Location: Sarasota
Do Not Show Listings
7409 MANATEE ST, SARASOTA, FL 34243
$1,90049 Days on yellowkey MLS ID: A4692702
REDUCED by $100 (5.0%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1590 Built: 1958Community: Whitfield Estates Blks 55-63Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Lawn care and pest control included for one full year of occupancy. Welcome to this charming 2-bedroom, 1-bath single-family home located in the desirable Whitfield Estates community. Offering an open floorplan and comfortable living spaces, this home is designed for easy everyday living. Tile flooring flows throughout the spacious living room, kitchen, and bathroom, while warm wood laminate flooring adds style and comfort to both bedrooms and the bonus room. The bright and inviting kitchen features a center island, abundant cabinet storage, and a full appliance package including range, refrigerator, microwave, and dishwasher—perfect for cooking and entertaining. A versatile bonus room provides extra living space and includes a walk-in closet along with its own wall-unit air conditioner, making it ideal for a home office, guest room, hobby space, or additional storage. Outside, enjoy relaxing mornings on the covered front screened patio or spend time in the fenced backyard with room to garden, play, or entertain. A one-car carport adds convenient covered parking, and a separate laundry room with washer and dryer adds everyday convenience. Ideally located near the Sarasota-Bradenton Airport, with shopping, dining, and everyday conveniences just a short drive away. Florida’s beautiful Gulf beaches are also within easy reach, making this home the perfect place to enjoy the best of the area.
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Cathy Pulver (941-751-0670)
4540 KIPLING CIR, SARASOTA, FL 34241
$4,490215 Days on yellowkey MLS ID: TB8450626
REDUCED by $110 (2.4%) on 06/01/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2953 Built: 2001Community: Bent Tree VillageSpa: YesSingle Family
Remarks: Welcome to this beautifully maintained single-family home located in the highly desirable Lake Sarasota community. This bright and inviting 5-bedroom, 3.5-bath property offers a perfect blend of comfort, style, and convenience—ideal for families, professionals, or anyone seeking peaceful Florida living. Open-concept living area with abundant natural light. Updated kitchen featuring modern appliances, ample cabinetry, and a breakfast bar. Primary suite with ensuite bathroom and generous closet space. Four additional bedrooms perfect for guests, family, or a home office. Screened lanai overlooking a large, fenced backyard—great for relaxing or entertaining. Attached garage with plenty of storage. Nestled in a quiet, friendly neighborhood with easy access to I-75, top-rated schools, parks, shopping, restaurants, and Sarasota’s world-famous beaches.
Listing is courtesy of: HOME TOWN REALTY, INC. (813-416-6342)
Listing Agent: Sang Nguyen (941-726-4036)
1738 SIESTA DR, SARASOTA, FL 34239
$6,50051 Days on yellowkey MLS ID: A4692339
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2013Community: GranadaSpa: NoSingle Family
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
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)
4515 SPAHN ST, SARASOTA, FL 34232
$2,875106 Days on yellowkey MLS ID: A4685383
REDUCED by $50 (1.7%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1833 Built: 1959Community: Sarasota Springs Unit 14Spa: YesSingle Family
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Updated 4-Bedroom Pool Home with Spacious Living Areas / This nicely updated and tastefully decorated 4-bedroom, 2-bath pool home features a bright open floor plan and plenty of living space, including both a living room and a family room—perfect for everyday living and entertaining. The family room is a standout feature with a wall of windows that fills the space with natural light, a cozy fireplace, and French doors that open directly to the pool area. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and stylish sconce lighting above the breakfast bar. This home offers a desirable split-bedroom layout. The primary suite is located on one side of the home and includes a bathroom with a walk-in shower. On the opposite side, you’ll find three additional bedrooms and a second bathroom featuring a tub/shower combination. One of the guest bedrooms also includes sliding glass doors leading to a screened patio. Step outside to enjoy the uncovered pool and large, fully fenced backyard, surrounded by mature tropical landscaping that provides privacy and a relaxing outdoor setting. Conveniently located near restaurants, shopping, parks, and schools, this home offers both comfort and
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
