Location: Sarasota
Do Not Show Listings
304 LANTANA AVE, SARASOTA, FL 34243
$2,00057 Days on yellowkey MLS ID: A4691054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1156 Built: 1968Community: Whitfield Estates On Sarasota Bay IHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Both Units of this Duplex for rent separately - 304 Lantana Ave and 308 Lantana Ave. Annual rental opportunity in the highly desirable Whitfield Estates neighborhood! Each side of this duplex offers a 2-bedroom, 1-bath unit, featuring a functional layout with a spacious living area, dedicated dining space, kitchen, and an additional bonus room perfect for a home office, den, or extra storage. Ideally located, this property places you just minutes from everything Sarasota has to offer. Enjoy quick access to Sarasota-Bradenton International Airport, downtown Sarasota’s vibrant dining and arts scene, and the area’s world-renowned Gulf Coast beaches. Conveniently situated near IMG Academy, Ringling College of Art and Design, University of South Florida Sarasota-Manatee, and New College of Florida, making it an excellent option for students, faculty, or professionals. You’re also just a short drive to the University Parkway corridor and University Town Center, offering premier shopping, dining, and entertainment options. Annual lease required. Don’t miss this opportunity to live in a centrally located neighborhood with unbeatable access to Sarasota’s top destinations. Units 304 and 308 are both available for rent separately at $2000 per month each.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00024 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
High School: Sarasota High
Middle School: Brookside Middle
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
$17,000111 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
$17,000524 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.
1 BENJAMIN FRANKLIN DR #3, SARASOTA, FL 34236
$9,50084 Days on yellowkey MLS ID: A4687832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1968Community: St Armand Towers NorthCondo
Remarks: GULF-FRONT PENTHOUSE | ST. ARMAND’S TOWER NORTH. BEACH VIEWS. BEACH ACCESS. BEAUTIFUL PRIVATE BALCONY. WATERVIEWS FROM EVERY WINDOW. $9,500/month (utilities included) for off season; or ask about seasonal rates ****Experience elevated coastal living in this impeccably renovated, designer-appointed penthouse residence offering panoramic Gulf and Bay views from every vantage point. Thoughtfully curated with refined finishes and custom details throughout, this turnkey home embodies effortless luxury.****The open-concept layout is anchored by a sophisticated chef’s kitchen featuring stone countertops, bespoke cabinetry, built-in oven, glass cooktop, and an elegant breakfast bar designed for both everyday living and entertaining. ****A private in-residence tiki bar with kegerator creates a unique entertaining experience, while the expansive living area offers a seamless blend of comfort and style with a smart TV and electric fireplace. Concealed Murphy beds provide flexible accommodations for guests without compromising design.****The primary suite serves as a tranquil retreat, complete with sweeping Gulf views, a king-sized bed, custom built-ins, dedicated workspace, walk-in closet, and a spa-caliber en-suite bath. Additional enhancements include a wine closet, architectural barn doors, tankless water heater, coffered ceilings, crown molding, and in-unit washer and dryer.****An oversized, full-length lanai extends the living space outdoors, offering multiple seating areas to enjoy Sarasota’s iconic sunsets and coastal breezes.****Residents of St. Armands Tower North enjoy resort-style amenities including a heated pool, fitness center, and private beach access. One covered parking space included. Ideally located just moments from Lido Beach and the shops and dining of St. Armands Circle. Virtual tour available upon request. No pets permitted per HOA.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
1912 MORRILL #Lime, SARASOTA, FL 34236
$1,800199 Days on yellowkey MLS ID: A4673865
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 2011Apartment
Remarks: Furnished / Unfurnished • Short-Term / Long-Term – Modern 1BR / 1BA bungalow in downtown Sarasota’s Towles Court Artist Colony, available furnished or unfurnished for short-term or long-term stays, with rental rates priced according to length of stay, season, and furnishing option. “The Trop” is in one of Sarasota’s most walkable pockets – step outside and you’re moments from Main Street restaurants, cafes, nightlife, Whole Foods, the Saturday Farmers Market, Bayfront Park, Marina Jack, Selby Gardens, and Towles Court’s colorful galleries and studios. Beaches, St. Armands Circle, Lido Beach, Ringling, and UTC are all a quick drive or Uber away, so you can park the car and walk to almost everything. Inside, the home offers 3 true bedrooms and 2 full baths, an open-concept living, dining, and kitchen area, luxury vinyl plank flooring, a modern kitchen with stainless appliances, a primary suite with walk-in shower, and updated finishes throughout. It can be offered furnished for executives, remote workers, snowbirds, or vacationers wanting a stylish turnkey base, or unfurnished for 12+ month tenants who want to bring their own furnishings and make it home. Outdoor features include a private courtyard with grill, string lights, and outdoor dining for eight – great for morning coffee or evening cookouts. Additional highlights: two dedicated parking spaces (no garage), free laundry facilities on site, and small pets considered with owner approval. Quiet street, yet right in the middle of downtown life – ideal for professionals, or anyone who wants to live where others vacation. Offered furnished (short/mid-term) or unfurnished (long-term); pricing varies by furnishing, term, and season. Contact agent for current availability, specific rates for your dates, and terms. 4 out of 6 1 B 1 B units available!
