Location: Sarasota
Do Not Show Listings
3590 SECRET STROLL DR, SARASOTA, FL 34240
$3,3005 Days on yellowkey MLS ID: A4699349
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2192 Built: 2020Community: Hidden Crk Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautiful, well maintained modern 3 bedroom + Den, 3 bathroom house available to rent in Hidden Creek. Conveniently located near TCA (walkable!), Sarasota Military Academy and Tatum Ridge Elementary. Rent includes lawn and A/C maintenance.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sarah Raynor (941-413-6292)
3641 STOKES DR, SARASOTA, FL 34232
$3,80012 Days on yellowkey MLS ID: A4698928
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960Community: Ridgewood Estates Add 04 Resub 01Spa: NoSingle Family
Elementary School: Brentwood Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Virtually Staged. Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new Hurricane shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being rented partially furnished, making it move-in ready. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to rent a 5-bedroom pool home in Sarasota
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
4936 LINSEY CT, SARASOTA, FL 34243
$2,7005 Days on yellowkey MLS ID: A4699184
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1489 Built: 1994Community: Pinehurst Village Sec 1 Ph CSingle Family
Remarks: DON"T MISS THIS FANTASTIC TURNKEY FURNISHED SINGLE FAMILY HOME WITH A 2 CAR GARAGE AVAILABLE FOR AN ANNUAL LEASE! . Drive down a winding oak tree canopied road to this hidden gem! This designer three bedroom single family home in Palm Aire Golf and Country Club is turnkey furnished as 2 bedrooms with third bedroom set up as an executive office with a built in desk with lots of storage. The primary suite features a primary bath with dual sinks, separate shower and a private toilet as well as a walk in closet The second and third bedrooms can be closed off from the living area for privacy and each contain a wall closet and and share abright sunny bathroom as well. You will not need to bring anything but your suitcase! Available furnished, turnkey furnished or unfurnished. This retreat features everything you need to settle into the Florida lifestyle. It's bright and sunny with the bonus of a tranquil sun room overlooking the lake as well as a screened lanai to enjoy the gorgeous Florida weather. Just wander down the street to enjoy the community pool and gathering room. Palm Aire offers a great place for walking and biking or you may choose to join Palm Aire Country Club for golf, tennis, pickle ball, swimming, fitness and / or social memberships. The location is the best the area, just a few minutes around the golf course to the clubhouse and yet right in the heart of the University Corridor with numerous shopping, dining and entertainment choices. Easy access to the beaches and downtown as well! Applicants will be required to apply for HOA approval. Landlord will consider one dog.
Listing is courtesy of: PALM AIRE REALTY PARTNERS LLC (941-355-6300)
Listing Agent: Gini Fine (941-587-2141)
1899 VAMO WAY, SARASOTA, FL 34231
$10,00041 Days on yellowkey MLS ID: A4695686
0 Days Off yellowkey (back on 7/9/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2718 Built: 2014Community: Vamo 3Rd Add ToSpa: YesSingle Family
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: ****Not Ready to Buy? Live Like You Already Have. In Sarasota Luxury.**** Tucked away on nearly half an acre in Sarasota's hidden waterfront enclave of Vamo, this custom-built luxury retreat offers the Florida lifestyle most people only experience on vacation. Perfectly positioned just minutes from Siesta Key Beach, Nokomis Beach, and Downtown Sarasota—and only 35 minutes from IMG Academy—this fully furnished residence makes it easy to settle in and start living from day one. Wake up with coffee beside the saltwater pool. Play pickleball before lunch. Spend afternoons soaking up the Florida sunshine. Unwind in the hot tub at sunset, host friends around the outdoor kitchen, and end the evening with a movie in your private cinema room. Inside, you'll find 3 bedrooms, 3.5 baths, soaring ceilings, designer finishes, and an impressive chef's kitchen. Bright, open living spaces flow seamlessly outdoors, creating the perfect setting for both entertaining and everyday living. **Fully furnished. Turnkey. Luxury living made effortless.** Why visit Sarasota when you can live the lifestyle? *** About Vamo: One of Sarasota's best-kept secrets, Vamo is a charming waterfront neighborhood nestled along the calm waters of Little Sarasota Bay. Originally established in the 1920s, the community blends Old Florida character with modern convenience. Historic Spanish-style homes sit beneath mature native landscaping, while nearby shopping, dining, marinas, parks, and beaches provide everything needed for an active coastal lifestyle. A Plus Rated Schools. Enjoy kayaking, paddleboarding, fishing, boating, and endless Gulf Coast adventures just moments from your front door. Ideally located between Siesta Key and Venice, Vamo offers a rare combination of privacy, convenience, and authentic Florida charm. **Available for 6 to 12 months. Utilities included.** Private and virtual showings available by appointment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
4745 ANTRIM DR, SARASOTA, FL 34240
$4,5905 Days on yellowkey MLS ID: A4699483
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3172 Built: 2022Community: Worthington Ph 2Spa: NoSingle Family
