Apartments for Rent in Sarasota 34239 - 54 homes

Remarks: Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026: Short Term or Long-term starting from AUGUST 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April, 2027 is $12,000. (February-March 2027 is already booked). Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue Sarasota" (2365 Waldemere St, Sarasota), located next to "SunShine Sarasota" (2375 Waldemere St). Experience unparalleled luxury in this breathtaking new construction Mid Century Modern Residence! Welcome to this newly constructed masterpiece in the highly sought-after Arlington Park neighborhood. This stunning 4-bedroom, 3-bathroom home encompasses over 2,300 sq. ft. of flawless living space, crafted for both practicality and memorable family gatherings. Immerse yourself in the pinnacle of upscale living in this newly built masterpiece, ideally positioned near Siesta Key and the lively core of Downtown Sarasota. This remarkable home presents a perfect fusion of sophistication and comfort, tailored for those who appreciate a luxurious yet cozy lifestyle. Enter your personal haven where a private, heated swimming pool creates a resort-style atmosphere that encourages relaxation and leisure. The beautifully crafted outdoor area offers picturesque settings for enjoying the warm Florida breezes. The interior of the home exemplifies refined living with an open-plan layout that facilitates a seamless transition between the living, dining, and kitchen spaces. The residence is embellished with opulent features, including tiles, fixtures, and contemporary cabinets, adding a hint of European elegance to the environment. Conveniently situated near the shops and dining options of Southside Village and just minutes away from the vibrant downtown area, Marina Jack, St. Armands Circle, and the famous Siesta and Lido beaches, this home provides both luxury and accessibility. The property boasts a stunning FULLY FENCED private backyard with a heated pool, surrounded by lush palm trees. ***Location location location*** Only 6 miles to the SIESTA KEY BEACH and 5 miles to LIDO KEY BEACH. Both beaches have large public parking lots and a concessions stand with good hot food and frozen drinks. Siesta Beach's sand is 99% quartz l which makes it white and powder soft. Siesta Key also has two lively areas for dining. The Siesta Key village has restaurants and a couple stores. Another area by the South bridge has several restaurants. Grab your FISHING pole and head to the water, just 1.3 miles to the Siesta Dr - north bridge for fishing. DOWNTOWN is 2 1/2 miles away with restaurants, arts, shopping, Whole Foods and farmers market. Downtown has too many restaurants to name such as: Marina Jack’s, O’Leary Tiki Bar and grill, Owen’s Fish Camp, Mediterraneo. You can also take sightseeing boat cruises. LIDO KEY is just a couple miles from downtown. It is an exciting spot with lots to do including kayaking/stand up paddle boarding in the mangroves, hang out at Lido Beach or stroll around the restaurants and stores of St Armands Circle. AIRPORTs: Sarasota-Bradenton International Airport-SRQ (7 miles), Punta Gorda Airport- PDG: (50mi) Clearwater Airport (PIE): (57 mi) Tampa Airport (TPA): (60m)

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Claudia Dybala (773-318-5796)

Remarks: Welcome to Siesta by the Bay! This turnkey luxury home features 4 ensuite bedrooms, water views of the bay, pool bath and half bath, outdoor shower, outdoor kitchen, heated pool, putting green, and 3 car garage. Enjoy a private backyard with an expansive outdoor dining area and bar with multiple areas to exercise and lounge. Located near the Siesta Key North bridge, you’re minutes from world famous beaches, downtown Sarasota, Hillview Shopping Plaza, Sarasota Memorial Hospital, fine dining, and many more popular activities that Sarasota has to offer. Home is available for short-, mid-, and long-term rental. Rates vary based on season.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Tina Ellis (512-550-1117)

Remarks: OFF SEASON RENTAL ONLY! This west of Trail, west of Osprey home rests on the edge of Cherokee Park on a canopied street in one of the most sought-after locations in all of Sarasota—situated between the North Bridge to Siesta Key and downtown. Fully turnkey furnished and well-appointed, this is a charming two bed/two bath home perfect for experiencing the laid back Florida lifestyle. Walk to Morton's Market in Southside Village, Southside Elementary, Selby Gardens, or Bayfront Park. Be perfectly close to the bay, while not in a flood zone. Rays of sunshine filter through the tree canopy and into the windows, illuminating a bright and open floor plan. The split floor plan features each bedroom with its own bath on separate sides of the home. Enjoy spending evenings on the back patio amidst mature landscaping and dining al frescoat the outdoor table with umbrella for shade in the fully fenced and private yard.This Sarasota rental is located in the best area of Sarasota. Take a stroll down the street to watch the sunset over the water or enjoy a bike ride and explore this magical neighborhood. OFF SEASON RENTAL ONLY. AVAILABLE JUNE THROUGH NOVEMBER.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Bridget Gennett (941-224-4315)

Remarks: SEASONAL RENTAL - Available June 1, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres! THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining. PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School. PLEASE NOTE: No smoking/vaping of any kind anywhere on the property. Seasonal Rental Rates: Dec-Apr $9,000 (3 month minimum for rentals Dec - April); May-June $8,000; July-Aug $6,500, Sept-Nov - $8,000.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Beth Harris (941-321-7148)

Remarks: WEST OF THE TRAIL...this charming 2nd floor condo offers 2 bedrooms and 1 bathroom. The balcony is enclosed with screens and windows. Excellent location, convenience is key with this property. Situated just around the corner from the north bridge and minutes away from the world renowned SIESTA KEY BEACH. Live the best of both worlds in a peaceful, quiet area and easy access to coastal living. This condo is conveniently located across the street from Publix, CVS, Cinebistro, restaurants and a post office. Properties like this don't come along very often. Call now for a showing before you miss out on this opportunity!