2239 WORRINGTON ST, SARASOTA, FL 34231
$2,450114 Days on yellowkey MLS ID: A4684340
REDUCED by $150 (5.8%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 1958Community: Ridgewood 1St AddSingle Family
Remarks: ~Rent price improved ~ This is a moving-ready home available immediately for rent. Spacious bedrooms, upgraded bathrooms, a modern kitchen with stainless steel appliances, wood flooring throughout the house, an open-concept layout with a spacious living room, a large backyard, and a 1-car garage make this home a great opportunity for tenants seeking space, modern style, and functionality. Conveniently located in the heart of Sarasota, close to plazas, gas stations, restaurants, doctor offices, Sarasota hospital, malls, and Siesta Key beach. One month's rent, one security deposit, and a background check are required to move in. Approval is based on a background check, credit score, income verification, and rent history.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Paola Alcantara (941-538-6666)
7795 PINE TRACE, SARASOTA, FL 34243
$2,95025 Days on yellowkey MLS ID: A4695378
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 1988Community: Pine TraceSingle Family
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Spacious, updated, and built for easy Florida living — this 3-bedroom, 2-bath home in Palm Aire's Pine Trace community offers over 2,000 square feet, a 2-car garage, and a flexible layout with multiple living areas. There's room to work from home, host, and unwind without anyone on top of each other. Inside, vaulted ceilings and hardwood laminate flooring run throughout, with updated bathrooms, fresh paint, and a stainless steel kitchen. The versatile den works as a home office, reading room, or third sleeping space. A 2018 HVAC system and hurricane windows and sliders keep the home quiet, secure, and energy-efficient year-round. The community is maintenance-free, so lawn care, exterior upkeep, and pressure washing are all handled — true lock-and-leave living with no weekend yard work. You're minutes from University Town Center, Whole Foods, and Sarasota's best dining and shopping, with downtown Sarasota and the beaches of Lido Key a short drive away. AVAILABLE TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2365 WALDEMERE ST, SARASOTA, FL 34239
$7,000388 Days on yellowkey MLS ID: A4654509
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2300 Built: 2023Community: Loma Linda ParkSingle Family
Remarks: Long-term or short-term leases can start from SEPTEMBER 10, 2026 for $7000 OR **option**SEASONAL RATE from December 1, 2026 through April,2027 is $12,000. (**February-March 2027 rented**). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Dybala (773-318-5796)
2375 WALDEMERE ST, SARASOTA, FL 34239
$7,000388 Days on yellowkey MLS ID: A4654505
Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00029 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
Elementary School: Phillippi Shores Elementary
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
$17,000116 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.
31 LANDS END LN, SARASOTA, FL 34242
$17,000529 Days on yellowkey MLS ID: A4635483
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2743 Built: 1967Community: Lands EndSpa: YesSingle Family
Remarks: Turnkey Waterfront Retreat on Siesta Key – A Fully Furnished Coastal Paradise! Discover the ultimate coastal lifestyle in this fully furnished, move-in-ready 4-bedroom, 3-bathroom waterfront retreat on the north end of Siesta Key. Perfectly situated just minutes from Sarasota’s top attractions, this home blends luxury, tranquility, and convenience. Set on 0.4 acres of deep sailboat water, the property boasts 68 feet of waterfrontage on Bayou Louise and a 20-foot dock with direct, bridge-free access to Big Pass and the Gulf of Mexico. Spend your days boating, fishing, or enjoying sunsets over the Gulf. A quick 5-minute boat or kayak ride leads to a vibrant sandbar, ideal for fun and relaxation. Surrounded by neighboring homes valued at $20+ million, this property offers a rare opportunity for luxurious waterfront living. Tropical landscaping creates a serene oasis with a spacious deck, an outdoor grill, and a gazebo for entertaining or unwinding after a day on the water. Inside, the home exudes modern coastal charm. The gourmet kitchen features quartz countertops, stainless steel appliances, and designer touches, while the family room offers stunning water views through impact sliding doors. The primary suite is a private retreat with its own entrance, a custom walk-in closet, and spa-like finishes. An additional in-law suite with a private entrance provides added flexibility and convenience. This exceptional property is just a 5-minute walk to Shell Road Beach, 3 miles from Siesta Key Village, and 3.3 miles from the world-renowned Siesta Key Beach. The sandbar is a short 5-minute kayak ride, while downtown Sarasota and St. Armands Circle are just a quick drive away. Fully equipped with linens, beach towels, bicycles, cookware, a coffee maker, LED lighting, and more, this home ensures a seamless and comfortable stay. Available for both short- and long-term rentals, it’s perfect as a luxurious personal retreat, an entertainer’s dream. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