Remarks: Unfurnished annual rental available now in the gated community of Worthington. This 2022-built home offers over 3,100 square feet with 4 bedrooms, 4.5 bathrooms, a bonus room, private balcony, screened saltwater pool, and 2-car garage. The main level features a spacious Great Room, dining area, and kitchen with quartz countertops, white cabinetry, natural gas cooking, and a walk-in pantry. The first-floor primary suite includes tray ceilings, a walk-in closet, and an ensuite bath. Upstairs, three additional bedrooms provide flexibility for family, guests, or a home office setup. One bedroom includes a private ensuite bath, while the remaining bedrooms share an additional full bathroom. The bonus room opens to a private balcony overlooking the pool, offering additional space for relaxation, work, or entertaining. Outdoor living includes a covered lanai, screened saltwater pool with gas pool heater, and a full pool bath with direct access from the lanai. Additional features include Hunter Douglas shades, tankless water heater, whole-home water filtration system, storm shutters, and epoxy-coated garage floors. Located in Worthington with convenient access to shopping, dining, schools, and major roadways, this home offers modern construction, a functional layout, and multiple indoor and outdoor living spaces. One or more photo(s) have been virtually staged.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Hanine Jaraiseh (941-368-0348)
3236 ASHTON RD, SARASOTA, FL 34231
$2,6006 Days on yellowkey MLS ID: A4699362
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1594 Built: 1971Community: Restful PinesSingle Family
Remarks: vacant
Listing is courtesy of: REALTY BY DESIGN LLC (941-779-4509)
Listing Agent: Brian Odonnell (941-779-4509)
2751 72ND AVENUE DR E, SARASOTA, FL 34243
$2,65055 Days on yellowkey MLS ID: A4694101
REDUCED by $150 (5.4%) on 07/08/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 962 Built: 1992Community: New Pearce & Pearce Vegetable FarmsSingle Family
Remarks: Welcome to this beautifully maintained 3-bedroom, 1-bathroom home that perfectly blends cozy comfort with modern updates. Just 10 minutes away from the Sarasota Bradenton airport, 15 minutes to the UTC area, and 15 minutes to Downtown Sarasota. Offering a fantastic layout, great indoor-outdoor flow, and a low-maintenance yard, this property is ideal for first-time homebuyers, downsizers, or anyone looking for a move-in-ready retreat.
Listing is courtesy of: KINGSTON REALTY (941-251-4840)
Listing Agent: Connor Hoehne (941-592-2260)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$24,0002457 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. The $24,000 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee. 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
$29,4302577 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 2027 - Jan 2nd 2028. Welcome to your private slice of paradise on Lido Key. Perfectly positioned on a wide canal with direct access to Sarasota Bay and the Gulf, this beautifully renovated coastal retreat combines luxury, comfort, and an unbeatable location just a short walk from St. Armands Circle and Lido Beach. The heart of the home is the stunning chef's kitchen, featuring quartz countertops, custom cabinetry, stainless steel appliances, a gas cooktop, and a spacious island with seating—perfect for gathering with family and friends. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, creating an inviting space for entertaining. Step outside to your private resort-style backyard oasis. Lounge beside the heated pool and spa, enjoy meals at the outdoor dining table, grill your fresh catch on the BBQ, or relax in the covered outdoor living room complete with comfortable seating and a TV. Surrounded by lush tropical landscaping, the backyard offers exceptional privacy and a true Florida resort experience. The private dock sits on a wide canal and is ideal for fishing, paddleboarding, kayaking, or docking a rental boat. After a day on the water or at nearby Lido Beach, stroll to St. Armands Circle for world-class dining, shopping, and entertainment before returning home to unwind beneath the stars. The home includes Smart TVs, board games, bicycles, beach chairs, umbrellas, toys, a cooler, and a beach wagon to make your walk to the beach effortless. Families traveling with little ones will appreciate the included pack-and-play and high chair. This property can be rented as a 4-bedroom, 4-bath retreat sleeping up to 8 guests, including the private guest house with its own full kitchen, living room, and washer/dryer. The main house has 3 bedrooms and 3 baths. When rented with guest house (an extra charge), it becomes a 4 bedroom and 4 bath rental. The $29,430 is for base rent only. There are taxes, an insurance fee, cleaning fees, and pool heating fee. City of Sarasota Certificate VR22-00088
85 S POLK DR, SARASOTA, FL 34236
