Location: Sarasota
Do Not Show Listings
4800 RILMA AVE #141, SARASOTA, FL 34234
$1,45026 Days on yellowkey MLS ID: A4687323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1975Community: Summer Lakes 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Annual Rental. Welcome to your beautifully updated condo in Summer Lakes! This spacious 2-bedroom, 2-bath residence has been renovated and offers modern comfort with stylish finishes throughout. The kitchen features updated cabinetry, countertops, and stainless-steel appliances, perfect for everyday living and entertaining. Luxury vinyl plank flooring runs throughout the entire home, creating a clean and contemporary feel. Both bathrooms have been tastefully updated with beautiful countertops and modern fixtures. Recent upgrades include hurricane-impact windows and sliding glass door, providing peace of mind and energy efficiency. The backyard has been refurbished and is the perfect place to enjoy the outdoors with friends and family. Enjoy relaxing views of the serene lake with a fountain from the community, along with access to the community pool and clubhouse. Summer Lakes is conveniently located near several colleges including Ringling College of Art & Design, New College of Florida, and the University of South Florida Sarasota-Manatee, as well as plenty of shopping, dining, and area beaches. Conveniently located near Sarasota International Airport as well. This move-in ready condo offers comfortable year-round living in a desirable Sarasota location. Schedule your showing today and make this beautiful home yours! Dogs permitted with an additional monthly fee. A $35 Resident Benefit Fee will be charged each month. Water/ Sewer Included in the rent.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
5555 ASHTON WAY #5555, SARASOTA, FL 34231
$3,600739 Days on yellowkey MLS ID: A4606045
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Community: Ashton Lakes 08Condo
Remarks: Unit Rented Jan- April 2027. Available May 2026 onwards. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market. Ashton Lakes is nestled on 33 acres of luscious greenery with 4 lakes, 2 tennis courts, shuffleboard, 4 pickleball courts, 2 heated pools, and the large pool with lap lane. This turnkey unit is on the 2nd floor of a 2-story building, with cathedral ceiling, garage, a screened lanai overlooking the lake. Very quiet and relaxing. Bright and airy. Rent includes all utilities, wi-fi and basic cable and use of amenities. No pets. 13% tax, $200 cleaning fee and a refundable security deposit of $1000. No 13% tax if rented for 6 months and a day. Welcome to Ashton Lakes & Sunny Sarasota.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
5110 NORTHRIDGE RD #202, SARASOTA, FL 34238
$1,625380 Days on yellowkey MLS ID: A4647397
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1999Community: Serenade On Palmer RanchCondo
Remarks: Beautiful light and bright condo ready to move in! Granite counters, stainless appliances, tile floors, inside laundry plus a screened balcony. Located around the corner from the largest heated pool and exercise facility in Serenade. Serenade on Palmer Ranch is a gated luxury condo community with two heated swimming pools, a hot tub, a clubhouse, tennis courts, a fitness center and a playground. The location is convenient to I-75, downtown Sarasota and Siesta Key.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: Nancy Werner (941-587-3492)
4574 RINGWOOD MEADOW #4, SARASOTA, FL 34235
$1,80038 Days on yellowkey MLS ID: O6388000
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1980Community: Pinebrook HollowCondo
Remarks: Available for rent, this fully furnished second-floor condo in Pinebrook Hollow at The Meadows offers a spacious, open layout with tile flooring throughout and peaceful nature/garden views. The living and dining areas flow seamlessly, creating an inviting space for everyday living and entertaining. The kitchen includes a breakfast bar and stainless steel appliances . The unit also features an in-unit combo washer/dryer for added convenience. Step outside to the large screened lanai overlooking a tranquil garden area—perfect for relaxing. Community amenities include a pool, tennis courts, and access to an extensive network of walking and biking paths. Ideally located near UTC Mall, downtown Sarasota, dining, schools, beaches, and major roadways with easy access to I-75. Schedule your private showing today. Please contact the co-agent for additional details.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
6480 MIDNIGHT PASS RD #506, SARASOTA, FL 34242
$12,000400 Days on yellowkey MLS ID: A4644593
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979Community: Siesta BreakersCondo
