Villas and Holiday homes in Sarasota, FL

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Sarasota, FL holiday homes
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1063 Villa rentals in Sarasota, FL

Best Sarasota, FL villas and holiday homes with a pool

Among the 1063 accommodations in Sarasota, FL, here are the 4 best villas and holiday homes with a pool

Shore Thing - 185 - Sarasota, FL
No reviews

Shore Thing - 185

house, Sarasota
Shore Thing - 185, a Siesta Key holiday home, is situated approximately 6.4 km from Sarasota's city centre and 12.6 km from the Ringling Museum of Art, offering easy access to Sarasota's attractions.
This five-bedroom, four-bathroom property sleeps 21 guests and boasts a private pool, spa, fitness centre, and free Wi-Fi, alongside a fully equipped kitchen and convenient on-site parking.
Lakefront Siesta Key Condo With Private Beach Access - Sarasota, FL
9.3 3 reviews

Lakefront Siesta Key Condo With Private Beach Access

house, Siesta Key
This Siesta Key condo, near Crescent Beach, is approximately 11 kilometres from Sarasota Opera House and 18 kilometres from The Ringling Museum.
The 102-square-metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a private pool, sauna, fitness centre, tennis court, and free Wi-Fi; enjoy easy access to Crescent Beach and the property's lakefront location with private beach access.
Ringside On Ringling - Sarasota, FL
No reviews

Ringside On Ringling

house, Sarasota
This four-bedroom holiday home in Sarasota is located a short drive from the Ringling Museum of Art, 2.6 kilometres from the Sarasota Opera, and offers convenient access to the airport and a popular waterfront dining spot.
This 204 square metre property accommodates up to 15 guests, featuring a fully equipped kitchen, air conditioning, WiFi, a swimming pool, a garden, and an on-site spa.
186 M² House ∙ 4 Bedrooms ∙ 10 Guests - Sarasota, FL
10 2 reviews

186 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Sarasota
This Siesta Key property, situated in the Sunset West area, is a short walk from Shell Beach, 3.2km from Siesta Key Village, and 5km from Siesta Key Public Beach.
This four-bedroom, three-bathroom house offers 186 square metres of living space, sleeping up to ten guests and boasting a private heated pool, in-ground spa, three-hole putting green, and built-in bar.

Best Sarasota, FL villas and holiday homes with a kitchen

72 M² House ∙ 2 Bedrooms ∙ 6 Guests - Sarasota, FL
No reviews

72 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Sarasota
House to rent for 6 guests. You will be in Sarasota.
Services and facilities include an iron, a washing machine and a garden. This house is ideal for families.
Florinda 3bdr/2bth 2car Garage With New Pool - Sarasota, FL
9.1 73 reviews

Florinda 3bdr/2bth 2car Garage With New Pool

house, South Sarasota
This South Sarasota holiday home is conveniently located near the Ringling Museum (12.6 km), Sarasota Opera House (6.7 km), and St. Armands Circle (11 km), offering easy access to cultural attractions.
The 130 square metre property sleeps up to 11 guests in 3 bedrooms and 2 bathrooms, boasting a private pool, fully equipped kitchen, free Wi-Fi, and outdoor dining area, plus free private parking.
Lazy Days - 1 Block To The Beach Private Pool - Sarasota, FL
No reviews

Lazy Days - 1 Block To The Beach Private Pool

house, Sarasota
This Sarasota dwelling, situated in Bailey Hall, offers direct beach access and is just a 4-minute walk to Lido Beach, with the John and Mable Ringling Museum of Art located 10.3 kilometres away.
This spacious 111 square metre residence accommodates up to 17 guests, featuring a private swimming pool, a fully equipped kitchen, air conditioning, complimentary WiFi, and outdoor seating, with cycling opportunities nearby.
Bright Coastal Condo: Walk To Lido Key Beach! - Sarasota, FL
9.7 108 reviews

Bright Coastal Condo: Walk To Lido Key Beach!

house, Sarasota
This Sarasota coastal apartment, near Lido Key Beach, is a short distance (a few kilometres) from St. Armands Circle and Lido Beach.
The 102 square metre property offers two bedrooms, a fully equipped kitchen with dishwasher, private terrace, in-unit laundry, free Wi-Fi, and parking, sleeping up to four guests and providing sea views.

