Location: Sarasota
Do Not Show Listings
5687 N HONORE AVE #411, SARASOTA, FL 34243
$2,95034 Days on yellowkey MLS ID: A4693293
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 2023Community: Montserrat At UtcSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year:
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious end-unit condo offered unfurnished for annual rent, perfectly positioned in one of the area’s most convenient and desirable locations just south of University Parkway. Enjoy a true Florida lifestyle with walkability to University Town Center, premier shopping and dining, Mote Marine SEA Aquarium, and Nathan Benderson Park, a nationally recognized rowing destination. Downtown Sarasota, beautiful Gulf Coast beaches, and Sarasota-Bradenton International Airport are all just a short drive away. This is more than just a home—it’s a lifestyle. This beautifully designed 3-bedroom, 2-bath residence features an open-concept floor plan filled with natural light from thermal storm-impact windows and sliding glass doors that provide both safety and energy efficiency. The chef-inspired kitchen is ideal for entertaining family and friends, complete with solid wood cabinetry, quartz countertops, stainless steel appliances, pantry, and a spacious island with breakfast bar seating. The primary suite offers a peaceful retreat overlooking the pond and green space, featuring a spa-style en-suite bathroom with dual sinks, walk-in shower, and a generous walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the unit, providing added privacy for guests or family members. Step onto the large screened lanai and enjoy your morning coffee or unwind with an evening drink while taking in the tranquil surroundings. Rent includes water, sewer, trash, and exterior pest control. Schedule your private showing today and experience comfortable Florida living in an exceptional location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Rania Dargham (941-323-1052)
6264 GREEN VIEW CIR #112, SARASOTA, FL 34231
$1,90035 Days on yellowkey MLS ID: A4693225
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1973Community: Village In The Pines 1Villa
Elementary School: None
High School: None
Middle School: None
Remarks: This expansive 2-bedroom, 2-bathroom villa in a vibrant 55+ community offers plenty of space for comfortable living. Enjoy the freedom to spread out and make the most of your roomy new home that includes a carport, walk-in closets, two open patios, and a laundry/storage room. The kitchen is light and bright with ample counter space and leads out to one of the patios. Water/ sewer, and basic cable are included with the rent. The community features a heated swimming pool, shuffleboard courts, a clubhouse, a pool table, and a library. Live maintenance-free and enjoy all the social activities at the clubhouse. Ideally situated close to Siesta Key and just a short drive to downtown. Schedule a showing today!
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
1257 TREE BAY LN, SARASOTA, FL 34242
$10,00035 Days on yellowkey MLS ID: A4693183
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 1979Community: Tortoise EstatesSpa: YesSingle Family
Remarks: LOCATION, LOCATION, LOCATION!!! Available for a short term rental this expansive, water front, turnkey furnished, four bedroom plus a den, three and a half bathroom, single family home on the water on South Siesta Key is open to rent. Through the entrance on the first floor you enter into the family room with views of the pool and intracoastal waterway. The first level has a bedroom with queen sized bed, walk in closet and en-suite bathroom with a stall shower and a spacious living room with flat screen television. Laundry room with utility sink on this level. Up the open staircase leads to the main living floor with an open plan kitchen, dining room, living room combination and the den/office. The kitchen has a large island, plenty of counter and cabinet space for cooking/preparing, stainless appliances, breakfast bar and a wine fridge. All of these rooms overlook the pool and the intracoastal waterway. The primary bedroom has a king sized bed, comfortable sitting area, a water view, walk in closet and an en-suite bathroom that features a large garden tub, separate shower and double sinks. All bathrooms have been updated, and the bed sizes in all the two second floor bedrooms are queen sized. The home has a heated pool and hot tub, dock to tie up a boat which leads to the intercoastal waterway. Two car garage is not available for a renter but there is plenty of driveway parking. The owner will consider one small dog with a $300 refundable pet fee. WIDE OPEN FOR SUMMER/FALL 2026. SINGLE FAMILY HOME SIESTA KEY SARASOTA FLORIDA SEASONAL RENTAL
