Location: Sarasota , 34242
Do Not Show Listings
4830 HIGEL AVE, SARASOTA, FL 34242
$6,50018 Days on yellowkey MLS ID: A4694659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1724 Built: 1957Community: Harmony SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: More pictures to come, waiting for the rest of the furniture to arrive. Florida charm at it’s best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the Grand Canal with a dock and kidney-shaped heated pool. The new hardwood flooring and new impact windows make this home bright and inviting with volume ceiling space. The living room and kitchen offer delightful sunset views. This house is great for entertaining with a dry bar and amazing sunset views for everyone to relax. The two front bedrooms have French doors that lead out to a front screened porch that has a Zen feel--perfect for meditation or relaxation. The grounds are filled with exotic indigenous plants and trees. Dockage will accommodate a small boat, 23ft or smaller, or jet skis. Great getaway on Siesta Key, minimum 30 days require. The off Season rate is $6500 per month and Prime season rate is $10,500 per month Dec thru April
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
4237 HIGEL AVE, SARASOTA, FL 34242
$5,99589 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)
1308 OLD STICKNEY POINT RD #WP3, SARASOTA, FL 34242
$15,000131 Days on yellowkey MLS ID: A4681452
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3524 Built: 2002Community: Marina Del SolCondo
High School: Riverview High
Middle School: Brookside Middle
Remarks: AVAILABLE 1/4/27 Experience the pinnacle of coastal living in this exceptional penthouse at Marina Del Sol with PRIVATE 52 FT BOAT SLIP. Perfectly positioned moments from the #1-rated Siesta Key Beach. This rare residence offers panoramic Gulf of Mexico sunsets on one side and serene Bay views on the other—an unmatched indoor-outdoor lifestyle framed by water in every direction.****Designed for privacy and comfort, the penthouse features three expansive suites, each with its own en-suite bathroom, ideal for hosting guests or multi-generational stays. Four private balconies extend the living space outdoors, perfect for morning coffee, afternoon breezes, and sunset cocktails.****For boating enthusiasts, a private 52-foot boat slip is available, providing direct access to Sarasota Bay and the Intracoastal—an extraordinary amenity rarely paired with a luxury penthouse.****Additional highlights include:**Open, light-filled living areas with sweeping water views**Elevator access directly to front door and secure, resort-style community**Walk/bike to dining, shops, and beach access**Prime location near Stickney Point Bridge for easy on/off-island access**Whether you’re seeking a seasonal escape or an extended coastal retreat, this Marina Del Sol penthouse delivers space, views, and boating convenience—all in one of Siesta Key’s most coveted waterfront settings.*** Inquire for availability, rates, and boat slip details. Available for Annual, Seasonal or Monthly Rental.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,30098 Days on yellowkey MLS ID: A4685737
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
726 BIRDSONG LN, SARASOTA, FL 34242
$5,52527 Days on yellowkey MLS ID: A4694343
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1972Community: Siestas Bayside Waterside SouthSingle Family
Remarks: AVAILABLE after June 1, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful days spent relaxing by the pool, this home is the perfect place to settle in and enjoy it all. The home comfortably sleeps 6-8 guests, with a king bed in the primary bedroom, a queen bed in the second bedroom, and a twin bed with a pull-out trundle in the third. The full-sized chef’s kitchen overlooks the pool, while two separate gathering spaces provide plenty of room to relax, unwind, or entertain. Outside, the fabulous outdoor living space invites you to soak up the Florida sunshine in your own private retreat. 30-day minimum term only. Jan-April = $9,200, May-October = $5,525, November = $6,300, December = $7,350. 13% tourism tax added to all leases under 6 months. Just bring your toothbrush and sunscreen! SORRY, NOT AVAILABLE AS AN ANNUAL RENTAL. Currently booked Dec 15, 2026-Mar 15, 2027.
