Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7779 AROLLA PINE BLVD, SARASOTA, FL 34240
$3,25025 Days on yellowkey MLS ID: A4693909
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2013 Built: 2003Community: Villages/Pine Tree D E & GSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year:
Middle School: McIntosh Middle
Remarks: This charming home is located in The Enclave, east of I-75 and minutes from UTC shopping, dining, and Benderson Park. The Celery Fields trails are blocks away! Enjoy 3 bedrooms, 2 baths, over 2000 square feet of living space, a dedicated dining space and kitchen eating space, and a 3 car garage. A large, open concept kitchen and family room with higher ceilings create a spacious feel. The living room/den space has opportunity as a home office. A covered patio overlooks a private, fenced backyard. Yard maintenance is included in the rent. Owner requires background check for approval, paid by tenant.
Listing is courtesy of: SWILLEY & ASSOCIATES REALTY (941-504-0947)
Listing Agent: Wendy Norman (941-356-1529)
2117 5TH ST #Front House, SARASOTA, FL 34237
$2,87527 Days on yellowkey MLS ID: A4693806
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1244 Built: 1926Single Family
Elementary School: None
Middle School: None
Remarks: Newly renovated single home. 3 Bedroom 2 full baths ready for quick occupancy. solid surface floors. Large kitchen with island and granite counters. Enjoy the perfect blend of urban convenience and neighborhood charm in this beautiful single-story home. Located just three short blocks from the vibrant Payne Park, you will have immediate access to walking trails, tennis courts, a skate park, and a cafe right in your backyard. Not a thru street so low traffic passing by. The home features a thoughtful, no-stairs layout with three generous bedrooms and two full bathrooms. The open living area is perfect for relaxing or entertaining, flooding the home with natural Florida sunshine. A clean, modern kitchen offers plenty of storage, while the front yard provides a outdoor retreat with table, chairs and umbrellaed shady spot. Walk to downtown Sarasota's best dining, shopping, and theaters, or take a quick drive to the world-famous local beaches.
Listing is courtesy of: SARASOTA REAL ESTATE SERVICES (941-343-6116)
Listing Agent: Lee Dickstein (215-208-1606)
864 HAND AVE, SARASOTA, FL 34232
$1,59527 Days on yellowkey MLS ID: A4693837
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 875 Built: 2000Community: CrestlineSpa: NoSingle Family
Elementary School: Fruitville Elementary
Remarks: Don't miss out on this amazing location! Located just 5 minutes from an array of shopping, dining, and entertainment, this 2BR, 2BA duplex features tile flooring, neutral paint, and vaulted ceilings for a bright and open space. The kitchen is adorned with ample space for all your meal prepping needs and includes all major appliances, like a refrigerator, microwave, dishwasher, and range. The split dining and living area create cozy spaces for you and your loved ones, and is filled with natural lighting thanks to the sliding doors that lead out onto your private screened lanai. Two bedrooms and two bathrooms make up the rest of this home, with the primary bedroom featuring an en suite bathroom and a walk-in closet for added convenience. This tranquil neighborhood features a large, open courtyard with patio, tables, and chairs to sit and enjoy a relaxing evening! All of this is surrounded by a large privacy fence and is conveniently located near I-75. You will never run out of fun activities to do as this home is near parks, shopping, restaurants, and a short drive to local beaches. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative to qualified renters! ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit Application fee: $100 Application fee Pets: One small pet, 35 lbs. max. $250 refundable pet fee and $25/mo. pet rent Utilities: Tenant responsible for water and electric. Laundry: Stackable washer/dryer in kitchen. Included: Lawn Care 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, 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 Florida.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: Mj Loparco (941-216-0022)
3012 CLAY CIR, SARASOTA, FL 34234
$2,40027 Days on yellowkey MLS ID: A4693753
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971Community: Newtown EstatesSingle Family
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Fully remodeled rental available at 3012 Clay Cir in Sarasota, offering a functional layout, spacious living areas, and abundant natural light throughout. This home features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with refreshed front landscaping that adds great curb appeal. The open kitchen flows seamlessly into the main living space—perfect for both everyday living and entertaining. The primary suite includes a private bathroom, while additional bedrooms provide flexibility for guests, a home office, or extra space. Enjoy a comfortable outdoor area ideal for year-round Florida living. Conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—this is a great opportunity for a long-term rental, seasonal stay, or flexible living option.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
1420 LAKEFRONT DR #TH-101, SARASOTA, FL 34240
