Displaying: For Rent
Location: Sarasota
Property Type(s): Condos
Price: $3,500 to $4,999
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Sarasota - 83 properties found
8770 MIDNIGHT PASS RD #302B, SARASOTA, FL 34242
$4,0001100 Days on yellowkey MLS ID: A4573996
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1975Community: Island Reef ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated swimming pools, on site manager and more. Pet friendly! Imagine rising each day to panoramic vistas of the Gulf of Mexico, and to view coastal wildlife and breathtaking sunsets. Stroll over to the Bayside to enjoy the refreshing breezes and magnificent sunrises. Tropical gardens add to the appeal of Island Reef. Your new social life awaits a perfect 3-5 minutes walk to a trio of Siesta’s Keys favorite restaurants (casual and waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice crèam, mini donuts, cute brunch spots, yoga, and dancing every night of the week! SEASONAL GULF SIDE PRICE SCHEDULE: Jan-March 2026-$7,700.00 Leased (Unavailable January-March & April 2026) May-December 2026 is available. May 1st through December 30th 2026 is still available at $4,000.00 monthly.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Erick Shumway (941-544-3718)
5226 MARSH FIELD LN #11, SARASOTA, FL 34235
$3,800210 Days on yellowkey MLS ID: A4673432
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982Community: Wedgewood LakeSpa: NoCondo
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Due to a cancellation, this beautiful ground floor end unit is available!!!! January & April 2026 are $3,400 and February & March 2026 are $3,800. The last 19 photos show updates in decorating, mostly wall hangings. Also note, new dining set, new fridge, kitchen faucet and microwave. Both the great room and primary bedroom have large screen T.V.'s. Steps away from large pool, yet very private. Owner prefers 3-4 months, but don't hesitate to contact regarding less. Thank your for viewing!!!.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Dolly Snyder (941-350-5949)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$3,50062 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
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
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 is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
5430 EAGLES POINT CIR #202, SARASOTA, FL 34231
$3,60046 Days on yellowkey MLS ID: A4693116
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1995Community: Eagles Point At The Landings 2Spa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable THE LANDINGS community, this elegant and updated 2 bedroom + a den, 2 bathrooms condo offers the perfect blend of comfort and coastal living. Just minutes from world renowned SIESTA BEACH and situated along PHILLIPPI CREEK, residents enjoy resort-style amenities including multiple swimming pools, tennis courts, outdoor grilling areas, nature trails, fitness center and a gated entrance with manned security. Conveniently located near dining, shopping and Sarasota's renowned cultural attractions. ANNUAL rental offered UNFURNISHED. Call now for your own personal tour.
Listing Agent: Teresa Ribaudo (941-376-4500)
8750 OLDE HICKORY AVE #9103, SARASOTA, FL 34238
$4,000334 Days on yellowkey MLS ID: A4660008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996Community: Stoneybrook Terrace 1Condo
Remarks: ** AVAILABLE FOR UPCOMING 2026 SEASON!! **GOLF MEMBERSHIP IS CURRENTLY NOT INCLUDED - CAN POSSIBLY BE WITH OWNER APPROVAL ** 2BR/2B first floor condo with 1238 sq. ft. Tastefully turnkey furnished, this home is completely updated and is located in the desirable Terraces Community of Stoneybrook Golf & Country Club. This impeccable condo affords long views of the 9th fairway and lake, evening sunsets, lots of wildlife and total privacy from its slider-enclosed "Florida Room" (adds additional sf to an already spacious 2 BR/2 Bath, 1238 sf unit.) The gorgeous all-new kitchen (2017) has a separate eating space and boasts solid wood cabinetry with slow-close doors and drawers, Quartz countertops, recessed lighting, crown molding, high-end new appliances and a large open view of the living area. Updated bathrooms, beautiful laminate flooring, & dry bar in the living room. This condo is steps away from the Terrace's community heated pool, tennis court and BBQ area. You'll feel more like you're in a single-family home with its own picturesque backyard that is right outside your back door. There are no stairs to climb and your reserved parking space is right outside your front door. PLUS...you are a short stroll to the many active amenities Stoneybrook Golf & Country Club has to offer: an 18-hole golf course, a well-equipped fitness center, lighted Har-Tru tennis courts, bocce courts AND a full-service restaurant and pro-shop. Minimum one-month rental, no pets allowed. RENT PRICES: JANUARY - APRIL: $5,500/MO., MAY - SEPTEMBER: $2,900/MO., OCTOBER - DECEMBER: $3,500/MO.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Kayla Lamb (941-315-9500)
