant dining and shopping scene, and the cultural offerings of Downtown Sarasota and Sarasota Bay. Plus, explore Florida’s famous coastline with quick access to Siesta Key Beach, Lido Beach, and St. Armands Circle. Lawn care is included in rent—don’t miss this opportunity. Call today to schedule your showing and make this home yours! Note: This pet-friendly home is move-in ready—don’t wait, it won’t last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
1828 GROVE ST, SARASOTA, FL 34239
$4,50011 Days on yellowkey MLS ID: A4694432
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1925Community: South Poinsettia ParkSingle Family
Remarks: Great West of Trail home that has been updated with modern conveniences while retaining the original charm of the classic Florida bungalow. The primary suite addition has a huge walk-in closet and large spa like bath with double sinks and walk in stepless oversized shower. The split bedroom plan has the second bedroom and bath off the living room. The updated kitchen is open to the living area and includes granite countertops, a generous sized countertop with seating area, a gas range plus a door to the side yard if you want to barbecue. An additional room that can be used as an office and an interior laundry room provide added conveniences. At the end of the brick paved driveway is a large separate 2 car garage and an additional brick paved area. Southside Village is nearby with popular shops and restaurants to enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495155 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00
Listing Agent: Heidi Thompson (941-807-2241)
4230 SHADY OAKS CT, SARASOTA, FL 34233
$3,15083 Days on yellowkey MLS ID: A4685832
REDUCED by $350 (10.0%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1276 Built: 1981Community: Quail Tr EstatesSingle Family
Remarks: Beautifully renovated - with new roof and hurricane protection windows and doors *** 3 bedrooms = 2 bathrooms home with POOL - and absolutely breathtaking fully fenced back yard overlooking lake ** Great family neighborhood - for the young - or for the young at heart. *** This wonderful home is located in a secluded and private enclave of just few homes *** Centrally located - close to everything - shopping, banks - restaurants - Doctor's and Memorial hospital - and Siesta Key beach - the number one beach in USA - - also just few extra minutes to St. Armand's circle and Lido Beach. *** The new occupant will appreciate the quality of this home and the serene setting - watching the most amazing sunsets from your pool deck overlooking the lake ***
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Maria Balaz (941-780-5723)
1738 SIESTA DR, SARASOTA, FL 34239
$6,50029 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
Remarks: Available June 1st, this newer (2013) “West of Trail” pool home offers an ideal opportunity to get settled ahead of the upcoming school year in the highly regarded Southside Elementary district, just a short bike ride away. Offered at $6,500/month with an annual lease preferred (6-month considered), the home provides flexibility with furnishings — available furnished or unfurnished. Elevated 22 feet above sea level in an X flood zone, it delivers both peace of mind and easy coastal living with a thoughtful layout featuring 4 bedrooms along with a versatile downstairs bonus space ideal for a media room, playroom, or additional lounge area. All bedrooms located on the 2nd level with bonus room, great room and kitchen on the main. Southern exposure fills the coastal-casual great room and updated kitchen with natural light, overlooking a private saltwater pool and lush tropical setting. Pocketing sliders create seamless indoor-outdoor living, perfect for relaxing or entertaining beneath the flowering plumeria. Designed for low-maintenance living, the property includes artificial turf, mature landscaping, and multiple outdoor gathering areas, with pool care, lawn care, and internet included in the rent. A two-car garage features a Tesla Level 2 EV charger and space for bikes and beach gear. Located in the historic Granada neighborhood with easy access to Southside Village dining, including Shakespeare’s Craft Beer & Gastro Pub, and just 10 minutes to both Siesta Key and Downtown Sarasota. Pets considered on a case-by-case basis with owner approval and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
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