Location: Sarasota
Keyword(s): Phillippi Shores Elementary
Keyword(s) Elementary School: Phillippi Shores Elementary
Do Not Show Listings
5247 CARMILFRA DR, SARASOTA, FL 34231
$6,900173 Days on yellowkey MLS ID: A4681052
REDUCED by $1,600 (18.8%) on 07/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2012 Built: 1957Community: River ForestSingle Family
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: 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
$5,50099 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: $4,800/month for annual renters! 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)
1323 LANDINGS DR #12, SARASOTA, FL 34231
$7,095543 Days on yellowkey MLS ID: A4634310
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2260 Built: 1981Community: Landings TreehouseTownhouse
Remarks: Welcome to the Treehouse Condominiums, a rejuvenating retreat where breathtaking views of the Intracoastal Waterway await you. Relax on your private deck, surrounded by lush mangrove trees and the serene beauty of Siesta Key Island. Nestled between majestic 200-year-old oak trees on the edge of Roberts Bay, this recently renovated home embodies the essence of comfort and eco-luxury living. As you open the front door, you are greeted by an unobstructed view of the vibrant mangroves and the sparkling waters of the Intracoastal. Aptly named the "Treehouse," this cedar-sided residence features decks off every room, seamlessly blending indoor and outdoor living. The architecture is designed to harmoniously incorporate elements of nature, emphasizing open spaces and large windows that allow residents to enjoy the biodiverse surroundings. Located west of the trail, behind the exclusive gates of The Landings, this remarkable two-story condominium feels like a cocoon of comfort. With a spacious, renovated kitchen, two generous bedrooms, an office, a cozy den, two beautifully appointed baths, and an elegant powder room, this home is designed for relaxation and entertaining in harmony with nature. As you step inside, your gaze is drawn to the stunning views of the mangroves and Intracoastal Waterway. The open-plan living and dining areas provide a front-row seat to the beauty of the natural surroundings, effortlessly connecting to a cozy den. The exclusive Treehouse pool and spa are just a short stroll away, offering a refreshing retreat. Retreat to the master suite, featuring a split king adjustable bed and a spacious, newly renovated walk-in closet. The spa-like bathroom is a sanctuary of relaxation, boasting a large shower and dual vanities with an exquisite wood countertop. The second bedroom and office share a well-appointed bathroom, complete with a tub and shower. Both bedrooms have stunning views of the Intracoastal, allowing you to wake up to the sounds of seagulls and dolphins. This residence is equipped with a 2019 HVAC system, hurricane windows, and showcases stunning oak flooring throughout. As a resident of this 24-hour gated community, you will enjoy lush landscaping and two nature trails that enhance the tranquil ambiance. With optional membership to the Landings Racquet Club, you gain access to a fitness center, a large heated pool and spa, eight Har-Tru tennis courts, engaging exercise classes, pickleball, and a vibrant social scene. A kayak launch and storage are available, or you can launch just 20 feet from your deck, making outdoor adventures easily accessible. This unit includes an unattached garage for parking and ample guest parking to welcome family, friends, and pets. The Treehouses at The Landings are part of a unique condominium community celebrated for their distinctive architecture and natural surroundings, reflecting a commitment to ecological living that is both therapeutic and nourishing. Two pets will be considered on a case by case basis by the owner. All utilities are included. The fireplace may not be used until clearance is given from the HOA. No Smoking or Vaping allowed in the unit or within the community. No Trucks, RV's or Motorcycles are allowed. Tenant to verify room sizes. This property can be rented Season $7095 or off Season $4950. Includes Housekeeping/cleaning two times a month. A Club membership is included with the season rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Pat Gillum (941-809-3578)
5865 TIDEWOOD AVE #8, SARASOTA, FL 34231
$2,25010 Days on yellowkey MLS ID: A4699384
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973Community: Baywood Colony Sec 2Spa: NoVilla
Middle School: Sarasota Middle
