Location: Sarasota
Do Not Show Listings
7448 39TH CT E, SARASOTA, FL 34243
$4,800459 Days on yellowkey MLS ID: A4650050
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2421 Built: 2000Community: Quail Run Ph IvSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: FULLY REMODELED turnkey furnished pool home. This home will not disappoint you with all new Engineered hardwood flooring through out the living areas and bedrooms. This open 4 bedroom split plan with 3 full all new bathrooms is a delight. A wonderful bright den in the front of the house with doors for privacy. The open bright kitchen is the main focal point with all white cabinets galore, light colored granite, dry bar or coffee bar is everyone's dream area. The kitchen views into the family room and nice views of the pool through the aquarium glass at the eat in breakfast nook. The house does a a fully fenced in yard for pool privacy. The huge screened in lanai area does have a heated pool, built in grill counter with sink for outdoor leisure for gatherings. The covered area on the lanai is oversized with electric roll down fabric screens for sun protection. The location of this home is on a quite cul-de-sac and close to all your everyday needs, Publix shopping plaza, SRQ airport, Super Walmart, Super Target, UTC Mall, 32 restaurants, University Parkway corridor and 15 min to downtown Sarasota. This property is available for the 2027 prime season at $7000 a month.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
3801 HELENE ST, SARASOTA, FL 34233
$4,000766 Days on yellowkey MLS ID: A4614683
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1960Community: South Gate Ridge 02Spa: NoSingle Family
Remarks: Captivating Pool Home in an Ideal Location: This enchanting residence boasts 3 bedrooms, 2 bathrooms, and a beautiful in-ground pool. Situated in a prime location, it provides convenient access to nearby beaches and popular attractions. Available May-December for $4,000/month 2025. Booked for through April of 2025. Available Jan - April for $7500/month through 2026.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
4931 FALLCREST CIR, SARASOTA, FL 34233
$5,25067 Days on yellowkey MLS ID: A4693897
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2999 Built: 1990Community: AmberleaSpa: NoSingle Family
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Spacious furnished 4 bedroom, 3 bath pool home located on desirable lot in Amberlea with serene pond view. Amberlea is a gated community within one of the best school districts in Sarasota; Ashton Elementary, Sarasota Middle and Riverview High School. Totally renovated master bath features a large walk-in-shower and gorgeous soaking tub as well as over sized double vanity. This home boasts many upgraded features such as a gourmet kitchen, fireplace, Everclean Green air purifier system, retractable hurricane shade at the rear of the home and spacious lanai. with outdoor kitchen and much, much more. All flooring is upgraded tile. Only three bedrooms are accessible and open for use, the 4th is being used as owners storage, however owner will consider moving his belonging out for an annual lease. OWNER WILL CONSIDER LESS THAN ONE YEAR RENTAL. RENTAL MUST TERMINATE BY JULY 31, 2027.
Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)
Listing Agent: Annette Colabella (941-321-1467)
2541 FLOYD ST, SARASOTA, FL 34239
$2,000114 Days on yellowkey MLS ID: A4688717
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 916 Built: 1962Community: Rustic LodgeSingle Family
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Available for immediate move in. 2 bed 1 bath house with fenced in backyard located in the Arlington Park neighborhood of Sarasota. Updates include newer appliances, ceramic tile floors throughout, granite counter tops, kitchen cabinets, lights, ceiling fans and fixtures. It is conveniently located within walking distance to Sarasota Memorial Hospital. A quick drive to Lido Key Beach & St. Armand's Circle and only 15 minutes to the pristine beaches of "world renowned" Siesta Key. A short 10-minute walk will take you to Arlington Park and Aquatic Complex, which features several pools, tennis & racquetball & basketball courts, playground, gymnasium, cycling and fitness center. Please call to schedule your showing today! Rent includes lawn care and pest control.
Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)
Listing Agent: Jonathan O'Steen (941-704-7036)
2655 BAY ST, SARASOTA, FL 34237
$6,45051 Days on yellowkey MLS ID: A4695927
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3432 Built: 2024Community: Pine LawnSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 6-bedroom, 5-bathroom residence. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE stainless steel appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system. The oversized backyard presents endless possibilities. The covered lanai and outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway and side parking port offers ample parking for multiple vehicles, making this home ideal for families and guests. Located just minutes from downtown Sarasota and a short drive to Siesta Key and Lido Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle and luxury.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
2914 ESMERALDA DR, SARASOTA, FL 34243
$3,95066 Days on yellowkey MLS ID: A4694556
0 Days Off yellowkey (back on 6/5/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3192 Built: 2016Community: Soleil West Ph IiSingle Family
Remarks: Annual rental home located in the gated community of Soleil West. This stunning five-bedroom, four-bath residence welcomes you with a formal dining area and gleaming marble floors that flow through the main living spaces, creating an elegant and timeless feel. The kitchen is a chef’s dream, featuring gleaming quartz countertops, sleek stainless-steel appliances, a spacious butler’s pantry, and an oversized walk-in pantry offering ample storage. Adjacent to the gathering room on the main level is a comfortable guest bedroom and full bath, perfect for visitors or a home office. Upstairs, you'll find four generously sized bedrooms, including an expansive master suite that offers both comfort and privacy, along with a full-size laundry room for added convenience. The home’s huge backyard is ideal for entertaining, complete with a screened-in lanai where you can relax and enjoy the Florida sunshine year-round. Soleil West provides resort-style amenities including a large, heated pool, modern fitness center, dog park, picnic area, and a beautifully appointed clubhouse. Ideally situated near University Parkway, Sarasota Airport, downtown Sarasota, and a wide array of shopping, dining, and world-famous beaches, this home offers both luxury and location. First month’s rent, security deposit, and a background check are required to move in. This pet-friendly rental includes a $100 application fee and $25 monthly pet rent. Residents also enjoy a $35 a month benefit package. Association approval is necessary following tenant approval through Gulf Coast Property Management. Tenant occupied 24- hour notice prior to showings. Available August 15th.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Laurie Rastovski (941-345-9080)
3540 74TH AVENUE CIR E, SARASOTA, FL 34243
$2,59553 Days on yellowkey MLS ID: A4695900
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 2021Community: Grady PointeSingle Family
Remarks: Very clean, Lake-view! 3 years Old newer home! Great condition! 4 Beds/2 Bath/2Car Garage, Screened In Lanai. Only a few years old, home in great condition! Newer home located in a very convenient location in Sarasota. Quite community, small square footage but very practical layout. Vaulted ceiling in the kitchen & living room! Open floor plan, with 3 bedroom and one bathroom at the front and primary bedroom in the back with nice lake-view! Close to UTC mall, medical offices, down town Sarasota/Bradenton, beaches, shopping, restaurants and schools. Easy access to US 301, I-75, convenient commutes to Sarasota and Tampa airport. Great school district. Property is move-in ready now! Accept showing for May move-in and early June move-ins. Note: Credit Score 700+ & Income 3x required. Unfurnished minimum 12 month lease term with extension available. One small dog can be accepted with pet deposit & monthly pet fee. Tenant pays water, electricity, cable & Wifi. Home owner pays HOA fee.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jessie Xu, Pa (941-216-5803)
5719 WOODLAND SAGE DR, SARASOTA, FL 34238
$3,35070 Days on yellowkey MLS ID: A4693908
REDUCED by $150 (4.3%) on 05/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2022Community: Promenade Estates On Palmer RanchSingle Family
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated in Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and spacious home features an open floor plan with abundant natural light and high ceilings, island, and ample cabinetry. The elegant owner’s suite boasts a walk-in closet and a spa-like ensuite bathroom with dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office, while the laundry room adds convenience with extra storage space. The home also includes an attached two-car garage. Outdoor living is a breeze with a covered lanai overlooking the lush landscaping. The spacious corner lot offers extra privacy and plenty of room for future enhancements. Promenade Estates is a gated community that provides residents with resort-style amenities, including a pool, clubhouse, fitness center, and playground. The neighborhood offers easy access to top-rated schools, Siesta Key beaches, shopping, dining, and the Legacy Trail, a favorite for biking and walking enthusiasts. Schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
6113 ANISE DR, SARASOTA, FL 34238
$3,580222 Days on yellowkey MLS ID: A4675327
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $215 (5.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2015Community: Arbor Lakes On Palmer RanchSingle Family
Remarks: Palmer Ranch, 4 bedroom/ 3.5 bathroom home with loft & den. Large yard, open kitchen, wood cabinetry and granite counters, formal dining room/office, Great family room that opens to the spacious backyard for entertaining family and friends. The master suite and master bath are located on the main level. Enjoy loft/lounge , three bedrooms and den, lots of room! Arbor Lakes community offers the following amenities which include a resort-style pool, spa, firepit area, playground, water splash park, dog park, gas grill and basketball and volleyball courts. Close to Sarasota’s “Legacy Trail”. minutes to Downtown Sarasota, Siesta Key, Lido Beach and all the wonderful west coast beaches.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Marisa Marino (941-914-5191)
2305 TEMPLE ST, SARASOTA, FL 34239
$14,950268 Days on yellowkey MLS ID: A4670516
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3386 Built: 2025Community: Loma Linda ParkSingle Family
Remarks: Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly through the main living areas and a beautifully designed kitchen that’s as functional as it is striking. Upstairs, a dedicated entertainment area with space for games and lounging offers the perfect hangout for family and guests. Step outside to your own private retreat featuring a heated pool and spa, outdoor shower, and a fully equipped outdoor kitchen ideal for dining and entertaining. Multiple balconies and shaded seating areas complete this exceptional property. This home captures everything that defines modern Sarasota living—luxurious, inviting, and designed for unforgettable moments.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
4540 KIPLING CIR, SARASOTA, FL 34241
$4,490247 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)
2365 WALDEMERE ST, SARASOTA, FL 34239
$7,000420 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 Agent: Claudia Dybala (773-318-5796)
2375 WALDEMERE ST, SARASOTA, FL 34239
$7,000420 Days on yellowkey MLS ID: A4654505
Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)
115 EDMONDSON AVE, SARASOTA, FL 34242
$17,00061 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
$17,000148 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
$17,000561 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.