Frequently asked questions about villa rentals in Sarasota, FL

  • What are the must-see attractions in Sarasota, FL?

    Sarasota has plenty to offer. You must visit the Ringling Museum, a stunning complex showcasing art, circus history, and beautiful gardens. The Mote Marine Laboratory & Aquarium is another must-see, where you can learn about marine life and see fascinating creatures. For a taste of the local culture, head to the Sarasota Farmers Market, which is a vibrant hub of fresh produce, crafts, and local vendors.
  • What are the best villa rentals in Sarasota, FL?

  • What indoor activities for families are available in Sarasota, FL on rainy days?

    On a rainy day, you can take the kids to the Sarasota Jungle Gardens, a tropical paradise with exotic birds, reptiles, and a beautiful botanical garden. The Sarasota Children's Museum is another great option, where kids can learn and play through interactive exhibits. For a fun and educational experience, consider visiting the Marie Selby Botanical Gardens, a stunning indoor botanical garden with a diverse collection of plants.
  • What are the best villa rentals with a pool in Sarasota, FL?

  • What are the best activities in Sarasota, FL?

    Sarasota is known for its beautiful beaches, so spending time on Siesta Key Beach is a must. For a unique experience, take a sunset cruise on the bay. If you're looking for something more active, rent a kayak or paddleboard and explore the waterways. And don't miss the opportunity to visit the Van Wezel Performing Arts Hall, a beautiful venue that hosts a variety of concerts and shows.
  • What are the best villa rentals with a jacuzzi in Sarasota, FL?

  • What are the advantages of renting a house or a villa in Sarasota, FL

    Renting a house or villa in Sarasota offers more space and privacy compared to a hotel. You'll often find amenities like a private pool, a fully equipped kitchen, and a laundry room, giving you more flexibility and comfort during your stay. Some villas also offer stunning views of the Gulf of Mexico or the bay.
  • What are the best villa rentals for families and kids in Sarasota, FL?

    The best villa rentals for families and kids in Sarasota, FL are The Cottage At Central Park, Clean And Modern Sarasota Studio and The Cottage At Central Park Ii.

  • What food festivals or culinary events take place in and around Sarasota, FL?

    Sarasota hosts several food festivals throughout the year. The Sarasota Seafood & Music Festival is a popular event, featuring fresh seafood, live music, and craft vendors. The Sarasota Wine Festival is another highlight, showcasing local and international wines, culinary demonstrations, and live entertainment. For a taste of the local culture, check out the monthly Downtown Sarasota Farmers Market.
  • What are the best pet friendly villa rentals in Sarasota, FL?

  • What exclusive experiences are available when visiting Sarasota, FL?

    For a truly exclusive experience, consider a private boat tour of the Sarasota Bay. You can enjoy breathtaking views of the coastline, spot dolphins and other marine life, and even have a picnic on a secluded beach. You can also book a private chef to prepare a delicious meal in your villa, or take a private art tour of the Ringling Museum.
  • What are the best villa rentals with parking in Sarasota, FL?

  • Which part of Sarasota, FL would be ideal for a villa rental?

    Siesta Key is a popular choice for villa rentals, offering beautiful beaches, charming shops, and a variety of restaurants. The area around Lido Key is also a great option, with its beautiful beaches, luxury hotels, and upscale restaurants. For a more secluded experience, consider renting a villa in the quiet, residential neighbourhood of Southgate, which is just a short drive from downtown Sarasota.

Popular destinations

Best Sarasota, FL villas and holiday homes with air conditioning

Heated Pool Home - Close To Beaches, Restaurants & More! - Sarasota, FL
9.8 111 reviews

Heated Pool Home - Close To Beaches, Restaurants & More!

house, Southgate
This Sarasota holiday home, near Southgate, is situated approximately 7.2km from Sarasota Opera and 11.4km from St. Armands Circle, offering convenient access to local beaches and restaurants.
The 146 square metre property boasts three bedrooms, two bathrooms, a private heated pool, free Wi-Fi, private parking, and a fully equipped kitchen, comfortably accommodating families or groups.
Kingston Arms, 2nd Floor, Walk To Beach - Sarasota, FL
9.8 83 reviews