Listing is courtesy of: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Steven Kanter (941-587-1773)
1910 MORRILL ST, SARASOTA, FL 34236
$2,500199 Days on yellowkey MLS ID: A4673874
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Pos Sub Of Blks G & HApartment
Remarks: Furnished / Unfurnished • Short-Term / Long-Term – Modern 3BR / 2BA bungalow in downtown Sarasota’s Towles Court Artist Colony, available furnished or unfurnished for short-term or long-term stays, with rental rates priced according to length of stay, season, and furnishing option. “The Trop” is in one of Sarasota’s most walkable pockets – step outside and you’re moments from Main Street restaurants, cafes, nightlife, Whole Foods, the Saturday Farmers Market, Bayfront Park, Marina Jack, Selby Gardens, and Towles Court’s colorful galleries and studios. Beaches, St. Armands Circle, Lido Beach, Ringling, and UTC are all a quick drive or Uber away, so you can park the car and walk to almost everything. Inside, the home offers 3 true bedrooms and 2 full baths, an open-concept living, dining, and kitchen area, luxury vinyl plank flooring, a modern kitchen with stainless appliances, a primary suite with walk-in shower, and updated finishes throughout. It can be offered furnished for executives, remote workers, snowbirds, or vacationers wanting a stylish turnkey base, or unfurnished for 12+ month tenants who want to bring their own furnishings and make it home. Outdoor features include a private courtyard with grill, string lights, and outdoor dining for eight – great for morning coffee or evening cookouts. Additional highlights: two dedicated parking spaces (no garage), free laundry facilities on site, and small pets considered with owner approval. Quiet street, yet right in the middle of downtown life – ideal for professionals, or anyone who wants to live where others vacation. Offered furnished (short/mid-term) or unfurnished (long-term); pricing varies by furnishing, term, and season. Contact agent for current availability, specific rates for your dates, and terms. 4 units available same layout, call for availability.
8704 RAIN SONG RD, SARASOTA, FL 34238
$3,30041 Days on yellowkey MLS ID: A4693105
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1540 Built: 2026Community: Sunrise Preserve Ph 3Villa
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Unfurnished rental in demand Sunrise Preserve community, this stunning paired villa offers the perfect blend of luxury, comfort, and convenience. Built in 2022, this beautifully maintained 2BR/2BA home with a versatile bonus room currently configured as a 3rd bedroom features a spacious split-bedroom floor plan, soaring ceilings, and ceramic tile flooring throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, a gas range, and a large walk-in pantry. The spacious primary suite offers a tray ceiling, oversized walk-in closet, and an en-suite bath with dual vanities and a walk-in shower with tile surround and glass enclosure. Enjoy peaceful nature views from the screened lanai, creating the perfect indoor-outdoor Florida lifestyle. Built to the latest construction standards, the home also offers excellent energy efficiency and insurance advantages. Sunrise Preserve is a gated, amenity-rich community featuring a 5,000 sq. ft. clubhouse, resort-style zero-entry pool and spa, fitness center, tennis courts, pickleball courts, bocce courts, outdoor grilling stations, and firepit gathering areas. Ideally located just 15 minutes to Siesta Key Beach and approximately 20 minutes to downtown Sarasota, with convenient access to Palmer Ranch, the Legacy Trail, shopping, dining, and entertainment. Available for occupancy end of June 2026 or after.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stu Francis (763-438-3500)
8370 WINGATE DR #726, SARASOTA, FL 34238
$2,10021 Days on yellowkey MLS ID: A4694976
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1996Community: Pinestone At Palmer RanchSpa: YesCondo
Elementary School: Gulf Gate Elementary
Remarks: Beautiful waterfront townhouse has it all! Move in condition, tile flooring throughout except bedrooms, cathedral ceilings, covered parking, new washer, new dryer, new range, new microwave, new refrigerator and more. Live close to everything on Palmer Ranch! Just minutes from the powder sand beaches of Siesta Key, close to restaurants, grocery stores, shopping stores and malls, walking/running/biking trails, YMCA and just about anything else you can think of. Community is gated, has a large clubhouse with gym/workout room, billiard room, card room, social area with complete kitchen, 32 seat movie theater, library, BBQ grills, huge heated swimming pool, large spa/hot tub, 2 tennis courts, 1/2 basketball court. All lushly landscaped and well maintained. Don't miss this great opportunity - Yearly Rental Contract and Background Check Required - Call today!
Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)
Listing Agent: Brian Mcgreevy (941-544-6763)
3842 HAWKEYE CIR, SARASOTA, FL 34232
$2,35032 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
$6,50021 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
$18,50044 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)
1659 2ND ST #109, SARASOTA, FL 34236
$3,99579 Days on yellowkey MLS ID: A4688490
REDUCED by $455 (10.2%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1845 Built: 2019Community: Central Park SubApartment
Remarks: One Month Free on 14 month lease and immediate move in...Spacious townhome located in BOLD Lofts West, one of Sarasota’s most distinctive modern communities. 3 Bedroom + Bonus room that’s perfect for your home office, extra guest space, or den. *Modern open-concept layout designed for comfortable city living. *Bright living areas with large windows and contemporary finishes. *Designer kitchen with sleek cabinetry, premium countertops, and stainless-steel appliances. *Private townhome entrance offering the feel of a single-family home with the convenience of downtown living. *Multiple levels of living space providing privacy and flexibility. *In-unit laundry for everyday convenience. *Direct access parking options available. Walkable downtown lifestyle — minutes from dozens of restaurants, cafés, art galleries, and entertainment. Close to Sarasota Bay, Marina Jack, and the city’s vibrant waterfront. Easy access to St. Armands Circle, Lido Beach, and cultural venues like the Sarasota Opera and theaters. Ideal for professionals, creatives, and anyone seeking a stylish urban lifestyle in Downtown Sarasota.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: John Brink (941-928-5555)
3102 WINDRUSH BOURNE #4, SARASOTA, FL 34235
$2,350301 Days on yellowkey MLS ID: A4662981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984Community: Windrush BourneVilla
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Available for short-term rental (3-month minimum). This beautiful end-unit villa in The Meadows offers the perfect home away from home; ideal if you’re building, remodeling, relocating, or simply looking for a Florida getaway. Bright and welcoming, the villa features cathedral ceilings, tall windows, and walls of sliders that fill the space with natural light while showcasing tranquil pond views and lush landscaping. The kitchen is designed for both style and convenience with off-white soft-close cabinetry, stunning Baltic granite countertops, and easy access to the grilling patio. The primary suite offers a peaceful retreat with pond views, crown molding, a walk-in closet, dual vanities, and a glass-enclosed shower. With no adjacent neighbors, enjoy true privacy and serenity. Step outside to a heated community pool just a block away, or explore all The Meadows has to offer: 14 miles of biking and hiking trails, tennis courts, pickleball, dining close by; all set on 1,650 acres of park-like grounds with 80 lakes. The location is unbeatable; just 15 minutes to downtown Sarasota, St. Armands Circle, Lido Beach, and close to UTC Mall, Nathan Benderson Park, Whole Foods, Trader Joe’s, the new Mote SEA Aquarium, and more. Utilities, cable, and Wi-Fi are included, plus a one-car garage for your convenience. Whether you’re here for work, transition, or relaxation, this villa is the perfect spot to enjoy the Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
750 N TAMIAMI TRL #304, SARASOTA, FL 34236
$2,600354 Days on yellowkey MLS ID: A4657467
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 2001Community: Renaissance 1Condo
Elementary School: Alta Vista Elementary
Remarks: Now available for lease; this stunning downtown Sarasota residence offers an unbeatable combination of location, lifestyle, and flexibility. Whether you're looking for an annual rental, a seasonal escape, or a short-term stay (minimum 3 months), this beautifully maintained unit delivers comfort, convenience, and style. Offered at $3,000/month annually, $4,000/month for a 6-month lease, or $5,000/month for a 3-month stay, this rental opportunity fits a variety of needs. Located in one of Sarasota’s most sought-after buildings, residents enjoy exceptional amenities including a resort-style pool, fitness center, secure access, and garage parking. Step outside your door and find yourself just moments from world-class dining, shopping, theaters, and the waterfront of Sarasota; this is truly walkable downtown living at its best. The residence itself is light-filled and spacious, offering a peaceful retreat in the heart of the city. Whether you're relocating, exploring the Sarasota lifestyle, or just looking for a change of scenery, this is an incredible place to call home. Don’t miss your chance to lease this exceptional property; short-term, seasonal, or long-term. Contact us today to schedule a private tour and secure your ideal stay in Sarasota.