Remarks: Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops, shopping spots and live entertainment venues to choose from all within a 5–10-minute walk. As a guest, you'll delight in the array of traveler favorites, including a refreshing outdoor pool, complimentary high-speed WiFi, and the convenience of a washing machine and dryer in the unit. Unwind in the evenings with a movie on the smart TV, or curl up with a good book. The fully stocked kitchen, complete with a stove, oven, refrigerator, and dishwasher, invites you to unleash your culinary creativity. Savor your meals at the dining table, or step out onto the balcony and enjoy the breathtaking ocean views. Indulge in the essentials, such as plush towels, basic toiletries, and an iron and board, ensuring a comfortable and hassle-free stay. With air conditioning, heating, and linens provided, you'll be able to relax in complete comfort. A sleeper sofa in the living room is a bonus when you want to sleep six guests in the condo. Embrace the great outdoors with the beach loungers, towels, and outdoor furniture, perfect for soaking up the sun or enjoying a leisurely stroll along the shore. And when you're ready to explore, the desk and chair in the office space provide the perfect spot to plan your adventures. Immerse yourself in the beauty of Siesta Key and create lasting memories at our exceptional beachfront condo!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
4660 OCEAN BLVD #P1, SARASOTA, FL 34242
$3,400137 Days on yellowkey MLS ID: A4673816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971Community: Sea Village / Siesta KeyCondo
Remarks: Long term rental turnkey furnished waterfront condo in the desirable Sea Village community. Enjoy stunning views of Big Pass and the Gulf, plus easy access to the community pool. The home features travertine flooring, crown molding, hurricane-rated sliders, plantation shutters, and an open living/dining layout. The kitchen includes wood cabinetry, granite countertops, a breakfast bar, and quality appliances. The primary bedroom offers lanai access and an updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom and bath are also well-appointed. A spacious lanai with travertine flooring and clear-view screening extends to an outdoor patio with wide water views. Impact-rated glass throughout for added peace of mind. Located on the north end of Siesta Key, just moments from Siesta Key Village, beaches, dining, and Sarasota amenities—an ideal coastal rental.
Listing Agent: Nelson Reyes (813-843-7003)
1355 S PORTOFINO DR #103, SARASOTA, FL 34242
$5,00059 Days on yellowkey MLS ID: A4682516
Bed: 2 Bath: 2.0 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: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Alison Kanter (941-306-9786)
1300 BENJAMIN FRANKLIN DR #1005, SARASOTA, FL 34236
$25,000121 Days on yellowkey MLS ID: A4675828
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3302 Built: 2005Community: The Beach ResidencesCondo
Remarks: Experience coastal luxury at The Beach Residences, a Ritz-Carlton managed property on Lido Key, perfectly positioned above the Gulf of Mexico with a sweeping wraparound balcony capturing Sarasota’s most breathtaking views. This expansive three-bedroom, three-bath residence has been newly renovated and showcases impeccable designer furnishings throughout. Floor-to-ceiling windows flood the home with natural light, highlighting the open-concept layout, rich hardwood floors, and a chef’s kitchen appointed with solid wood cabinetry and premium finishes. A thoughtful split-bedroom floor plan ensures privacy for residents and guests alike. The primary suite is a serene retreat, complete with panoramic Gulf vistas and a spa-like bath designed for pure relaxation. Life at The Beach Residences is elevated by an array of world-class amenities, including full concierge services, a resort-style pool and spa, state-of-the-art fitness center, private theater, elegant social lounges, and exclusive beach club access. For those seeking the ultimate luxury lifestyle, Ritz-Carlton Club Membership is available for an additional fee.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
500 S WASHINGTON DR #5B, SARASOTA, FL 34236
$5,500761 Days on yellowkey MLS ID: A4604124
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1034 Built: 1963Community: Kingston ArmsCondo
Remarks: Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido Beach, only a four minute walk! Many dates available and rates vary by season.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
500 S WASHINGTON DR #14A, SARASOTA, FL 34236
$6,5005480 Days on yellowkey MLS ID: A3942397
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1963Community: Kingston ArmsCondo
Remarks: St. Armand's vacation rental in popular Kingston Arms! You can't beat this location, one block to beautiful LIDO BEACH and located just off the circle, you are right in the midst of all that St, Armand's has to offer, fabulous restaurants and wonderful shops to name a few! Two bedrooms, two baths, tile throughout, king in the master, two queen beds in the guest, both bedrooms are ensuite. You will love the newly remodeled kitchen with new cabinets and stainless appliances and the subway tile backsplash! End unit condo with a covered parking space just around the corner. New AC unit, new sliders and new furniture make this a great place to call home. There is a screened Lanai overlooking a quiet residential street and the community offers a lovely, heated pool and spa. No need for a car, hop on the fabulous BayRunner trolley over the Ringling Bridge to downtown Sarasota or take a guided Kayak tour We offer competitive weekly rates in the off-season, call for availability!