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
7234 ELEANOR CIR #203, SARASOTA, FL 34243
$2,150239 Days on yellowkey MLS ID: A4669012
REDUCED by $200 (8.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1995Community: Pinehurst Village Sec 2 Ph BCondo
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Turnkey Furnished Short Rental. Welcome home to this 2 bedroom, 2 bathroom end unit located in the Pinehurst Village. This slice of paradise sits in an incredible location. Only Minutes from Lakewood Ranch, Nathan Benderson Park with world class rowing events, premier sports fields and world class beaches. Convenient to Downtown Lakewood Ranch shopping, restaurants, entertainment, and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport, and Tampa/St. Petersburg. This coveted end unit boasts a picture perfect view overlooking preserve areas. This unit features multiple upgrades throughout including brand new porcelain wood plank flooring, fresh paint, updated appliances, indoor utility room and more. Entering through the foyer, you are greeted by the spacious living/dining room combo with spectacular views through the screened lanai and a large window letting natural light into the home. The oversized living room boasts a ceiling fan, entrance to the patio. Enjoy a meal in the delightful dining room or join the chef at the breakfast bar. Retreat to the primary suite featuring a ceiling fan, extended closet, tile flooring and a private bathroom with shower, and tile flooring. There is plenty of room for company with a spacious guest bedroom offering a ceiling fan and ample closet space. This unit also features a screened rear patio with amazing views and some privacy.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
8770 MIDNIGHT PASS RD #402B, SARASOTA, FL 34242
$8,0001091 Days on yellowkey MLS ID: A4574241
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1975Community: Island Reef ICondo
Remarks: Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely appointed finishes invite you to relax and unwind. TVs and internet for your convenience will help you not miss a beat. This property will not disappoint. Please call with any questions. $4,000.00 a month Starting May 1 2026. Unit is available for January, February, March at $8,000.00 per month plus sales tax. From April 2027 on the rent is $4,000.00 per month plus sales tax.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Erick Shumway (941-544-3718)
2535 FIREFLAG LN, SARASOTA, FL 34232
$3,400118 Days on yellowkey MLS ID: A4682846
REDUCED by $400 (10.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 2019Community: Fox TraceSingle Family
Remarks: Nestled within the private gated community Fox Trace, this stunning David Weekly home offers the pinnacle of modern Sarasota living. Boasting 3 bedrooms, 2 bathrooms, and a versatile study/flex space across over 2,100 sq feet, this residence is designed with an open concept flow. The gourmet kitchen is a chef's dream, featuring an expansive center island, premium quartz countertops, and high-end stainless-steel appliances. The living room offers the perfect space for relaxing or entertaining family and friends, leading to the primary bedroom complete with a spa inspired bath and walk-in closet. Outside, enjoy a quiet, maintenance free lifestyle with a covered lanai and mature landscaping. Prime location. Minutes from upscale shopping and dining at UTC mall, the world class rowing facility at Nathan Benderson Park, and a short drive to the white sands of Siesta Key and Lido Beaches. Seamless access to I-75 makes this the perfect hub for luxury and convenience. Non Furnished
Listing is courtesy of: PARADISE PROPERTIES FL LLC (301-512-8942)
Listing Agent: Nancy Gretz (301-512-8942)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$3,50053 Days on yellowkey MLS ID: A4691020
REDUCED by $500 (12.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006Community: Phillippi Landings ACondo
