Santa Maria holiday rentals

We found 839 holiday rentals — enter your dates for availability
Discover a selection of 7 cottages and other holiday rentals in Santa Maria that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Santa Maria getaway

Learn about the unique charm of Santa Maria with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Santa Maria

Are you looking for top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Santa Maria a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (6.5 mi / 10.4 km)
  • San Giovanni Terme Rapolano (7.1 mi / 11.4 km)
  • Villa a Sesta Polo Club (11.5 mi / 18.6 km)
  • Tenuta Valdipiatta (11.9 mi / 19.2 km)
  • Cantina del Redi (12.7 mi / 20.4 km)
  • Consorzio del Vino Nobile di Montepulciano (12.8 mi / 20.5 km)

Exploring the natural features in Santa Maria

Whether you're looking for fun outdoor activities or just want to take in the scenery, Santa Maria is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (6.5 mi / 10.4 km)
  • Historic Centre of Pienza (13.9 mi / 22.3 km)
  • Val di Chiana (13.9 mi / 22.3 km)
  • Terme di Montepulciano Spa (14.3 mi / 23 km)
  • Piazza Guido Monaco (15 mi / 24.2 km)
  • Bosco della Ragnaia (11 mi / 17.6 km)

Frequently asked questions

What is the best area to stay in Santa Maria when booking a holiday rental?
When considering a holiday rental in Santa Maria, Tuscany, the area around the historic centre is particularly appealing. This neighbourhood offers a charming atmosphere with its ancient architecture and picturesque streets, making it great for those looking to immerse themselves in local culture. You'll find a variety of properties available, from quaint villas to cosy apartments, which cater to different tastes and budgets.One of the top attractions nearby is the stunning local cathedral, renowned for its beautiful frescoes and rich history. Additionally, the surrounding countryside provides excellent opportunities for outdoor activities, such as hiking and cycling, allowing visitors to experience the breathtaking Tuscan landscape firsthand. The proximity to local markets and traditional trattorias also ensures that you'll have ample chances to indulge in the region's renowned cuisine.
What are the top attractions in Santa Maria?
In Santa Maria, Tuscany, visitors can experience firsthand the charm of the Italian countryside while exploring several attractions. The historic town centre boasts beautiful architecture and quaint streets, great for leisurely strolls. Nearby, the stunning vineyards and olive groves offer opportunities for wine tasting and sampling local olive oil, making it a delightful experience for food enthusiasts.The picturesque landscape surrounding Santa Maria includes rolling hills and scenic views ideal for hiking and cycling. The area is also close to the larger town of Montecatini Terme, known for its thermal baths and spa culture, providing a relaxing retreat.
Are all fees included in the Santa Maria holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Santa Maria holiday homes with parking?
Stayz offers a wide selection of holiday homes in Santa Maria with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Santa Maria holiday homes?
You can find great discounts on holiday homes in Santa Maria on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Santa Maria holiday home booking on Stayz?
To find Santa Maria holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Santa Maria?
A long-stay holiday home in Santa Maria is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Santa Maria holiday home?
Book your Santa Maria holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Santa Maria?
Prices for holiday homes in Santa Maria vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Santa Maria to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas