Villa holiday rentals in Sarasota County

5 out of 5 average rating, 50 reviews

Siesta Villa

NEW to Airbnb - 1,478 SF Villa, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. 7-night min. *AC in the lanai, enclosed with hurricane sliding doors and daybed provides a comfortable place to relax or take a nap. LED string lights provide a romantic ambiance. * HIGH SPEED INTERNET (200 mbps) *Enjoy the beautiful pool and spa *Modern Kitch w Quartz tops *Master BR suite & 2nd BR separated by two baths *Bikes, beach chairs, towels, coolers, racket sport equip.

Superhost

4.92 out of 5 average rating, 39 reviews

3685 White Pine Court, Sarasota, Florida

Village Des Pins is park like setting with lakes,pine trees, oversized heated pool,Jacuzzi,2 lighted tennis courts, Basketball court, shuffleboard,putting green and picnic area with grills. Located just minutes from white sand Siesta Key Beach - voted the best beach in USA, Westfield shopping mall with 140 stores, restaurants, movie complex and food court. This 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai.

4.98 out of 5 average rating, 58 reviews

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A, Pizza

4.93 out of 5 average rating, 114 reviews

Two kayaks are positioned on calm water. One kayak is yellow, occupied by an adult, while the other is red and holds a child wearing a life jacket. Both individuals are seated, with paddles resting on the sides. Surrounding foliage offers a natural setting.

Villa in Englewood

Gorgeous Waterfront! Mermaid's Retreat Wows!

On Blue Island Inn's quiet main floor, Waterfront "Mermaid's Retreat" with 1 full bedroom, 1 bathroom, kitchen, 2 sofa sleepers & Bay views! Pool. Enjoy Bay Beach out back.1 parking spot. No boats. Low-key vacationers. Free use 2 kayaks. Ideal for 1 couple or small family as bathroom is off bedroom. Login to your favorite streaming service with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based).

A light-filled living area features soft, neutral-toned sofas arranged around a glass coffee table atop a textured area rug. Decorative elements, such as a floral arrangement and softly glowing lamps, complement the inviting atmosphere. A doorway leads to the kitchen, enhancing the open layout.

4.84 out of 5 average rating, 146 reviews

Updated Downtown Sarasota Villa, 2b/2b

Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

4.95 out of 5 average rating, 111 reviews

A bright living space is highlighted by a cozy sectional sofa and a decorative trunk. A wooden dining table with chairs is positioned near a doorway featuring a decorative glass design. The kitchen area, equipped with stainless steel appliances, is visible in the background.

Villa in Nokomis

Apr SALE! New modern 1 min to Beach, Yard, Pets OK

Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.

4.9 out of 5 average rating, 229 reviews

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

A charming villa exterior is depicted, featuring a bright façade with a red-tiled roof. Lush green landscaping surrounds the property, with palm trees and various shrubs casting soft shadows on the well-maintained grass.

5 out of 5 average rating, 26 reviews

Sunshine Get Away! Pool, Beach & Fun!

Completely Remodeled! Sunlight floods through every window of this end unit. All tile floors, granite counters, new appliances and all new furnishings. Fully equipped with everything you need to enjoy a carefree stay. King size bed in the master bedroom. Full size and twin bed in the guest bedroom. Peek a boo view of golf course and privacy green space view from lanai. Minutes from Westfiled Sarasota Square Mall, golf, restaurants and Siesta Beach which was recently named #1 beach in the USA.

Superhost

A spacious outdoor living area features a grid of screens and glass, providing a view of the pool. A table surrounded by wicker chairs sits nearby, complemented by a barbecue grill. Light reflects off the water, while vibrant landscaping can be seen through the windows.

4.97 out of 5 average rating, 39 reviews

Courtyard Villa w/Pool, Spa & Sauna close to Beach

Gorgeous courtyard pool home feathers high end quality construction throughout with high end upgrades, open split floor plan, high 10' volume cielings, porcelain and luxury plank floors, elegant designer chic touches make this home ideal for entertaining. Modern, open kitchen w/stainless steel appliances, Calcutta quartz countertops, large center island. Courtyard features outdoor kitchen, Jacuzzi, Sauna & outdoor shower. Walking distance to downtown restaurants and very close to beaches.

A single-story home is surrounded by greenery and palm trees, showcasing a light green exterior. A narrow pathway leads to the entrance, flanked by decorative planters. The white fence adds charm and defines the front yard, with large windows allowing natural light into the interiors.

4.88 out of 5 average rating, 297 reviews

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

4.98 out of 5 average rating, 125 reviews

Luxury Villa with Pool, Game Room, Near Beach

Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

A light-filled bedroom contains two twin beds covered in soft blue bedding adorned with coral patterns. A dresser is positioned between the beds, and large windows with blinds provide natural light. Light curtains complement the neutral wall color, contributing to a serene setting.