Location: Sarasota
Do Not Show Listings
301 QUAY COMMONS #1003, SARASOTA, FL 34236
$6,500108 Days on yellowkey MLS ID: A4689567
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1828 Built: 2023Community: Bayso SarasotaSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Bayso stands as Sarasota’s newest jewel along the downtown bayfront—setting a new benchmark as the fastest-selling residential tower in the city in decades, achieving a complete sellout in just 11 months. Residence 1003, featuring the sought-after C floor plan, offers a beautifully designed two-bedroom, three-bath plus den layout, encompassing 1,829 square feet of interior living space. A 10-foot-deep terrace extends the living experience outdoors, capturing northern views across The Quay Sarasota toward The Bay, along with glimpses of Sarasota Bay. Inside, the home is filled with natural light, enhanced by 10-foot ceilings and expansive floor-to-ceiling glass throughout. The kitchen reflects a modern European aesthetic, featuring sleek Italkraft cabinetry, premium quartz countertops, and a full suite of JennAir appliances. A generously sized laundry room with additional cabinetry provides both functionality and storage. Residents of Bayso enjoy a curated collection of amenities, including: A state-of-the-art fitness center A fifth-floor resort-style pool and spa Outdoor kitchen with dual gas grills Dedicated dog park with pet washing station Bayso has quickly established itself as one of Sarasota’s most desirable addresses—offering a refined coastal lifestyle in the heart of the city’s most dynamic waterfront district. An annual rental is preferred, but 6-month rental option is also available.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Gregg Center (941-266-1868)
5377 CRESTLAKE BLVD #69, SARASOTA, FL 34233
$2,995838 Days on yellowkey MLS ID: A4604575
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1984Community: Crestwood VillasVilla
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Available for the 2027 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely available!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$1,59584 Days on yellowkey MLS ID: A4692456
REDUCED by $155 (8.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979Community: Plaza GardensCondo
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
4540 KIPLING CIR, SARASOTA, FL 34241
$4,490248 Days on yellowkey MLS ID: TB8450626
REDUCED by $110 (2.4%) on 06/01/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2953 Built: 2001Community: Bent Tree VillageSpa: YesSingle Family
Remarks: Welcome to this beautifully maintained single-family home located in the highly desirable Lake Sarasota community. This bright and inviting 5-bedroom, 3.5-bath property offers a perfect blend of comfort, style, and convenience—ideal for families, professionals, or anyone seeking peaceful Florida living. Open-concept living area with abundant natural light. Updated kitchen featuring modern appliances, ample cabinetry, and a breakfast bar. Primary suite with ensuite bathroom and generous closet space. Four additional bedrooms perfect for guests, family, or a home office. Screened lanai overlooking a large, fenced backyard—great for relaxing or entertaining. Attached garage with plenty of storage. Nestled in a quiet, friendly neighborhood with easy access to I-75, top-rated schools, parks, shopping, restaurants, and Sarasota’s world-famous beaches.
