Location: Sarasota
Keyword(s): Phillippi Shores Elementary
Keyword(s) Elementary School: Phillippi Shores Elementary
Do Not Show Listings
2233 MICHELE DR, SARASOTA, FL 34231
$2,15014 Days on yellowkey MLS ID: O6408448
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 814 Built: 1970Half Duplex
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: One or more photo(s) has been virtually staged. Beautifully renovated 2BR / 1.5BA duplex featuring a one-car garage, extended driveway, private fenced backyard, and enclosed patio for added outdoor living space. Ideally situated in the sought-after Phillippi Gardens neighborhood, just minutes from US-41/Tamiami Trail, shopping, dining, golf courses, and less than 5 miles from Siesta Key Beach. The interior has been thoughtfully updated throughout. The kitchen has been fully remodeled with new appliances, cabinetry, countertops, backsplash, and modern lighting. Both bathrooms have also been completely renovated with updated vanities, fixtures, tile/LVP flooring, and lighting. Washer and dryer are included for added convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Kay Shilling (407-716-9861)
5738 ANTILLES DR, SARASOTA, FL 34231
$2,750278 Days on yellowkey MLS ID: A4662529
REDUCED by $200 (6.8%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1971Community: Phillippi Gardens 03Spa: NoSingle Family
Remarks: Available June through October 2026... Fully furnished with a private fenced yard, this clean, comfortable home is completely move-in ready. Located just minutes from world-famous Siesta Key Beach, this charming single-family residence offers 4 bedrooms, 2 bathrooms, and an attached 2-car garage in the desirable Phillippi Gardens neighborhood. Enjoy walking or biking to Phillippi Estate Park, featuring nature trails, fishing piers, a playground, and a popular weekly farmers market. Conveniently located near shopping, dining, and everyday amenities, the home also includes a spacious fenced backyard, laundry room, rear patio, and inviting Florida Room — perfect for enjoying the Sarasota lifestyle.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1638 REDWOOD ST #1, SARASOTA, FL 34231
$1,79525 Days on yellowkey MLS ID: A4692638
REDUCED by $80 (4.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1973Community: Pine Shores Estate 1St AddApartment
Remarks: 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: $100 for single, $125 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)
2118 MICHELE DR, SARASOTA, FL 34231
$1,80073 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. Non smoking property, Proof of income required, Application required
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
2227 MONTCLAIR DR #1, SARASOTA, FL 34231
$2,30067 Days on yellowkey MLS ID: A4687276
REDUCED by $200 (8.0%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2118 Built: 1970Community: Monticello Unit 1Spa: NoHalf Duplex
Remarks: Great Location on Spacious Corner Lot. Very Clean and Updated Rental Featuring 3 Bedrooms, 2 Bathrooms. Enjoy the Nice Side Drive & 1.5 Car Garage with Laundry Hook-Up, Big Foyer, Newer Kitchen with Breakfast Bar Overlooking Family Room, 3rd Bedroom Can Also Be Used as Office or Work-Out Room, Primary Bedroom has a Private Entrance, Double Closets and Private Bathroom. New Flooring, Paint and All New Lighting. Very Close to Tamiami and Siesta Key
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Lisa Sanders (773-398-0378)
115 EDMONDSON AVE, SARASOTA, FL 34242
$15,0004 Days on yellowkey MLS ID: A4694729
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3248 Built: 2002Community: Siesta Rev OfSpa: YesSingle Family
High School: Sarasota High
Remarks: Experience luxury coastal living just moments from world-famous Siesta Key Beach. This exceptional 5-bedroom, 5-bath residence offers approximately 3,248 SF of beautifully designed living space with an open and inviting floor plan perfect for entertaining and everyday comfort. The home features spacious bedrooms, abundant natural light, multiple gathering areas, two full kitchens, two laundry rooms, imported Italian tile throughout, USB-equipped outlets throughout the home, and designer dimmable lighting that enhances the modern coastal ambiance. Recent major upgrades include a new roof and impact-rated windows and doors for added peace of mind and energy efficiency. Designed for both relaxation and entertaining, the property offers seamless indoor/outdoor living with a heated pool and spa, along with a large lanai overlooking the pool and beautiful open water views. Boating enthusiasts will appreciate the large dock, private boat lift, and direct easy access to the Gulf of America for exceptional fishing and boating adventures with no fixed bridges. Enjoy a short 5-minute kayak ride to a popular nearby sandbar, making this property a dream location for boating enthusiasts, beach lovers, and those seeking the ultimate waterfront entertainment lifestyle. Ideally located just 5 minutes from world-renowned Siesta Key Beach and walking distance to Shell Rd Beach, this home places you near some of Sarasota’s most desirable coastal destinations. Located in one of Sarasota’s most sought-after island neighborhoods, you are also minutes from waterfront dining, boutique shopping, marinas, and vibrant local attractions. Whether you are seeking a primary residence, luxury vacation retreat, or income-producing investment property, this home offers the ultimate Siesta Key waterfront lifestyle.