3842 HAWKEYE CIR, SARASOTA, FL 34232
$2,35037 Days on yellowkey MLS ID: A4693864
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1104 Built: 1963Community: Eastwood OaksSingle Family
Remarks: Prime Sarasota location! This move-in ready 4-bedroom, 1-bath home is located in a quiet neighborhood within city limits and offers plenty of parking space. Conveniently close to shopping, restaurants, schools, downtown Sarasota, hospitals, airports, and beaches. Features include tile flooring throughout, mostly fresh interior paint, newer roof and A/C (2002), plus a spacious backyard perfect for entertaining or parking boats and trailers. Background check, first month’s rent, last month’s rent, and security deposit required
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Matt Augustyniak (941-232-0967)
4830 HIGEL AVE, SARASOTA, FL 34242
$6,50026 Days on yellowkey MLS ID: A4694659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1724 Built: 1957Community: Harmony SubSingle Family
Remarks: More pictures to come, waiting for the rest of the furniture to arrive. Florida charm at it’s best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the Grand Canal with a dock and kidney-shaped heated pool. The new hardwood flooring and new impact windows make this home bright and inviting with volume ceiling space. The living room and kitchen offer delightful sunset views. This house is great for entertaining with a dry bar and amazing sunset views for everyone to relax. The two front bedrooms have French doors that lead out to a front screened porch that has a Zen feel--perfect for meditation or relaxation. The grounds are filled with exotic indigenous plants and trees. Dockage will accommodate a small boat, 23ft or smaller, or jet skis. Great getaway on Siesta Key, minimum 30 days require. The off Season rate is $6500 per month and Prime season rate is $10,500 per month Dec thru April
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
1537 SIESTA DR, SARASOTA, FL 34239
$18,50049 Days on yellowkey MLS ID: A4692741
REDUCED by $1,500 (7.5%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023Community: Sunset Bay SubSingle Family
Remarks: Welcome to Siesta by the Bay! This turnkey luxury home features 4 ensuite bedrooms, water views of the bay, pool bath and half bath, outdoor shower, outdoor kitchen, heated pool, putting green, and 3 car garage. Enjoy a private backyard with an expansive outdoor dining area and bar with multiple areas to exercise and lounge. Located near the Siesta Key North bridge, you’re minutes from world famous beaches, downtown Sarasota, Hillview Shopping Plaza, Sarasota Memorial Hospital, fine dining, and many more popular activities that Sarasota has to offer. Home is available for short-, mid-, and long-term rental. Rates vary based on season.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
1676 OAK ST, SARASOTA, FL 34236
$3,90048 Days on yellowkey MLS ID: A4692850
REDUCED by $600 (13.3%) on 05/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 984 Built: 1925Community: Burns RealtySpa: NoSingle Family
High School: Booker High
Middle School: Sarasota Middle
Remarks: Charming and full of character, welcome to “Three Palms Bungalow,” Fully Furnished.... nestled in the heart of downtown Sarasota’s highly sought-after Historic Laurel Park. This beautifully restored 1925 vintage cottage offers 2 bedrooms, 1 bath, and approximately 984 square feet of inviting living space infused with warmth, charm, and artistic character. Original architectural details — including stained glass windows, rich wood trim, hardwood floors, lofted ceilings, and a skylight — create a bright and inspiring atmosphere, while thoughtful updates provide modern comfort and convenience. The home features central air, in-unit laundry, and a spacious eat-in kitchen, all within a cozy bungalow setting designed for relaxed Florida living. Enjoy life in one of Sarasota’s most walkable neighborhoods, just moments from downtown’s renowned dining, boutique shopping, art galleries, theaters, marina, farmers market, and vibrant nightlife. “Three Palms Bungalow” offers the perfect blend of historic charm and urban convenience in a truly unique annual rental opportunity. Advertised Rate is for an Annual Term...