Listing is courtesy of: HOME TOWN REALTY, INC. (813-416-6342)
Listing Agent: Sang Nguyen (941-726-4036)
1770 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$3,495210 Days on yellowkey MLS ID: A4676349
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1970Community: Lido Harbour TowersCondo
Middle School: Booker Middle
Remarks: STILL AVAILABLE FOR SEASON 2027!! Welcome to this beautifully maintained two-bedroom, two-bath residence located on the second floor of Lido Harbour Towers, where the very best of Florida’s Gulf Coast lifestyle surrounds you. To the west, experience endless sparkling waters and powdery white sand beaches. To the east, the natural beauty of Ted Sperling Nature Preserve offers kayaking through mangrove tunnels and peaceful walking trails with abundant wildlife. South Lido Key Beach Park awaits just to the south, while to the north, St. Armands Circle delivers upscale shopping, eclectic dining, and vibrant island culture. Inside, this charming coastal home features a bright white kitchen with generous cabinetry and a walk-in pantry. The open-concept living and dining area provides a comfortable, inviting space, while the lanai offers a tranquil setting framed by swaying palm trees and calming water views. Open the sliding glass doors to enjoy refreshing sea breezes with your morning coffee or unwind in the evening as the sky fills with breathtaking sunset colors. The primary suite is a peaceful retreat designed for rest and relaxation, while the guest bedroom comfortably accommodates visitors and includes convenient access to a full second bath. Community amenities include a beachfront swimming pool, clubhouse with full kitchen, and outdoor grilling area. Additional conveniences include secured building entry, assigned covered parking, and a private storage locker located just outside the front door. Whether you prefer quiet days at the beach or lively evenings at St. Armands Circle or downtown Sarasota, this island residence offers a truly effortless coastal lifestyle. SEASONAL RATE $6,500.00
Listing Agent: Heidi Thompson (941-807-2241)
2950 CLARK RD #112, SARASOTA, FL 34231
$1,595104 Days on yellowkey MLS ID: A4689476
REDUCED by $300 (15.8%) on 06/01/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 888 Built: 1973Community: Trinity VillageSpa: NoCondo
Remarks: Now available for the 2027 season! Enjoy the charm of lakefront living in this cozy, ground-floor end-unit condo located in the peaceful community of Trinity Village. This nicely furnished residence features a newly renovated kitchen, updated sliding glass doors leading to a screened lanai, and a bright, open layout with a mix of tile and carpet flooring. Relax in the comfortable living space with a large-screen TV, and take advantage of on-site laundry facilities and a heated community pool. Just minutes from the world-renowned Siesta Key Beach, as well as nearby shopping and dining options. Offered at $1,800 a month during the off-season, with a 3-month minimum stay required. $3,000 for season.
1308 OLD STICKNEY POINT RD #W32, SARASOTA, FL 34242
$7,00057 Days on yellowkey MLS ID: A4695458
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2467 Built: 2002Community: Marina Del SolSpa: YesCondo
Remarks: Waterfront Elegance at Marina Del Sol – Your Seasonal Retreat. Indulge in the ultimate Sarasota lifestyle at this stunning 3-bedroom, 2,467 sq. ft. residence in the exclusive Marina Del Sol. Thoughtfully designed and beautifully updated, this spacious condo offers the perfect balance of elegance and comfort, with three oversized porches capturing serene water views and warm coastal breezes. Step inside to find generous living areas, including a formal dining room, living room, and den—each designed for both relaxation and entertaining. The primary suite is a sanctuary with its expansive closet and custom cabinetry, while two additional bedrooms provide ample space for family or guests. Marina Del Sol is a private, gated oasis with resort-style amenities: a saltwater heated pool and spa, waterfront fire pit, dog run, kayak storage and launch, modern fitness center, and a beautifully appointed clubhouse. For those drawn to the water, boat docks are available, or enjoy the convenience of a full-service marina just across the street. Located just south of the Stickney Point Bridge, this residence places you moments from Siesta Key’s world-renowned beaches, vibrant dining, boutique shopping, and endless opportunities for boating, biking, and watersports. Public beach access is a short stroll away, and a county park offers fishing, kayaking, and dog-friendly recreation. Offered fully furnished, this seasonal rental invites you to step into a world of effortless luxury, where every detail is curated for comfort and every day feels like a vacation.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
339 SUWANEE AVE, SARASOTA, FL 34243
$3,000111 Days on yellowkey MLS ID: A4689113
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1948Community: Ballentine Manor EstatesHalf Duplex
