Location: Sarasota
Keyword(s): Phillippi Shores Elementary
Keyword(s) Elementary School: Phillippi Shores Elementary
Do Not Show Listings
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$14,500294 Days on yellowkey MLS ID: A4657954
INCREASED by $500 (3.6%) on 04/24/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year:
Middle School: Brookside Middle
Remarks: FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Daniel Petrilla (610-772-5881)
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,6001 Day on yellowkey MLS ID: A4690443
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Spa: NoSingle Family
Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,6001 Day on yellowkey MLS ID: A4690447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1970Community: Siesta Manor Sec 1Spa: NoSingle Family
Remarks: If you’re searching for the perfect location for your next vacation, your search ends here! This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid surface countertops, stainless steel appliances, and a charming breakfast nook. The spacious primary suite offers a king-sized bed and a private en suite bathroom with a walk-in shower. A standout feature of this home is the private rooftop deck, complete with outdoor furniture, a grill, and umbrellas for shielding the sun- perfect for enjoying sunny afternoons or relaxing evenings while taking in stunning sunset views over Siesta Key Beach. During the day, enjoy the convenience of walking to the beach, local shops, and restaurants, or take a short drive over the bridge into Sarasota for even more dining, shopping, and entertainment options. This pet-friendly home is ideal for family gatherings, and for larger groups, Unit B can also be rented for additional space. The pool area is shared with the neighboring unit, while both units maintain privacy with separate entrances and no shared interior walls. The home is strictly smoke-free with no indoor smoking permitted. Enjoy your stay in this exceptional island retreat!
9397 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$2,400234 Days on yellowkey MLS ID: A4663823
REDUCED by $200 (7.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1975Community: Pointe On Midnight PassSpa: YesCondo
Remarks: **NOW AVAILABLE EITHER AS A LONG-TERM OR SHORT-TERM RENTAL (minimum 3 months).** Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. This WATERFRONT RENTAL is located at The Pointe, the CLOSEST CONDO complex to MIDNIGHT PASS! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Sorry, no pets allowed. Rental applications must be received 21 days prior to any occupation. **Long-Term Rental (minimum 7 months) = $2600/month ~ Short-Term Rental (minimum 3 months) = $6500/month.
Listing is courtesy of: UKEEPCOMMISSION REAL ESTATE (941-465-9206)
Listing Agent: Adam Waxler (941-465-9206)
5738 ANTILLES DR, SARASOTA, FL 34231
$2,950242 Days on yellowkey MLS ID: A4662529
REDUCED by $1,000 (25.3%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1971Community: Phillippi Gardens 03Spa: NoSingle Family
High School: Riverview High
Remarks: Available after May 10th , 2026 for up to ONE YEAR! Fully Furnished with Private Fenced Yard This single-family home is located within minutes of Siesta Key Beach. This charming 4-bedroom, 2-bath home with an attached 2-car garage is situated in Phillippi Gardens. Enjoy a walk or bike ride to Phillippi Estate Park to take advantage of nature trails, fishing piers, a playground, and the weekly farmer's market. The home is conveniently located near shops and restaurants. A fenced yard, laundry room, rear patio, and Florida Room make this a great spot to enjoy Sarasota! The owner will consider a longer-term lease. From January through April of 2026, the rental rate is $4,500.00/month plus tax.