8911 MIDNIGHT PASS RD #514, SARASOTA, FL 34242
$3,550964 Days on yellowkey MLS ID: A4588110
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1973Community: Sunrise Cove Sec 2Condo
Remarks: BOOKED FEB/APRIL 2026. AVAILABLE JANUARY 2026. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon entering the condo, you will immediately fall in love with the bright open plan dining and extended living room, all tastefully furnished and decorated. The fully equipped kitchen has quartz counters, custom cabinets and new stainless-steel appliances. The Master Bedroom has plantation shutters and more amazing views of the bay, the Master Bathroom was also expanded to provide more space and has a walk-in shower and single vanity. Luxury Vinyl in both the bedrooms and tiled throughout the living areas. Guest bedroom with queen size bed and walk-in closet, and the guest bathroom also has a walk-in shower and single vanity. From the front balcony you will have views of the Gulf, common laundry areas are on each floor, private storage lockers and a trash chute. Plus, 1 assigned parking carport in front of the building and additional guest parking. Sunrise Cove offers many social activities and amenities, which includes a large clubhouse with kitchen, billiards 2 tennis & 4 pickleball courts, fitness rooms, game room, club house, kayak racks, fishing docks, bayside picnic area with gas grills, 2 heated pools overlooking the Bay, and the Jr. Olympic pool is on a peninsula which juts out onto the Bay. Walk across the street the Turtle Beach Access, and you are right next door to Turtles Restaurant, and only .2 miles from the fabulous Ophelia's Bayfront Restaurant. There is a Free Trolley stop directly across the street from the complex, with free rides to the famous #1 Siesta Key Beach with its crystal quartz sand, Siesta Key Village where you will find shopping and restaurants. If you enjoy the nightlife, Siesta key village is where it's at! This is the absolute perfect island getaway. Don't let this one slip away!!
Listing Agent: Chrissie Cummings (772-532-8229)
1703 N TAMIAMI TRL #207, SARASOTA, FL 34234
$4,500831 Days on yellowkey MLS ID: A4603652
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022Spa: NoCondo
Remarks: Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a queen size bed. Both bedrooms have televisions with Netflix! The balcony is perfect for lounging in the morning and evening. Enjoy all that Sarasota has to offer including the Jungle Gardens, the Ringling Museum, the Marietta Museum of Art & Whimsey and the Bayfront Park. ***Taxes and fees are not included. Available July-November for $3,600/month. Available December-January for $4,750/month. Available for February-April for $8,000/month.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
8951 VERANDA WAY #625, SARASOTA, FL 34238
$4,9951918 Days on yellowkey MLS ID: A4495417
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1995 Tax: $2,255 (2021)Community: Stoneybrook Verandas 2Spa: YesCondo
Taxes:$2,255
Tax Year: 2021
Remarks: Still available for May 2026. Live the Florida Country Club Lifestyle! Completely renovated and redesigned 18-hole golf course. This 2 bedroom, 2 bath turnkey furnished condo is located in the gated community of Stoneybrook. This community features a premier golf course, Har-Tru tennis facilities, fitness center, heated pool/spa, full-service restaurant and bar all within this very active desirable community. This condo is equipped with all you'll need for your stay, comfortable furnishings, king size bed, inside laundry room, and one car garage. Watch the sunrise or set from one of the two screened lanais. Stoneybrook is located close to the beautiful beaches of Siesta Key, and a short drive to downtown, and minutes from The Legacy Trail that offers 10 miles of biking and walking. Golf membership transfers for a fee. Not Available For Jan-March 2026, April is considered a seasonal month at a reduced rate at $4000. The month of May is $2800. Electric and internet is the tenant's responsibility for the off-season months.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Maureen Plichta (941-812-5799)
800 BENJAMIN FRANKLIN DR #406, SARASOTA, FL 34236
$4,20054 Days on yellowkey MLS ID: A4692189
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978Community: Lido AmbassadorCondo
Remarks: Beautiful Lido Beach RENTAL – ANNUAL (Monthly $4,200) OR 6-MONTH LEASE (Monthly $4,500) available starting in September 2026. Lovely 2 bedroom, 2 bath condo with great Gulf views to enjoy spectacular sunsets. Updated with stainless steel appliances, granite countertops, a spacious bar for entertaining, and tiled floors throughout. Features include a large walk-in closet, screened lanai for sunset views, new A/C, new mattresses, and freshly cleaned ductwork. Resort-style amenities: heated pool, fitness center, outdoor grill, and just steps to Lido Beach. Carport parking and community laundry. No pets. Beach Walk to vibrant St. Armands Circle with shops, dining, and entertainment. Live where others vacation—schedule your showing today!
