Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2772 WOODGATE LN #28, SARASOTA, FL 34231
$1,90020 Days on yellowkey MLS ID: A4695919
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979Community: Pinewood Village IVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year:
Middle School: Brookside Middle
Remarks: Enjoy this well-equipped comfortable villa for long or short term. Centrally located close to Siesta Key, Gulf Gate, Downtown, with all Sarasota has. Escape the cold and enjoy the community pool or America's #1 Beach right here in Sarasota. Settle into this newly remodeled furnished villa for a long or short-term stay, it features two queen size beds, a washer/dryer, three smart TVs, HD cable with Wi-Fi, Cibor TV box for international channels, and every appliance, fixture, and houseware is all new! Coffee or cocktails at the extended kitchen granite counter or take them outside to the private screened lanai. The master bath has a walk-in shower, and the second bath has a tub. April is considered a seasonal month at a reduced rate of $3000. For a long-term lease or off season, electricity and Wi-Fi is not included. Call for availability.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50043 Days on yellowkey MLS ID: A4693123
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
High School: Sarasota High
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
3001 BEE RIDGE RD #121, SARASOTA, FL 34239
$1,20027 Days on yellowkey MLS ID: A4694957
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 Built: 1964Community: South GateSpa: NoApartment
Elementary School: Wilkinson Elementary
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.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Mj Loparco (941-216-0022)
3001 BEE RIDGE RD #113, SARASOTA, FL 34239
$1,20022 Days on yellowkey MLS ID: A4695530
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 560 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. 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.
3001 BEE RIDGE RD #112, SARASOTA, FL 34239
$1,55022 Days on yellowkey 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.
3001 BEE RIDGE RD #219, SARASOTA, FL 34239
$1,200162 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.
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59550 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
Elementary School: Southside Elementary
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.
Listing Agent: Robin De Busk (941-922-4959)
5869 TIDEWOOD AVE #7, SARASOTA, FL 34231
$2,50046 Days on yellowkey MLS ID: A4693002
0 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973Community: Baywood ColonySpa: NoVilla
Remarks: This two-bedroom, two-bathroom residence boasts 1,155 square feet of thoughtfully designed living space, featuring top-quality finishes throughout is now available for lease. Enjoy the open floor plan for entertaining, spacious owner's suite that features a walk-in closet with a private updated bathroom with walk in shower. Right outside the additional bedroom, you'll find an additional fully updated bathroom with a second walk-in shower. The heart of this home showcases a versatile Florida room that seamlessly connects with the main living area, allowing you to curate your ideal indoor-outdoor experience. Enjoy the custom window treatments. Open the windows to welcome gentle bay breezes or close the sliders for a climate-controlled retreat. Recent upgrades include NEW Appliances, Impact-resistant Windows, 2017 ROOF, and comprehensive Replumbing completed in 2018. In 2022, the AC Unit was replaced. Baywood Colony delivers an array of resort-style amenities that cater to an active lifestyle and breathtaking views of Little Sarasota Bay. Residents enjoy access to a heated swimming pool, rejuvenating sauna and engaging billiards room. The community clubhouse serves as a hub for social gatherings and events, fostering a welcoming atmosphere among neighbors. This pet-friendly community's prime location puts you minutes from Siesta Key's renowned beaches and the historic Phillippi Estate Park. Enjoy spectacular sunset views from your own neighborhood while being conveniently situated near exceptional dining establishments and shopping destinations. Experience the perfect blend of coastal living and modern convenience in this thoughtfully appointed waterfront residence. The combination of premium features, community amenities, and an unbeatable location creates an exceptional opportunity for your next chapter in paradise.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
1738 SIESTA DR, SARASOTA, FL 34239
$6,50050 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)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00028 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,000115 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
5601 BENTGRASS DR #102, SARASOTA, FL 34235
$2,65026 Days on yellowkey MLS ID: A4695086
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Community: Las Palmas Of SarasotaSpa: YesTownhouse
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Gated Las Palmas townhome near UTC with 3 bedrooms, 2 baths, and an attached 1-car garage. Offered turnkey, furnished with a flexible lease option. Split floor plan with a primary suite featuring an en-suite bath and a large walk-in closet. Includes in-unit washer and dryer and a screened balcony lanai. Cable, trash, and pest control are included. Community amenities include two pools, fitness centers, tennis courts, playground, and outdoor grills. Convenient to Benderson Park, UTC shopping and dining, I-75, SRQ Airport, and Sarasota beaches.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Tayna Vy Lilly (941-955-2224)
2216 WEBBER ST #C, SARASOTA, FL 34239
$1,55059 Days on yellowkey MLS ID: A4688118
REDUCED by $50 (3.1%) on 05/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1956Community: Long MeadowSingle Family
Remarks: Totally redone, 2 bedroom, 1 bath and a den house available. New kitchen, new paint, appliance, blinds etc. Back and side yard are fully fenced. Near Southside Elementary School, Southside Village shops and restaurants. A quick walking path to Westfield Siesta Key mall and Shops at Siesta Row. Near Sarasota Memorial Hospital and about 2-3 miles from downtown Sarasota.