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: SARASOTA..Luxurious Waterfront Living Awaits You at Phillippi Landings. Welcome to your dream residence: an exquisite third-floor condominium that embodies the very essence of Florida’s coastal lifestyle. Nestled within the gated community of Phillippi Landings, this impeccably remodeled 2-bedroom plus den, 2-bath luxury home offers the perfect blend of elegance, comfort, and convenience. Situated just West of the Trail, you are mere minutes away from the world-renowned beaches of Siesta Key, voted one of the best beaches in the U.S. Stroll to the nearby Phillippi Farmhouse Market or indulge in a shopping spree at the Landings Shopping Center, where a plethora of dining options awaits. As you enter through the secure gate and ascend via the direct elevator to your private foyer, you’ll be greeted by an open, airy floor plan that exudes warmth and tranquility. Enjoy the elegance of porcelain tile flooring complemented by a soothing coastal aesthetic throughout. The heart of the home is the beautifully updated kitchen, featuring gleaming granite countertops, stainless steel appliances, and rich wood cabinetry,perfect for culinary endeavors and entertaining guests alike. The spacious living area flows seamlessly onto a private covered and screened balcony, where you can savor the gentle breeze and stunning water views. The thoughtful split-bedroom layout ensures privacy, with two generously sized bedroom suites that promise restful nights. The primary suite is a true sanctuary, boasting serene water views, two oversized walk-in closets, and a luxurious spa-style bath complete with a jetted soaking tub and a custom walk-in shower. This is your haven to escape from the hustle and bustle of daily life. Need an office, a cozy reading nook, or an additional dining area? A flexible bonus space off the main living area provides endless possibilities to suit your lifestyle. Life at Phillippi Landings transcends the walls of your exquisite home. Enjoy resort-style amenities that include a heated pool and spa, a well-equipped fitness center, and a clubhouse perfect for social gatherings. Take leisurely evening strolls along the expansive waterfront promenade, surrounded by lush, tropical landscaping and swaying palms. For boating enthusiasts and nature lovers, the community offers kayak launch access and dedicated storage racks, inviting you to explore the peaceful waterways of Phillippi Creek and beyond. This property also provides assigned parking and a private storage unit. With impact doors and windows, beautiful wood plantation shutters, and a low-maintenance lifestyle. Don’t miss your chance to live in this extraordinary residence where refined luxury meets the serene beauty of nature. Call today to schedule a showing of this exceptional rental...your coastal paradise awaits!
Listing Agent: Jane Hunter (941-896-0622)
650 GOLDEN GATE PT #602, SARASOTA, FL 34236
$15,00070 Days on yellowkey MLS ID: A4688251
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2791 Built: 1962Community: Harbor View On Golden Gate PointSpa: NoCondo
Elementary School: Southside Elementary
Remarks: Luxury Waterfront Penthouse in Golden Gate Point. This exceptional penthouse in an exclusive 14-unit boutique building offers breathtaking panoramic views of Sarasota Bay, the city skyline, and Marina Jack. Occupying half of the top floor, this meticulously designed three-bedroom, three-bathroom residence features a spacious split floor plan with an open-concept layout ideal for privacy and entertaining. The chef's kitchen includes top-of-the-line appliances, imported finishes, and a wet bar, while the master suite offers a private wet bar, spa-inspired bath, and stunning views. Turnkey with high-end Italian furnishings and artwork (with few exceptions), the home also features a 52-foot heated balcony for prime waterfront relaxation. A rare assigned 40-foot boat slip provides direct access to Sarasota Bay and the Gulf. Harbor View was redeveloped to Florida's enhanced building codes in 2006-07, with $1.5M in updates in 2018 and a new seawall, docks, and renovated pool/patio in 2022. Gated entry, security cameras, and two covered parking spaces add convenience. Just four blocks from downtown Sarasota and a short bike ride over the Ringling Bridge to Lido Beach and St. Armands Circle, this exclusive penthouse offers luxury waterfront living at its finest. Schedule your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
131 WHISPERING SANDS CIR #V33, SARASOTA, FL 34242
$3,95083 Days on yellowkey MLS ID: A4687180
REDUCED by $800 (16.8%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 1968Community: Whispering Sands Sec 5Villa