Listing Agent: Francoise Borel (941-228-3768)
5678 SHEFFIELD GREENE CIR #76, SARASOTA, FL 34235
$4,200420 Days on yellowkey MLS ID: A4650917
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1993Community: Sheffield GreeneCondo
Remarks: This beautiful 2nd-floor, 2 bedroom/2 bathroom condo features not 1 but 2 screened-in lanais. The 2nd-floor location allows you to view wildlife in the canal below. 1 car attached garage. Beautifully decorated and well-maintained. Enjoy the heated community pool, 14 miles of walking trails, or a round of golf at the Meadows Country Club. UTC shopping and dining within a 5-minute drive. Easy access to I-75. No pickups, motorcycles, or commercial vehicles (see rules & regs for full vehicle restrictions). Allow up to 2 weeks for association approval. Sorry no pets or smoking allowed. RENTED 1/1/26 - 3/31/26.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
1740 LANDINGS BLVD #39, SARASOTA, FL 34231
$3,5001871 Days on yellowkey MLS ID: A4500235
INCREASED by $600 (20.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982 Tax: $3,711 (2021)Community: Landings Carriagehouse ICondo
Taxes:$3,711
Remarks: Welcome to the gated community of the Landings and the Landings Racquet Club in Sarasota. Not available January 1 - April 30, 2027. Available May through December 2027. Owner requests a 6 month minimum rental. Association rules allow 2 rentals in a calendar year. A rare find to lease this beautiful carriage house condo at The Landings! This two bedroom, two bath +den, one story Carriage House, is where you want to be! Bed sizes are King and Queen. The large living room has designer tile flooring, marble wood burning fireplace, crown molding and park like views leading to a small pond with a fountain and the community pool. The dining area overlooks the living room with new floor tile, crown molding and plenty of room for family gatherings. The sunny bonus room off the dining area is set up as an office with 2 desks and a sofa sleeper for extra company. The master suite has a King bed with newer carpeting, shutters, crown molding, walk-in closet and a remodeled bathroom. The guest bedroom has a Queen bed and the guest bathroom has a tub and shower combination. The eat in kitchen has granite counter tops, tile backsplash, refaced cabinets and all new Whirlpool appliances. There is a delightful small courtyard perfect for morning coffee or outside grilling. There also two outside sitting areas off the Living and master bedroom to enjoy the calm and peaceful views. The Landings Racquet Club membership transfers to the guests. Tennis players will love the Har-Tru tennis courts, and guests will get a good work-out in the lap pool. Relax in the hot tub to soothe sore muscles. The clubhouse has a fitness center, meeting rooms and a library. Guests pay the monthly electric bill on off-season rentals. Off-season rate in effect from May-November.
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Margaret Young (941-359-3435)
1703 N TAMIAMI TRL #205, SARASOTA, FL 34234
$3,750831 Days on yellowkey MLS ID: A4603659
Remarks: Newer condo available for weekly or monthly rental - conveniently located on Whitaker Bayou close to Indian Beach and Downtown Sarasota. Enjoy all of the amenities including a heated pool, spa, fitness center, BBQs and firepit area. Light and bright! The second bedroom serves as a lounge space, and the sofa easily converts to a queen size bed. The primary bedroom has a king size adjustable bed. The second bedroom has a queen size bed with a full bathroom next door. The balcony is perfect for lounging in the morning and evening. Enjoy all that Sarasota has to offer including the Jungle Gardens, the Ringling Museum, the Marietta Museum of Art & Whimsey and the Bayfront Park. ***Taxes and fees are not included.