Remarks: ***Available August 21*** Charming farmhouse-decor style duplex, ideally located just minutes from vibrant downtown dining, shopping, and entertainment! Thoughtfully updated and beautifully decorated, this inviting home offers the perfect blend of comfort, style, and convenience. Step inside to enjoy laminate flooring throughout the living, dining, and bedroom areas, with tile in all wet spaces for easy maintenance and everyday comfort. Enjoy cooking in the kitchen that offers SS appliances, gas stove, butcherblock countertops and subway tile backsplash. The spacious primary bedroom features a luxurious king bed, while the guest bedroom offers two twin beds that can easily convert into a comfortable king to suit your needs. TVs are conveniently located in the living room and both bedrooms for added relaxation. The bathroom boasts a modern walk-in shower, and the home opens to a large, private backyard perfect for unwinding after a day of exploring or enjoying your morning coffee in peace. Whether you're visiting for business or leisure, this centrally located gem provides everything you need for a comfortable and memorable stay. Just mins to DT SRQ and Gulf Beaches!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Gabrielle Channell (941-586-6234)
2365 WALDEMERE ST, SARASOTA, FL 34239
$7,000421 Days on yellowkey MLS ID: A4654509
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2300 Built: 2023Community: Loma Linda ParkSingle Family
Remarks: Long-term or short-term leases can start from SEPTEMBER 10, 2026 for $7000 OR **option**SEASONAL RATE from December 1, 2026 through April,2027 is $12,000. (**February-March 2027 rented**). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "SunShine Sarasota" (2375 Waldemere St, Sarasota), located next to "Sky Blue Sarasota" (2365 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Dybala (773-318-5796)
2375 WALDEMERE ST, SARASOTA, FL 34239
$7,000421 Days on yellowkey MLS ID: A4654505
Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
7186 LAKESIDE DR, SARASOTA, FL 34243
$2,75059 Days on yellowkey MLS ID: A4695284
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 1986Community: Woodlake Villas At Palm-Aire Vi, Vii&XiVilla
Remarks: Beautiful furnished turnkey villa available for annual or seasonal lease in the desirable Woodlake Villas community of Palm Aire. This well-maintained home features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage with additional space for a golf cart. Enjoy the community heated pool overlooking a scenic lake. Conveniently located just minutes from multiple golf courses, UTC shopping and dining, Sarasota-Bradenton International Airport, and approximately 20 minutes from Siesta Key, Longboat Key, St. Armands Circle, and Anna Maria Island. Available for annual lease at $2,750/month with a minimum 6-month lease term. Seasonal rental available January–March 2027 at $5,000/month. Rent includes water, sewer, trash, lawn maintenance, internet, and all utilities except electricity.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
5713 FOSSANO DR #0, SARASOTA, FL 34238
$2,295371 Days on yellowkey MLS ID: A4659148
0 Days Off yellowkey (back on 5/30/2026)
INCREASED by $100 (4.6%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1863 Built: 2011Community: Isles/Palmer Ranch PhCondo
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: THIS IS AN ANNUAL RENTAL Located in The Isles on Palmer Ranch. This 2nd floor, spacious 3 bed/2 bath condo has 1,863 square feet of living space with generously sized living and dining areas. Significant upgrades including granite and stone countertops, tiled backsplashes, updated light and fan fixtures, wood cabinets, and more! Eat-in kitchen as well as a dining room - so either could also be used as office space for those who work remotely. The rear screened lanai possesses an exceptional unobstructed lake view. Attached one-car garage, and ample parking outside with a dedicated driveway/street parking. The community itself is "amenity filled" with a clubhouse, fitness center, community pool, lighted tennis and pickleball courts, plenty of communal parking, a kitchen and private room which can be used for functions and lastly a pergola with a lake view. Located in sought after Palmer Ranch, it's conveniently located to Osprey/Nokomis/Venice, I75, various restaurants, shopping, walking trails and other amenities. 1st/Last/Security required for move in. Credit/background/eviction search checks on all applicants.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
308 LANTANA AVE, SARASOTA, FL 34243
$2,00091 Days on yellowkey MLS ID: A4691141
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1156 Built: 1968Community: Whitfield Estates On Sarasota Bay IHalf Duplex
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)
304 LANTANA AVE, SARASOTA, FL 34243
$2,00095 Days on yellowkey MLS ID: A4691054
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00062 Days on yellowkey MLS ID: A4694729
INCREASED by $2,000 (13.3%) on 05/30/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
Elementary School: Phillippi Shores Elementary
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle. The total amount is $17,000, which includes all applicable taxes, utilities, and cleaning fees.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$17,000149 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
$17,000562 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
$9,500122 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)
8370 WINGATE DR #726, SARASOTA, FL 34238
$2,10059 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
High School: Riverview High
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)
1537 SIESTA DR, SARASOTA, FL 34239
$18,50082 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)
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