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Beautiful remodeled 3/2

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Dennis Begonis (941-735-4379)

Remarks: Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot Tub Welcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment. Step into the expansive screened Florida room—ideal for relaxing or entertaining—and enjoy views of the fully fenced backyard, a private tropical retreat in the city. Whether you're sipping your morning coffee or unwinding in the evening, the lanai and hot tub provide the perfect backdrop for peace and privacy. Each bedroom is spacious and thoughtfully designed to offer a restful escape. The modern updates throughout the home create a fresh and welcoming ambiance, perfect for both short-term guests or long-term living. Location, location, location! Just minutes from Sarasota’s world-renowned beaches, vibrant downtown, and endless shopping and dining options—this home truly puts you in the heart of it all. This Sarasota gem offers everything you need for the ultimate Florida lifestyle! Sarasota certificate of registration number VR25-00010

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: WEST OF THE TRAIL, BUILT IN 1926! Historic home near the north bridge going to Siesta Key. Cozy and quaint historical home minutes from the Siesta Key and Hillview. Step back in time in this cozy and relaxing home. Wonderful library. Enclosed garden/courtyard. Garage not available. Non smoking. No long term rentals available.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Discover your ideal rental retreat at Plaza Gardens, a charming boutique condo nestled in a lush tropical setting. This peaceful two-bedroom, one-bathroom unit is ideally located just southeast of Siesta Key’s North Bridge, providing easy access to beautiful beaches. Enjoy nearby conveniences with Morton’s Market and Publix for hassle-free grocery shopping. Downtown Sarasota is just minutes away, offering vibrant shopping, dining, and a dynamic arts scene. Inside this newly remodeled condo, you’ll find a stylish open floor plan with quality finishes. The fully equipped kitchen features brand-new stainless steel appliances, quartz countertops, and a cozy coffee nook. Elegant wood laminate flooring flows throughout, and the spacious bathroom offers both convenience and comfort. Relax on your large east-facing terrace and take in stunning sunrise views, perfect for morning coffee or evening unwinding. Plaza Gardens offers a unique blend of tranquility and accessibility, with rental options ranging from 6 months to 1 year (seasonal). Don’t miss this fantastic opportunity!

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Andrea Cohen (786-773-0370)

Remarks: Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, a large screened Lanai with a heated pool and private backyard. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and is En-suite. The second bedroom has a queen bed, with a twin trundle below, and the third bedroom has a full-size bunk bed with twin trundle and twin bunk bed. You will enjoy floating the day away in the heated pool, the back yard is fully fenced for Fido. Lovely, polished Terrazzo floors, fresh paint and coastal décor makes this a great place to spend your winter. You are about 6 miles from the world-renowned Siesta Key beach, a short drive to the newly refurbished Lido Beach and Pavilion, and the historic St. Armands Circle, like to kayak? Take a guided kayak tour through the mangrove tunnels or head to the new Legacy Trail for biking, walking running or rollerblading. For those rare rainy days, the UTC Mall offers many high-end shopping options and excellent Restaurants. Welcome to your dream vacation! ($150 cap on Utilities, guest pays to heat pool) Booked January 5th through March 2027.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Kari Klein (941-961-7419)

Remarks: Welcome HOME to this charming SARASOTA Florida Bungalow Getaway. FURNISHED RENTAL. This well furnished 2BR + guest suite /2BA home. Relax and enjoy the spacious screened Lanai in the outdoor living room and the privacy of the fenced backyard. Great location with easy access to Downtown SARASOTA restaurants, theaters, and shops. Just a few minutes and you are on SIESTA KEY or LIDO KEY beaches. Walk a half-mile to ARLINGTON PARK to enjoy activities suited for the whole family. This city park features two pools, a gymnasium, athletic courts, and a playground. Located on a peaceful street, this beautifully updated home affords a prime central SARASOTA location. Spend a sun-soaked at the beaches on SIESTA KEY or LIDO KEY, or simply unwind in your spacious lanai. This is a short term rental and can be rented for two months or longer based upon availability. Monthly Rates for December through April $4500. May through November $2650. Additional charges are monthly cleaning fee $200 and utility overages above the monthly electric cap $150. Sales and Resort Taxes (13%). OPEN for 2027 Season Reservation $4,500 month.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Patrice Ivan (941-993-0823)

Remarks: Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features tasteful decor, comfortable hang out spots such as a sitting room, a den with a smart TV and coffee bar and a beautiful spacious outdoor deck. The outdoor deck has ample seating for lounging or entertaining, a gas grill and umbrella for shade. There is one covered parking space as well as an oversized driveway for additional parking. Located in Arlington Park, this beautiful home is close to downtown Sarasota and 6 miles from Siesta Key Beach. Owner may consider a pet upon their discretion and with non-refundable pet fee, NO RESTRICTIVE BREEDS. Available May 2026, call now for more details!

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Deserea Hardy (941-960-6480)

Remarks: ***AVAILABLE Jan through April 30 2027***(3 month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North bridge entrance to Siesta Key. 3-stry unit with the elevator in the center of courtyard. The unit is fully furnished. Two bedroom condo with beautiful kitchen. Second bedroom presently office, has pull out bed. Living room has pull out couch. Washer/Dryer in bathroom, and the condo has a coin laundry for your use. Nice screened area extends the living space. The condo includes one covered parking space #59. Plaza Gardens is across the street from Publix and the Siesta Key mall. Please allow time for the HOA to process the application before move-in. NO PETS

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)