Listing is courtesy of: SARASOTA INTERNATIONAL REALTY (941-227-5555)
Listing Agent: Wally Sabrii (941-313-9999)
5624 CAPE LEYTE DR, SARASOTA, FL 34242
$15,00091 Days on yellowkey MLS ID: A4684371
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 1963Community: Siesta IslesSpa: NoSingle Family
Remarks: Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor shower, and BBQ entertaining area — perfect for hosting guests after a day at the beach. Located in one of Siesta Key’s most desirable walkable neighborhoods, you’re just steps from beach access, restaurants, cafes, and island attractions. Park once and enjoy everything on foot. Ideal as a high-performing short-term rental investment or a private island escape. Prime walkable luxury properties near Siesta Key Beach consistently command strong rental demand and premium rates.
2763 WOODGATE LN #207, SARASOTA, FL 34231
$1,450173 Days on yellowkey MLS ID: A4674522
REDUCED by $150 (9.4%) on 05/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Community: Pinewood Village IiSpa: NoCondo
Remarks: IT IS ALL ABOUT THE LOCATION! UNFURNISHED. MOVE IN READY. 1 Bedroom 1 bath condo off Bee Ridge. Short distance to the Community pool, fitness room and tennis court. The kitchen and the bathroom have been updated. Recently repainted. All kitchen appliances. Shower has been re-tiled. ALL TILE. Walk in closet. This is a second-floor condo but there is an elevator. There is a laundry facility on the same floor. You also get storage closet on the same floor. There is pull out slider by the living room that will give your guest privacy just in case. Owner is looking for a long-term tenant. You have your own dedicated parking spot. Rent includes water, sewer, trash pickup, and pest control. HOA approval needed to move in. Allow 10 days and a $75 Non-refundable fee. Pet will be considered if approved by HOA (35-pound limit).
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
4822 OCEAN BLVD #5F, SARASOTA, FL 34242
$3,30081 Days on yellowkey MLS ID: A4685737
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)
1351 DIXIE LEE LN, SARASOTA, FL 34231
$12,000229 Days on yellowkey MLS ID: A4668211
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4339 Built: 1990Community: NoneSpa: NoSingle Family
Remarks: ANNUAL RENTAL IN HIGHLY SOUGHT AFTER WEST OF TRAIL LOCATION NEAR THE FIELD CLUB. MAJOR RENOVATIONS ARE COMPLETE! Updates include exterior and interior painting, impact windows and doors, porcelain tile in the living room, dining room, and primary bedroom, updated guest bathrooms, updated landscaping, new outdoor kitchen grill, new refrigerator, and more. The open concept kitchen and family room overlook enclosed brick lanais and mature trees and landscaping—the perfect place for entertaining. The master bedroom and office are located on the first floor. The remaining bedrooms and game room are located upstairs—a perfect layout for guests/family. The screened patios with outdoor kitchen overlook the saltwater heated pool. The neighborhood has a brand new deeded boardwalk and fishing pier—a great place to launch a kayak or for boat pick ups/drop offs. The central location makes for a quick drive to Siesta Key, Downtown Sarasota, dining, and shopping.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
1335 LANDINGS DR #9, SARASOTA, FL 34231
$4,0009 Days on yellowkey MLS ID: A4694217
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)
1664 STARLING DR #101, SARASOTA, FL 34231
$3,20087 Days on yellowkey MLS ID: A4684500
REDUCED by $50 (1.5%) on 05/04/2026
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)
3940 BROOKSIDE DR, SARASOTA, FL 34231
$3,250371 Days on yellowkey MLS ID: A4653530
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1010 Built: 1982Community: BrooksideSpa: NoSingle Family
Remarks: Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary and charming elements. Two large exceptional bedrooms, 1 King, 1 Queen and 1 Twin beds, sleeps 5. Wall of closets, two brand new modern baths, and equally gorgeous kitchen fully equipped with brand new appliances, ceiling fans in every room, central air, white beamed ceilings, windows everywhere, designer lighting and fixtures, plus an immense deck overlooking a huge naturally forested backyard, featuring swaying bamboos, fruit laden mango tree and ferns. An absolutely private setting, surrounded by the privacy of high modern slatted fencing. This gem in a fantastic location, is a unique neighborhood dotted from tiny Victorians to luxury homes. So convenient - 7 minutes to everywhere. Whether for vacation or business to enjoy the proximity of the magnificent Sarasota downtown, explore the white sand beaches of famous Siesta Key, Lido Key, nearby galore of stores, restaurants, markets, hospitals, cultural sites, but also a peaceful place to call home away from home. Offered tastefully furnished to Better Home and Gardens standards. For your comfort there's high speed WiFi, brand new LG laundry tower and private off street parking. Small, well behaved dog acceptable with prior owner approval and pet fee. No smoking. Available now! June - Nov $3,250 monthly and $1,700 weekly. Dec $4,000, Jan - Apr $6,000. No smoking. Pets permitted with prior owner approval and pet fee.
