Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1641 SOUTHWOOD ST #1641, SARASOTA, FL 34231
$1,49560 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
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: 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)
2849 MARLETTE ST, SARASOTA, FL 34231
$3,50083 Days on yellowkey MLS ID: A4687402
INCREASED by $1,405 (67.1%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1949Community: Sarasota-Venice Co SubSingle Family
Elementary School: Wilkinson Elementary
Remarks: Adorable 2-bedroom 1 bath home in central location, close to beaches, downtown Sarasota, I-75, St. Armand's Circle, and many restaurants and shopping options. Beautifully updated kitchen with custom cabinets and Quartz countertops, updated bath with walk in shower, new vanity, laminate flooring throughout the home, and newer furniture with a coastal living vibe. A fully fenced backyard makes this a perfect home for family entertaining or for pets. Short term or annual lease options. Home is situated at the end of a dead-end street for added privacy. Available Season of 2027. November 2026-April 2027
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
1883 RIVIERA CIR, SARASOTA, FL 34232
$2,50045 Days on yellowkey MLS ID: A4692248
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1779 Built: 1972Community: Frst Lakes Country Club EstatesSingle Family
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: AVAILABLE AFTER MAY 31, 2026, FOR ALL SHOWINGS. **CURRENTLY TENANT OCCUPIED.** Welcome to Forest Lakes Country Club Estates, a well-established golfing community in Sarasota. ANNUAL UNFURNISHED RENTAL.(Photos are temporary - Waiting on new photos - no longer furnished) This charming nicely updated 3-bedroom, 2-bath single-family home features a bright and open floor r plan with terrazzo flooring throughout the main living areas, while the Florida room/Dining Area offers warm wood laminate flooring. The updated kitchen has been thoughtfully expanded and showcases modern cabinetry, quartz countertops, stainless steel appliances, and an oversized center island with breakfast bar—perfect for both everyday living and entertaining. The spacious Florida room and dining area are filled with natural light thanks to an abundance of windows, creating a warm and inviting atmosphere. Sliding glass doors lead to a private patio and beautifully landscaped, fully fenced backyard featuring tropical plants, fruit trees, and even space for a vegetable garden. At the front of the home, enjoy a charming enclosed and gated courtyard with an additional open patio area—ideal for relaxing outdoors. Conveniently located less than 5 miles from downtown Sarasota and I-75, and just a short 15-minute drive to the world-renowned Siesta Key Beach. Also nearby are the Legacy Trail, exceptional dining, shopping, and the vibrant arts and cultural scene Sarasota is known for. Small dog permitted with a non-refundable pet fee.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Chrissie Cummings (772-532-8229)
3255 BENEVA RD #102, SARASOTA, FL 34232
$2,800579 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
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)
3611 OLD BRADENTON RD, SARASOTA, FL 34234
$2,70064 Days on yellowkey MLS ID: A4689770
REDUCED by $200 (6.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1936Community: Indian Beach Map OfSingle Family
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Welcome to 3611 Bradenton Road in Sarasota! This 1936 Bayou Oaks charmer is brimming with character and modern comforts. Featuring 2 bedrooms and 2 bathrooms across 1,240 square feet, this home effortlessly blends vintage details with updated amenities. Step inside to enjoy a mix of classic wood, ceramic, and tile floors that flow throughout the space. The kitchen boasts solid wood cabinets, stone counters, and sleek stainless-steel appliances—perfect for whipping up your favorite meals. The spacious primary bedroom offers a walk-in closet, adding functionality to the home’s warm vibe. Outdoors, unwind on the expansive deck overlooking your private sanctuary, ideal for quiet mornings or hosting friends. Need extra space? The 26x12 workshop is a standout feature—it’s equipped with a refrigerator, microwave, AC, and screened porch, making it an excellent guest retreat or creative studio. There’s also an additional shed for all your storage needs. This pet-friendly property comes with central heating, air conditioning, and convenient on-site laundry access (washer and dryer included!). Situated just minutes from Downtown Sarasota, Ringling School of Art & Design, USF, New College, and beautiful beaches, you’ll enjoy easy access to shopping, dining, and outdoor fun. Tenant is responsible for lawn care in addition to rent at $180 monthly. Ready to experience the charm and convenience of this home firsthand? Schedule your showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$12,00034 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 Agent: Teresa Ribaudo (941-376-4500)