Listing is courtesy of: TNG REAL ESTATE (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
SARASOTA, FL 34242
$7,85027 Days on yellowkey MLS ID: O6409341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Community: Harbor Towers Y & RCondo
Remarks: FULLY FURNISHED AND INTERIOR DESIGNED 2 BEDROOM / 2 BATH UNIT now available in Harbor Towers on Siesta Key. This beautifully designed condo offers a total of 1,700 sq ft of indoor/outdoor living, including 1,152 sq ft of air-conditioned space and a spacious 540 sq ft private patio finished with travertine and turf. The unit features 9 ft ceilings, floor-to-ceiling windows, stylish furnishings, and a thoughtfully designed layout that creates a bright, comfortable, and inviting living space. The private patio is beautifully furnished and overlooks the marina, offering the perfect setting to relax and enjoy the Siesta Key lifestyle. Harbor Towers offers some of the most desirable amenities on Siesta Key, including a fully equipped Precor gym, heated pool, club room, marina, kayak launch, BBQ area, waterfront pavilion, and 3 lighted Har-Tru tennis courts. Schedule your appointment today to experience this exceptional opportunity and enjoy the best of Siesta Key living!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
1257 S PORTOFINO DR #38ALBA, SARASOTA, FL 34242
$4,5001247 Days on yellowkey MLS ID: T3423422
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968Community: Siesta Harbor ICondo
Remarks: Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the lanai overlooking the boat slips and the Intracoastal waterway. Amenities include deeded beach access to the #1 rated beach - a 5 minute walk across the street, heated community pool and spa, sauna, shuffleboard, community room with library and pool table, BBQ grills and picnic area. A gym and fishing pier are also on site. Enjoy water aerobics classes Monday-Friday as well as other organized gatherings and happy hours at the club house. Convenient to shops, restaurants, delicatessens and grocery stores. Laundry not in unit, however it's conveniently located at no expense. No car needed as everything is close by. A free trolley runs up and down the island taking you to all that Siesta Key has to offer including Siesta Key Village shops and restaurants, numerous outdoor bars and restaurants and Public beaches. Close proximity to Stickney Point Bridge enables easy access on and off the Key. High season rate of $6500 January through April (Leased Dec. 1st 2025-May 30th 2026) Application Fee $150; $500 security deposit and 14% taxes due from guest. Exit cleaning fee $175 deducted from security deposit. One occupant must be 55 or over to rent this unit. Sorry, no pets allowed. 1 car allowed on the property.
Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)
Listing Agent: Katherine Esposito (813-695-3989)
3919 ROBERTS POINT RD, SARASOTA, FL 34242
$9,97528 Days on yellowkey MLS ID: A4694087
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2497 Built: 2016Community: Siesta Rev OfSpa: YesSingle Family
Remarks: Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE. The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI. The POOL & HOT TUB/SPA, also screened-in, are framed by lush TROPICAL LANDSCAPING including lemon, avocado, banana and mango trees! The COVERED PATIO space is ideal for sunset dinners, quiet mornings, or year-round relaxation in the coastal breeze. A SUN SHADE SCREEN is installed as well for maximum outdoor comfort. Plus a fully equipped OUTDOOR KITCHEN - perfect for entertaining. Inside your kitchen, enjoy: >> Thermador Stainless Steel Appliances >> Bar Fridge >> Shiloh Cabinetry >> Quartz Countertops >> Kitchen Island >> Breakfast Bar >> A whole house WATER FILTRATION SYSTEM with ULTRAVIOLET LIGHT The spacious primary suite on the 1st floor offers: >> Dual Walk-In Closets >> Dual Vanities >> luxurious Jacuzzi Tub >> Walk-In Shower 2 bedrooms share the 2nd floor. This home is concrete block construction on the first floor and a framed second floor with durable synthetic siding. It has IMPACT WINDOWS AND DOORS plus is equipped with a WHOLE HOUSE GENERATOR. There is a 2 CAR GARAGE plus a LAUNDRY with Washer & Dryer included. >> Siesta Key Village shopping and restaurants are a few minutes drive or bike ride >> 3 minute walk to Shell Beach >> Near the North Bridge with direct access to Publix, CVS, Barnes & Nobles, and more! >> 10-15 minutes drive from Mid Town & Downtown Sarasota SCHOOL DISTRICT: Phillippi Shores Elementary, Brookside Middle School, & Sarasota High School
Listing is courtesy of: KEYRENTER SARASOTA PROPERTY MANAGEMENT (561-889-2308)
Listing Agent: Benjamin Schwab (561-889-2308)
8776 MIDNIGHT PASS RD #C107, SARASOTA, FL 34242
$3,500309 Days on yellowkey MLS ID: A4661654
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ISpa: NoCondo