Listing is courtesy of: MARLENE LANCASTER REALTY (941-374-7700)
Listing Agent: Sarah Massey, Pa (941-374-2525)
1308 OLD STICKNEY POINT RD #WP3, SARASOTA, FL 34242
$15,000138 Days on yellowkey MLS ID: A4681452
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3524 Built: 2002Community: Marina Del SolCondo
Elementary School: None
Remarks: AVAILABLE 1/4/27 Experience the pinnacle of coastal living in this exceptional penthouse at Marina Del Sol with PRIVATE 52 FT BOAT SLIP. Perfectly positioned moments from the #1-rated Siesta Key Beach. This rare residence offers panoramic Gulf of Mexico sunsets on one side and serene Bay views on the other—an unmatched indoor-outdoor lifestyle framed by water in every direction.****Designed for privacy and comfort, the penthouse features three expansive suites, each with its own en-suite bathroom, ideal for hosting guests or multi-generational stays. Four private balconies extend the living space outdoors, perfect for morning coffee, afternoon breezes, and sunset cocktails.****For boating enthusiasts, a private 52-foot boat slip is available, providing direct access to Sarasota Bay and the Intracoastal—an extraordinary amenity rarely paired with a luxury penthouse.****Additional highlights include:**Open, light-filled living areas with sweeping water views**Elevator access directly to front door and secure, resort-style community**Walk/bike to dining, shops, and beach access**Prime location near Stickney Point Bridge for easy on/off-island access**Whether you’re seeking a seasonal escape or an extended coastal retreat, this Marina Del Sol penthouse delivers space, views, and boating convenience—all in one of Siesta Key’s most coveted waterfront settings.*** Inquire for availability, rates, and boat slip details. Available for Annual, Seasonal or Monthly Rental.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
2763 WOODGATE LN #207, SARASOTA, FL 34231
$1,450197 Days on yellowkey MLS ID: A4674522
REDUCED by $150 (9.4%) on 05/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Community: Pinewood Village IiSpa: NoCondo
Remarks: IT IS ALL ABOUT THE LOCATION! UNFURNISHED. MOVE IN READY. 1 Bedroom 1 bath condo off Bee Ridge. Short distance to the Community pool, fitness room and tennis court. The kitchen and the bathroom have been updated. Recently repainted. All kitchen appliances. Shower has been re-tiled. ALL TILE. Walk in closet. This is a second-floor condo but there is an elevator. There is a laundry facility on the same floor. You also get storage closet on the same floor. There is pull out slider by the living room that will give your guest privacy just in case. Owner is looking for a long-term tenant. You have your own dedicated parking spot. Rent includes water, sewer, trash pickup, and pest control. HOA approval needed to move in. Allow 10 days and a $75 Non-refundable fee. Pet will be considered if approved by HOA (35-pound limit).
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,300105 Days on yellowkey MLS ID: A4685737
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
2443 WOOD ST, SARASOTA, FL 34237
$4,20043 Days on yellowkey MLS ID: A4693080
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2024Community: Hudson ParkSingle Family
Elementary School: Alta Vista Elementary
Remarks: Unfurnished annual rental located downtown, adjacent to Payne Park and minutes from Main Street. This newly built home features three bedrooms, 2 bathrooms, and a solar-heated private pool. Located on a quiet street in a coveted neighborhood within city limits, the property offers quick access to Selby Gardens, St. Armands Circle and the beaches of Siesta Key and Lido Key. The interior boasts soaring ceilings, luxury vinyl flooring, and an open kitchen equipped with new appliances, including an induction cooktop. The primary suite includes a walk-in tiled shower, a separate garden tub, and a closet with custom built-ins. Additional features include: Fenced and fully enclosed back and side yards, spacious two-car garage, and sleek stainless steel ceiling fans throughout. No cats.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1351 DIXIE LEE LN, SARASOTA, FL 34231
$12,000253 Days on yellowkey MLS ID: A4668211
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4339 Built: 1990Community: NoneSpa: NoSingle Family
Remarks: ANNUAL RENTAL IN HIGHLY SOUGHT AFTER WEST OF TRAIL LOCATION NEAR THE FIELD CLUB. MAJOR RENOVATIONS ARE COMPLETE! Updates include exterior and interior painting, impact windows and doors, porcelain tile in the living room, dining room, and primary bedroom, updated guest bathrooms, updated landscaping, new outdoor kitchen grill, new refrigerator, and more. The open concept kitchen and family room overlook enclosed brick lanais and mature trees and landscaping—the perfect place for entertaining. The master bedroom and office are located on the first floor. The remaining bedrooms and game room are located upstairs—a perfect layout for guests/family. The screened patios with outdoor kitchen overlook the saltwater heated pool. The neighborhood has a brand new deeded boardwalk and fishing pier—a great place to launch a kayak or for boat pick ups/drop offs. The central location makes for a quick drive to Siesta Key, Downtown Sarasota, dining, and shopping.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
