Displaying: For Rent
Location: Sarasota
Property Type(s): Single Family
Price: $10,000+
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Sarasota - 20 properties found
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$15,500305 Days on yellowkey MLS ID: A4657954
INCREASED by $1,000 (6.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Daniel Petrilla (610-772-5881)
307 AVENIDA DE PARADISIO, SARASOTA, FL 34242
$12,0007 Days on yellowkey MLS ID: A4691362
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1972Community: Paradise IslandSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable. Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it. Step inside to an airy, light-filled space where coastal elegance meets effortless comfort. The open layout invites connection—whether you’re sharing meals, relaxing after the beach, or simply enjoying the calm of your surroundings. Out back, your private oasis awaits. A secluded yard wraps around a sparkling pool, creating the perfect setting for morning coffee, sun-soaked afternoons, or quiet evenings under the stars. It’s your own slice of paradise—peaceful, private, and entirely yours. Location is everything—and this one is unbeatable. You’re just steps from the heart of Siesta Key Village, where vibrant local life unfolds. Discover eclectic restaurants loved by locals, charming boutiques unique to Sarasota, live music drifting through warm evenings, and an energy that’s both relaxed and alive. And then there’s the beach. Just moments away lies the world-famous Siesta Key Beach—renowned for its powdery white quartz sand and the crystal-clear waters of the Gulf. Whether you’re swimming, sunbathing, or catching a sunset that feels almost unreal, this is coastal living at its finest. When you’re ready to explore beyond the island, downtown Sarasota is only minutes away. Immerse yourself in a thriving arts scene with live theater, ballet, multiple orchestras, and an impressive collection of galleries. Food lovers will appreciate the exceptional dining culture—this area boasts one of the highest concentrations of top-rated restaurants per capita in the country. This isn’t just a place to stay, it’s where beach days, vibrant nights, and total relaxation come together effortlessly. All that’s missing is you.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$24,0002387 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)
39 S POLK DR, SARASOTA, FL 34236
$29,4302507 Days on yellowkey MLS ID: A4438333
REDUCED by $3,420 (10.4%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2572 Built: 1951 Tax: $23,216 (2021)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$23,216
Remarks: Booked May 9th-16th, June 1st-7th, June 22nd-July 25th, August 31st-Nov 14th, Nov 25th-Dec 6th, Dec 19th 2026-Jan 3rd 2027, Feb 12th-April 10th, October 30th-Nov 20th, Dec 25th - Jan 2nd 2028. This beautiful canal-front home is located on fabulous Lido Key. Minutes from St. Armand's and Lido Beach. Enjoy fine dining and shopping, or relax on the sands of Lido Beach. Come home to your 3 bedroom 3 bath home with family room, kitchen, and great room. When rented with the main house, enjoy the cozy 1 bedroom 1 bath guest house with kitchen, family room, and small laundry area for an additional $100/night. Every bedroom has a TV with a Smart TV in the family room. Have family movie night with the Denon movie theater style sound system. Enjoy the heated pool and spa while grilling with your family and enjoy your gorgeous water front view. Watch for manatees, dolphins, and other marine life. At the end of the day, sleep on cloud nine in one of our comfy and luxurious beds. With many attractions nearby like Mote Marine, Jungle Gardens, The Ringling Museum of Art, Marina Jack's splash pad, and Ken Thompson Park, there is enjoyment for the whole family! Please request full quote with taxes and fees. City of Sarasota Certificate VR22-00088
85 S POLK DR, SARASOTA, FL 34236
$26,2502049 Days on yellowkey MLS ID: A4479064
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3462 Built: 1958 Tax: $29,058 (2021)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$29,058
Remarks: Booked June 14th-19th, July 10th-August 23rd-31st, Sep 25th to October 17th, Nov 24th-Dec 6th, Dec 25th 2026-April 30th 2027. Fabulous canal-front home located on fabulous Lido Key, just minutes from St. Armand's Circle is a boater's dream. Sarasota Bay awaits you! With fresh Beachy Florida Decor, it is in one of the most desirable locations on the west coast of Florida, St. Armand's. This home is appointed with outdoor firepit, grill, pool toys, and floats for all ages! There is also a high chair and pack n play for the baby. The primary bedroom has guest computer access and an air/wireless printer. There are beach bikes, beach chairs, an umbrella, and sand toys. Each bedroom has a flatscreen television and a 65 inch in the family room. The canal offers an array of wildlife. Walk 200 yards to St. Armand's for dinner or night out, before returning to a heated pool, firepit, 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 insure a blissful sleep to start the new day. Boater's if you plan to dock a boat at the house, in order to exit the canal and enter Sarasota Bay, you will have to clear the Ringling Relief located under South Blvd. of Presidents. City of Sarasota Certificate VR22-00087
