Location: Sarasota
Keyword(s): Phillippi Shores Elementary
Keyword(s) Elementary School: Phillippi Shores Elementary
Do Not Show Listings
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$3,50037 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year:
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 is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95023 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)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50042 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)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,75090 Days on yellowkey MLS ID: A4684215
REDUCED by $600 (17.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: 2750.00 Monthly May through October 2026 ... Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open split floor plan and tile flooring throughout. The updated kitchen boasts granite countertops and additional cabinetry, while both bathrooms feature new vanities for a fresh, modern touch. Enjoy sweeping bay views from the living space, along with the rare luxury of a privately owned beachside cabana—perfect for storing chairs, umbrellas, and keeping Siesta’s famous white sand outside where it belongs. Located in a quieter section of the Key, the home is still conveniently close to local restaurants and island activities. Take the Froghopper or the Free Ride Trolley to explore all of Siesta Key with ease. Bay Tree offers exceptional amenities including two pools (one on the beach side and one on the bay side), grilling and picnic areas, free boat slips for owners, kayak racks, on-site management, reserved owner parking, and ample guest parking. Walk to nearby dining, enjoy the bay, stroll the beach, or simply relax and take in the views—this property offers the very best of bayfront and beachfront living within one exceptional community. Rates: 3350.00 annually April through December 2026: Quoted rate applies January through April 2027: $6,500 per month, plus applicable taxes and fees.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
5869 TIDEWOOD AVE #7, SARASOTA, FL 34231
$2,50022 Days on yellowkey MLS ID: A4693002
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973Community: Baywood ColonySpa: NoVilla
Remarks: This two-bedroom, two-bathroom residence boasts 1,155 square feet of thoughtfully designed living space, featuring top-quality finishes throughout is now available for lease. Enjoy the open floor plan for entertaining, spacious owner's suite that features a walk-in closet with a private updated bathroom with walk in shower. Right outside the additional bedroom, you'll find an additional fully updated bathroom with a second walk-in shower. The heart of this home showcases a versatile Florida room that seamlessly connects with the main living area, allowing you to curate your ideal indoor-outdoor experience. Enjoy the custom window treatments. Open the windows to welcome gentle bay breezes or close the sliders for a climate-controlled retreat. Recent upgrades include NEW Appliances, Impact-resistant Windows, 2017 ROOF, and comprehensive Replumbing completed in 2018. In 2022, the AC Unit was replaced. Baywood Colony delivers an array of resort-style amenities that cater to an active lifestyle and breathtaking views of Little Sarasota Bay. Residents enjoy access to a heated swimming pool, rejuvenating sauna and engaging billiards room. The community clubhouse serves as a hub for social gatherings and events, fostering a welcoming atmosphere among neighbors. This pet-friendly community's prime location puts you minutes from Siesta Key's renowned beaches and the historic Phillippi Estate Park. Enjoy spectacular sunset views from your own neighborhood while being conveniently situated near exceptional dining establishments and shopping destinations. Experience the perfect blend of coastal living and modern convenience in this thoughtfully appointed waterfront residence. The combination of premium features, community amenities, and an unbeatable location creates an exceptional opportunity for your next chapter in paradise.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
4935 RIVERWOOD AVE, SARASOTA, FL 34231
$8,00023 Days on yellowkey MLS ID: A4692833
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3779 Built: 1951Community: Riverwood Park AmdSingle Family
Remarks: SARASOTA ~ PHILLIPPI CREEK ~ IN TOWN ~ RESIDENTIAL RENTAL PROPERTY ~ RARE 1.7 ACRES ~ PRIVATE DOCK. NOTE: PLEASE USE VIRTUAL TOUR FOR FULL PHOTOS OF THE PROPERTY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Robert T Anderson (941-350-8671)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20033 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
$2,35044 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.