Remarks: Available 8/10-12/25/26. Not Available January 1-through April 5th... 2027. Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout. Island Reef delivers Beach-to-Bay luxury resort-style living with amenities that include two heated pools, a fitness center, covered parking, and private beach access. Just across the street, enjoy pickleball or tennis on the newly resurfaced courts, or head to the Island Reef boat docks for kayak launching or to tie up your own boat—or a rental—during your stay. Inside, you’ll find generously sized primary and guest suites in this 2-bedroom, 2-bathroom condo, enhanced with plantation-style shutters, tropical-inspired décor, and tasteful art glass lighting fixtures. The kitchen boasts granite countertops and a high-end appliance package, making cooking a pleasure. A convenient in-unit laundry adds to the ease of living. All of this is just steps from the private Turtle Beach access, where you can enjoy biking, boating, beach days, swimming, tennis, pickleball, and vibrant community social events. Yes… you can have it all!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
460 BEACH RD #A1, SARASOTA, FL 34242
$8,0002064 Days on yellowkey MLS ID: A4481650
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1980 Tax: $9,551 (2021)Community: SpindriftCondo
Taxes:$9,551
Tax Year: 2021
Remarks: Available May 2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the pristine sugary quartz sandy beach or take a swim in the turquoise waters of the Gulf. Just a short distance to shopping, dining and nightlife of Siesta Key Village.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brenda Cozy (941-350-4889)
8770 MIDNIGHT PASS RD #302B, SARASOTA, FL 34242
$4,0001092 Days on yellowkey MLS ID: A4573996
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1975Community: Island Reef ICondo
Remarks: Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated swimming pools, on site manager and more. Pet friendly! Imagine rising each day to panoramic vistas of the Gulf of Mexico, and to view coastal wildlife and breathtaking sunsets. Stroll over to the Bayside to enjoy the refreshing breezes and magnificent sunrises. Tropical gardens add to the appeal of Island Reef. Your new social life awaits a perfect 3-5 minutes walk to a trio of Siesta’s Keys favorite restaurants (casual and waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice crèam, mini donuts, cute brunch spots, yoga, and dancing every night of the week! SEASONAL GULF SIDE PRICE SCHEDULE: Jan-March 2026-$7,700.00 Leased (Unavailable January-March & April 2026) May-December 2026 is available. May 1st through December 30th 2026 is still available at $4,000.00 monthly.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Erick Shumway (941-544-3718)
681 AVENIDA DE MAYO, SARASOTA, FL 34242
$11,00033 Days on yellowkey MLS ID: A4693410
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3324 Built: 1947Community: Sarasota BeachSpa: NoSingle Family
Remarks: Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a Lucas Lagoons designed pool transforms your outdoor living area into a resort-worthy oasis. Known for creating breathtaking aquatic masterpieces, this signature pool feature turns everyday swimming into a resort setting for entertainment. Imagine hosting poolside gatherings that friends will talk about for years to come! Sun worshippers will appreciate the large rooftop tanning area—your private perch for soaking up Florida's famous sunshine while enjoying gentle Gulf breezes. It's like having your own exclusive sundeck without the crowds. This house is the perfect balance between contemporary sophistication and vacation-like comfort. Beautiful, neutral finishes throughout create an atmosphere of elegance without sacrificing that relaxed coastal vibe that makes Siesta Key special. Location? Simply unbeatable. Situated in central Siesta Key, you're just a stroll from the bustling Siesta Key Marketplace where local shops and dining options abound. Siesta Market is less than a 10-minute walk away—perfect for picking up ingredients for an impromptu dinner or beach picnic. For those who appreciate the island's famous nightlife, Siesta Key Oyster Bar and Daiquiri Deck are within easy walking distance. Meanwhile, the world-renowned Siesta Beach—celebrated for its powder-fine white sand—is just a short bike ride from your doorstep. The primary bedroom offers a serene retreat after days filled with sunshine and adventure, while the additional bedrooms provide comfortable accommodations for family and guests. This isn't just a house—it's an invitation to embrace the laid-back yet luxurious Siesta Key lifestyle. Where morning coffee comes with water views, weekends blend into beach days, and every evening feels like a vacation. Why visit paradise when you can live there?