Remarks: Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect flex space for guests, a home office, or additional living. Inside, the home feels light, bright, and effortlessly coastal with wood-look porcelain tile flooring throughout and a clean, neutral palette that complements any style. The kitchen has been thoughtfully updated with cream cabinetry, granite countertops, a modern backsplash, and island space, along with a full appliance package designed for both everyday ease and entertaining. Both bathrooms feature sleek, walk-in glass showers and updated finishes, while the layout offers spacious bedrooms, generous closet space, and abundant natural light throughout. A private outdoor space creates the perfect setting for morning coffee, evening wine, or simply enjoying the Gulf breeze. What truly sets this residence apart is the lifestyle. Residents enjoy 800 feet of private quartz sand beach on the Gulf, a beachside pool, an additional pool with subtle water views, fitness center, clubhouse, shuffleboard courts, and kayak/canoe storage, along with on-site management, maintenance, and security for peace of mind. Located just steps from Siesta Key Village’s top-rated dining, boutique shopping, and vibrant nightlife, everything you need is right outside your door. This is the kind of rental that rarely becomes available and never lasts. Live where others vacation.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
11 SUNSET DR #501, SARASOTA, FL 34236
$5,7502771 Days on yellowkey MLS ID: A4418446
REDUCED by $750 (11.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $7,662 (2021)Community: Sunset TowersCondo
Taxes:$7,662
Tax Year: 2021
Remarks: DOWNTOWN SARASOTA ANNUAL FURNISHED RENTAL. Best priced waterfront condo Downtown Sarasota. WOW what a remodel, well done! All new remodeled front corner unit with breath taking sweeping views. The 01 units in Sunset Towers have direct Sarasota Bay/ intercoastal views. This turnkey furnished 21st century Art deco sleek modern style is amazing and a must see. All top notch brand appliances and furnishings. Sit on your direct front water view balcony to see it all. Walk to all you favorite activities in downtown Sarasota or just relax at Maria Jacks Bayfront park and watch the boats come in and out. This building is a 3 month minimum.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
5601 ROSEHILL RD #201, SARASOTA, FL 34233
$1,90036 Days on yellowkey MLS ID: A4691427
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002Community: Admirals WalkCondo
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: 2 Bedroom 2 Bath condominium conveniently located in Admirals Walk. Spacious living room and dining area are completely open to the kitchen for easy entertaining. Master suite features a large vanity with tub/shower combination new fixtures and walk-in closet. The guest suite offers its own private bath. Full-size washer and dryer in unit. Enjoy the wildlife from the pretty lake just steps from your front door. Admirals Walk is a gated community with wonderful amenities. You'll find a cozy clubhouse with fireplace, heated pool and spa, fitness center, catering kitchen and billiards. Convenient to shopping, multiple dining venues, local beaches and easy access to I-75.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Krzysztof Sychowski (941-468-1120)
7294 CLOISTER DR #23, SARASOTA, FL 34231
$1,60036 Days on yellowkey MLS ID: A4690237
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 941 Built: 1987Community: Carrington PlaceCondo
Remarks: Annual rental in a prime Gulf Gate location! This spacious second-floor condo elevator access offers 2 bedrooms and 2 bathrooms, combining comfort, functionality, and an ideal Sarasota lifestyle. The open living space flows seamlessly to a screened lanai, creating a perfect spot to relax and enjoy the Florida breeze. The primary suite features a large walk-in closet and an updated ensuite bathroom, while the second bedroom provides flexibility for guests or a home office. The updated kitchen is well-appointed with stainless steel appliances, solid surface countertops, and generous storage, making it both practical and inviting. An interior laundry room adds everyday convenience, and covered parking is included. Carrington Place is a well-maintained community of just 36 residences, offering a more private setting along with amenities including a heated pool, clubhouse. Ideally located just minutes from Gulf Gate’s popular shopping, dining, and entertainment, and a short drive to Siesta Key’s world-famous beaches, this condo offers the perfect combination of location, comfort, and ease of living.