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$4,0001 Day on yellowkey MLS ID: A4691020
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006Community: Phillippi Landings ACondo
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 is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
2532 CONSTITUTION BLVD, SARASOTA, FL 34231
$4,2002 Days on yellowkey MLS ID: A4690999
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 1961Community: Phillippi Gardens 06Spa: NoSingle Family
Remarks: Welcome to 2532 Constitution Blvd, a spacious 4-bedroom, 3-bath home designed for both comfort and entertaining. This split floor plan offers privacy and functionality, featuring two en-suite bedrooms—each with elegant French doors that open directly to the lanai and caged pool area. Enjoy relaxing evenings outdoors with plenty of seating space, perfect for gatherings or quiet nights by the pool. One of the bathrooms includes a unique locker room–style shower, adding a distinctive and practical touch. Located just 3 miles from Siesta Key and conveniently close to Detwiler's Farm Market, this home also falls within the sought-after Riverview High School district. Offered furnished or unfurnished, the seller is flexible to suit your needs.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Renee Barnes (702-241-9960)
3913 S SHADE AVE, SARASOTA, FL 34231
$3,00045 Days on yellowkey MLS ID: A4685545
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1729 Built: 1959Community: Weslo WillowsSingle Family
Remarks: Spacious 4BR/2BA Home with Privacy-Fenced Yard Near Siesta Key Enjoy this bright and spacious 4-bedroom, 2-bath home featuring a desirable split floor plan and an abundance of natural light throughout. The interior has been beautifully updated with luxury vinyl flooring, a modernized kitchen, and refreshed bathrooms, giving the home a clean and contemporary feel. Additional highlights include an interior laundry room with extra storage and a large privacy-fenced yard, perfect for relaxing, entertaining, or pets. Bring all your toys—there is TONS of parking space for multiple vehicles, boats, and jet skis. Located on a non-deed restricted property just off Bee Ridge Road, this home offers exceptional convenience: Minutes to the world-famous white sands of Siesta Key Beach Close to restaurants, shopping, and downtown Sarasota Near Sarasota Memorial Hospital Easy access to I-75 Short drive to Marina Jack and the waterfront A fantastic opportunity to enjoy space, flexibility, and a prime Sarasota location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Donna Bennington (941-685-1263)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,3003 Days on yellowkey MLS ID: A4690743
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980Community: Orchid Oaks ICondo
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
1700 COVE II PL #310, SARASOTA, FL 34242
$2,950298 Days on yellowkey MLS ID: A4657459
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 860 Built: 1979Community: Midnight Cove IiCondo
Remarks: Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer... Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with deeded access to the powdery white sands of world-famous Siesta Key Beach—just across the street. Enjoy bright, open living spaces with floor-to-ceiling pocket sliding doors that flood the home with natural light and provide seamless indoor-outdoor flow to the lanai. Located in a beautifully maintained resort-style community, amenities include: Heated pool Pickleball & tennis courts Fitness center Fishing piers Marina access On-site management Deeded beach access Perfectly situated near Siesta Key’s lively South Village, you're just steps from top restaurants, shopping, and entertainment. Whether you're planning a relaxing vacation or an extended stay, this rental offers the comfort of home with resort-style amenities in one of the most sought-after locations on the Gulf Coast. Available for weekly rentals – book your stay in paradise today! Not Available 2027 Jan through April 15th 2027
5930 BRIARWOOD AVE, SARASOTA, FL 34231
$9,50028 Days on yellowkey MLS ID: A4687860
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3428 Built: 2022Community: FlorenceSpa: YesSingle Family