1676 OAK ST, SARASOTA, FL 34236
$3,90043 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
Elementary School: Southside Elementary
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)
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$2,50021 Days on yellowkey MLS ID: A4694387
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1014 Built: 1974Community: Essex HouseCondo
Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
4275 CASTLEBRIDGE LN #1323, SARASOTA, FL 34238
$3,500766 Days on yellowkey MLS ID: A4610585
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1999Community: Pinestone At Palmer RanchSpa: YesCondo
Remarks: *SPACIOUS "CHATEAU" TOWNHOME STYLE CONDOMINIUM* Available 5/1/2027 - 9/30/2027. The "Chateau" model is the largest of the units in the Pinestone at Palmer Ranch community! The condo features three bedrooms or two bedrooms and a den. The primary bedroom has a Queen bed, bedroom #2 has a queen bed and bedroom#3 is set up as a bedroom or den with a desk and two bed chairs. This open floor plan condo is spacious with natural sunlight! The primary bedroom with an ensuite bathroom and walk in closet is on the private top floor and overlooks the living room/dining room/kitchen below. The second and third bedrooms are separated on the first floor by the guest bathroom with a walk in shower. Enjoy dining on the screened in and enclosed lanai or inside at the dining table. This unit is move in ready, fully furnished and includes small kitchen appliances, cookware, dishes, drinkware and silverware. Your monthly rent includes Internet and Youtube TV. Pinestone at Palmer Ranch has a large clubhouse for social events and private parties, a fitness center, billiard room, 32 seat movie theater, a card room and library. Outside is the lighted swimming pool, with a new pool deck, pool lounge chairs, dining tables, a BBQ grilling area and hot tub. Stay active while enjoying the fitness center, lighted tennis courts, half basketball/pickleball court, shuffleboard and bocce ball. Nearby for biking or walking is the Sarasota 18.5 mile paved Legacy Trail which extends from Sarasota in the north to the Historic Venice Train Depot, then another 4 miles south along the eastern side of the Intercoastal Waterway. Pinestone is located in Palmer Ranch and close to Sarasota's Siesta Key Village, Siesta Beach and Nokomis beach. The world famous quartz crystal soft sand of Siesta Beach is only 6.8 miles away! Publix, Target, Lowes and Sarasota Square Mall with Costco and the AMC Sarasota 12 movie theater are a half a mile away. Sarasota Memorial Hospital is approximately 8.8 miles away, Downtown Sarasota with shopping, dining, galleries, museums and night life is 10 miles away. John and Mable Ringling Museum of Art, Van Wezel Performing Arts Hall and the Sarasota Bradenton Intl. Airport are all approx. 12 miles away. The Pinestone Community has a no pet rule for renters. Pinestone is a no smoking community. There is no smoking allowed in the unit. Carport parking for one vehicle with plenty of visitor parking nearby. Whether you want relax in the quiet community of Pinestone at Palmer Ranch or join all the social fun in and around Sarasota on the cultural coast this condo is a perfect place to be!