1335 LANDINGS DR #9, SARASOTA, FL 34231
$4,00033 Days on yellowkey MLS ID: A4694217
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2372 Built: 1981Community: Landings TreehouseTownhouse
Remarks: Treehouses on the Boardwalk with incredible, unrestricted views of Roberts Bay and the Intercoastal Waterway rarely come on the market. This is a wonderful opportunity to BECOME A PART OF one of these hidden Gems in the Landings Community. FULL AMENITIE MEMBERSHIP TO EVERYTHING. These cool, multi-leveled homes have been designed to be part of the natural environment and are nestled amidst the Florida wildlife and mangrove forest, offering a peaceful and serene setting combined with marvelous views. What a magical place to live! This treehouse is located in short distance from its detached garage and assigned parking space. The moment you walk into this home you will be enchanted by the fantastic water views overlooking Roberts Bay and Siesta Key. Well maintained, equipped with impact glass sliders and elevated above flood level. The living area with soaring ceilings, sky lights, a woodburning/propane gas combo fireplace (CANNOT USE FIREPLACE SAFETY used as we need special clearance. ) Open kitchen is spacious and creates a warm and inviting atmosphere. Numerous decks: 2 DECKS ON 2ND FLOOR AND A 26 X12 OPEN PATIO TO WATER VIEWS AND SUNSETS (26 X 12. which brings the outdoors in, and you can enjoy sunshine any time of the day. The primary bedroom with en-suite bath is located on the mid-level and two additional bedrooms share a bathroom on the upper level a split floor plan for master bedroom privacy. All bedrooms have queen beds. There is a large bonus room which could be a 4th bedroom, office, gym or family room on main floor. Store your Kayak, or walk out your patio 20ft to the water to launch. Canoe or Paddleboard at your home and access the Bay right there. The TREEHOUSE private pool and spa is just a quick walk. A Nature Walk leads to the Fishing Pier and Kayak Launch at the Intercoastal Waterway. Store your kayak at the provided storage racks and enjoy the direct access to the mangrove waterfront to Roberts Bay and afterwards cool off in the Treehouse community pool. The Landings is a well-established, very desirable gated community with 24-hour guarded gate. Membership to the Racquet Club where you can enjoy 8 Har-Tru tennis, a newer fitness center, large resort style pool, pool, spa, pickleball, library, exercise classes and social activities. 24 hour guarded community. Fine and casual dining and shopping is conveniently located just outside the gate at recently remodeled mall. Fabulous central location to everything what the Sarasota area has to offer Siesta Beach is 2 miles away and 15 minutes to downtown Main street Sarasota for Arts and all cultural events. NO RV'S, TRUCKS OR MOTORCYCLES ARE ALLOWED. CLUB MEMBERSHIP INCLUDED. OFF SEASON RENTAL FROM 6/01/2026 THROUGH 10/01/2026. $4000 and all inclusive.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
345 S TUTTLE AVE, SARASOTA, FL 34237
$2,20040 Days on yellowkey MLS ID: A4693428
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1091 Built: 1953Community: Patricia ManorSpa: NoSingle Family
Remarks: Move in today and enjoy the ultimate Sarasota lifestyle just minutes from Siesta Key, Lido Beach, St. Armands Circle, Downtown Sarasota, Arlington Park, and the Legacy Trail. This beautifully remodeled 4-bedroom pool home sits on a large tree-shaded fenced lot and offers a spacious outdoor living area, an inviting in-ground pool, and plenty of parking. Inside, the open split floor plan features a private owner’s suite, 2 full baths, and 1 half bath with a fresh, modern coastal feel throughout. The updated kitchen is perfect for entertaining with granite countertops, stainless steel appliances, and a convenient pass-through to the outdoor space. Ceramic tile flooring runs throughout, and the home has been freshly painted and updated from top to bottom. Located in a fantastic central Sarasota neighborhood close to Bee Ridge, Tuttle, and Bahia Vista, this home offers easy access to parks, dining, shopping, and the beaches. Schedule your private showing today.
Listing is courtesy of: SIESTA 4 RENT (941-349-5500)
Listing Agent: Karen Lyons Nowadly (941-928-9496)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.