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Colette Jay (941-713-7711)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00034 Days on yellowkey MLS ID: A4693257
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1389 Built: 1975Community: Siesta Harbor IiiCondo
Remarks: Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This rarely available rental includes a dedicated boat slip at no additional cost—perfect for bringing your boat or simply enjoying the waterfront lifestyle without extra fees. The community amenities elevate your stay even further: relax in the sparkling pool, grill in the outdoor kitchen, or take advantage of exclusive deeded beach access to Siesta Beach—consistently ranked among the world's best beaches for its famous powdery quartz sand that stays cool underfoot, crystal-clear Gulf waters, and laid-back vibe. Inside, the unit is beautifully fully furnished and thoughtfully decorated with original art from a talented local artist—turn-key comfort and coastal charm. Whether you're planning a relaxing summer getaway, a family vacation, or an extended stay, this waterfront retreat delivers tranquility, convenience, and unparalleled access to Siesta Key's iconic shores and vibrant village life. If you're ready to claim your own slice of waterfront paradise this summer (or beyond), contact us today to schedule your private tour—availability won't last long!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
8770 MIDNIGHT PASS RD #402B, SARASOTA, FL 34242
$8,0001092 Days on yellowkey MLS ID: A4574241
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.
131 WHISPERING SANDS CIR #V33, SARASOTA, FL 34242
$3,95084 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)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95040 Days on yellowkey MLS ID: A4692892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
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)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50059 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)
9393 MIDNIGHT PASS RD #605, SARASOTA, FL 34242
$2,495825 Days on yellowkey MLS ID: A4603196
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975Community: Pointe On Midnight PassCondo
Remarks: Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road. Large lanai accessible from master bedroom and living room features views of the Intracoastal. Look out your kitchen window and guest bedroom for a view of the beautiful Gulf. Beautiful furnishings, full size washer/dryer. Complex amenities include heated pool, whirlpool, sauna, fitness room, tennis court & party rooms. Pets are not permitted.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Pamala Casey (941-922-3391)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20050 Days on yellowkey MLS ID: A4691423
REDUCED by $400 (11.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1986Community: Siesta BeachSingle Family
Remarks: Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days effortless. Inside, vaulted ceilings and warm wood interiors create a true Old Florida feel with an open, comfortable layout. The main level offers living and dining space, a functional kitchen, and a guest bedroom with a full bath, while the upstairs loft-style primary suite provides a private retreat. A screened porch overlooks a spacious yard, ideal for unwinding or working remotely. With room for a boat or RV, a storage shed, and no HOA restrictions, this is a fantastic option for your relocation to Siesta Key.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Anthony Dalesandro (941-504-5371)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35061 Days on yellowkey MLS ID: A4690246
REDUCED by $100 (4.1%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Remarks: Available May through October 15th 2026... Not Open for Winter Season 2027... Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
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