$4,479496 Days on yellowkey MLS ID: A4638394
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1712 Built: 2021Community: The Row WatersideTownhouse
Remarks: The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom cabinetry, gourmet kitchens with executive chef undermount sinks, energy efficient and stainless appliances and full-sized washer and dryers. The townhouses have their own attached 2-car garages. These are just a few of the many features you will have in your apartment or townhouse. The Row Waterside also allows up to two pets per apartment. You will have full access to all the amenities this community has to offer, a resort-inspired swimming pool, full-size grilling options with lounging areas by the pool, poolside gaming area with cornhole, state-of-the-art fitness center, movie theater, cyber café, pet spa, gourmet coffee bar, private conference rooms, the amenities list is endless at The Row. Located within walking distance of Main Street in Waterside, you will find endless shopping, restaurants, and entertainment. (Minimum 7-month leases are available (Pricing varies on shorter terms). Up to 6 WEEKS FREE on select units AND $99 "Look and Lease" with reduced admin and application fee at move in!!!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Angelic Tassos (917-450-0316)
4487 TRAILS DR, SARASOTA, FL 34232
$2,995176 Days on yellowkey MLS ID: A4675608
REDUCED by $300 (9.1%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 1987Community: TimberlakesSingle Family
Elementary School: Brentwood Elementary
Remarks: Wonderful family home in beautiful neighborhood. Wood floors, wood cabinets, granite counter tops, stainless appliances. A very large screened and covered lanai with peaceful setting towards the wooded preserve. A sought after community with a pool and spa, tennis courts, exercise room and clubhouse. Centrally located and near everything.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
3255 BENEVA RD #102, SARASOTA, FL 34232
$2,800574 Days on yellowkey MLS ID: N6135403
INCREASED by $1,450 (107.4%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975Community: Village Brooke Sec 1Condo
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Available to rent from 2 months to 6 months. $2800/month January thru April 2027, and $1350/month for May thru December 2027. Beautifully decorated, fully turnkey furnished 2 bedroom, 2 bathroom ground floor condo in Village Brooke. Cozy kitchen sports stone countertops and stainless-steel appliances. Luxury vinyl plank flooring throughout! Stocked with everything you need, making this the perfect retreat! Enjoy a dip in the large community pool or socialize in the clubhouse complete with billiard table and kitchen. Community also includes shuffleboard and tennis courts. Just a few short miles to Siesta Key and Siesta Key Beach, the number one beach with white powdered sugar sand. Conveniently located in the center of Sarasota. Village Brooke is a smoke free community and there is no smoking allowed inside the unit or lanai as well. CURRENTLY AVAILABLE JUNE 23rd. The condo association requires 10 days for approval.
Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)
Listing Agent: Alan Myhre (941-866-6685)
681 AVENIDA DE MAYO, SARASOTA, FL 34242
$11,00028 Days on yellowkey MLS ID: A4693410
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3324 Built: 1947Community: Sarasota BeachSpa: NoSingle Family
Remarks: Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a Lucas Lagoons designed pool transforms your outdoor living area into a resort-worthy oasis. Known for creating breathtaking aquatic masterpieces, this signature pool feature turns everyday swimming into a resort setting for entertainment. Imagine hosting poolside gatherings that friends will talk about for years to come! Sun worshippers will appreciate the large rooftop tanning area—your private perch for soaking up Florida's famous sunshine while enjoying gentle Gulf breezes. It's like having your own exclusive sundeck without the crowds. This house is the perfect balance between contemporary sophistication and vacation-like comfort. Beautiful, neutral finishes throughout create an atmosphere of elegance without sacrificing that relaxed coastal vibe that makes Siesta Key special. Location? Simply unbeatable. Situated in central Siesta Key, you're just a stroll from the bustling Siesta Key Marketplace where local shops and dining options abound. Siesta Market is less than a 10-minute walk away—perfect for picking up ingredients for an impromptu dinner or beach picnic. For those who appreciate the island's famous nightlife, Siesta Key Oyster Bar and Daiquiri Deck are within easy walking distance. Meanwhile, the world-renowned Siesta Beach—celebrated for its powder-fine white sand—is just a short bike ride from your doorstep. The primary bedroom offers a serene retreat after days filled with sunshine and adventure, while the additional bedrooms provide comfortable accommodations for family and guests. This isn't just a house—it's an invitation to embrace the laid-back yet luxurious Siesta Key lifestyle. Where morning coffee comes with water views, weekends blend into beach days, and every evening feels like a vacation. Why visit paradise when you can live there?