12413 OSORIO CT #101, SARASOTA, FL 34238
$4,250314 Days on yellowkey MLS ID: A4662169
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1632 Built: 2021Community: Esplanade Palmer RanchSpa: YesCondo
Remarks: Seasonal Rental: $4,900/mo (In Season) or $3,500 (off Season) plus taxes, cleaning, and other fees. Step outside to world-class amenities: a heated pool and spa, Bahama Bar & Grill, tennis, pickleball, bocce, fitness center with group classes, dog park, fire pit, clubhouse, and direct access to the Legacy Trail. Perfect for biking, walking, or jogging. Available for stays of 30–180 days year-round. Amenities: - Heated pool & spa - Onsite bar & grill - Fitness center with suspension training - Sports courts (tennis, pickleball, bocce) - Dog park - Events lawn & fire pit - Outdoor grilling areas - Clubhouse with lounge and catering kitchen - Lifestyle manager & community events - Reserved parking & 1-car garage Local Beaches: - Siesta Key - ~9 miles - 10 minutes - Nokomis Beach - ~8 miles - 15 minutes - Venice Beach- ~12 miles - 20 minutes - Lido Beach/St. Armands- ~11 miles - 20 minutes This rental includes a reserved parking space and a 1-car garage for added convenience. Available for stays of 30 to 180 days year-round. No smoking, no pets, and HOA application/approval is required.
Listing is courtesy of: PMI SOUTHWEST FLORIDA (941-237-0011)
Listing Agent: David Holt (941-677-8090)
1720 GLENHOUSE DR #GL430, SARASOTA, FL 34231
$3,800198 Days on yellowkey MLS ID: A4674163
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 731 Built: 1979Community: Pelican Cove XivCondo
Remarks: ***Available December 26, 2026 thru April, 2027. Well maintained and tastefully furnished 2nd floor end unit. Brazilian mahogany floors throughout as well as a newer heating/cooling system and a 3-year old hot water tank. A touch of elegance is added by the glass front entry door which contributes generously to the amount of daylight entering this part of the unit. There are quartz countertops throughout. Adding to the convenience are cabinets with self-closing drawers and doors. The appeal of the unit is further enhanced by a 1 year old sofa and loveseat. The walk-in closet has been outfitted with shelving and affords ample storage space. Adjoining the closet is a fully tiled bathroom sporting a brand-new faucet. This unit is designed to satisfy your needs for the foreseeable future. Pelican Cove is a gated condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, four lit tennis/pickleball courts, shuffleboard, basketball, dog play area, walking trails, boardwalks and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!
Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
4270 CASTLEBRIDGE LN #1714B1, SARASOTA, FL 34238
$4,4001254 Days on yellowkey MLS ID: A4557398
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1998Community: Pinestone At Palmer RanchCondo
Remarks: AVAILABLE JAN 10 - APRIL 10 2027 and OFF-SEASON: Bright and sunny ground floor condo at Pinestone, two bedrooms, two baths, glassed and screened with pool view, plank flooring for carefree living, stainless steel appliances, breakfast bar, open dining area, flat screen TVs, internet access, one covered parking space. Pinestone is an amenity-rich complex with huge swimming pool, media room, and an exercise room. The complex is centrally located on Palmer Ranch, close to shops, banking, grocery stores, the YMCA, and the access to the Legacy walking and biking trail is just a few blocks away. It is less than 20 minutes to the sugar sandy beaches of Siesta Key, and if you have a desire to take in the cultural activities Sarasota has to offer, you can be downtown in 25-30 minutes. This is an excellent vacation opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$4,00072 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
High School: Sarasota High
Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
50 CENTRAL AVE #15B, SARASOTA, FL 34236
$4,50073 Days on yellowkey MLS ID: A4689716
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1671 Built: 2005Community: Plaza At 05 Points ResidencesSpa: YesCondo
Elementary School: Alta Vista Elementary
Remarks: SHORT TERM ONLY. The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. This condo can be rented from April 15 through December 31, 2026. Call NOW to lock in your next vacation. 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: Hamid Mohajir (941-557-8556)
50 CENTRAL AVE #16A, SARASOTA, FL 34236
$4,500803 Days on yellowkey MLS ID: A4607109
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1595 Built: 2005Community: Plaza At 05 Points ResidencesSpa: NoCondo