228 VAN BUREN DR, SARASOTA, FL 34236
$18,750631 Days on yellowkey MLS ID: A4619895
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1862 Built: 1984Community: St Armands Div/John Ringling ESpa: YesSingle Family
Remarks: Booked all of February 2026, March 21st to April 4th, April 18th to April 25th, May 26th-June 2nd, July 4th-11th, August 11th-20th, Dec. 27th 2026 -March 15th, March 27th-April 3rd, April 17th-25th 2027. This is a fabulous 4 bedroom 3 bath home with a light and bright open floor plan. You will enjoy the new kitchen with granite, stainless steel appliances and breakfast bar. The dining table overlooks the pool area and seats 8. The primary bedroom en suite bathroom is spacious and luxurious with a tub and shower. The resort style pool and spa sits beside private covered seating and dining area with a grill. The laundry room is located on the first floor along with an additional refrigerator. There is also a ping pong table dowstairs near the pool. There is an abundant amount of Activities and Attractions in Sarasota/Bradenton/Siesta. These are just a few of the many treasures and cultural events..Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida?s Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, Children's fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating. You can spend the entire day at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries. People from around the world come to choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach. The famous white sands of Lido Beach are just steps away, offering sunsets of a lifetime!
4653 HADFIELD DR, SARASOTA, FL 34235
$15,000631 Days on yellowkey MLS ID: A4619916
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3674 Built: 1993Community: The HighlandsSpa: YesSingle Family
Remarks: Booked April 24th-May 2nd, June 1st-15th, October 15th-Dec 15th, Dec 19th-27th 2026. Jan 6th-March 28th 2027. This beautiful 4 bedroom 4.5 bath pool home is spacious and expansive. Inside living hosts a split plan with 3 bedroom wing that can be closed off. Each bedroom has an en suite bathroom plus powder room off main living area. Enormous kitchen with large breakfast bar and table seating. Open and bright with sliders overlooking the sizable pool and deck area with total privacy for the bar/kitchen area with outdoor grill. Three poolside dining tables with seating for 16+ with chaise lounge chairs. Newer appliances plus all dishes and small appliances you would need to create gourmet meals. Family and Living Rooms have fireplace and Family room has large flat screen TV and also has stereo, DVD, CD player. Entire home is available. The Highlands Golf Course is a picturesque and challenging par 72 championship course located steps away. The Highlands golf course features generous greens and tree lined fairways that reward the well played shot. Play among the mature oaks and massive pines while enjoying The Highlands unique blend of old-Florida style golfing mixed with modern technology. You can now experience the only course in the area with GPS Mobile equipped golf carts that give you a 3D image of the hole with onboard yard information to help you take your game to the next level. There is an abundant amount of Activities and Attractions in Sarasota/Bradenton. These are just a few of the many treasures and cultural events: Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, Childrens fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating. You can spend the entire day at our famous St. Armands Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries. People from around the world come to choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach 2 Month Minimum Stay required. There is a 13% Tax and Cleaning Fee of $650.00. 50% of Total Rental amount is due upon booking the reservation, and the balance due 90 days prior to the arrival date. No pets please. CANCELLATION: In the event the Tenant cancels the reservation, they are responsible for the entire amount of the rent and tax. If the Landlord is able to re-lease the premises for the entire time frame of the Guest License Agreement, they will refund Tenant’s money, minus 3.5% of the rental amount for processing fees. n lieu of a damage deposit, guests will be charged a fee of $14.00 a night to cover any damages up to $3,000.