Remarks: Enjoy the best of Florida living in this beautifully updated 2-bedroom, 2-bathroom villa located in a desirable maintenance-free community. This inviting home has been thoughtfully renovated throughout, featuring updated flooring, a modern kitchen, refreshed bathrooms, and contemporary finishes that create a bright and comfortable living space. The community offers exceptional amenities, including a clubhouse and sparkling community pool, providing the perfect setting to relax and enjoy the Florida lifestyle without the hassle of exterior maintenance. Ideally situated just a short distance from world-famous Siesta Key Beach, you’ll also be close to an abundance of restaurants, shopping, entertainment, and everyday conveniences. Whether you’re looking to spend your days at the beach, dine at local favorites, or explore nearby boutiques, everything you need is within easy reach. Don’t miss this opportunity to enjoy maintenance-free living in one of Sarasota’s most sought-after locations. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tiffiany Harford (941-650-4530)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,75080 Days on yellowkey MLS ID: A4692892
REDUCED by $200 (6.8%) on 07/16/2026
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)
1664 STARLING DR #101, SARASOTA, FL 34231
$2,950144 Days on yellowkey MLS ID: A4684500
REDUCED by $50 (1.7%) on 07/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1990Community: Landings South ViiSpa: YesCondo
Remarks: Year round Summer Camp! This spacious two bedroom, two bath condo in the sought after, gated community of The Landings is available for you to enjoy the dream. Centrally located & west of the trail, The Landings offers a myriad of activities for all residents. You will be able to join a distinguished racquet club and participate in sports and social events. From tennis & pickleball to amusing gatherings. Themed parties, educational lectures, bridge, poker, yoga, trivia, swimming, kayak, nature walks, group outings and lots more are here at your doorstep! The neighborhood is within easy access to groceries, shopping and dining. (The Landings shopping plaza) Bike or ride to Siesta Key or Turtle Beach! - Downtown Sarasota is only 15 minutes away! Enjoy each day with friendly neighbors in a beautiful landscaped, gated subdivision. This bright & light, end unit has an open floor plan with an expansive living area. The neat kitchen has eat in space and plenty of cabinets for storage. You can enjoy bird watching and generous green views of lush tropical landscape while you prepare your delicious recipes or while at the lanai or the outside patio. The master bedroom is roomy, providing a small office or hobby space for your convenience. There is a large walk-in closet and en-suite primary bathroom with separate tub and a walk-in shower. The guest bedroom features wall to wall closets and there is a guest bathroom right next to it. The laundry room is conveniently located inside this condo and it also has storage options. There is an attached one car garage and driveway to park your vehicle. Guest parking is also available nearby. The garage has space that can be used for storage, bikes, etc. Association application & approval is required. Tenant is responsible for utilities. No pets without owner approval.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Carolina Hernandez-Ron (941-321-7282)
4414 ALHAMBRA AVE, SARASOTA, FL 34231
$2,80018 Days on yellowkey MLS ID: O6423455
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1393 Built: 1970Community: Bellflower GardensSingle Family
Remarks: Do not miss out on This exceptional two-bedroom, two full and one half -bathroom home that boasts an impressive blend of modern upgrades and thoughtful design on a generous one-third acre lot. The home features a meticulously updated kitchen with contemporary appliances and stunning quartz countertops that extend seamlessly to the outdoor entertaining areas. The home showcases classy finishes throughout, including tailored closets and blinds, while impact windows provide peace of mind and energy efficiency. A dedicated office doubles as a pool room with an additional half bath, creating flexible living space for work or recreation. The outdoor oasis truly serves as the main hub for memory making or entertaining quarter of this property, featuring an upgraded patio with custom television wall and elegant wood plank ceiling details. A striking fireplace creates the perfect focal point for gatherings, while the entire space flows effortlessly for entertaining. Recent infrastructure improvements ensure worry-free living, including a 2018 AC, 2020 electrical panel, complete repiping in 2012, and roof replacement in 2015. The refinished garage boasts durable epoxy flooring, complemented by impact-resistant garage doors. A RV lift station is installed on the property. Additional premium features include impact sliders, vinyl fencing for privacy, and the convenience of no HOA. The property comes fully furnished, allowing for immediate move-in comfort. Located in a desirable Sarasota neighborhood, residents enjoy convenient access to quality schools, public transportation, popular shopping destinations like Trader Joe's, and beautiful Siesta Key Beach for outdoor recreation. This remarkable home represents an outstanding opportunity to embrace gorgeous Florida living.