2410 CASS ST, SARASOTA, FL 34231
$3,250207 Days on yellowkey MLS ID: A4672343
REDUCED by $1,250 (27.8%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1971Community: Gulf Gate WoodsSpa: NoSingle Family
Elementary School: Gulf Gate Elementary
Remarks: Available month-to-month June 1, 2026 through December 2026, this beautifully updated Gulf Gate Woods pool home is one of Sarasota’s most sought-after retreats. Fully furnished and designed for comfort, this 3-bedroom, 2-bath home sits on an oversized lot in the serene Gulf Gate Woods neighborhood and features updated hurricane doors and windows for added security and peace of mind. The thoughtfully designed split floorplan, ceramic tile throughout, and whole-house water filtration system enhance the home’s luxury feel. Enjoy seamless indoor-outdoor living with a private heated, caged pool accessible directly from the primary suite, guest bedroom, and main living area—perfect for swimming, lounging, or relaxing in an insect-free outdoor oasis. The large backyard is ideal for cookouts and gatherings, while the quiet residential location places you close to everything Sarasota has nearby, from scenic bike rides through Gulf Gate Woods to beautiful beaches just minutes away. Your stay includes Wi-Fi, air conditioning, water, trash removal, laundry, lawn service, and pool maintenance, ensuring a hassle-free experience from start to finish. Now available June 2026 through December 2026—don’t wait, this exceptional home will book quickly. Secure your stay today! Garage is not available for vehicle parking. Plenty of driveway space.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
2676 MARTIN ST, SARASOTA, FL 34237
$2,80035 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)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$3,50054 Days on yellowkey MLS ID: A4691020
REDUCED by $500 (12.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006Community: Phillippi Landings ACondo
Remarks: SARASOTA..Luxurious Waterfront Living Awaits You at Phillippi Landings. Welcome to your dream residence: an exquisite third-floor condominium that embodies the very essence of Florida’s coastal lifestyle. Nestled within the gated community of Phillippi Landings, this impeccably remodeled 2-bedroom plus den, 2-bath luxury home offers the perfect blend of elegance, comfort, and convenience. Situated just West of the Trail, you are mere minutes away from the world-renowned beaches of Siesta Key, voted one of the best beaches in the U.S. Stroll to the nearby Phillippi Farmhouse Market or indulge in a shopping spree at the Landings Shopping Center, where a plethora of dining options awaits. As you enter through the secure gate and ascend via the direct elevator to your private foyer, you’ll be greeted by an open, airy floor plan that exudes warmth and tranquility. Enjoy the elegance of porcelain tile flooring complemented by a soothing coastal aesthetic throughout. The heart of the home is the beautifully updated kitchen, featuring gleaming granite countertops, stainless steel appliances, and rich wood cabinetry,perfect for culinary endeavors and entertaining guests alike. The spacious living area flows seamlessly onto a private covered and screened balcony, where you can savor the gentle breeze and stunning water views. The thoughtful split-bedroom layout ensures privacy, with two generously sized bedroom suites that promise restful nights. The primary suite is a true sanctuary, boasting serene water views, two oversized walk-in closets, and a luxurious spa-style bath complete with a jetted soaking tub and a custom walk-in shower. This is your haven to escape from the hustle and bustle of daily life. Need an office, a cozy reading nook, or an additional dining area? A flexible bonus space off the main living area provides endless possibilities to suit your lifestyle. Life at Phillippi Landings transcends the walls of your exquisite home. Enjoy resort-style amenities that include a heated pool and spa, a well-equipped fitness center, and a clubhouse perfect for social gatherings. Take leisurely evening strolls along the expansive waterfront promenade, surrounded by lush, tropical landscaping and swaying palms. For boating enthusiasts and nature lovers, the community offers kayak launch access and dedicated storage racks, inviting you to explore the peaceful waterways of Phillippi Creek and beyond. This property also provides assigned parking and a private storage unit. With impact doors and windows, beautiful wood plantation shutters, and a low-maintenance lifestyle. Don’t miss your chance to live in this extraordinary residence where refined luxury meets the serene beauty of nature. Call today to schedule a showing of this exceptional rental...your coastal paradise awaits!