Listing is courtesy of: M&M PROPERTY MANAGEMENT GROUP (941-320-4287)
Listing Agent: Jana Nizny (941-735-6045)
8370 WINGATE DR #714, SARASOTA, FL 34238
$4,300530 Days on yellowkey MLS ID: A4634408
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996Community: Pinestone At Palmer RanchSpa: YesCondo
Remarks: Rented January - May 1, 2027. Three (3) month minimum. Welcome to Lakefront Escape, your serene getaway in Sarasota. This 2 bedroom, 2 bathroom, ground floor condo with water view offers a perfect blend of relaxation and adventure, making it an ideal retreat to unwind and explore the beautiful surroundings. Three month minimum rental required in the Pinestone At Palmer Ranch community. With two bedrooms, this property accommodates up to four guests. The primary bedroom features a walk-in closet, while the guest bedroom offers a standard closet for your convenience. Each room is designed to provide a restful ambiance, ensuring a peaceful night's sleep after a day of exploration.The condo features two bathrooms, providing ample space for everyone to refresh and rejuvenate. A side by side full size washer and dryer is in the condo for your convenience. Enjoy the inviting living area, perfect for gathering with loved ones or enjoying a movie night on the smart TV. The fully equipped kitchen is complete with modern appliances such as a refrigerator, microwave, dishwasher, and Keurig coffee maker, making meal preparation a breeze. Local grocery shopping includes, Publix, Sprouts, Costco, Target or check out one of the local restaurants. Step outside to discover the outdoor amenities, including the Pinestone Community heated pool and hot tub, lounge chairs & tables, perfect for soaking up the sun. The property also features a grilling station and outdoor dining area around the pool, ideal for al fresco dining and enjoying the beautiful Florida weather. Stay active in the Pinestone Community with access to a fitness room, 1/2 basketball/pickleball court, and 2 tennis/pickleball courts, bocce ball, corn hole and shuffleboard. Enjoy time with family and friends around the fire pit or outdoor semi circle seating area. For those looking to explore, the Palmer Ranch walking paths and Legacy Trail are close by for walking or biking. The 18.5 mile Legacy Trail goes from the historic Venice Train Depot to near Downtown Sarasota. The stunning beaches of Siesta Key, Venice Beach and Lido are just a short drive away, along with the vibrant downtown Sarasota and St. Armands Circle, filled with shops, restaurants, and cultural attractions such as the Ringling Museum, Ringling Museum of Art, Marie Selby Botanical Gardens, Asolo Repertory Theatre, Marietta Museum of Art & Whimsy, The Sarasota Ballet, Jazz Club of Sarasota, Florida Studio Theatre, The Circus Arts Conservatory, Sarasota Art Museum, Sarasota Contemporary Dance. Whether you're seeking a peaceful escape or an adventure-filled vacation, Lakefront Escape is the perfect choice. Book your stay today and experience the best of Sarasota living! Seasonal months are January through April.
8370 WINGATE DR #725, SARASOTA, FL 34238
$4,2001318 Days on yellowkey MLS ID: A4552127
Remarks: Unavailable until May 2027. Welcome to Paradise at Pinestone on Palmer Ranch where you are close enough to the beaches, shopping and dining but far enough away to feel peaceful and relaxed. This condo is a seasonal rental and has a three month minimum stay. Whether you are vacationing or working full time from home this is your sanctuary. Located in the Pinestone of Palmer Ranch gated community, this beautifully updated open concept condo called the Chateau has one of the most sought-after water views with the nature preserve across the water. With vaulted ceilings, hardwood floors and a newly remodeled kitchen, this beautifully decorated, open floor plan with two levels has everything you will need to feel at home. A total of 3 bedrooms, two on the first floor and one oversized bedroom upstairs with a king size bed, sitting area and an ensuite bathroom. On the first floor, you will find one bedroom with two queen size beds with a water view and the other bedroom has two twin beds and looks out at trees over the parking lot and the community. TV watching has never been better on the large sectional in the living room where you can watch your favorite shows on the Smart TV. Cooking is easy in this kitchen whether you are having breakfast or lunch at the breakfast bar or enjoying a meal at the dining table. The newly remodeled kitchen features new granite counter tops, a large stainless-steel sink, updated faucet, and a Bosch dishwasher. Enjoy coffee or evening cocktails on the screened in lanai with sliding glass doors that open to welcome the breeze and water view. Just a short walk away are amenities galore including a beautiful clubhouse, lighted & heated swimming pool with two lap lanes, a hot tub, 32 seat movie theater, half basketball court, pickle ball court, shuffleboard, cornhole, a billiard room, a card room, two lighted tennis courts, fitness center, library, BBQ grills and a newly added fire pit area. For bike riding or walking, catch the trailhead of the newly extended Legacy Trail, you can take the trail south to Venice or north to near downtown Sarasota. For convenient shopping & dining, Sprouts, Publix, Target, Lowes, Costco and local and chain restaurants are close by. Five miles north on Tamiami Trail is the South bridge to enter the barrier island of Siesta Key, where you can enjoy the sun and sand at Siesta Beach, Turtle Beach, Crescent Beach. Siesta Beach is world famous for its quartz crystal soft sand that is cool to walk on. You will find only locally owned restaurants and shopping in Siesta Key Village. Downtown Sarasota is 20 minutes away and home to locally owned and award-winning restaurants, nightlife, Marie Selby Botanical Gardens, Sarasota Art Museum, The John and Mable Ringling Museum of Art. Paradise in Palmer Ranch is your home away from home where you can relax, work, exercise, explore the beaches, boating, the arts and all the activities Sarasota and surrounding areas provide. Live. Work. Play. at Paradise in Palmer Ranch. Tenants to pay Sarasota County Sales and Tourism taxes, for rentals less than 6 months and one day. January - April are seasonal months.
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