1537 SIESTA DR, SARASOTA, FL 34239
$18,50081 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)
4237 HIGEL AVE, SARASOTA, FL 34242
$5,995129 Days on yellowkey MLS ID: A4686838
REDUCED by $255 (4.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1835 Built: 1946Community: Cocoanut BayouSingle Family
Remarks: Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large fireplace to add candles and create ambiance. The kitchen comes equipped with stainless appliances and is open to the dining and living area. There is a split floor plan with two beds on one side and the master suite on the other. Enjoy the lifestyle with plenty of outside living, a screened-in lanai, an open-air patio, a pizza oven/fire pit, and a pool. Bonus~ separate, new inside laundry room that can be an extra guest room, art den, or man cave. For water enthusiasts, take your pick boating, paddle boarding, and jet skis, equipped with a private dock (no lift) for your water sport pleasure. Launch your kayak from the pier and feel the restorative nature of calm waters and mangrove tunnels. Resident Benefits Package Included for all Tenants: The Relax Property Management Resident Benefits Package (RBP) delivers savings and convenient, professional services that make taking care of your home second nature. By applying, tenants will be enrolled and pay the applicable cost of $50 additional/monthly; this is part of the lease and payable with rent.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Joleisy Machado-Gonzales (941-915-9251)
10112 LAKE WALES CIR, SARASOTA, FL 34241
$3,15072 Days on yellowkey MLS ID: A4693765
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2024Community: Grand Park Ph 1Single Family
Elementary School: K-8 At Clark And Lorriane
Remarks: Beautiful Lake View 3BR/2BA, 2 Car Gar. "Sandcastle" Model Villa Rental in the beautifully landscaped Grand Park neighborhood, off Clark Road just east of the highway near Serenoa Golf Course. Grand Park offers resort-style amenities with a large clubhouse, full time activities director, fitness center, lagoon-style pool + a lap pool, 4 pickleball courts, 2 tennis courts, a dog park for little & big dogs, walking paths and green spaces to enjoy the Florida outdoor life. The home has hurrican impact windows, high ceilings and an open layout, plus an oversized lanai providing abundant light, a feeling of space looking out to a lovely lake view. The split-bedroom floor plan provides privacy, with two guest bedrooms separated from the spacious primary suite. You will also love the walk-in closet and spacious bathroom with separate vanity sinks. The kitchen has ample wood cabinets, granite countertops, stainless steel appliances and a pantry closet, plus a single-level island with a sink to satisfy all your cooking and entertaining needs. Whether you are looking to relocate to Florida, maybe you are building a new home nearby and need something in the interim, or just ready for the next step in your life, this home is certainly calling your name. Now it's your move - make the call and snap this up before someone else does!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
11605 GARESSIO LN, SARASOTA, FL 34238
$5,5003708 Days on yellowkey MLS ID: A4155611
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 2008 Tax: $3,376 (2021)Community: Isles Of Sarasota Unit 2CSingle Family
Taxes:$3,376
Tax Year: 2021
Remarks: SARASOTA'S very best place to live...PALMER RANCH. THE ISLES is a Luxury community to stay awhile. Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. The Isles on Palmer Ranch is a master community built around lakes and native preserves. Heated Lagoon Poll, lighted tennis courts, bocce ball court, basketball court, playground and Lakeside Village Center with fitness facility. This well appointed two bedroom/two bath Villa home is available for your stay for a 3+ month Reservation. Move In and Enjoy the FLORIDA lifestyle in this lovely furnished home. Open Floor Plan and a large screened Lanai to barbecue, entertain and relax.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
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