Listing is courtesy of: HARMONY INTERNATIONAL REALTY INC (407-758-8293)
Listing Agent: Adam Rachid (407-758-8293)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00074 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! SIESTA KEY, SARASOTA VACATION RENTALS, BEACH RENTALS IN SARASOTA, SIESTA BEACH.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$5,50016 Days on yellowkey MLS ID: A4699460
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997Community: Hamilton Club Siesta KeyCondo
Remarks: • UNFURNISHED • ANNUAL RENTAL ~ Rarely available in the exclusive Hamilton Club, this spacious 3-bedroom, 3.5-bath townhome offers over 4,000 square feet of space in one of Siesta Key's most desirable deep-water boating communities. A standout feature of this home is the expansive lower-level garage area, providing exceptional flexibility. In addition to the oversized two-car garage, there is a substantial bonus space that can be used as a home office, fitness room, game room, workshop, extensive storage, or for storing a small boat, kayaks, canoes, paddleboards, and other recreational equipment. For boating enthusiasts, this property includes a private boat slip that can accommodate a large boat. The Hamilton Club is an intimate, gated community of only 18 residences, offering deep-water dockage with sailboat water access, no fixed bridges to Sarasota Bay, and direct access to the Intracoastal Waterway and the Gulf of Mexico. Inside, soaring ceilings, generous room sizes, and an open floor plan create an inviting atmosphere. The main level features a welcoming foyer, spacious living and dining areas, a large eat-in island kitchen, a versatile bedroom or den with a full bath, a laundry room, pantry, and powder room. Sliding doors open to a screened lanai overlooking lush tropical landscaping, a tranquil lagoon with a fountain, and the community's heated pool. A spiral staircase provides convenient access to the lower level. Upstairs, a generous bonus room separates two private bedroom suites. The oversized primary suite features a large walk-in closet and an elegant en-suite bath with a soaking tub and separate shower. A second en-suite guest bedroom provides privacy and comfort for family or visitors. Residents enjoy a heated community pool, as well as access to tennis and pickleball courts. Located on the north end of Siesta Key, the home is just minutes from Shell Road Beach, Siesta Village, and the world-famous white sand beaches and turquoise waters of Siesta Beach. Downtown Sarasota's exceptional shopping, dining, entertainment, and cultural attractions are only a 10-minute drive away. Opportunities to lease a home in Hamilton Club are exceptionally rare. If you're looking for spacious living, private boating access, and the Siesta Key lifestyle, this remarkable annual rental is not to be missed.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,300138 Days on yellowkey MLS ID: A4685737
0 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.0 Gar: 9 Liv Area Sq Ft: 1435 Built: 1973Community: Siesta TowersSpa: NoCondo
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)
1335 LANDINGS DR #9, SARASOTA, FL 34231
$3,50066 Days on yellowkey MLS ID: A4694217
REDUCED by $200 (5.4%) on 07/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2372 Built: 1981Community: Landings TreehouseTownhouse
Remarks: Treehouses on the Boardwalk with incredible, unrestricted views of Roberts Bay and the Intercoastal Waterway rarely come on the market. This is a wonderful opportunity to BECOME A PART OF one of these hidden Gems in the Landings Community. FULL AMENITIE MEMBERSHIP TO EVERYTHING. These cool, multi-leveled homes have been designed to be part of the natural environment and are nestled amidst the Florida wildlife and mangrove forest, offering a peaceful and serene setting combined with marvelous views. What a magical place to live! This treehouse is located in short distance from its detached garage and assigned parking space. The moment you walk into this home you will be enchanted by the fantastic water views overlooking Roberts Bay and Siesta Key. Well maintained, equipped with impact glass sliders and elevated above flood level. The living area with soaring ceilings, sky lights, a woodburning/propane gas combo fireplace (CANNOT USE FIREPLACE SAFETY used as we need special clearance. ) Open kitchen is spacious and creates a warm and inviting atmosphere. Numerous decks: 2 DECKS ON 2ND FLOOR AND A 26 X12 OPEN PATIO TO WATER VIEWS AND SUNSETS (26 X 12. which brings the outdoors in, and you can enjoy sunshine any time of the day. The primary bedroom with en-suite bath is located on the mid-level and two additional bedrooms share a bathroom on the upper level a split floor plan for master bedroom privacy. All bedrooms have queen beds. There is a large bonus room which could be a 4th bedroom, office, gym or family room on main floor. Store your Kayak, or walk out your patio 20ft to the water to launch. Canoe or Paddleboard at your home and access the Bay right there. The TREEHOUSE private pool and spa is just a quick walk. A Nature Walk leads to the Fishing Pier and Kayak Launch at the Intercoastal Waterway. Store your kayak at the provided storage racks and enjoy the direct access to the mangrove waterfront to Roberts Bay and afterwards cool off in the Treehouse community pool. The Landings is a well-established, very desirable gated community with 24-hour guarded gate. Membership to the Racquet Club where you can enjoy 8 Har-Tru tennis, a newer fitness center, large resort style pool, pool, spa, pickleball, library, exercise classes and social activities. 24 hour guarded community. Fine and casual dining and shopping is conveniently located just outside the gate at recently remodeled mall. Fabulous central location to everything what the Sarasota area has to offer Siesta Beach is 2 miles away and 15 minutes to downtown Main street Sarasota for Arts and all cultural events. NO RV'S, TRUCKS OR MOTORCYCLES ARE ALLOWED. CLUB MEMBERSHIP INCLUDED. OFF SEASON RENTAL FROM 6/01/2026 THROUGH 10/01/2026. $4000 and all inclusive.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1614 STICKNEY POINT RD #102, SARASOTA, FL 34231
$2,200289 Days on yellowkey MLS ID: A4667880
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1036 Built: 1975Community: Castel Del MareCondo
Remarks: LOCATION, LOCATION, LOCATION!! Walk to world-famous Siesta Key Beach from this beautifully maintained 2-bedroom, 1.5-bath condo.Perfect for a vacation stay, this unit offers all the comforts of home- a bright, welcoming interior with charming details and everything you need for a relaxing getaway. Enjoy the convenience of being close to shops, restaurants, and entertainment, while staying in a peaceful and well-kept community.