1145 HORIZON VIEW DR, SARASOTA, FL 34242
$15,000186 Days on yellowkey MLS ID: A4673276
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 4306 Built: 1980Community: Tortoise EstatesSpa: YesSingle Family
Remarks: Available : 2026: Open September 1 through November 15th 2027 - 30 Day Minimum Stay... 2027: Peak Season Now Open for January and April. February and March are not available.. Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Taxes and fees apply to base rent..
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$6,00026 Days on yellowkey MLS ID: A4692374
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Community: TerraceCondo
Middle School: McIntosh Middle
Remarks: SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280 sq ft of indoor-outdoor space with sweeping Gulf views and stunning sunsets. The open-concept living area includes a chef’s kitchen with Quartzite countertops, custom European cabinetry, premium stainless appliances, and a large island, plus a custom Murphy bed for guests. The serene primary suite offers a spa-like bath with glass walk-in shower and elegant finishes, while recent upgrades like a new A/C system ensure year-round comfort. Residents enjoy a heated saltwater Gulf-view pool, fitness center, community lounge, and controlled-access security, all just steps from the beach and a short walk to Siesta Key Village’s shops, cafés, and dining—with downtown Sarasota’s arts and culture only minutes away. Perfect for seasonal or annual stays. High season rates are $14000/month. Off season rates are $9000/month. The annual rate is $6000/month.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15039 Days on yellowkey MLS ID: A4690743
REDUCED by $150 (6.5%) on 05/04/2026
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)
8776 MIDNIGHT PASS RD #C307, SARASOTA, FL 34242
$2,950296 Days on yellowkey MLS ID: A4661169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ICondo
Remarks: Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes throughout. Step inside to find a bright and inviting interior featuring plantation shutters, tropical-inspired colors, tasteful art glass lighting, and granite countertops paired with a premium appliance package—making everyday living and entertaining a breeze. The generous primary and guest suites provide ample comfort, while in-unit laundry adds everyday convenience. Island Reef offers an unbeatable lifestyle with private beach access, two heated pools, a fitness center, clubhouse, covered parking, and so much more. Just a short stroll away, enjoy the newly resurfaced tennis and pickleball courts, or head to the Island Reef boat docks—perfect for launching kayaks or docking your boat or rental during your stay. Located just steps from the private access to Turtle Beach, you’re perfectly positioned to enjoy everything Siesta Key has to offer—boating, beachcombing, swimming, biking, tennis, pickleball, and a vibrant social scene. Yes... you really can have it all!
1740 LANDINGS BLVD #39, SARASOTA, FL 34231
$3,5001846 Days on yellowkey MLS ID: A4500235
INCREASED by $600 (20.7%) on 04/28/2026
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. Not available January 1 - April 30, 2027. Available May through December 2027. Owner requests a 6 month minimum rental. 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.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
2724 MONTEREY ST, SARASOTA, FL 34231
$3,35082 Days on yellowkey MLS ID: A4682798
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $100 (2.9%) on 04/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1384 Built: 1967Community: Bellflower GardensSingle Family
Remarks: AVAILABLE PARTIALLY FURNISHED OR UNFURNISHED. (Please note: Finishing touches will be completed in the next few days. Some photos are virtually staged for illustrative purposes.) Welcome home to this beautifully updated 3-bedroom, 2-bath residence situated on an oversized 1/3-acre lot on a quiet road. This move-in-ready home features newly installed tile flooring throughout, freshly painted interiors, and fully renovated bathrooms with new vanities and showers. Enjoy Florida living at its best with a spacious screened-in outdoor living area and a large 14x28 private pool — perfect for relaxing or entertaining. The expansive lot also offers covered side parking ideal for a boat, RV, or additional vehicles. Conveniently located near A+ rated IB High School and close to shopping, dining, and everyday amenities. Offered partially furnished or unfurnished based on tenant preference. Local, attentive landlord.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60037 Days 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.
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60037 Days 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!
1700 COVE II PL #310, SARASOTA, FL 34242
$2,950334 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
5247 CARMILFRA DR, SARASOTA, FL 34231
$8,500116 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)
1137 N MOONMIST CT #L-7, SARASOTA, FL 34242
$7,500268 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
$4,00047 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)
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