Sarasota Villas For Rent - 54 villas

Remarks: Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV with DVD/VHS in the master bedroom. Kids will enjoy exploring the "Rainy Day" toy box. Bathroom shower and tub are equipped with grab-bars. Casa Blanca is within a short distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key.

Listing is courtesy of: DESTINATION FLORIDA RENTALS & REAL ESTATE (727-866-7368)

Listing Agent: Heather Sutter (727-432-0234)

Remarks: VACATION RENTAL: A gorgeous renovated 2 bedroom, 2 bath Villa located on Lido Key just steps to the beach! Come discover Lido South, a rare beach side treasure located at the south end of Lido Key, From the front entrance you’ll be wowed by the inviting interior. Beautifully designed, light and bright…you’ll feel right at home! A cook’s gem, the sleek kitchen with top-of-the-line appliances includes Subzero, Wolf, and Bosch which overlooks the dining and living room. An extra special feature is the lovely, enclosed lanai with its own TV seating area. The master bedroom retreat has a private bath, large walk-in closet and Smart TV for private viewing. The guest room features a very comfortable queen Murphy bed and closet with private entrance. Both bathrooms are modern, sleek, and functional. A shoji sliding barn door leads to the laundry room which holds an all-in-one washer/dryer, tankless hot water heater, and more storage space. For your added comfort this Villa incudes Wifi, carport and private BBQ grill. Lido South is a friendly, relaxed community with a large Gulf side heated pool with open deck, chaises, chairs and umbrellas, Club room and guest parking. Neighbors gather at the Sun deck at sunset for cocktails, and there is always someone to chat with at the pool. Looking to explore…World famous St. Armand's restaurants and shops and South Lido Park is just a short stroll with exercise trails, kayak launch and mangrove tunnels to explore. No pets and no smoking permitted. Booked Jan - Mar 2027.

Listing is courtesy of: GULF COAST RENTAL HOMES&CONDOS (941-212-1972)

Listing Agent: Diann Thelen (941-920-0758)

Remarks: 3 month stay required. Available Jan-March 2026. Come experience the peaceful and convenient lifestyle offered by this charming 2 bedroom, 2 bath villa located in the desirable Woodside South community. Tucked away in a quiet cul-de-sac, this home boasts mature landscaping that creates a tranquil park-like setting. Enjoy your morning coffee in the cozy dining area or spend your evenings relaxing on the lanai. Centrally located near dining, shopping, and beautiful Siesta Key Beach.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: BOOKED FOR JAN - APR 2027. Located in the 55+ Active Community of Strathmore Riverside in Sarasota, As you enter through the elegant front door of this beautifully updated, 2BR/2BA, turnkey furnished villa, the entry hallway leads into the light and bright, open living/dining room where you will see the serene canal view and boat docks from your wide front window. Beautifully updated and fully equipped kitchen has new stainless appliances and solid surface counters. The primary bedroom comes with a queen bed, walk-in closet, wall mounted tv, plantation shutters, and en-suite bathroom which is also beautifully updated with newer single vanity and walk-in shower, and toilet. The 2nd bedroom is nicely furnished with a queen bed, built-in closet, plantation shutters and mounted tv. The large laundry/storage room is located in a separate room, just outside the covered front entry and has a side by side washer/dryer, and sink. Outside to the rear side of the villa, there is a small outdoor patio area with seating and BBQ grill where you can relax while sipping on an evening cocktail, or morning coffee. You are located just one block (a very short walk) from the clubhouse/pool. There is so much this community offers! Many amenities which include a vibrant clubhouse offering a full calendar of activities, including cards, board games, monthly luncheons and parties, shuffleboard with award luncheons, a boat club, golf group, and line dancing. The clubhouse has a full-service kitchen, billiard room, meeting room, library, fitness center, shuffleboard, and many social activities, large, heated pool with deck and water/marina views to see gorgeous sunsets! The marina connects to Phillippi Creek, Sarasota Bay, and the Beautiful Beaches of the Gulf of Mexico. You are ideally located to shopping, dining, downtown Sarasota and a very short drive to the world-famous Siesta Key Beach and village. The community canal leads to the wide Phillippi River, then flows into the Intracoastal Waterway, the Bay, and the Gulf. *AT LEAST ONE OCCUPANT MUST BE 55+. *