$26,2502119 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. Welcome to this stunning waterfront retreat on beautiful Lido Key, where luxury, comfort, and coastal living come together. Perfectly situated on a wide canal with a private dock and boat lift, this home offers direct access to Sarasota Bay and is ideal for boating, fishing, paddleboarding, or simply enjoying the peaceful water views. Inside, the bright open floor plan features elegant coastal décor, soaring ceilings, and a beautifully appointed chef's kitchen with quartz countertops, custom cabinetry, premium stainless-steel appliances, a gas cooktop, and an oversized island perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the outdoor entertaining space. The luxurious primary suite is a private sanctuary featuring a spa-inspired bathroom with a freestanding soaking tub, oversized walk-in shower, and direct access to the pool area. Each bedroom includes a flat-screen TV, while the family room offers a large-screen TV for movie nights and relaxing evenings. Step outside to your own tropical oasis complete with a heated pool and spa, lounge chairs, BBQ grill, and multiple seating areas overlooking the canal. Enjoy your morning coffee by the water, spend the day poolside, and gather around the fire pit as the sun sets. Just minutes from the famous white sands of Lido Beach and the shops and restaurants of St. Armands Circle, this exceptional waterfront home offers the perfect setting for an unforgettable Florida getaway. 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. The $26,250 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee. City of Sarasota Certificate VR22-00087
55 N WASHINGTON DR, SARASOTA, FL 34236
$21,0003158 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! The $21,000 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, pool heating fee, and pet fee if bringing a dog. City of Sarasota Certificate VR22-00148
228 VAN BUREN DR, SARASOTA, FL 34236
$18,750701 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 May 26th-June 2nd, July 4th-11th, August 11th-20th, Dec. 27th 2026 -March 15th 2027, March 27th-April 3rd, April 17th-25th 2027. **Welcome to your perfect vacation retreat!** This beautiful 4-bedroom, 3-bath home offers a light-filled, open-concept floor plan designed for comfort, relaxation, and entertaining. The thoughtfully designed multi-level layout provides plenty of space and privacy for everyone. The **upper level features the luxurious primary suite with its own spacious en-suite bathroom**, complete with a soaking tub and separate shower for the ultimate spa-like experience. Also on the upper level is an additional **en-suite guest bedroom**, perfect for family members or guests seeking extra privacy. The **middle level offers two additional bedrooms and a full bathroom**, creating comfortable accommodations for larger groups. On the **ground level, you'll find the resort-style outdoor living area, pool access, and laundry room**, along with an additional refrigerator for added convenience. The stunning updated kitchen features granite countertops, stainless steel appliances, and a convenient breakfast bar—perfect for gathering with family and friends. Adjacent to the kitchen, the dining area overlooks the sparkling pool and comfortably seats eight guests. Step outside to your own private resort-style oasis. Enjoy the pool and spa, unwind in the covered lounge area, dine al fresco under the covered seating area, or fire up the grill for a memorable evening outdoors. For even more fun, challenge your family and friends to a game of ping pong or cornhole. If you'd like to explore the area on two wheels, bicycles may be available during your stay—just let us know in advance, and we'll be happy to help arrange them. **With spacious accommodations, resort-style amenities, and a layout designed for both togetherness and privacy, this home has everything you need for an unforgettable getaway.** 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! The $18,750 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.
4653 HADFIELD DR, SARASOTA, FL 34235
$15,000701 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. Welcome to your private golf retreat in The Highlands, one of the area's most sought-after golf course communities. This beautifully appointed 4-bedroom, 4.5-bath home offers spacious accommodations, exceptional privacy, and all the comforts needed for an unforgettable vacation. Designed with both relaxation and entertaining in mind, the home's expansive floor plan features a private three-bedroom guest wing that can be closed off from the main living areas. Each bedroom includes its own en-suite bathroom, while an additional powder room serves the main living space. The bright, open-concept layout is filled with natural light and features large sliding glass doors that overlook the resort-style pool and outdoor entertaining areas. The oversized kitchen is a chef's dream, complete with updated appliances, abundant counter space, a large breakfast bar, and casual dining area. Fully stocked with cookware, dishes, and small appliances, it's ideal for preparing everything from quick breakfasts to gourmet dinners. Multiple living spaces, including a family room with a large flat-screen TV and a cozy fireplace, provide plenty of room for everyone to gather and unwind. Step outside to your own private oasis, featuring a sparkling pool, expansive sun deck, outdoor kitchen with grill, and multiple dining areas that comfortably seat 16 or more guests. Surrounded by mature landscaping, the outdoor living space offers exceptional privacy and the perfect setting for entertaining, relaxing, or enjoying Florida's beautiful weather. Golf enthusiasts will appreciate the home's proximity to The Highlands Golf Course, a scenic par-72 championship course known for its tree-lined fairways, generous greens, and classic Old Florida character. Just moments from your doorstep, the course offers a memorable golfing experience enhanced by GPS-equipped golf carts and modern course technology. 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. 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. The $11,00 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.