1633 BOATHOUSE CIR #HA233, SARASOTA, FL 34231
$2,2001109 Days on yellowkey MLS ID: A4565040
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 789 Built: 1980Community: Pelican Cove XiiCondo
Remarks: ***AVAILABLE NOW***This is having your cake and eating too. Wait till you see the beauty and convenience of this condo. Located on the second floor, your new rental has cathedral ceilings and is drenched in sunlight with a full view of the yacht basin. Completely renovated in 2016 with fantastic upgrades in both bathrooms and the kitchen. Location in the complex is key, across from the tennis courts and wellness center and just steps to kayaking. Phenomenal views both day and night. Pelican Cove is a 75-acre, gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facility, 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, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you a great place Pelican Cove is to rent.
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
435 S GULFSTREAM AVE #702, SARASOTA, FL 34236
$3,175205 Days on yellowkey MLS ID: A4662401
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Community: Regency HouseCondo
Remarks: A gem! Breathtaking bay views – in the chic heart of downtown. This condo overlooks the most spectacular portion of Sarasota Bay – head-on, without obstruction, midway between Selby Gardens and Marina Jack. Realtors comment that the views are unparalleled even by multi-million dollar properties. They surpass, in beauty and breadth, luxury suites at the Ritz Carlton. They’re more entrancing than pricey oceanfront condos where you see only the open sea. The magical moods of the bay unfold from morning’s blue radiance to afternoon’s silvery sheen, then dusk’s soothing indigo and finally sunset’s tapestry of tones. Your fab vista includes: dozens of sailboats evoking a Monet masterpiece, Bird Key adorned with Italianate villas, Sarasota’s premier waterfront park, the yacht harbor, boat rentals, palm-lined promenade, beachside café, fine dining at Marina Jack, downtown skyline, the tip of Lido Key. 7th floor optimal height -- not too high to miniaturize the panorama, nor too low to cut off any portion. More amenities: large living room’s floor-to-ceiling sliding windows w/solar shades, generous closet space (inc. two walk-in closets), storage room, built-in bookcases in 2 nd bedroom, two entrances, mirirored bedroom wall, new W/D. 24/7 concierge for heightened safety, rare even in pricey condos. A 5-min. walk takes you to Selby Botanical Gardens, a stunning exotic showcase laced with bayside paths. Also a 5-min. walk to all the downtown pizzazz -- international restaurants, galleries, clubs, cafes, performing arts venues. A few minute’s drive away is St. Armand’s Circle, a lushly landscaped mecca for gourmet dining and haute-couture shopping. It overlooks the wide white sands of Lido Beach, ranked among the world’s most stunning.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
1771 RINGLING BLVD #603, SARASOTA, FL 34236
$4,50029 Days on yellowkey MLS ID: A4687061
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2006Community: Rivo At RinglingCondo
Remarks: DOWNTOWN SARASOTA Living at it's best. Location is everything in this 2 bedroom + a den & 2 bathrooms. The main bedroom has a king size bed and large flat screen TV, en-suite bath and a walk-in closet. Second bedroom has a queen bed with a walk in closet, flat screen TV and en-suite bath. The den will accommodate overflow company with a queen futon and and ottoman that converts to a single bed. Large balcony to enjoy with your coffee or your favorite evening beverage. Enjoy all of the amenities this building has to offer with a heated pool & spa, fitness center, community club room and outdoor grills. State of the art kitchen This is a perfect getaway in the fall or winter. Walking distance to the heart of downtown where you can enjoy casual or fine dining & boutique shopping. High season monthly rate is $8000 from December-April, off season is $4500 from September-November. Make this property your next vacation destination. SARASOTA VACATION RENTAL, CONDO RENTAL SARASOTA DOWNTOWN, SHORT TERM RENTALS SARASOTA.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
5767 AVISTA DR #4166, SARASOTA, FL 34243
$2,000240 Days on yellowkey MLS ID: A4662901
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1212 Built: 1985Community: Avista Of Palm-Aire Sec 1Condo