Remarks: Live the Florida lifestyle in this stunning newly built coastal contemporary home, just mintures from world-famous Siesta Key Beach. Designed for both comfort and style, this spacious residence offers over 3400 SF of beautifully finished living space with 4 bedrooms, 4 full bathrooms and a versatile 1,100 SF bonus room, perfect for movie nights, billiards, ping pong, etc. It features floor-to-ceiling glass walls and a dramatic 31' NanaWall system seamlessly blends indoor and outdoor living. Open the doors to your private backyard oasis featuring a custom resort-style pool, sun shelf and a luxurious raised infinity-edge-spa, ideal for relaxing or entertaining. The heart of the home is the designer kitchen, showcasing an oversized quartzite island with waterfall edge, perfect for gathering with friends and family. The adjacent living area boasts soaring 13' vaulted ceilings. The primary suite is a private retreat with motorizes shades, dual walk-in closets and spa-like bathroom finishes.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
5247 CARMILFRA DR, SARASOTA, FL 34231
$8,50080 Days on yellowkey MLS ID: A4681052
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2012 Built: 1957Community: River ForestSingle Family
Remarks: This inviting home has been completely remodeled and offers the perfect blend of comfort, convenience, and coastal lifestyle ****just 5 minutes from world-famous Siesta Key Beach***. Enjoy easy access to powdery white sand, turquoise waters, and stunning sunsets, all while living in a quiet, established neighborhood. This Brand new, well-maintained residence features a functional layout ideal for full-time living or a seasonal retreat. Light-filled living spaces create a warm and welcoming atmosphere, while the kitchen and dining areas are perfectly suited for everyday living and entertaining. The bedrooms are comfortably sized, offering flexibility for family, guests, or a home office. One of the home’s biggest advantages is its prime location. You’re minutes from some of Sarasota’s best restaurants, cafés, and shopping, including local favorites, grocery stores, and everyday essentials. Downtown Sarasota, parks, and major roadways are also nearby, making commuting and exploring the area effortless. Whether you’re looking to enjoy beach days, dining out, or relaxed Florida living, This home delivers location, lifestyle, and convenience in one exceptional package. Many Restaurants and Bars near by including, World Famous Walt's Fish Market, Tripletail Seafood, Brine Raw Bar, Philippi Creek Oyster Bar, Geckos, Crescent Club, Captain Curt's and many more. Come see why everyone is asking, "What's all the fuss with Sarasota!"
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$6,5006 Days on yellowkey MLS ID: A4690579
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)
1641 SOUTHWOOD ST #1641, SARASOTA, FL 34231
$1,8957 Days on yellowkey MLS ID: A4690510
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1980Community: Baywood Colony Southwood 2Condo
Remarks: Welcome to Baywood Colony, a beautifully maintained community just minutes from the world-renowned shores of Siesta Key Beach. Residents enjoy a relaxed coastal lifestyle with access to a heated community pool and tennis courts, perfect for year-round enjoyment. This well-appointed 2-bedroom, 2-bathroom condo offers comfortable and convenient living with thoughtful upgrades throughout. The kitchen features brand-new stainless steel appliances, while a full-size washer and dryer are conveniently located within the unit. Step inside to find a bright and inviting layout, complemented by a finished Florida room that adds approximately 90 square feet of aditional living space—ideal for a home office, reading nook, or extended lounge area. An assigned carport is located just outside the back door for easy access and everyday convenience. Whether you're looking to relax poolside, stay active on the courts, or enjoy the nearby beaches, this property offers the perfect blend of comfort and location. Come find your happy place.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Mike Sorensen (941-380-2900)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,4508 Days on yellowkey MLS ID: A4690246
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Remarks: 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.