Listing Agent: Monica Moss (941-233-0064)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95039 Days on yellowkey MLS ID: A4692892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
High School: Sarasota High
Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
6094 WILSHIRE BLVD #8, SARASOTA, FL 34238
$2,800210 Days on yellowkey MLS ID: A4672312
0 Days Off yellowkey (back on 5/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1983Community: Lakeshore VillageVilla
Remarks: Welcome to your spacious lakeside retreat in Lakeshore Village, a vibrant and highly desirable 55+ community known for its scenic lakes and exceptional amenities. Perfectly positioned in a peaceful waterfront setting, this 1,720 sq. ft. villa offers a wonderful blend of comfort, style, and tranquility. The home has been recently refreshed with new interior paint, new carpet in the bedrooms, and beautifully renovated bathrooms, and is available furnished or unfurnished for an annual lease. Featuring 2 bedrooms and 2 fully renovated bathrooms, this villa provides a seamless indoor–outdoor living experience with peaceful lake views from the private lakeside patio, an ideal space to relax and enjoy the tranquil setting. A spacious two-car garage adds convenience along with generous storage. Inside, vaulted ceilings, skylights, abundant natural light, and expansive sliding glass doors create a bright and airy atmosphere while highlighting the calming water views. The open-concept layout connects the great room and dining area to a well-designed kitchen, creating an inviting space for both everyday living and entertaining. Both the primary and guest suites are generously sized, featuring large walk-in closets and newly renovated bathrooms with modern finishes, adding style and comfort to the home’s thoughtful updates. Residents of Lakeshore Village enjoy a resort-style lifestyle with amenities that include a heated saltwater pool, clubhouse, tennis and pickleball courts, and a billiard room. 6094 Wilshire Blvd. is a true gem, offering a quiet lakeside location in the heart of Sarasota, with the home situated directly on the lake in a peaceful setting. Don’t miss the opportunity to enjoy relaxed lakeside living in one of Sarasota’s welcoming 55+ communities—your new home sweet home awaits!
Listing Agent: Dianne Anderson (941-350-3513)
5430 EAGLES POINT CIR #202, SARASOTA, FL 34231
$3,60037 Days on yellowkey MLS ID: A4693116
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1995Community: Eagles Point At The Landings 2Spa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable THE LANDINGS community, this elegant and updated 2 bedroom + a den, 2 bathrooms condo offers the perfect blend of comfort and coastal living. Just minutes from world renowned SIESTA BEACH and situated along PHILLIPPI CREEK, residents enjoy resort-style amenities including multiple swimming pools, tennis courts, outdoor grilling areas, nature trails, fitness center and a gated entrance with manned security. Conveniently located near dining, shopping and Sarasota's renowned cultural attractions. ANNUAL rental offered UNFURNISHED. Call now for your own personal tour.
Listing Agent: Teresa Ribaudo (941-376-4500)
2441 WEBBER ST, SARASOTA, FL 34239
$9,50094 Days on yellowkey MLS ID: S5145822
INCREASED by $550 (6.1%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50058 Days on yellowkey MLS ID: A4690579
REDUCED by $1,000 (15.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1331 Built: 1975Spa: YesCondo
Remarks: Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
8647 STARGAZER, SARASOTA, FL 34238
$2,35037 Days on yellowkey MLS ID: N6144268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2019Community: Promenade At Palmer RanchTownhouse
Elementary School: Gulf Gate Elementary
Remarks: This lovely 3 bedroom, 2 ½ bath townhome is located in the heart of Palmer Ranch. Property is Tenant Occupied until 07192026. Available 07/24/2026. Rent $2350. per month-12-month minimum. This home is Like New, Built in 2019. The kitchen has solid granite countertops, beautiful cabinets, a large island with breakfast bar, stainless steel appliances and a roomy pantry. 1 car garage. Large open kitchen, dining and living room. All bedrooms are upstairs and are great sized. The Master Bedroom includes walk in closet, dual sinks and walk in shower. The 2nd & 3rd bedrooms are spaciously sized and the washer & dryer are also on the 2nd floor for convenience. There is a large screened in lanai on the ground floor with a tall privacy fence. Prominade at Palmer Ranch is gated and has a resort like pool with a huge, covered area great for lounging and even has a fireplace to hang out around. Conveniently located to all the best of Sarasota. 