1121 MORNINGSIDE PL, SARASOTA, FL 34236
$14,500208 Days on yellowkey MLS ID: A4674983
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3454 Built: 1960Community: Lido CSpa: NoSingle 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. For vacation rental tenants the $21,500 is the base rate only. There are taxes, refundable damage deposit, cleaning fees, credit card fee, pool heating and pet fee if bringing a dog.
323 MADISON DR, SARASOTA, FL 34236
$25,50014 Days on yellowkey MLS ID: A4697742
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1953Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Remarks: Pool and spa install coming in September 2026, booked October 8th-12th, Dec. 18th 2026-January 1st 2027 Professional Pictures coming soon! Welcome to your perfect St. Armand's getaway! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and an unbeatable location just around the corner from world-famous St. Armands Circle and Lido Beach. Designed for relaxation and quality time together, the home features a cozy family room, spacious dining area, and a fully equipped kitchen with brand-new appliances. Whether you're preparing a quick breakfast before the beach or gathering for a family dinner, you'll have everything you need for a memorable stay. Each bedroom is thoughtfully furnished to provide a comfortable retreat, while the two full bathrooms offer convenience for families and groups. Step outside to enjoy the private backyard, the perfect spot for morning coffee, afternoon sunshine, or unwinding after a day at the beach. With new furnishings throughout the home, guests will appreciate the fresh coastal feel and inviting atmosphere. Located in the heart of St. Armands, you'll be within walking distance of renowned restaurants, boutique shopping, ice cream shops, and local attractions. Lido Beach is just minutes away, making it easy to spend your days soaking up the Florida sunshine and Gulf Coast beauty. Whether you're planning a family vacation, a couples' escape, or a long-term island stay, this charming home offers the perfect combination of location, comfort, and convenience. Experience the best of Sarasota's island lifestyle from this charming St. Armands retreat! The $25,500 is for base rent only. There are taxes, insurance fee, cleaning fees, credit card fee, and pool heating fee.
8545 CACHE DR, SARASOTA, FL 34240
$3,70072 Days on yellowkey MLS ID: A4692325
0 Days Off yellowkey (back on 7/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2135 Built: 2020Community: Hidden Crk Ph 1Single Family
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: Available June 15th. Rarely available, Annual Unfurnished Home in Hidden Creek with 4 bedrooms, 2 bathrooms plus an oversized den/office. This beautiful Kitchen, with stainless steel appliances, quartz counters and a large pantry await your perfect meals. The open floorplan is perfect for entertaining. Relax in the heated pool with a bench and table. Can you imagine checking messages or emails in the pool? For further relaxing, there is a spa and since this is a screened in lanai, no bugs. Pet Friendly! Dogs are welcome with a monthly pet fee. Washer and dryer are included in the laundry room. 2 car garage rounds out this peaceful home. Don’t like working outside? No problem as landscaping and pool maintenance are included! Hidden Creek also features a playground and large park with BBQ grills and seating for having fun. So close to all that is Sarasota but living in a relaxing country setting.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: John Trexler (941-320-8609)
1901 MORRILL ST, SARASOTA, FL 34236
$4,30033 Days on yellowkey MLS ID: A4696560
REDUCED by $500 (10.4%) on 06/24/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2220 Built: 1949Community: TowlesSingle Family
Remarks: Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property has world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence (1901) is a two-story haven featuring four bedrooms (only one bedroom downstairs is furnished) with an office that could be used as a bedroom (it does have office furniture) and 3.5 bathrooms. Dishware and linen are not provided. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and the residence boasts a laundry facility for added convenience. There is also a Generac generator which has its own gas line. The brick-paved driveways have ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brenda Cozy (941-350-4889)
1725 BONITA CT, SARASOTA, FL 34239
$15,000403 Days on yellowkey MLS ID: A4655035
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2004Community: Acreage & UnrecSpa: YesSingle Family