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Colette Jay (941-713-7711)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00029 Days on yellowkey MLS ID: A4693257
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1389 Built: 1975Community: Siesta Harbor IiiCondo
Elementary School: Phillippi Shores Elementary
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)
2504 S MILMAR DR, SARASOTA, FL 34237
$2,49587 Days on yellowkey MLS ID: A4686435
REDUCED by $255 (9.3%) on 05/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1254 Built: 1956Community: Paver Park EstatesSingle Family
Elementary School: Alta Vista Elementary
Remarks: Turnkey Furnished Short Term Rental Available Off Season 6/20/26 - 12/31/26. Located in the Heart of Sarasota's Paver Park Estates. You will be amazed by this bright and cheerful recently renovated home. Brand new stylish furnishings appoint this updated 3 bedroom 2 bath home. You will never want to leave the completely fenced backyard oasis with firepit, hammock, fountain, lawn games, and multiple seating areas. Relax and enjoy the enormous covered lanai featuring table tennis, board games, and a plush outdoor furniture. This home is located minutes to all the local attractions, Sarasota Memorial Hospital, downtown area, Siesta and Lido beach, and St Armands Circle. Easy access to I-75 and 15 minutes to Nate Benderson Park and UTC Mall. Monthly Rates are May - October $2750 and November - April $4500.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Andrew Barnard (941-920-2001)
1602 PINYON PINE DR, SARASOTA, FL 34240
$3,90092 Days on yellowkey MLS ID: A4684969
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2380 Built: 2005Community: Villages/Pine Tree Spruce PineSingle Family
Remarks: N/A
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Calvin Keo (781-816-3376)
2676 MARTIN ST, SARASOTA, FL 34237
$2,80030 Days on yellowkey MLS ID: A4693424
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1722 Built: 1954Community: Paver Park Estates 1St AddSingle Family
Remarks: Available for move-in...furnished or unfurnished. This gem of a remodeled home is in an incredibly convenient location... it is close to public transportation, shopping & restaurants of downtown Sarasota, the soft sands and warm Gulf Waters of Lido Beach and Siesta Key Beach & is only blocks from the Legacy Trail where you can walk, run or ride your bikes from downtown all the way to Venice! You will love this light & bright home with a beautiful spacious master bedroom suite and 2 extra bedrooms. You will love the beautiful shaded back yard area to enjoy nature & the beautiful outdoor living... reach out with questions!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95035 Days on yellowkey MLS ID: A4692892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1977Community: Siesta BeachSingle Family
Remarks: Welcome to your dream home at 5151 Oakmont Place, nestled in the heart of the stunning Siesta Key, Sarasota, FL. This charming 3-bedroom, 2-bathroom residence offers 1,953 square feet of modern living space, designed for both comfort and style. Step inside to discover a thoughtfully laid-out floor plan that seamlessly blends contemporary design with functionality. The kitchen is a chef's delight, featuring sleek granite countertops and stainless steel appliances, perfect for culinary adventures. The bathrooms boast contemporary vanities and matching granite countertops, adding a touch of elegance to your daily routine. Enjoy the Florida sunshine in your private outdoor space, ideal for relaxing or entertaining guests. The home is equipped with central heating and air conditioning, ensuring year-round comfort. The attached two-car garage not only provides ample storage but also includes a convenient workspace for your projects. This pet-friendly home, with conditions, is unfurnished, allowing you to personalize it to your taste. Located approximately 1.5 miles from one of the best beaches in the country, you'll have easy access to the vibrant Siesta Key Village and a short drive to downtown Sarasota. Whether you're looking for a serene retreat or a lively community, this centrally located gem offers the best of both worlds. Don't miss the opportunity to make this beautiful home yours! Tenant will be responsible for a monthly lawn fee of $200.00.