10 minute drive to Siesta Key Beach/Village, 10-minute drive to great dining and entertainment in Gulf Gate or downtown Sarasota. Legacy Trail head is just outside the community gate. The Legacy Trail was created on the old Seaboard Railroad corridor which ran between Venice and Sarasota. The over 18 mile trail is great for walking, biking and jogging. The home is located in an outstanding school district. Property is Tenant Occupied until 07192026, Water, Sewer and outside maintenance are included. Rent $2350. per month-12-month minimum. CC & BC required. No Smoking. Landlord will consider 1 small dog-fees apply.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Tim Weller (941-221-0155)
5771 TIMBERLAKE, SARASOTA, FL 34243
$2,95054 Days on yellowkey MLS ID: TB8500441
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1981Single Family
Remarks: Charming Sarasota Pool Home for Rent – Updated & Move-In Ready! Welcome to 5771 Timberlake Drive, where comfort, style, and effortless Florida living come together. This tastefully updated 2-bedroom, 2-bath home offers over 1,300 square feet of inviting living space designed for both relaxation and entertaining. Step inside to a bright, open layout featuring modern finishes and thoughtful upgrades throughout. The well-appointed kitchen includes all appliances, along with a full-size washer and dryer for added convenience—making this home truly move-in ready. Outdoors is your private Florida oasis. Enjoy a beautiful in-ground pool and a covered lanai, perfect for year-round outdoor living, dining, and entertaining. Best of all, pool maintenance and lawn care are included in the rental price, so you can simply enjoy the lifestyle without the upkeep. Additional highlights include a spacious garage with ample storage and flexibility, plus small pets are welcome—making this a rare find for pet lovers. Ideally located in a desirable Sarasota area close to shopping, dining, and world-renowned Gulf Coast beaches, this home offers the perfect balance of tranquility and convenience. Available now—schedule your private showing today!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Christopher Plummer (813-599-4930)
5224 LAKE VILLAGE DR #67, SARASOTA, FL 34235
$2,10038 Days on yellowkey MLS ID: A4692648
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1983Community: Village LakeCondo
Remarks: Welcome to 5224 Lake Village Drive #67, a beautifully updated seasonal rental nestled within Village Lake in the highly sought-after The Meadows. This ground-floor corner unit offers the perfect blend of comfort, convenience, and serene lakefront living—ideal for your next Sarasota getaway. Step inside to a light-filled 2-bedroom, 2-bath retreat featuring hurricane impact windows that showcase tranquil water views and bring the outdoors in. The interior has been thoughtfully refreshed with luxury vinyl plank flooring, fresh paint, and a modernized kitchen complete with updated countertops, a sleek sink, and a breakfast bar—perfect for casual mornings or entertaining guests. Both bathrooms have been tastefully renovated with clean, contemporary finishes, creating a relaxing and polished space throughout. As a seasonal resident, you’ll enjoy access to the incredible lifestyle amenities that make The Meadows so desirable. Set across 1,600 acres of lush, park-like grounds, the community offers 14 miles of scenic walking and biking trails, a Junior Olympic pool, fitness center, and 10 pickleball courts, along with optional access to a premier tennis complex. With on-site dining, social activities, and year-round events, there’s always something to enjoy. The location is equally appealing—just minutes from UTC’s premier shopping and dining, Nathan Benderson Park, and everyday conveniences like Whole Foods and Trader Joe’s. Plus, you’re a short drive to downtown Sarasota, world-class beaches, vibrant arts and culture, and Mote SEA Aquarium. Whether you're escaping the cold or simply seeking a seasonal retreat, this beautifully updated residence offers everything you need to relax, recharge, and enjoy the best of Sarasota living.
Listing Agent: Drew Jacobsen (941-253-6309)
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