Villas and Vacation Homes in Sarasota, FL

This vintage escape offers a stylish retreat in a tranquil area of Sarasota, providing convenient access to the city's attractions.
A retro-inspired 2-bedroom, 1-bathroom villa accommodating up to 4 guests, this welcoming holiday home features a record player, a bright kitchen, and a lush outdoor lounge with a BBQ and fire pit, all complemented by exterior security cameras.

Located in the Luna Flores district of South Sarasota, this villa is a short distance from the area's attractions.
This expansive holiday home accommodates up to 16 guests with 6 bedrooms and 4 bathrooms, featuring two heated private pools and well-equipped kitchens in each of its two units.

This Sarasota bungalow offers a prime location, situated 1.1 miles from Sarasota Square and providing easy access to downtown attractions including Marina Jack (4.3 miles) and the Ringling Museum (8.1 miles).
Enjoy a spacious 9690 square foot holiday home with air conditioning, complimentary WiFi, and a fully equipped kitchen, perfect for exploring the nearby amenities and cultural sites.

Conveniently located in Southgate, this vacation rental is just 6 miles from the coast and a short walk to a local park, offering easy access to Pinecraft for authentic Amish cuisine.
This welcoming villa provides air conditioning, a swimming pool, a furnished patio, and a full kitchen, making it an ideal holiday home for up to 2 guests seeking a relaxed stay in Sarasota.

Conveniently located in Siesta Key, this cottage offers easy access to Irma Beach and Siesta Key Beach, both within 1 mile, and is also close to Shell Beach and the Siesta Key Farmers Market.
This welcoming beach house provides a full kitchen with a dishwasher, air conditioning, a garden, and parking, making it an ideal holiday home for exploring the area.

Conveniently located just a 5-minute drive from downtown Sarasota's Main Street and dining, this private home offers easy access to Lido Key Beach, Siesta Key, and St. Armands Circle.
This welcoming 3-bedroom, 2-bathroom holiday home accommodates up to 6 guests and features a dedicated workspace, a Weber grill, bikes for exploring the Legacy Trail, and beach essentials, making it an ideal villa for your Sarasota getaway.

Just 500 feet from Siesta Key Beach, this Southgate villa offers convenient access to upscale shopping and dining at St. Armands Circle and cultural attractions in Downtown Sarasota, all within a 15-minute drive.
This welcoming holiday home accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a full kitchen with a dishwasher, a garden with a BBQ, and on-site parking, plus pickleball rackets and lounge chairs for outdoor enjoyment.

Located in Siesta Key, this single-family home is a short distance from the #1 rated beach in the US, Siesta Key Village, and local dining.
This welcoming villa offers 1550 square feet of living space with 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests with amenities including a private swimming pool, garden, and bar, making it an ideal holiday home.

This welcoming 3-bedroom house in South Sarasota offers convenient access to local attractions, providing a prime location for your vacation.
Enjoy a private swimming pool, a game house with ping pong and basketball, and an outdoor patio with a BBQ grill, making this a perfect family-friendly villa with high-speed WIFI and parking for up to 8 guests.

This welcoming cottage is located in Siesta Key, a mere 500 feet from the world-renowned Siesta Beach and a short walk to Siesta Key Village.
Enjoy a private kitchen, air conditioning, a shared pool, and a hot tub at this ideal beach house, perfect for up to 4 guests seeking a relaxing holiday home experience.

Located in the prime Gillespie Park district, this villa offers a quiet street setting less than 4.5 miles from Lido Beach and St. Armands Circle, with easy walking access to Citrus Square and Downtown Sarasota's cultural attractions.
This welcoming holiday home accommodates up to 5 guests with 2 bedrooms and 2 bathrooms, featuring a private swimming pool, garden, and parking, alongside a kitchen equipped with a fridge, freezer, and dishwasher for a comfortable stay.

Centrally located in Sarasota, this family-friendly holiday home is just minutes from Pinecraft's restaurants and ice cream shops, and the Legacy Trail for outdoor activities, with Pompano Pickleball Courts nearby and Lido Key and Siesta Key beaches a 20-minute drive away.
This 4-bedroom, 2-bathroom villa accommodates up to 8 guests and features a brand-new, enclosed patio with a pool, offering a safe and relaxing oasis perfect for family vacations.

Directly on the beach in Bradenton, this luxury villa offers a private retreat just 4.2 miles from the Van Wezel Performing Arts Hall and 4.4 miles from The John and Mable Ringling Museum of Art.
This spacious 4200 square foot holiday home accommodates up to 24 guests with 5 bedrooms, a fully equipped kitchen, a swimming pool, a spa, and a fitness center, plus on-site parking and complimentary WiFi.

Located in Whitfield, this exceptional villa offers convenient access to Siesta and Lido beaches, is just 5 miles from IMG Academy, and 14 miles from Anna Maria Island.
This spacious 2650 square foot holiday home comfortably accommodates 12 guests with 4 bedrooms, a fully equipped kitchen, a private fenced yard, and a large swimming pool with numerous pool toys, making it ideal for group gatherings.

Just 0.1 miles from the world-famous Siesta Key Beach, this cottage offers a prime location within walking distance to Siesta Key Village's boutiques and eateries, making it an ideal holiday home for exploring the area.
This welcoming 670 sq ft cottage, featuring a unique upstairs bedroom accessed via a spiral staircase, accommodates up to 4 guests and boasts a private patio, a shared heated swimming pool, and is part of the CottageClean™ Program for a superior stay.

Just 500 feet from Lido Beach, this cottage offers a prime location near St. Armand's Circle, providing convenient access to upscale shopping and dining in Sarasota.
This excellent holiday home, a perfect beach house, features a private furnished patio, a heated community pool, and beach gear, accommodating up to 2 guests with a kitchenette and a walk-in shower.