Listing Agent: Genaro Tramutola (941-315-1142)
2500 MONTEREY ST, SARASOTA, FL 34231
$10,00019 Days on yellowkey MLS ID: A4699330
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2434 Built: 1986Community: GlencoeSpa: YesSingle Family
Remarks: For Rent: Minimum 3 months. Can be furnished for rentals less than 6 months or unfurnished or furnished for annual. Modern Waterfront Living on Phillippi Creek with 170 Ft Water Frontage: this stunning residence was completely rebuilt down to the studs in 2023, this move-in ready modern contemporary waterfront residence sits on a rare 0.36-acre lot with 170 feet of water frontage and complete privacy across the creek—offering open water views, and breathtaking westerly Sarasota sunsets. Located on a quiet cul-de-sac just 5 miles to Downtown Sarasota and 3 miles to Siesta Key, the property combines convenience with a peaceful waterfront setting. The home has never flooded and was thoughtfully renovated with long-term durability and quality construction in mind. Boating enthusiasts will appreciate the 5ft +/- water depth at the dock, expansive deck with new flow-through composite decking, boat lift, and separate double jet ski lift. Enjoy direct access to Sarasota Bay and the Gulf of America just minutes from your backyard. Inside, soaring ceilings and expansive PGT impact windows and sliders fill the home with natural light while framing serene water views. The open-concept living space is centered around a chef’s kitchen featuring a dramatic oversized quartz waterfall island, sleek quartz countertops & backsplash, custom cabinetry, and premium appliances— designed for both daily living and entertaining. The primary bedroom suite offers generous proportions and a fully customized walk-in closet with boutique-level organization the size of its own bedroom. The comprehensive 2023 renovation included full re-plumbing, all new electrical wiring, and fully remodeled bathrooms. Additional upgrades since then include a handcrafted iron front entry door, modern 4 panel garage door with side mounted motor, epoxy flooring and metal standing seam roof. Outdoor living rivals a private resort with a heated saltwater pool and a 2025 custom outdoor kitchen equipped with gas grill, flat-top hibachi grill, built-in TV, refrigerators, and wine cooler. Exterior enhancements include motorized screen, artificial turf for low maintenance, paver driveway, landscape lighting, leaf guard gutters, and a 12x34 ft shed on an extended concrete pad down to the water's edge. A rare combination of modern construction, deep water access, wide water frontage, and close proximity to Sarasota’s top destinations—this is turnkey waterfront living without settling. It's not just renovated; it's a rare package. First, Last & $10k security deposit required. Minimum 3 months.