Remarks: This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior ceilings. Designed for entertaining, this splendid home can easily host large gatherings with a creative layout that enhances the flow between the kitchen, dining room and great room while keeping each space true to its function. The great room has a wood-burning fireplace and wall-to-wall sliding glass doors to the screened-in lanai/pool area. The chef’s kitchen, with eat-in peninsula and casual dining nook, features solid-wood cabinets, granite countertops, tile backsplash and stainless steel appliances. The master retreat on the first floor has a fireplace, French door to the lanai, two walk-in closets and On-suite bath with jetted tub and walk-in shower. Upstairs, a large bonus room has plenty of room for gaming with a pool table, TV, lounge area and large built in desk area. The second floor also has a large guest room with on-suite bath and a king size bed, and two additional bedrooms (king size beds)which has a Jack and Jill bathroom. Outdoors, living is equally lavish in the spacious, screened-in lanai with heated salt water pool and spa. Private gated courtyard has plenty of space for guest parking or play. At the entrance, an electric gate provides privacy and security. 5 minutes to Siesta Key Beaches, Restaurants and Shopping. SEASON $15,000, OFF SEASON $12,000 Owners will consider an annual rental at $10,000 a month. Property has been rented from mid February to mid April 2026. All other months are wide open. LUXURY, SARASOTA VACATION RENTALS, SIESTA KEY,
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
2544 CARLISLE PL, SARASOTA, FL 34231
$6,000294 Days on yellowkey MLS ID: A4665872
INCREASED by $125 (2.1%) on 07/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1976Single Family
Remarks: GULF GATE WOODS...This single family home offers 2 bedrooms + a den & 2 bathrooms with a split floor plan. Ideal property for your winter get away. Enjoy the Sarasota lifestyle to the fullest in this stunningly updated home nestled on an over-quarter-acre lot in the sought-after Gulf Gate Woods neighborhood. Once inside, the light and bright open-concept living areas greet you with all-new modern luxury vinyl plank flooring, recessed lighting fixtures & ceiling fans, stylish 5 1/3" baseboards, and a contemporary fresh coat of paint. The kitchen's upgraded granite counters & island bar top, soft-close cabinets, custom tile backsplash, and stainless appliances add a flair and its passthrough window helps achieve Florida indoor-outdoor living & dining. Using the sliding doors in the living room or formal dining room, head out to explore the lanai to imagine all the possibilities for entertaining it provides and to scope out the ample backyard. Back inside, soak in the primary bedroom's quarters, including an updated en-suite bath complete with walk-in & linen closets, dazzling Carrara marble sink vanities, and a lavish floor-to-ceiling tile shower. Make sure to check out the bonus room located just off the primary bedroom, which makes for a perfect home office or nursery, before heading across the split-bedroom floor plan to investigate the guest bedroom and bathroom that also received a revamp of chic custom tile in the shower and Carrera marble vanity. A dedicated laundry room with a utility sink, an attached two-car garage. This prime location means it is just minutes from all the fabulous dining, shopping, nightlife & cultural events happening in the nearby Gulf Gate business district or in Downtown Sarasota, as well as the Legacy Trail, golf courses, boat clubs, an award-winning library, and of course... the world-famous soft sand and warm blue gulf waters of Siesta Key's beaches!
3957 PROCTOR RD, SARASOTA, FL 34233
$1,89564 Days on yellowkey MLS ID: A4693169
REDUCED by $100 (5.0%) on 07/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1985Community: SunilandSingle Family
Remarks: This 2 bedroom, 2 bath home with a bonus room is centrally located in South Sarasota! This home features a spacious split floor plan with vaulted ceilings and an open-concept living area. The living room, dining area, and the kitchen flow seamlessly together with wood grain flooring. The kitchen features a pass-through window to the enclosed patio. The master suite is spacious and has sliding glass doors to the patio that let in plenty of natural light. It also has a large master bath connected in the corner of the room that features a walk-in shower, private toilet room, and a walk-in closet. There is a second bedroom and a versatile bonus room on the other side of the home. There is an enclosed lanai with sliding glass doors and a laundry room complete with washer and dryer. There is also a west-side carport that is partially enclosed. At the rear of the home is a private courtyard that is partially fenced. This property is located near plenty of shopping opportunities, restaurants. The Legacy Trail and the wonderful Siesta Key Beach are not far away. The water is from a well, may not be potable, and the tenant may need to provide their own drinking water. Tenants shall also be responsible for replacing water softener salt. We score every application. If an application doesn’t score high enough, the resident may be required to place the equivalent of two months’ rent in a security deposit. This home is being leased by Sarasota Management & Leasing, however it will be managed by the owner.
Listing is courtesy of: SARASOTA MANAGEMENT & LEASING (941-377-8400)
Listing Agent: Todd Roughton (941-377-8400)
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