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

Listing Agent: Chrissie Cummings (772-532-8229)

Remarks: Available turn key furnished begining September 1st 2026 and Snowbird season 2027.. The villa can also be rented month to month. Welcome to one of the best kept secrets in Sarasota. The Meadows is a beautiful 1650 acres community, with 13 miles of trails lined with breathtaking grand oak trees and lakes, three 18 hole golf courses, a driving range, a practice putting green, Olympic sized pool, har tru tennis courts, restaurants, a new fitness facility and Community Clubhouse and quaint shopping Village. Conveniently located near University Town Center shopping Mall, Benderson Park and a few minutes from the Beach. This recently renovated property looks over the Clubhouse, lake and putting green. The Southern facing exposure combined with the vaulted ceiling allow for extensive natural light and a spacious feel. Quartz kitchen counters, Stainless Steel appliances, a frame-less shower with a waterfall head all compliment the professionally decorated home to exude a feeling of luxury and elegance. This location has everything you could ever want whether it is an active social life and high end shopping or quiet peaceful solitude.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Anthony Almengual (941-807-5626)

Remarks: 3 to 6 month FURNISHED rental- utilities included (see details below). Rental in The Meadows available from May 1, 2026 until October 31, 2026. Are you looking for a FURNISHED home for 3 to 6 months starting this spring? This charming villa is offered TURNKEY and is available for lease terms of minimum 3-months. It features 2 bedrooms, 2 bathrooms, a garage (for one car), and a Florida room/glassed lanai that provides additional space with floor to ceiling sliders with screens all offering a very private garden view. The main living areas are adorned with beautiful tile, and the kitchen has been beautifully renovated with white cabinetry, Corian counters, updated lighting, and an interior laundry. The spacious primary bedroom includes an ensuite bath with a large walk-in closet, tub/shower combination, dual sinks, and abundant natural light. The driveway leads to the private garage and adds to additional parking spaces for your guests. The Villas of Papillon pool is situated on an island, surrounded by a peaceful lake, providing a serene retreat. The Meadows is a golf community and features golf, a fitness center, dining options, pickleball, a dog park, a basketball court, a playground, fishing, gardens, biking and nature trails, a country club pool, and various monthly activities and events (fitness and racquet club membership required). With over 25 miles of waterway shoreline and lush, mature trees, The Meadows offers a relaxing atmosphere yet is just minutes from all the attractions of Sarasota, including downtown, beaches, shopping, and restaurants at UTC, as well as nearby medical facilities and Sarasota airport. The Meadows Village Shops can be found nestled within the community with a salon, massage spa, physical therapy, a restaurant, and other businesses. Please note that HOA parking restrictions apply to trucks and commercial vehicles (truck must fit in the garage). The owner will consider one small pet, subject to approval by both the owner and HOA, and a nonrefundable pet fee of $250 will apply. Two background and credit applications are required, with fees of $50 and $150. Wi-Fi is included in the rent price and monthly electric and water is included up to $100 towards electric and $75 for water; anything above that is tenant’s responsibility. Renters insurance and cleaning fee will be required. May through October rent is $2250 a month plus fees and taxes if applicable. Not available for season 2027. If owner opens availability for seasonal months, rent to be $4500 for Jan/Feb/March/April. Currently ONLY being offered May through October 2026 and this villa is FURNISHED.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Amy Chapman (941-225-1500)

Remarks: Welcome to this beautifully appointed Esplanade at Skye Ranch turn-key furnished 2-bedroom, 2-bath villa with a 2-car garage located in the highly sought-after Esplanade at Skye Ranch. This light and bright home offers an open layout, stylish furnishings, and a low maintenance lifestyle—perfect for those seeking comfort and convenience. Residents of Skye Ranch enjoy access to an impressive lineup of amenities, including the Skye Ranch Hub, resort-style pools, state-of-the-art fitness center, pickleball and tennis courts, basketball, sand volleyball, and the expansive Bark Park. Outdoor enthusiasts will love the miles of nature trails, scenic lakes, and beautifully landscaped community spaces. Located just minutes from top-rated schools, shopping, dining, and I-75. This villa's community is designed to provide a lifestyle that combines the natural beauty of the area with the excitement of resort-style living. Esplanade communities are popular in Southwest Florida, offering a blend of modern homes, resort-style amenities, and a lifestyle that feels like a permanent vacation.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Melissa Rogier (941-822-8283)