Kingston Arms, 2nd Floor, Walk To Beach

house, Sarasota
Kingston Arms is a short walk from Lido Beach in Sarasota, close to South Lido Beach and Longboat Key Beach, offering easy access to the beautiful white sand and turquoise waters. This property has been rated excellent for location, cleanliness, and user experience.
This house is 96 square metres and features an elevator, free private parking, and complimentary Wi-Fi. Enjoy a comfortable stay with air conditioning, a seating area, a fully equipped kitchen, satellite TV, and a bathroom with a hairdryer, as well as a swimming pool, jacuzzi, terrace, garden, and a location close to the St. Armands Circle shopping and dining district.
3606 Villa Franca - Pet Friendly - Sarasota, FL
8.7 48 reviews

3606 Villa Franca - Pet Friendly

house, Southgate
This pet-friendly holiday home, 3606 Villa Franca, is situated in Sarasota, Florida, approximately 6.7 km from St. Armands Circle and 12 km from Sarasota Bradenton International Airport.
The 1000 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a terrace, garden, parking, and free Wi-Fi; ideal for families or groups.
Villa 6 ·Pool     1 King  1 Queen.   Daily Rentals - Sarasota, FL
9.8 307 reviews

Villa 6 ·Pool 1 King 1 Queen. Daily Rentals

apartment, Siesta Key
This apartment is located just 0.8 kilometres from Point of Rocks and Crescent Beach, and 2 kilometres from Siesta Key Beach, making it ideal for exploring the area’s beautiful beaches. It has received excellent ratings for its location, cleanliness and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It offers a fully equipped kitchen, a private terrace, a swimming pool, a spa and parking, ensuring a relaxing and enjoyable stay.

Best Sarasota, FL villas and holiday homes with jacuzzi

Top Deck Estate - Sarasota, FL
No reviews

Top Deck Estate

house, Siesta Key
This expansive property in Siesta Key offers unparalleled proximity to Siesta Key Beach, a mere 200-metre stroll away, with Marina Jack and Sarasota Opera situated 6.8 kilometres distant.
Boasting a generous 743 square metres of living space, this residence accommodates up to 62 guests across 12 bedrooms and 13 bathrooms, featuring a private pool, an additional outdoor pool, a spa, a games room, and lift access.
139 M² House ∙ 3 Bedrooms ∙ 7 Guests - Sarasota, FL
No reviews

139 M² House ∙ 3 Bedrooms ∙ 7 Guests

house, North Sarasota
This detached house is located in the Country Oaks district of North Sarasota, 1.6 kilometres from Conservatory Park and a 17-minute drive from downtown Sarasota.
This property offers 139 square metres of living space with 3 bedrooms and 2 bathrooms, accommodating up to 7 guests, featuring a resort-style saltwater pool, a fully equipped kitchen, and a 70-inch television with a Bose sound system.
Lux Villas On Beautiful Palmer Ranch - Sarasota, FL
9.2 97 reviews

Lux Villas On Beautiful Palmer Ranch

house, Gulf Gate Estates
This luxurious villa is situated on Palmer Ranch, just 21 kilometres from the John and Mable Ringling Museum of Art and 14 kilometres from Sarasota Opera and Marina Jack Restaurant and Marina, offering a peaceful escape from the hustle and bustle of city life. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The villa spans 156 square metres and features two bedrooms and two bathrooms. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a restaurant on-site, offering a comfortable and enjoyable stay.
Cypress Lake Pool Home - Sarasota, FL
No reviews

Cypress Lake Pool Home

house, North Sarasota
This Cypress Lake pool home is situated in North Sarasota, approximately 6.4 kilometres from the Sarasota County Visitor Information Centre and History Museum, 5.3 kilometres from Sarasota Jungle Gardens, and 4.3 kilometres from the John and Mable Ringling Museum of Art, with the Sarasota International Convention Centre just 4 kilometres away and Sarasota Bradenton International Airport 3.1 kilometres distant.
This detached property offers accommodation for up to 13 guests, featuring a private swimming pool, a hot tub, air conditioning, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher, alongside opportunities for cycling.
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