Remarks: Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great Room. The 10-foot ceilings, coupled with floor-to-ceiling windows and nine-foot-high sliding glass doors, invite an abundance of natural light and offer stunning bay views. The space boasts porcelain floors, an 65” Samsung Frame TV, Apple HomeKit, electric blinds, and a large furnished corner terrace – perfect for entertaining or peaceful relaxation. The kitchen is efficient delight, equipped with granite countertops, a new galley-style sink, instant hot water, and pull-out cabinet drawers. Stainless steel appliances and an external-venting cooktop exhaust fan enhance your culinary experience. A granite breakfast bar elegantly separates the kitchen from the dining area, offering a cozy spot for casual meals. Retreat to the luxurious master bedroom, featuring wood floors, a large walk-in closet, and direct terrace access through 9-foot sliders, providing serene bay views. The master bath is adorned with travertine floors and a vanity desk, leading to the spacious walk-in closet. The second bedroom, offering maximum privacy, is adjacent to the second bathroom with a pocket door, effectively creating an en-suite setup. There is a queen size bed in this bedroom. This fully furnished unit ensures you feel right at home with all linens provided for the master bedroom, guest bedroom, and a queen-size living room couch, along with a fully equipped kitchen. Stand out with a dedicated laundry room, updated appliances, a tankless water heater, and additional storage. Enjoy the convenience of secured parking for one car. Security, water, and high-speed internet are included in this fabulous building in the heart of downtown Sarasota. The Plaza at 5 Points Residences redefines luxury with an array of concierge services and top-tier amenities on the 10th floor, including an overnight guest suite, a resort-style heated pool & spa, and an outdoor pavilion with a fireplace. The fitness center, clubroom with a bar, catering kitchen, and conference room elevate your living experience. Complimentary valet parking for guests and onsite dining at Element restaurant add to the allure. Seize this unique chance to reside in Sarasota’s heart, with Whole Foods, Starbucks, Selby Library, Florida Studio Theater, the historic Opera House, and over 25 restaurants within two blocks. The Sarasota Bayfront, Marina Jacks, St Armand's Circle, Lido Beach, and SRQ airport are all within easy reach. We offer flexible rental terms with a two-month minimum stay and special consideration for a 9-month rental. Don’t miss out on this unparalleled downtown living experience at the Plaza at 5 Points – where luxury meets location, fully prepared for your immediate comfort. NOW RENTED THRU DECEMBER 31, 2026. AVAILABLE April 15, 2027. Call TODAY for your time in paradise!
5280 HYLAND HILLS AVE #1812, SARASOTA, FL 34241
$4,300317 Days on yellowkey MLS ID: A4661689
INCREASED by $100 (2.4%) on 04/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1324 Built: 2002Community: Heritage Oaks Golf & Country ClubCondo
Remarks: Beautifully and Professionally remodeled 1st Floor 2 bedroom 2 bath condo with new furnishings. Comfort at its best! Tastefully remodeled and newly furnished with your complete satisfaction in mind. Join the Heritage Oaks Country Club for a nominal membership fee and golf until your heart's desire. Driving Range, tennis courts, gym with the latest equipment, social events of the country club will satisfy your every want and need. Several community swimming pools to choose from. GARAGE INCLUDED! Gated community with 24 hour guards. Closse to beaches, hospitals, shopping, entertainment, You will probably want to rent this unit 12 months out of the year once you experience Heritage Oaks Country Club! Call now! Why buy when you can rent for the whole year! It won't last long!
Listing is courtesy of: FLORIDA CAPITAL REAL ESTATE (941-448-4936)
Listing Agent: Dino Theofilos (941-448-4936)
8625 MIDNIGHT PASS RD #305B, SARASOTA, FL 34242
$4,700179 Days on yellowkey MLS ID: A4670970
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 697 Built: 1970Community: Bay Tree ClubCondo
Remarks: Siesta Key! Newly renovated and fully furnished 1BR/1BA condo set in a relaxed, resort-style waterfront community on Siesta Key. This gulf/beach-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools (bay & gulf/beach side), private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal life at its finest, whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This freshly remodeled condo features a generous sized living room with a French/Juliet balcony overlooking the bay side heated pool & lush grounds with some views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the updated designer kitchen featuring quartz countertops & new self-closing cabinets/drawers The primary bedroom has a large closet providing ample storage. Along with the foyer closet, you will have room for all your possessions. Don't forget the beach side cabana for your gear. Renovated full bath with a tub completes. Each building is equipped with elevators and laundry rooms (coin-op) on every floor ensure everyday comfort is never out of reach. During your stay, explore all the unmatched amenities, nearby restaurants & shops. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Life is good here ~ Welcome to your Coastal Oasis Getaway! IN Season, January-April, 5300/month. OFF Season, May-December, $4700/month. Weekly option available for off season. Sorry no pets. Owner/Agent.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Aurelia Gilbert (203-451-3178)
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