Remarks: Fully upgraded light and bright turnkey furnished villa in Palm Aire. This beautiful and spacious villa has 1,756 square feet, two bedrooms, den/office with a pull out sofa, two bathrooms, large living room, dining room plus a sunroom. The kitchen has been upgraded, has stainless appliances, plenty of room for food preparation and a pass through to the dining room. The primary bedroom has a king sized bed, walk in closet, second closet and an updated en suite bathroom with a shower equipped with grab bars. The second bedroom has two twin beds. The guest bathroom is fully upgraded and has a tub/shower combination. The villa has ceramic tile floors in the kitchen and bathrooms and wood laminate throughout the living area. Home has a split floor plan, sun room with two sitting areas, full sized washer and dryer and a two car garage. Community amenities included: clubhouse with kitchen, pool, shuffleboard and a lending library.

Listing is courtesy of: Jennette Properties Inc (941-953-6000)

Listing Agent: C. Alison Hunter (941-587-5667)

Remarks: Big Price reduction - Owner says get it rented. Annual Rental in Glen Oaks Manor – Sarasota, FL 2 Beds | 2 Baths | 2-Car Garage | Courtyard Pool | Split Floor Plan Nestled beneath a canopy of mature oaks in the highly sought-after enclave of Glen Oaks Manor, this elegant courtyard pool residence offers a rare blend of privacy, comfort, and convenience. Designed with a thoughtful split-bedroom layout, the home features two spacious bedrooms, two full baths, and a two-car garage—ideal for professionals, couples, or seasonal residents seeking year-round tranquillity. Step into your own private oasis, where the screened lanai and covered patio overlook a sparkling pool framed by lush landscaping. The open-concept living and dining areas flow seamlessly into the courtyard, creating a serene indoor-outdoor lifestyle perfect for entertaining or quiet reflection. Prime Sarasota Location, Minutes from world-renowned beaches including Lido Key and Siesta Key, Easy access to downtown Sarasota, UTC Mall, and St. Armands Circle, Close to parks, golf courses, dining, and cultural venues Rental Details Offered as an annual lease, professionally managed for peace of mind, Exceptional value in one of Sarasota’s most established communities This is more than a rental—it’s a lifestyle upgrade. Schedule your private showing today and experience Glen Oaks Manor living at its finest.

Listing is courtesy of: VETERANS REALTY INC. (941-730-3605)

Listing Agent: Gary Benjamin (941-730-3605)

Remarks: This 2 bedroom 2 bath villa is ready for you to make your new home. Light and Bright with big sliding glass doors that let in lots of sunshine. Easy to maintain flooring, updated kitchen and baths and courtyard entry just the perfect spot for all your plants. Relax on the patio adjacent to kitchen while enjoying breakfast, lunch or dinner while watching the golfing action, this area is perfect for outdoor cooking/grilling. Carport for parking keeps your vehicle out of the summer sun, additional guest parking spots available. Community has heated swimming pool within a short walk from front door. Close to shopping at UTC mall, downtown Sarasota and beaches. Owner will accept small pet with deposit and HOA approval. This property is a NO SMOKING unit.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Shirley Cuddy (941-321-1549)

Remarks: AVAILABLE FOR JAN/FEB/MAR/APRIL 2027. AVAILABLE FOR OFF SEASON MONTHS 2025. Totally renovated throughout! This immaculate and beautiful light, bright, tastefully decorated Villa boasts vaulted ceilings, ceiling fans throughout, renovations to kitchen, with granite counters and brand-new appliances, porcelain tile in living areas, each bathroom features new countertops and cabinets. The extended master bath also includes a lighted vanity. Enjoy the gorgeous screened in lanai with serene views of the golf course. Location! Location! Location! This villa is located just minutes from our beautiful gulf Beaches, University Town Center Mall and I-75. Palm Aire country club has seasonal memberships for golf, tennis and features an Olympic size pool and fitness center. Come enjoy this villa!