55 N WASHINGTON DR, SARASOTA, FL 34236
$21,0003088 Days on yellowkey MLS ID: A4200349
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $18,524 (2021)Community: St Armands Div/John Ringling ESingle Family
Taxes:$18,524
Remarks: Booked currently for June 17th-July 5th, Nov. 22nd-Nov 29th, Dec 23rd 2026-Jan 1st 2027, March 13th-20th, March 27th-April 3rd, April 10th-17th 2027 St. Armand's Circle, the famous vacation destination in Florida, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/1 bath attached bedroom and bath off of the garage). A wonderful 2 story pool home with granite kitchen, formal dining area, wood flooring which sleeps (14). The floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The house is equipped with wi-fi and TV's in most bedrooms. The sliding glass doors lead to the gorgeous backyard featuring an outdoor pool where the sun is waiting to warm your body and spirit! City of Sarasota Certificate VR22-00148
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60012 Days on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60012 Days on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
345 AVENIDA LEONA, SARASOTA, FL 34242
$18,0001089 Days on yellowkey MLS ID: A4569687
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1617 Built: 1968Community: Siesta Manor Sec 3Spa: YesSingle Family
Remarks: Listing reflects peak season rate. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a bright, coastal-styled haven designed for relaxation and comfort. The spacious primary bedroom features a plush king-size bed and a bathroom across the way, providing a private sanctuary. Two additional bedrooms offer flexible sleeping arrangements: one with a comfortable king-size bed, and the other ideal for families with a double bed and a single bed. You'll find a full kitchen stocked with all the essentials, plus a convenient washer/dryer to make your stay effortless. Outside, your expansive, private backyard is a true highlight. Take a refreshing dip in the private heated pool, unwind in the bubbling hot tub, or simply lounge in the ample space for sunbathing and outdoor dining. With direct access to the intercoastal canal, you can enjoy quiet moments fishing or watching the tranquil tides. Leona's Retreat boasts a truly prime location on a quiet, family-oriented street. You're just a delightful five-minute stroll to the vibrant Siesta Key Village, brimming with charming shops, delectable restaurants, and lively entertainment. And for those iconic beach days, the world-famous Siesta Key Beach is only a ten-minute walk away! We've ensured you're perfectly equipped for a memorable day by the sea. The home includes all the beach day essentials: beach chairs, beach towels, coolers, frozen ice packs, and a convenient cart to easily tote everything down to the sand. Ready to experience the best of Siesta Key? Book your unforgettable stay at Leona's Retreat today!
5516 AVENIDA DEL MARE, SARASOTA, FL 34242
$15,000922 Days on yellowkey MLS ID: A4587247
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2259 Built: 1976Community: Sarasota BeachSpa: NoSingle Family
Remarks: This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults upstairs. No need to fight over the king-size bed, as this home boasts two luxurious king-size bedrooms! Both offer comfortable retreats and easy access to your private pool, perfect for a refreshing dip anytime. The third bedroom features a trundle bed that comfortably sleeps two. Outside, the private pool area awaits with lounge chairs for sunbathing, an outdoor shower, and a delightful area to grill and enjoy alfresco dining at the table for six. Just moments away, the vibrant energy of Siesta Key Village, with its diverse culinary scene and local shops, offers endless opportunities for exploration. Surf's Up provides the ideal launchpad for experiencing all that Siesta Key has to offer, with plenty of room to relax and recharge in between adventures. Perfect for families seeking sun, relaxation, and easy access to Siesta Key Beach & Village. Book your unforgettable getaway now! Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.
2231 WOOD ST, SARASOTA, FL 34237
$12,000238 Days on yellowkey MLS ID: A4663908
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2023Community: Poms Park 3Spa: YesSingle Family
Remarks: Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple indoor and outdoor dining spaces make entertaining effortless, while the comfortable living areas provide plenty of room to unwind. Outdoors, enjoy resort-style living on a double lot with a large fenced yard. Spend your days lounging by the sparkling pool and spa, grilling, rinsing off in the outdoor shower, or soaking up the Florida sunshine on the chaise lounge chairs. This home is ideally located—just steps to the Legacy Trail for biking and walking, only 1 mile from vibrant Main Street with its shops, cafes, and nightlife, and a short drive to Sarasota’s award-winning white sand beaches. Whether you’re looking for adventure, relaxation, or world-class dining, this home offers it all. Make your stay unforgettable in this modern luxury retreat designed for both relaxation and connection. *weekly rates available* Not Available Jan 13 2026- April 16 2026. Not Available April 25 2026- May 02 2026. Not Available May 10 2026- May 17 2026. Not Available July 11 2026- July 18 2026. Not Available February 13 2027- March 4 2027.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1121 MORNINGSIDE PL, SARASOTA, FL 34236
$14,500138 Days on yellowkey MLS ID: A4674983
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3454 Built: 1960Community: Lido CSingle Family
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: This amazing turnkey furnished home is just steps from the sandy shores within the Lido Shores private gated beach access. A short jaunt to St Armand's Circle with about 100 stores St Armand's Circle is world known as an unforgettable destination. From vacation trinkets to upscale galleries, breakfast or lunch cafes to gourmet dinner feasts at top of the line restaurants you will find it all. Head north to Longboat Key with plenty of sidewalks for walking or biking. You will find 4 spacious bedrooms all with en-suite bathrooms plus a powder room downstairs for guests. Open-plan living room on first floor just off the fully equipped kitchen with modern appliances, breakfast bar and dining table. Living room has wood burning fireplace with sliders going out to the private, sunny patio pool area with grill and outdoor shower. Family room off the primary bedroom on 2nd floor with 53" tv and built-in shelves. Salt water pool with electric pool heater. Just bring your toothbrush and clothes to start enjoying our strong sense of leisure Florida lifestyle.