Listing is courtesy of: GULF COAST RENTAL HOMES&CONDOS (941-212-1972)
Listing Agent: Diann Thelen (941-920-0758)
8776 MIDNIGHT PASS RD #C107, SARASOTA, FL 34242
$3,500292 Days on yellowkey MLS ID: A4661654
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1338 Built: 1975Community: Island Reef ISpa: NoCondo
Remarks: Available 8/10-12/25/26. Not Available January 1-through April 5th... 2027. Experience the best of Siesta Key living at the Island Reef Association on Turtle Beach. This beautifully designed condo is offered fully turnkey furnished, showcasing exceptional attention to detail and high-quality finishes throughout. Island Reef delivers Beach-to-Bay luxury resort-style living with amenities that include two heated pools, a fitness center, covered parking, and private beach access. Just across the street, enjoy pickleball or tennis on the newly resurfaced courts, or head to the Island Reef boat docks for kayak launching or to tie up your own boat—or a rental—during your stay. Inside, you’ll find generously sized primary and guest suites in this 2-bedroom, 2-bathroom condo, enhanced with plantation-style shutters, tropical-inspired décor, and tasteful art glass lighting fixtures. The kitchen boasts granite countertops and a high-end appliance package, making cooking a pleasure. A convenient in-unit laundry adds to the ease of living. All of this is just steps from the private Turtle Beach access, where you can enjoy biking, boating, beach days, swimming, tennis, pickleball, and vibrant community social events. Yes… you can have it all!
1641 SOUTHWOOD ST #1641, SARASOTA, FL 34231
$1,49543 Days on yellowkey MLS ID: A4690510
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $230 (13.3%) on 05/13/2026
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)
1684 PINTAIL WAY, SARASOTA, FL 34231
$3,45026 Days on yellowkey MLS ID: A4688624
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Community: Landings South Ii, The LandingsVilla
Remarks: Annual rental opportunity in the highly sought-after Portside Villas, located within the lush, gated community of The Landings. This beautifully renovated one-level villa offers 1,705 square feet of stylish living space with no steps, creating the perfect blend of comfort, elegance, and convenience for year-round living. Featuring 3 spacious bedrooms and 2 fully updated bathrooms, the residence is designed with an open, flowing floor plan enhanced by volume ceilings and abundant natural light. The expansive living room provides an inviting setting for everyday living and entertaining alike. The gourmet kitchen is thoughtfully appointed with 42-inch soft-close cabinetry, Quartz countertops, and brand-new top-of-the-line Thermador stainless steel appliances. Multiple dining spaces include a formal dining room, breakfast area, and a sophisticated dry bar with glass cabinetry. The primary suite offers generous closet space, tranquil lake views, and a beautifully updated en-suite bath. Secondary bedrooms provide flexibility for guests, a home office, or additional living space. Neutral ceramic tile flooring throughout, fresh interior paint, and all-new fixtures create a crisp, contemporary ambiance. For added peace of mind, the villa is equipped with full hurricane protection, including impact glass windows and doors throughout. Residents enjoy exclusive access to the private Landings Racquet Club featuring 8 Har-Tru tennis courts, pickleball, a heated swimming pool, fitness center, meeting rooms, and library. The community also offers 24-hour gated security, scenic walking trails, and access to the beauty of Sarasota Bay, making this an exceptional annual rental opportunity in one of Sarasota’s most desirable communities. No pets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00017 Days on yellowkey MLS ID: A4693257
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1389 Built: 1975Community: Siesta Harbor IiiCondo
Remarks: Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This rarely available rental includes a dedicated boat slip at no additional cost—perfect for bringing your boat or simply enjoying the waterfront lifestyle without extra fees. The community amenities elevate your stay even further: relax in the sparkling pool, grill in the outdoor kitchen, or take advantage of exclusive deeded beach access to Siesta Beach—consistently ranked among the world's best beaches for its famous powdery quartz sand that stays cool underfoot, crystal-clear Gulf waters, and laid-back vibe. Inside, the unit is beautifully fully furnished and thoughtfully decorated with original art from a talented local artist—turn-key comfort and coastal charm. Whether you're planning a relaxing summer getaway, a family vacation, or an extended stay, this waterfront retreat delivers tranquility, convenience, and unparalleled access to Siesta Key's iconic shores and vibrant village life. If you're ready to claim your own slice of waterfront paradise this summer (or beyond), contact us today to schedule your private tour—availability won't last long!
