Sarasota Villas For Rent - 44 villas

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: Discover the perfect blend of comfort and convenience in this stunning maintenance free Villa for Rent located within the prestigious gated community of Deer Creek. This charming residence offers a welcoming and luxurious lifestyle with modern amenities and thoughtful design. The Two Spacious Bedrooms and Bathrooms are perfect for families, couples, or individuals seeking ample space and privacy. Provides secure and convenient parking with the Two-Car Garage and additional storage potential. Enjoy the serene outdoor space year-round with a Screened Lanai, ideal for relaxation or entertaining guests. Move into a fresh, modern space with updated amenities that add a touch of elegance to your daily routine. Pets Okay. This is a Non-Smoking Unit. Utilities are not included. Contact us today to schedule a viewing and make this exceptional home yours! *****For community access, call our office 24 hours before your scheduled showing appointment*****

Listing is courtesy of: REAL PROPERTY MANAGEMENT (970-852-3115)

Listing Agent: John Michailidis (941-225-8185)

Remarks: Live your best life at this resort style, maintenance free, gated community just 1.5 miles from Siesta Key. This beautifully designed villa has 2 bedrooms, 2 baths plus a den/office and all the space you'll need to work from home or use the office space as an extra bedroom. The large dining room area just off the open kitchen and spacious great room is perfect for entertaining. Relax on the peaceful screened lanai overlooking the lake or enjoy the heated community pool or spa at the clubhouse. The walk-in closets, kitchen pantry, inside laundry room, walk-in shower and two car garage all add in making this a very comfortable home. With the many community features you'll never need to leave the community. These features include, clubhouse, heated pool and spa, billiards room, clay tennis courts, fitness center, library, catering kitchen, fire pit, and gazebo. Schedule a showing and live this lifestyle in paradise.

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

Listing Agent: Maureen Plichta (941-812-5799)

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: ANNUAL FURNISHED RENTAL AVAILABLE 05/01/2026 * The Meadows Golf & Country Club - Fully furnished 1 bedroom 1 bathroom condo plus enclosed lanai - Ground Floor - just steps from swimming pool. There are 15 miles of hiking trails throughout this sprawling and well maintained community, 17 Har Tru tennis courts, 3 eighteen hole golf courses, fitness center, dining venues and more.... Only minutes to downtown, beaches, shopping malls, restaurants, movies, I-75 only to name a few amenities. Note: 13% sales and resort tax added to any rental less than 181 days. Vehicle Restrictions Apply** MASTER QUEEN BED, QUEEN PULL OUT SOFA IN LIVING. Call Now to BOOK your TROPICAL PARADISE!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Claudette Krijger (941-504-2081)

Remarks: This is a spectacular FURNISHED 2 bedroom 2 bath PLUS DEN Villa in Gated, Sunrise Preserve at Palmer Ranch. This property is in "model like" condition ~ just pack you bags and move right in. This immaculate property, built in 2020, has a great open floor plan, fantastic Kitchen, nice den/office and large bedrooms. Sunrise Preserve is an amenity filled community featuring a clubhouse with activities, fully equipped fitness center, tennis courts, bocce courts, pickleball courts, fire pits, and a resort style heated pool & spa.

Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)

Listing Agent: Tony Andrews (941-921-5999)

Remarks: Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect flex space for guests, a home office, or additional living. Inside, the home feels light, bright, and effortlessly coastal with wood-look porcelain tile flooring throughout and a clean, neutral palette that complements any style. The kitchen has been thoughtfully updated with cream cabinetry, granite countertops, a modern backsplash, and island space, along with a full appliance package designed for both everyday ease and entertaining. Both bathrooms feature sleek, walk-in glass showers and updated finishes, while the layout offers spacious bedrooms, generous closet space, and abundant natural light throughout. A private outdoor space creates the perfect setting for morning coffee, evening wine, or simply enjoying the Gulf breeze. What truly sets this residence apart is the lifestyle. Residents enjoy 800 feet of private quartz sand beach on the Gulf, a beachside pool, an additional pool with subtle water views, fitness center, clubhouse, shuffleboard courts, and kayak/canoe storage, along with on-site management, maintenance, and security for peace of mind. Located just steps from Siesta Key Village’s top-rated dining, boutique shopping, and vibrant nightlife, everything you need is right outside your door. This is the kind of rental that rarely becomes available and never lasts. Live where others vacation.

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

Listing Agent: Curt Ware (941-587-9122)

Remarks: This well-appointed 2 bed 2 bath with den Villa is ready for move in and can be rented furnished or unfurnished. Villa features vaulted ceilings in living/dining room area which adds to the spacious feeling. The kitchen has stainless appliances and a cute breakfast nook for enjoying your coffee while you catch up on the daily news. Both bedrooms are equipped with queen size beds. The third bedroom has been set up as an office with desk and chair as well as a seating area with couch. Screened patio is delightfully decorated with table and chairs which is perfect for enjoying the cool evening breezes. Located walking distance from the Longwood Park where you can enjoy many outdoor activities including pickleball. This is a NO SMOKING property.

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

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

Remarks: Welcome to your slice of coastal living at 5835 Tidewood Avenue #16 in Sarasota, FL! This charming villa-style residence is perfectly situated west of US-41 in a desirable waterfront community, just minutes from the world-renowned Siesta Key beaches. This well-maintained unit offers a comfortable and functional layout ideal for seasonal or annual living. Enjoy a light and airy interior, complemented by serene surroundings and lush tropical landscaping. The property is nestled near the water, providing a peaceful setting while still being close to everything Sarasota has to offer. Residents will appreciate the convenient location—just north of Stickney Point Road—with easy access to shopping, dining, marinas, and entertainment. Whether you're heading to the beach, exploring local restaurants, or enjoying sunset walks along the water, this location delivers the ultimate Florida lifestyle. Highlights: Prime west-of-41 location near Siesta Key Villa-style living in a quiet, waterfront community Close to shopping, dining, and beaches Peaceful setting with tropical surroundings Perfect for those seeking relaxed coastal living with convenience and charm—schedule your showing today!