Remarks: Tastefully TURN-KEY FURNISHED First Floor 2BR/2BA Avista Condo located Directly on Golf Course in Palm Aire Country Club!!! 2BR/2BA Condo features an Updated Kitchen; Open Concept Living & Dining Area equipped with a Wet Bar; Master with King Bed and Updated Master Bath; Guest Bedroom; Updated Guest Bath; Washer/Dryer; Lanai; and an Oversized 1 Car Garage with room for a golf cart! You’ll love the beautiful golf course view from your lanai as well as the short walk to the Pool, Spa and Clubhouse area. Located right around the corner from Palm Aire Country Club - home to Two Beautiful Championship Golf Courses. The bustling University Parkway Corridor is close by with a Multitude of Shopping and Dining Choices. Downtown Sarasota and its Beautiful Beaches are just a short drive away. Enjoy all that beautiful Sarasota has to offer!!! NOTE: 13% Florida State Taxes apply to leases less than 6 months + 1 day. Basic Cable & Internet included with rent. Tenant to reimburse owner for electricity and water/sewer bills
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Donna Hampton (941-351-5111)
800 BENJAMIN FRANKLIN DR #704, SARASOTA, FL 34236
$6,5003526 Days on yellowkey MLS ID: A4162708
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978Community: Lido AmbassadorCondo
Remarks: Beautiful beach condo located on Lido Key at the Lido Ambassador. This turnkey furnished condo has one bedroom and one and a half bathrooms. BRAND NEW KITCHEN AND PRIMARY BATHROOM PLUS NEW PAINT THROUGHOUT. Wood floors and tile throughout the condo. The kitchen has stainless appliances, quartz countertops and an open counter to living room/dining room with stools for eating and entertaining. Bedroom has a king sized bed, large walk in closet and an en suite bathroom with large tiled walk in shower, new cabinetry and flooring. Half bathroom has a granite counter top. The comfortable lanai looks directly out to the Gulf of Mexico for breathtaking sunset views. The community offers private access to Lido Beach. No pets and no smoking allowed. LIDO BEACH, CLOSE TO ST. ARMNAD'S CIRCLE, BEAUTIFUL SUNSETS, BEACH LIVING AT IT'S FINEST!!!
Listing is courtesy of: Jennette Properties Inc (941-953-6000)
Listing Agent: C. Alison Hunter (941-587-5667)
7805 PINE TRACE DR #18, SARASOTA, FL 34243
$2,39542 Days on yellowkey MLS ID: A4685374
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 1987Community: Pine TraceCondo
Remarks: Annual – Unfurnished Home in Palm-Aire Country Club Welcome to this well-maintained single-family home featuring an open floor plan and abundant natural light from large windows and sliding glass doors. Vaulted ceilings enhance the spacious feel, creating a bright and inviting atmosphere throughout. The kitchen is generously sized and features solid wood cabinetry topped with slab granite countertops, a peninsula offering additional storage, custom tile backsplash, pendant lighting, stainless steel appliances, and a pantry. The dining area sits adjacent to the kitchen and just off the Florida room, creating a comfortable space for everyday living and entertaining. The living room is expansive and includes a convenient dry bar—perfect for hosting guests or relaxing at home. The primary bedroom is spacious and includes a walk-in closet and an en-suite bathroom with dual sinks, a walk-in shower, and a skylight that brings in beautiful natural light. The second bedroom is also well-sized and features a double closet and charming window seat. Solid surface flooring runs throughout the home, with tile laid diagonally for an attractive finish. A laundry room with additional storage and utility sink adds convenience, and the home includes a two-car garage with extra storage space. Located in the Pine Trace neighborhood within Palm-Aire Country Club, the community features wide, tree-lined streets that create a peaceful setting while still being close to everything. You’ll enjoy convenient access to shopping, casual and fine dining, The Mall at University Town Center, I-75, Sarasota-Bradenton International Airport, Downtown Sarasota, and the area’s beautiful Gulf beaches. Call today to schedule a showing of this special home. 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)
750 N TAMIAMI TRL #705, SARASOTA, FL 34236
$2,8002274 Days on yellowkey MLS ID: A4457944
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 695 Built: 2001Community: Renaissance 1Condo
Remarks: LONG TERM RENTAL AVAILABLE in the sought after community of the Renaissance. Sleek contemporary one bedroom, one bathroom condo is not to be missed. This gorgeous turnkey furnished condo has huge views over the intracoastal, Longboat Key and Gulf of Mexico. The property has been completely renovated with high end kitchen cabinets, flooring, furniture, lighting and bathroom fixtures. King sized bed in the bedroom and the living room couch opens out to a queen sized bed. European style kitchen cabinets and wide island are perfect for entertaining. Porch overlooks the incredible view. Building amenities include: heated pool, hot tub, fitness center with saunas in the locker rooms, theater, BBQ area and community rooms for use including a large room with card tables and fully equipped kitchen. Private exercise room and massage rooms also available for use. One assigned parking space comes with this unit. Call today as this will not last long.