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
2011 OUTER DR #1, SARASOTA, FL 34231
$3,00017 Days on yellowkey MLS ID: A4692477
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1226 Built: 2017Community: Las Lomas De SarasotaHalf Duplex
Remarks: Built in 2017 and impeccably maintained, this beautifully updated duplex with an attached ADU offers modern comfort and exceptional flexibility in a prime Sarasota location, close to schools in a highly desired district, and near Siesta Key. The main residence is move-in ready and AVAILABLE FURNISHED OR UNFURNISHED (FOR ANNUAL LEASE) featuring elegant modern décor, ceramic tile flooring throughout, and stylish finishes in every space. The attached ADU is reserved for owner use on rare occasions during the year, allowing tenants to enjoy the property with minimal interruption. A fenced backyard provides privacy and space for outdoor enjoyment, while the spacious 2-car garage adds everyday convenience. Ideally located close to shopping, dining, professional services, and daily necessities, this property offers an outstanding opportunity for comfortable long-term living. Owner will also consider furnished lease of 6 months or longer if an annual lease is not preferred.
Listing Agent: Karin Robison (847-323-5209)
1685 LAUREL ST #3, SARASOTA, FL 34236
$3,80061 Days on yellowkey MLS ID: A4688174
REDUCED by $500 (11.6%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Community: The Villas On LaurelTownhouse
High School: None
Middle School: None
Remarks: Light-filled and beautifully updated 3BR/3BA townhome with loft in Historic Laurel Park—ideally located near Sarasota Memorial Hospital and surrounding medical facilities, as well as downtown Sarasota’s business, dining, and cultural districts. Perfect for professionals seeking a convenient and quiet residence within the downtown district, or those simply looking to enjoy an elevated, low-maintenance lifestyle in a walkable setting. Features include luxury vinyl plank flooring, tall casement windows, gas range, tankless water heater, and fresh interior and exterior paint. The flexible layout offers a first-floor bedroom with full bath—ideal for guests or a private office—plus an upstairs loft suited for remote work, reading, or relaxation. Enjoy pool views, two dedicated parking spaces, and community storage room. Located in a pet-friendly, well-managed community just moments from the waterfront, marinas, Burn's Court, restaurants, galleries, and performing arts venues,
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
357 TIERRA MAR LN #5, SARASOTA, FL 34242
$8,50019 Days on yellowkey MLS ID: A4693123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2012 Built: 2006Community: Village PlaceTownhouse
Remarks: Located in the heart of Siesta Key, live the island lifestyle year-round in this stunning turnkey furnished townhome, tucked away in a quiet enclave of only six residences, offering the perfect blend of privacy, comfort, and convenience. Available now for annual lease. This immaculate and spacious townhome features 3 bedrooms, 2.5 baths, and tasteful coastal furnishings throughout. Upon entering, you are welcomed by gleaming hardwood floors, plantation shutters on all windows, and a bright open-concept floor plan designed for comfortable island living. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen, complete with granite countertops, wood cabinetry, gas range, stainless steel appliances, breakfast bar with bar stools, and a water filtration system. Upstairs, the tastefully furnished primary suite offers a king-size bed, private balcony, luxurious ensuite bath with a jetted soaking tub, separate walk-in shower, private water closet, and an oversized walk-in closet with built-in shelving. The second guest bedroom features a queen bed and charming Juliette balcony with a peek view of the canal and private dock, while the third bedroom offers two twin beds, ideal for guests or family. Relax with a morning coffee or evening book on the peaceful screened lanai overlooking the garden patio. Additional features include an attached two-car garage and access to the community’s private pool. Residents also enjoy the private dock located directly across the street — perfect for kayaking, paddleboarding, or fishing. Enjoy the ultimate island lifestyle just a short walk from the world-famous Siesta Key Beach, renowned for its crystal quartz sand and turquoise Gulf waters, as well as Siesta Key Village, where you’ll find charming boutiques, waterfront dining, entertainment, and nightlife. Beyond the island, Sarasota offers endless attractions including museums, festivals, golf, boating, sailing, jet skiing, sunset dinner cruises on Sarasota Bay, and convenient access to University Town Center shopping, Sarasota-Bradenton International Airport, and I-75.
Listing Agent: Chrissie Cummings (772-532-8229)
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