1137 N MOONMIST CT #L-7, SARASOTA, FL 34242
$7,500232 Days on yellowkey MLS ID: A4664078
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 896 Built: 1968Community: Polynesian GardensCondo
Remarks: This is a short term rental. Listing reflects peak season rate. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the moon on the water. The spacious living area is bathed in natural light, inviting you to relax and unwind. The primary bedroom features a king-size bed and an elegant ensuite bathroom, offering a private haven for rest. The second bedroom, with its twin-size and double-size bed, is perfect for families or friends ready for a peaceful retreat. Start your day by watching dolphins play in the water as the sun rises, then take a refreshing dip in the nearby heated pool. For a more adventurous afternoon, cast a line from the community fishing pier for the catch of the day. As evening approaches, prepare to be enchanted by the breathtaking Siesta Key sunsets and the rhythmic sounds of the local drum circle celebration—a truly magical tradition. Located near vibrant restaurants, bars, and attractions, you'll find plenty to do without ever needing a car. At The Blue Luna, you can relish the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or simply enjoy a quiet moment by the pool. Book your stay today and claim your slice of paradise where the magic of the moon meets the tranquility of the sea.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$4,00011 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
1740 LANDINGS BLVD #39, SARASOTA, FL 34231
$2,9001810 Days on yellowkey MLS ID: A4500235
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982 Tax: $3,711 (2021)Community: Landings Carriagehouse ICondo
Taxes:$3,711
Tax Year: 2021
Remarks: Welcome to the gated community of the Landings and the Landings Racquet Club in Sarasota. Currently available off-season starting May 3, 2026 at 2900/mo. Association rules allow 2 rentals in a calendar year. A rare find to lease this beautiful carriage house condo at The Landings! This two bedroom, two bath +den, one story Carriage House is where you want to be! Bed sizes are King and Queen. The large living room has designer tile flooring, marble wood burning fireplace, crown molding and park like views leading to a small pond with a fountain and the community pool. The dining area overlooks the living room with new floor tile, crown molding and plenty of room for family gatherings. The sunny bonus room off the dining area is set up as an office with 2 desks and a sofa sleeper for extra company. The master suite has a King bed with newer carpeting, shutters, crown molding, walk-in closet and a remodeled bathroom. The guest bedroom has a Queen bed and the guest bathroom has a tub and shower combination. The eat in kitchen has granite counter tops, tile backsplash, refaced cabinets and all new Whirlpool appliances. There is a delightful small courtyard perfect for morning coffee or outside grilling. There also two outside sitting areas off the Living and master bedroom to enjoy the calm and peaceful views. The Landings Racquet Club membership transfers to the guests. Tennis players will love the Har-Tru tennis courts, and guests will get a good work-out in the lap pool. Relax in the hot tub to soothe sore muscles. The clubhouse has a fitness center, meeting rooms and a library. Guests pay the monthly electric bill on off-season rentals. Off-season rate in effect from May-November. Not available January 1 - April 30, 2027.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
2233 MICHELE DR, SARASOTA, FL 34231
$2,050271 Days on yellowkey MLS ID: A4660120
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 814 Built: 1970Half Duplex
Remarks: /////////////NEW PRICE REDUCTION!!! /////////// MOVE IN SPECIAL/ $500 OFF 1ST MONTH RENT-Must move in within 30 days of application. Nicely updated duplex. Contemporary flare! Great backyard with screened lanai and paver patio. All fenced in. Great for pets. All laminate floors. Nearly new appliance package. 1/2 bath off kitchen for convenience. The garages separate the units. Yard is privacy fenced for each unit. All this plus a private 1 car garage and driveway parking. See it soon. This is a non smoking home.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Nancy Guerrero (941-400-8134)
2118 MICHELE DR, SARASOTA, FL 34231
$1,80037 Days on yellowkey MLS ID: N6143453
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 873 Built: 1972Community: MonticelloHalf Duplex
Remarks: Updated 2 bedroom, 2 bathroom ½ duplex located in a highly desirable South Sarasota neighborhood. This property features an open floor plan, a primary bedroom with ensuite bath and walk-in closet, a screened patio, and access to a shared backyard. This location offers exceptional convenience with top-rated Sarasota schools nearby and quick access to major shopping and dining options, including Publix, Trader Joe’s, Target, Gulf Gate restaurants, and Detwiler’s Farm Market, known for its fresh produce and specialty foods. The home is also close to the Tamiami Trail retail corridor, providing a wide range of everyday amenities. Outdoor recreation is minutes away at Siesta Key Beach and Phillippi Estate Park, which offers walking trails, gardens, a fishing pier, kayak launch, playground, and weekly community events such as the Phillippi Farmhouse Market. Downtown Sarasota and St. Armands Circle are a short drive. Annual rental. First month, last month, and security deposit required. Water/sewer included. Tenant responsible for electric and cable/internet. Washer/dryer hookups are located in the garage, and tenant must provide their own washer and dryer. No pets. No smoking. Proof of income required, Application required
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
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