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
4237 HIGEL AVE, SARASOTA, FL 34242
$5,99597 Days on yellowkey MLS ID: A4686838
REDUCED by $255 (4.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1835 Built: 1946Community: Cocoanut BayouSingle Family
Remarks: Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large fireplace to add candles and create ambiance. The kitchen comes equipped with stainless appliances and is open to the dining and living area. There is a split floor plan with two beds on one side and the master suite on the other. Enjoy the lifestyle with plenty of outside living, a screened-in lanai, an open-air patio, a pizza oven/fire pit, and a pool. Bonus~ separate, new inside laundry room that can be an extra guest room, art den, or man cave. For water enthusiasts, take your pick boating, paddle boarding, and jet skis, equipped with a private dock (no lift) for your water sport pleasure. Launch your kayak from the pier and feel the restorative nature of calm waters and mangrove tunnels. Resident Benefits Package Included for all Tenants: The Relax Property Management Resident Benefits Package (RBP) delivers savings and convenient, professional services that make taking care of your home second nature. By applying, tenants will be enrolled and pay the applicable cost of $50 additional/monthly; this is part of the lease and payable with rent.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Joleisy Machado-Gonzales (941-915-9251)
1952 MORRILL ST #B, SARASOTA, FL 34236
$1,75027 Days on yellowkey MLS ID: A4695160
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1925Community: Pos Sub Of Blks G & HSingle Family
Middle School: Booker Middle
Remarks: Rare 2 bedroom 1 bath unfurnished annual rental in the heart of Downtown Sarasota. Enter the unit through using the private stairway located on the side of the building. As you enter the unit you will walk directly into the large living which still boasts original wood flooring. Off of the living room you will find a brand new kitchen which features new flooring, stainless steel appliances, new cabinets, and granite counter tops. Off the kitchen you will find a private laundry room complete with a stackable washer and dryer. The two bedrooms and updated bathroom are located on the other side of the unit. The two bedrooms are both oversized and feature ample size for holding any and all furniture you have. With walking distance to Main St., Burns Ct. and Payne Park, the location is arguably one of the best in Sarasota. In addition to the rent, a resident benefits fee of $35.00 will be applied.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
2216 WEBBER ST #C, SARASOTA, FL 34239
$1,55060 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)
10112 LAKE WALES CIR, SARASOTA, FL 34241
$3,15040 Days on yellowkey MLS ID: A4693765
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2024Community: Grand Park Ph 1Single Family
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Remarks: Beautiful Lake View 3BR/2BA, 2 Car Gar. "Sandcastle" Model Villa Rental in the beautifully landscaped Grand Park neighborhood, off Clark Road just east of the highway near Serenoa Golf Course. Grand Park offers resort-style amenities with a large clubhouse, full time activities director, fitness center, lagoon-style pool + a lap pool, 4 pickleball courts, 2 tennis courts, a dog park for little & big dogs, walking paths and green spaces to enjoy the Florida outdoor life. The home has hurrican impact windows, high ceilings and an open layout, plus an oversized lanai providing abundant light, a feeling of space looking out to a lovely lake view. The split-bedroom floor plan provides privacy, with two guest bedrooms separated from the spacious primary suite. You will also love the walk-in closet and spacious bathroom with separate vanity sinks. The kitchen has ample wood cabinets, granite countertops, stainless steel appliances and a pantry closet, plus a single-level island with a sink to satisfy all your cooking and entertaining needs. Whether you are looking to relocate to Florida, maybe you are building a new home nearby and need something in the interim, or just ready for the next step in your life, this home is certainly calling your name. Now it's your move - make the call and snap this up before someone else does!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$24,0002437 Days on yellowkey MLS ID: A4449134
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $26,568 (2021)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$26,568
Tax Year: 2021
Remarks: This property is on the market and as of now will not be renting in 2027. Booked June 6th-13th, June 20th-July 26th, Nov 21st-28th, Dec 21st to 31st 2026. Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps 8, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa, or investigating St. Armand's Circle or Lido Beach. Professionally decorated, quality surrounds you whether it be the wonderful appliances, the new furniture or the luxurious bedding. There is seating at the dining table for 8 and room for more at the breakfast bar. There is also a bedroom and bathroom located over the garage. Walk 150 yards to St. Armand's for dinner or night out, before returning to a lighted heated pool and spa to end the evening. The pool deck is complete with recliners, chairs and a dining table for real outdoor living. Retire to comfy new beds which will ensure a blissful sleep to start the new day. Visit this home once and you will return! There is a gate to the driveway but it is not operational at this time. There are many places to visit around the area some of those include, Mote Marine, Selby Gardens, Marina Jacks, Island Park, and many theatre options as well. You can also find that adventurous side and go water skiing, boating, golfing, or just relax on one of our luxurious beaches. This property is leased on a first come, first serve basis. If we reply the property is available, it is at that moment, but may become unavailable before you can book it. We suggest you book as soon as possible to not loose your favorite vacation rental. City of Sarasota Certificate VR22-00089
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
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