1359 HARBOR DR, SARASOTA, FL 34239
$13,000225 Days on yellowkey MLS ID: A4665856
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3223 Built: 1947Community: Harbor AcresSingle Family
Remarks: STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two islands, stainless appliances, double ovens, drawer microwave, counter and cabinet space for all your needs, open dining room space, coffee bar and large floor to ceiling windows that look into the lanai and backyard/pool area. The first floor has a spacious living room, three bedrooms, one of which has a fireplace in it. There is a jack and jill bathroom between two of the bedrooms both with large closets. The second floor primary suite is a true owners retreat with a large bedroom with built in walk in closet, separate wall closet, private oversized balcony that looks over the backyard and pool, bonus bedroom or den/office with built in closets and a large primary bathroom with double sinks, walk in shower, water closet, soaking tub, linen closet and heated towel rack. The backyard is a beautiful oasis for enjoying with a heated pool, fenced yard and plenty of lush landscaping and green space. The home has a half bathroom, laundry room with utility sink, full sized washer and dryer and a two car garage. The owner will consider a dog with a $300 non refundable pet fee and $1,500 refundable deposit. The home is available immediately for an annual rental. Close to downtown Sarasota, Siesta Key, opera house, theaters, restaurants and much, much more! Call today as this will not last long.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
3500 BAY SHORE RD, SARASOTA, FL 34234
$12,00043 Days on yellowkey MLS ID: A4686843
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3047 Built: 2019Community: 0079 - Desoto TerraceSingle Family
Remarks: Experience Elevated Sarasota Living at 3500 Bay Shore Road This newly reimagined coastal contemporary residence embodies modern luxury and effortless sophistication. Completely redesigned and renovated in June 2025, this home feels brand-new from top to bottom. Every element was carefully curated for comfort, beauty, and functionality—offering the ideal balance between serene retreat and entertainer’s paradise. Step inside to discover a light-filled, open layout featuring soaring ceilings, expansive windows, and a striking 12-foot custom fireplace wall that creates an inviting focal point. The chef’s kitchen is a showpiece, boasting imported European white oak cabinetry, Taj Mahal quartzite countertops, and brand-new premium appliances—perfect for cooking or hosting with style. The primary suite serves as a private sanctuary with direct access to the pool terrace, custom closets, and a spa-inspired bathroom with designer finishes. Additional highlights include a central vacuum system, hurricane-impact windows, Tesla charging station, and an advanced Puronics reverse-osmosis water system delivering pristine alkaline drinking water throughout the home. Outdoors, enjoy a private oasis surrounded by lush tropical landscaping. The lap pool, cabana, and ample lounging space create the ultimate resort-style atmosphere for relaxing or entertaining. Perfectly situated minutes from downtown Sarasota, residents will love easy access to Lido Key and Siesta Key beaches, St. Armands Circle, fine dining, luxury shopping, and cultural landmarks like the Ringling Museum and Sarasota Opera House. Offered fully furnished, this exceptional home combines the best of modern design, location, and lifestyle—making it a rare opportunity to lease a piece of Sarasota’s finest coastal living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2585 CLEMATIS ST, SARASOTA, FL 34239
$25,000594 Days on yellowkey MLS ID: A4623869
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: South GateSingle Family
Remarks: **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy ambiance, perfect for unwinding after a day of exploring. The bright kitchen is equipped with all the essentials, including a Keurig coffee maker, dishwasher, and kitchen essentials. Outside, the second-level balcony and poolside dining area provide perfect spots to enjoy the Florida sunshine.The Palace on Clematis is just a short drive to Siesta Key Beach, known for its pristine white sand beaches and turquoise waters. Explore the shops and restaurants nearby, or simply relax by the pool and soak up the sun.