Listing Agent: Beth Harris (941-321-7148)
2441 WEBBER ST, SARASOTA, FL 34239
$9,50090 Days on yellowkey MLS ID: S5145822
INCREASED by $550 (6.1%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025Community: Orange ParkSpa: YesSingle Family
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Furnished or Unfurnished. Can be rented for seasonal rental price is subject to change based on season and availability. Situated on a private 85’ x 117’ fenced and professionally landscaped lot, the backyard features a heated pool and spa with sun shelf, creating a relaxing outdoor retreat perfect for entertaining or enjoying Florida living year-round. Built with all-concrete block construction, impact-rated windows and doors, and energy-efficient systems, the home offers durability, safety, and lower insurance costs. Inside, the open-concept design features 10+ foot ceilings, large windows, and abundant natural light. The gourmet kitchen includes a waterfall island, Monogram appliances, induction cooktop, InstaHot water, and custom cabinetry, and opens seamlessly to the main living and dining areas. The 2,726 sq ft single-story floor plan includes 4 bedrooms and 3.5 bathrooms, with three ensuite bedrooms providing privacy for guests or family. The primary suite offers dual walk-in closets and a spa-inspired bathroom with soaking tub and glass-enclosed shower. Located in the highly regarded Southside Elementary School district, this newly built home is move-in ready and ideally positioned in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$2,750102 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)
33 S GULFSTREAM AVE #409, SARASOTA, FL 34236
$3,30036 Days on yellowkey MLS ID: A4692135
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersSpa: NoCondo
Remarks: Wake up to treetop and partial bay views in this beautifully turn-key furnished 2-bedroom, 2-bath corner residence, perfectly positioned in the heart of downtown Sarasota overlooking Marina Jack. Located in a Mid-Century Modern architectural gem designed by renowned architect Tim Seibert, this residence blends timeless design with effortless living. The thoughtfully designed split floorplan offers privacy and comfort, featuring a spacious primary suite with partial bay views, ensuite bath with shower/tub combo, walk-in closet, and a queen-size Saatva adjustable bed. The guest suite includes its own attached bath, queen bed, and a dedicated workspace with desk and Aeron chair - ideal for guests or working from home. Step outside and enjoy Sarasota's most vibrant lifestyle; award-winning dining, theater, opera, and waterfront strolls are just steps away. Complimentary trolley access makes trips to St. Armands Circle and Lido Key beaches seamless and convenient. Residents of this boutique, pet-friendly community enjoy resort-style amenities including a heated pool with expansive sun deck, elegant entertainment space with full kitchen, library with piano, fitness room, bike storage, and convenient laundry facilities on each floor. One well-behaved dog under 30 lbs is welcome (with proper documentation). One assigned garage parking space included. Annual lease only. Tenant responsible for electric. No smoking permitted. Opportunities like this are rare - secure your place in one of downtown Sarasota's most iconic and walkable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20045 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)
4910 OLD CREEK DR, SARASOTA, FL 34233
$4,49555 Days on yellowkey MLS ID: A4690402
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2555 Built: 1999Community: OakleafSingle Family
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this well-located rental home in Sarasota, offering comfort, convenience, and easy access to everything the area has to offer. Situated in an established neighborhood, this property provides a functional layout with plenty of natural light and inviting living spaces. The home features a spacious living area, a well-equipped kitchen, and comfortable bedrooms, making it ideal for full-time living. Enjoy a private outdoor space perfect for relaxing or entertaining, along with ample parking and storage options. Conveniently located near shopping, dining, major roadways, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers the perfect balance of accessibility and lifestyle. Available soon—contact us today for availability details and to schedule a showing.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Mike Sorensen (941-380-2900)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35056 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
$15,000198 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..
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