Listing is courtesy of: OWN SRQ LLC (941-400-4084)
Listing Agent: Lisa Warren-Wallace (941-400-4084)
1638 REDWOOD ST #1, SARASOTA, FL 34231
$1,59582 Days on yellowkey MLS ID: A4692638
REDUCED by $100 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1973Community: Pine Shores Estate 1St AddApartment
Remarks: MOVE IN SPECIAL! ONE-MONTH FREE RENT WITH 13-MONTH LEASE! This 2BR, 2BA residence offers a spacious living experience in a prime Sarasota location. Featuring approximately 1,050 square feet of interior space, thoughtfully designed with a mix of tile for a clean, modern aesthetic. The interior provides an efficient layout with a focus on convenience, including a fully equipped kitchen with a dishwasher, microwave, range, and refrigerator. The large bedrooms provide ample storage with a walk-in closet. Residents of this community enjoy access to on-site laundry facilities, off-street parking, and a community pool. Ideally situated just blocks from Sarasota Bay and the south bridge to Siesta Key, this property places you minutes away from world-class beaches, premier dining, and local shopping. The central location also ensures proximity to top-rated schools, including Phillippi Shores Elementary. Annual leases include lawn care and trash removal, offering a low-maintenance lifestyle in one of Sarasota's most sought-after neighborhoods. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! Application fee: $100 Application fee. Pets: $250 refundable pet fee and $25 monthly pet rent (each) Water: $80 for single, $100 for double occupancy Electric: Tenant responsibility Included: Lawn Care, Pest Control and Trash THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, criminal, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Management.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Brandon Green (941-806-9963)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15096 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)
2604 WOODGATE LN #J6, SARASOTA, FL 34231
$1,75023 Days on yellowkey MLS ID: A4698908
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Community: Pinewood Village ViiiCondo
Remarks: **Completely Refreshed • No Carpet • Ideal One-Level Living** Welcome home to this beautifully refreshed, light-filled **one-story condo** offering the perfect combination of comfort, convenience, and charm. With **no carpet**, **no neighbors above or below**, and **parking right outside your front door**, this home makes everyday living easy. The bright, open layout features a spacious **Florida room** that can also be enjoyed as a **screened porch**, creating the perfect spot to relax with a cool breeze during Florida's beautiful fall and winter months. This is more than just a rental—it's a home that has been truly loved and cared for by its owners. The family hopes to keep it in the hands of someone who will appreciate it just as much, making it a wonderful place to call home. Enjoy a beautifully maintained community featuring a **resort-style swimming pool** and a **fitness center**, all just minutes from **beautiful Gulf beaches, shopping, dining, and excellent schools**. **Available for annual lease, unfurnished.**
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
301 AVENIDA MADERA #B, SARASOTA, FL 34242
$12,60094 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.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
301 AVENIDA MADERA #A, SARASOTA, FL 34242
$12,60094 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!
1817 IVANHOE ST #A&B, SARASOTA, FL 34231
$3,1001039 Days on yellowkey MLS ID: A4583147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1947Community: South Highland Amd OfSingle Family
Remarks: FULLY FURNISHED #A 2 x 2 Available 5/1/25 Short term $5,500/mo or Long Term $3,495/mo. Guest House, Unit #B, Unavailable until 4/1/25 - 2 bedroom x 1 Bathroom $2,500/mo. > Annual rental. Freshly renovated house with brand new kitchen and new bathrooms! When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood. When you walk in, you will immediately see how spacious it is. You have plenty of room to stretch out and relax in this lovely environment. Primary housel sleeps 6 comfortably. The larger spacious bedroom has 2 queen size beds in it. You'll notice throughout the house how the quality is. The color selections are attractive from floor to ceiling! When you walk out on the back porch, you'll see inviting outdoor furniture and a good size yard for your doggie to romp around in. You can sit on the outdoor furniture, serve dinner outside and enjoy the gorgeous weather with your loved ones! This rental house is less than 10 minutes to the world famous Siesta Keys Beach - ranked # 1 this year on TripAdvisor! If you would like to take a stroll, you're about 1-2 minutes walking distance to the famous Walt's Fish House. Their food is delicious. They have an outdoor bar too. Seasonal rate schedule; July-Dec $3,500/mo., Jan-Apr=$7,500/mo.
1203 LYRIC LN, SARASOTA, FL 34242
$7,500396 Days on yellowkey MLS ID: A4656825
REDUCED by $2,000 (21.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2605 Built: 1964Community: Acreage & UnrecSingle Family
Remarks: Coastal Luxury Rental – Steps from Siesta Key Beach & Turtle Beach/Midnight Pass ***Seasonal or Annual Lease Available | 2 Bed • 2 Bath • Detached Garage /Game room/Workspace • RV Pad w/ 50-Amp + Pump-Out. Live the ultimate Siesta Key lifestyle in this completely remodeled and newly furnished coastal retreat, ideally located just ½ mile from the #1 rated Siesta Key Beach.***This stunning 2-bedroom, 2-bath residence features a private detached garage that doubles as a game room, home office, or creative workspace, plus a dedicated RV pad with 50-amp electrical hookup and pump-out station — an extremely rare amenity this close to the beach. ** Property Highlights: **Fully renovated interior – like new **Professionally furnished – turnkey & move-in ready** Bright open floor plan with coastal-inspired design** Modern kitchen with updated appliances & finishes ** Detached garage / game room / workspace – rare bonus feature ** Private outdoor areas perfect for relaxing or entertaining. ** Prime Location:** ½ mile to Siesta Key Beach ** Minutes to Siesta Village restaurants, nightlife & boutiques ** Easy access to downtown Sarasota, marinas, boating & golf.***Lease Options: Fully Furnished > Seasonal or Annual lease available*** This is a rare opportunity to lease a fully remodeled, professionally furnished home with RV parking & hookups, located minutes from Siesta Key Beach — perfect for snowbirds, traveling executives, digital nomads, boaters, and RV enthusiasts.
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