Listing Agent: Jane Hunter (941-896-0622)
5151 OAKMONT PL, SARASOTA, FL 34242
$2,95040 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.
2441 WEBBER ST, SARASOTA, FL 34239
$9,50095 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)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$5,50059 Days on yellowkey MLS ID: A4690579
REDUCED by $1,000 (15.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1331 Built: 1975Spa: YesCondo
Remarks: Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
3024 CHASE CIR, SARASOTA, FL 34231
$3,10046 Days on yellowkey MLS ID: A4692134
REDUCED by $200 (6.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1969Community: Gulf GateSingle Family
Remarks: Beautifully remodeled unfurnished two bedroom, two bathroom home for annual rental in the Gulf Gate community. This home has been freshly painted inside and out. Brand new floors have been put in through out the house. Bathrooms are fully remodeled with walk in showers and the bedrooms boast large walk in closets. The kitchen is fully equipped with all appliances you will need to make your meals. The living room/ dining room combo has lots of character with the large bay window for viewing the beautiful Florida days along with the original brick accent wall in the dining area. Off the kitchen and primary bedroom is a Florida room that can be used for extra seating or possibly an office/work space. One of the highlights of the home is the large screened in porch where you can sit and enjoy the luscious landscape and large back yard. There is also a one car garage for parking a car or extra storage along with a brand new washer and dryer. You won't want to miss the opportunity to stay in the heart of the beautiful, peaceful community of Gulf Gate. Owner will take care of pest control, lawn care, and any maintenance needed done at the property. The owner will ship an air filter to the house each month for you to change out the AC filter.
Listing is courtesy of: BEACHSALESMOBI LLC (941-778-1979)
Listing Agent: Erika Taylor (941-773-8193)
5141 SAINT ALBANS AVE, SARASOTA, FL 34242
$3,20050 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 Agent: Anthony Dalesandro (941-504-5371)
6312 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$3,00046 Days on yellowkey MLS ID: A4692125
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 1958Community: Palm LakesSingle Family
Remarks: Awaiting your new home to be built or looking to spend a few months in Sarasota, this is your rental!! Gorgeous 3 bedroom 2 bath fully remodeled home located in Sunny Sarasota - approximately 8 minute drive to Siesta Key Beach - UTILITIES INCLUDED! This home offers a fully updated interior with a screened in porch for your morning breakfast or your evening cocktail. The patio in back includes two chaise lounges for afternoon sun surrounded by the fully fenced in backyard.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,35061 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
$15,000203 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..
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$2,15056 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)
5685 ASHTON LAKE DR, SARASOTA, FL 34231
$2,150154 Days on yellowkey MLS ID: A4677845
INCREASED by $300 (16.2%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1988Condo
Remarks: Available Now .. Advertised Rate 3 months Minimum ... Ground-floor, fully furnished two-bedroom, two-bath residence featuring tile flooring throughout. The unit includes assigned carport parking with convenient nearby guest parking. Ashton Lakes spans 33 acres of beautifully landscaped grounds and offers resort-style amenities, including four scenic lakes, two swimming pools, two tennis courts, and a clubhouse. Ideally located just 3.5 miles from world-famous Siesta Key Beach and close to schools, hospitals, shopping, and dining. This move-in-ready home is available for the season. Considering an annual lease? Inquire for annual rental pricing. Short Term Stays are subject to Taxes and Fees. January1 through April 30th 2027 4500.00 monthly + Fees that apply.
1508 PELICAN COVE RD #GR232, SARASOTA, FL 34231
$1,8002080 Days on yellowkey MLS ID: A4480045
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1980 Tax: $2,531 (2021)Community: Pelican Cove XiiiSpa: YesCondo
Taxes:$2,531
Tax Year: 2021
Remarks: ***AVAILABLE MAY 2026 THRU DECEMBER 31, 2026*** Newly renovated kitchen and living room, modern furnishings and details, this 2/2, 2nd Floor unit in Pelican Cove is a must-see. Come live the Florida lifestyle! Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
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