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

Listing Agent: Mike Sorensen (941-380-2900)

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: Annual furnished rental: Nature Lover’s Delight featuring Lake and Golf Corse views. Situated behind the secure gates of Bent Tree. Offering an Active 55+ Maintenance Free lifestyle with grounds maintenance, exterior maintenance; irrigation; pest control and community pool. Updated, ready to move in open floor plan. Spacious dining room with sliding glass doors to your own private Courtyard with fire pit; perfect for entertaining. Living room with vaulted ceiling & custom built-in bar with wine cooler. Laminate & Tile floors throughout. Renovated kitchen with granite countertops & custom-built ins and new Stainless Appliances. Primary Bedroom with gorgeous lake views; access to screened lanai; plantation shutters; walk-in closet; ensuite with separate vanities. Separate guest bedroom with adjoining, updated bath with new cabinet; granite countertop; fixtures & hardware. Enjoy quiet moments, panoramic, and tranquil golf course and water views from your spacious screened lanai complete with Paver deck & Vinyl panels to enjoy year-round outdoor living. Extra outside paver deck too. 2-Car Garage with storage. The Hammocks offer lush Florida foliage; serene lakes dotting the community; abundance of wildlife with plenty of places to walk and explore. Golf Memberships at Bent Tree is Optional. It is conveniently located to shopping, restaurants, grocery, hospital; and I-75. Perfect year-round residence. Washer/dryer included. Pet friendly with prior owner approval and pet fee. This is a non-smoking property. Requirements: Background check, First, last and security. Call today.

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

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

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: PLEASE READ CLOSELY: THIS IS NOT AN ANNUAL RENTAL! IT'S A SHORT TERM, OFF SEASON RENTAL. ONLY AVAILABLE FROM MAY 1, 2026 – DEC 28, 2026. Tastefully Renovated, Spacious 2 Bedroom, 2 Bath PLUS Office/Den End Unit Villa with a Fabulous Lake View. For the discerning renter who wants it all! New Kitchen, New Baths, New Flooring, New AC unit…New Everything! Turn-key furnished and furnished well! Two community pools are just a short walk away. Golf Pointe is a highly desirable community within Palm Aire and is just minutes from some of the best shopping and dining Sarasota has to offer. The Mall at UTC, Restaurants, Theaters and a Whole Foods Market are all just minutes away. Sarasota ’ s Award Winning Beaches & St. Armand’s Circle are less than a 30 minute drive. The Optional Palm Aire Country Club offers a variety of memberships for renters including a Full Equity , Sports Equity, Tennis Equity and Social Equity - something for everyone! First & Last Month’s Rent plus a Security Deposit & Credit Check required. Rent Includes: Basic Cable, WiFi Internet, Water & Sewer. Tenant to reimburse Landlord for Electric. 13% Florida State taxes applies to any lease less than 6 months + 1 day.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Donna Hampton (941-351-5111)

Remarks: Gulf Gate area, 55+ community in Woodside Village West, villa,quiet setting, 2b/2b, open floor, unfurnished, master suite bedroom with walk-in closet. Brand new A/C systtem since Dec 2024, Roof been replaced this year, all remodeled with granite counters in kitchen and baths, new wood cabinets, most newer appliances, including washer & dryer, porcelain tile flooring thru-out entire villa, has been painted a few months ago, new lighting in kitchen, baths & outside setting. Assigned parking space right in front of villa, plenty of guest parking. Community with heated pool. Great location, barely two miles to world known Siesta Key beach, restaurants close by and shopping, grocery stores, entertainment, theaters, parks. I-75 for quick access & commute. ONE OR MORE STAGGED PICTURES SHOWING ( villa is unfurnished ) JUST REDUCED RATE, first,last and security deposit prior move-in.

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Lydia Perignon (941-928-9072)

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: This 2-bedroom, 2-bath villa with a 2-car garage is located on a quiet waterfront lot in the sought-after, gated resort-style community of VillageWalk. This extended Capri III floor plan offers extra living space and a bright, open layout. The great room features vaulted ceilings, abundant natural light, and direct access to the screened lanai where you can relax and enjoy peaceful water views. The open kitchen includes Corian countertops, tile flooring, plenty of cabinetry, and a convenient closet pantry. The master bedroom suite has a walk-in closet, dual vanities, and a tiled shower. The second bedroom suite has a private bath and a walk-in closet. An extended den area provides flexible space for a home office, fitness area, or hobby room. Additional highlights include a laundry room with utility sink, upper cabinets, and storage closet. VillageWalk amenities include: full time activities coordinator, two geothermal heated pools, 6 Har-Tru tennis courts, pickleball, bocce, basketball, a state-the-art fitness center, a cafe’ and bar along with a poolside Tikibar, a hair salon, gift store, a private gas station and scenic walking and biking paths throughout the community’s lakes and bridges. You can enjoy all of this as a resident in VillageWalkLocated just minutes from Siesta Key Beach, Legacy Trail, shopping, dining, and Costco—this is Sarasota living at its best! Make a showing appointment today.

Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)

Listing Agent: Scott Albert (941-929-9333)

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)