Listing is courtesy of: KELLER WILLIAMS CLASSIC GROUP (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
2327 HILLVIEW ST, SARASOTA, FL 34239
$25,000594 Days on yellowkey MLS ID: A4623881
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: Battle & TurnerSingle Family
Remarks: **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta Key. The well-equipped kitchen offers everything you need to whip up delicious meals, including a Keurig coffee maker, dishwasher, and essential kitchen amenities.Outside, the second-level balcony and poolside dining area provide ideal spots to soak up the sunshine and enjoy al fresco dining. Beach towels, chairs, a cooler, and a caddy are available for your beach adventures. Stay entertained with 7 HD Smart TVs throughout the property. Tamiami Vise is conveniently located just a short drive from Siesta Key Beach, famous for its powdery white sand and crystal-clear waters. Explore the vibrant shops and restaurants nearby or simply unwind by the pool and bask in the Florida sunshine.
1116 WESTWAY DR, SARASOTA, FL 34236
$12,000 MLS ID: A4684276
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1516 Built: 1952Community: Lido CSingle Family
Remarks: Charming Lido Shores beach cottage steps from residents’ private gated white sand beaches and crystal blue waters of the Gulf of Mexico. Lido Shores is renowned for many Sarasota School of Architecture masterpieces and waterfront estates. Westway Drive is home to some of the city's most fashionable and expensive properties. This 3/3 furnished home (with many signature pieces from "The Sarasota Collection Home Store") is Canopied by a lush mango tree, with a tranquil and tropical setting. Enjoy the spacious backyard and a large 400+ sq ft screened-in front lanai that’s ideal for morning yoga and even better for evening cocktails. From the bright entry is a spacious dining room with an open-concept kitchen with countertop space and seating. Beyond the kitchen, is a spacious open dining and living area. The bedrooms are thoughtfully laid out to preserve privacy and ensure plenty of room with private baths. The largest suite has a queen bed, and a dedicated office with a comfy chair & TV. The front bedroom has a king bed and welcomes light from a set of French doors that open directly to the screened Lanai. The third bedroom has a queen bed and access to the guest bath. This stylish home is located in the heart of Lido Shores. St. Armands Circle is located less than a mile away, providing world-class shopping and dining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-957-3730)
Listing Agent: Valarie Wadsworth (941-780-3858)
9477 CEDAR RIDGE LN, SARASOTA, FL 34238
$12,000315 Days on yellowkey MLS ID: A4656715
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2546 Built: 1997Community: Stoneybrook Golf & Country ClubSingle Family
Remarks: RENTED FEBRUARY 2026, NOT AVAILABLE OFF-SEASON: Spacious single-family home at Stoneybrook Golf & Country Club situated in the center of the cul-de-sac offers stunning views from the amazing, seamlessly screened pool cage, creating a virtual oasis with overflow spa, underwater lighting, outdoor kitchen, and ample covered seating and dining area. Double entry doors greet you as you enter the home, and a picture-perfect view of the pool is directly ahead through the sliding glass doors of the piano room. To the left is the dining area and the kitchen is open to the great room also offering an amazing view of the pool area. There are three bedrooms on the left wing of the home, and two full baths, one leading out onto the pool area. The right wing of the home features a primary suite with king bed and lots of windows offering the same pool view and a primary bath with twin sinks and a beautifully tiled walk-in shower with rain head fixture and hand-held shower wand. The laundry room and office are off the kitchen with access to the three-car garage with charging station. The home has a new roof and all new hurricane-proof doors and windows throughout. A temporary golf transfer is available if desired for a fee payable at the clubhouse (check with the administration office for fee schedule). Stoneybrook G&CC is one of Sarasota's most popular golf and tennis clubs with a fully modernized course redesigned by Kipp Schultes said to be one of the best on the West Coast of Florida. There are several Har-Tru tennis courts, pickleball courts, and a state-of-the-art clubhouse and restaurant featuring fine and casual dining. The community borders the Legacy walking and biking trail, and it is less than 15 minutes to the sugary sandy beaches of Siesta Key, the village shops and restaurants.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
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