8625 MIDNIGHT PASS RD #506B, SARASOTA, FL 34242
$3,35049 Days on yellowkey MLS ID: A4684215
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 1970Community: Bay Tree ClubCondo
Remarks: 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: $6,000 per month, plus applicable taxes and fees.
33 S GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,300131 Days on yellowkey MLS ID: A4674439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 1964Community: Gulfstream TowersCondo
Remarks: Enjoy the perfect blend of coastal charm and urban convenience in this inviting 2-bedroom, 2-bath Rental condo with a partial view of Marina Jack, Spectacular Sunsets and in the heart of Downtown Sarasota. Surrounded by year-round sunshine, vibrant energy, and endless attractions, this location offers unparalleled access to everything the city is known for. Inside, the corner condo unit features a bright, open layout with large windows that bring in natural light and frame glimpses of the marina. The living and dining areas flow seamlessly, creating a comfortable space for relaxing or entertaining. Both bedrooms are spacious, and each bathroom is with a clean, modern feel. Step outside your door and experience downtown living at its finest. You’ll be just moments from the Bayfront Park waterfront, Selby Gardens, art galleries, theaters, rooftop bars, farmer’s markets, and an incredible variety of restaurants—from casual cafés to fine dining. Plus, it’s only a short drive or bike ride to Lido Key, St. Armands Circle, and Sarasota’s pristine white-sand beaches. The building itself offers an array of desirable amenities, including a sparkling heated community pool, fitness center, multiple gathering rooms and social spaces, secure building access, and convenient parking. These shared areas are ideal for meeting neighbors, hosting small events, or enjoying a quiet change of scenery. Perfect as a seasonal retreat or a year-round home, this condo delivers comfort, convenience, and the best of Sarasota’s coastal-urban lifestyle.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Sarah Autry (843-834-8677)
5320 HYLAND HILLS AVE #2225, SARASOTA, FL 34241
$4,200882 Days on yellowkey MLS ID: A4589982
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 2002Community: Veranda 7 At Heritage OaksCondo
Remarks: 2BR/2BA Condo, Seasonal Rental - Heritage Oaks Golf & Country Club, OFF SEASON AVAILABILITY ONLY This Condo is FORE you! Our Heritage Oaks condo, located in the golf community of Heritage Oaks Golf & Country Club in Sarasota, FL is available for monthly/seasonal rental. Off season pricing: May- September ($3,200/mo.) Included in the rent: utilities, community amenities, Wi-Fi/Internet Tenant responsible for: Rent + departure cleaning fee + security deposit + taxes AND membership transfer fee of $300.00, which provides you with access to all the community amenities, including, of course GOLF! About this Condo: Our home, which is furnished & turnkey, is ready to welcome you! Enjoy the Florida sunshine, golf, pool, and beach life in Sarasota we have it all! Our spacious condo offers one of the best over-water and golf course views in Heritage Oaks and provides you with all the community amenities: golf, dining/country club, tennis, fitness center and 5 community pools. The Space: Step into open concept living, offering over 1,300sq ft which includes a lanai - perfect for enjoying the water views and wildlife as well as a prime spot to watch all the golf action unfold, right in front of you! Our 2BR/2BA condo is a 2nd floor unit. Please note there is no elevator access. Two spacious bedrooms (both have queen beds) with plenty of closet space. Primary bedroom includes an en-suite bath with dual sinks and walk-in shower. Open concept kitchen, eating and living area. ALL provide extraordinary views of the golf course and water. Light and bright and spacious! This home is well appointed, with all that you will need for a home-away-from home. Fully stocked and spacious kitchen for entertaining - - linens, beach towels all included. You dont have to bring a thing! Parking plenty of unassigned parking spaces outside of your unit. No garage access. An added benefit to this property is its prime location within the community - located across the street from one of the five heated swimming pools. Community Amenities: Heritage Oaks is known for its pristine 18-hole golf course, Har-Tru tennis courts, fitness center, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities and, of course, 24-hour security,
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: David Holt (941-677-8090)
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