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

Listing Agent: Chrissie Cummings (772-532-8229)

Remarks: SARASOTA'S PALM AIRE GOLF & COUNTRY CLUB Villa available for rent. The turnkey furnished villa has three bedrooms, two bathrooms, tile floors throughout, comfortable living room, dining room and a large kitchen. The primary bedroom has a king sized bed, walk in closet and en-suite bathroom with a stall shower. The guest bedroom has two twin beds. The second guest bedroom is set up as a den with two twin pull out sofa chairs. Roomy Screened LANAI overlooking the common green space and community pool. Great Location in Palm Aire Golf Country Club, with many shopping centers and Restaurants to choose from on University Parkway and the University Town Center. Just minutes from Downtown Sarasota and Lakewood Ranch Town Center. Call today as this will not last long.

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

Listing Agent: C. Alison Hunter (941-587-5667)

Remarks: Stunning newly renovated 1 bed/1 bath in idyllic Bunker Oaks in The Meadows of Sarasota, a Country Club Community. This gem has been completely updated with high end finishes and is the perfect spot for a single or a couple. Queen bed, flat screen tv's, stainless steel appliances, bright and uncluttered... this unit has it all and it is just off the golf course and steps to the community pool and grilling/picnic area, tennis, fitness facility, miles and miles of walking, hiking and biking trails, nature preserve, butterfly gardens, mature flora and fauna everywhere you look, with both shopping and fine dining just around the corner. Short distance to all of the shopping and dining of University Parkway and St. Armand's Circle, as well as the breathtaking area beaches, including World Famous Siesta Key Beach. Utilities, cable or streaming tv and WIFI included. Association application and approval required ($100 application fee). NO PETS/NO SMOKING. 30 day minimum stay required however, Agent reserves the right to only accept 3 month minimum rentals during the high season months of December - April. RATES: DEC 1-APR 30: $2700 per month* // MAY 1-NOV 30: $1400 per month* (*additional fees & taxes apply). Prices shown are based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. Rates include all utilities including WIFI. Additional charges will be: security deposit ($500), departure cleaning fee ($250), Booking fee ($250.00) , Sales and Resort Taxes (13%) and Travel Insurance (if purchased at the time reservation is booked). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received. NOTE: We do not accept reservations for high season months of Jan - April for less than 90 days until after Labor Day. After Labor Day - 30 DAY minimum rentals only during the HIGH SEASON months of January, February and March. Tenants who are in this year have first option to renew for the next year, and have until April 15 to advise us if they are returning. Please contact us to be added to automatic e-mail alerts for available units. PROPERTIES ARE SET UP FOR CONVENIENT CONTACTLESS TOURS. We are unable to do in person showings due to existing bookings and owner usage. Photos on website are updated regularly.

Listing is courtesy of: WAGNER REALTY (941-727-2800)

Listing Agent: Sandra Greiner, Pa (941-879-9410)

Remarks: Serenity at its finest! If luxury is calling, come indulge at the Beach House Residences for your ultimate beach vacation experiences. A place to escape and rediscover you. Renew your senses, inspire your mind and relax your body. Take advantage of the magnificent sunsets, tranquil waters, immense sunshine of world-renowned Crescent Beach. The most discerning traveler will appreciate the island sophistication and tropical oasis revealing a laid-back beach vibe. There is a true balance between nature and modern elegance in this coastal, contemporary designed residence. You are welcomed by a huge open floorplan and a view of the gulf. Indulge in the Chef's kitchen that can facilitate that unforgettable gathering or intimate private dinner. Listen to the whisper of the gulf breezes while sipping your favorite beverage on the view balcony. This home offers a private pool surrounded by a lush tropical landscape to unwind and a private beach access. Plush linens and towels add to the lavish touches that abound in each unit. The magical charm of Siesta Key offers an eclectic village full of restaurants, shops and boutiques. A trolley stop is nearby for convenient transport around the Island. For water enthusiasts, jet ski, parasail, sail, kayak and paddleboard to your hearts content. Do you want to swim with the sea life? Point of Rocks has the West Coast of Florida’s only Coral Reef for you to dive, snorkel or fish for dinner. Stay, play and leave those footprints in the sand. Full concierge services available. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)