Santa Maria Holiday Rentals

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Holiday Rentals in Santa Maria

Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (20)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is AU$294
includes taxes & fees
18 June - 19 June
Casanova - Panoramic Rooms and Suites
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Fridge, microwave, oven, stovetop
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (101)
"Stephano goes out of his way to make his guests feel at home. The place was comfortable and spotless. We enjoyed getting to know our host and his city. The kitchen is well appointed with a well stocked wine rack. Read through the reviews, they are accurate! Comfortable bedding, lovely surroundings and, oh yes, a wonderful bakery across the street. Highly recommended!"
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Hotel San Gregorio
Seasonal outdoor pool, pool loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (99)
"Very nice staff, great service, super clean. Will stay again."
The price is AU$312
includes taxes & fees
19 June - 20 June
Hotel San Gregorio
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Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (124)
"Charming property in midst of magical Tuscany."
The price is AU$179
includes taxes & fees
9 June - 10 June
Bosco della Spina
House with garden and panoramic view over Lake Trasimeno
Pool
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (37)
"This house was absolutely stunning! Its very quiet, secluded, and serves as a perfect base to explore the area. We loved the pool and the gardens. Wish I could have stayed longer!"
House with garden and panoramic view over Lake Trasimeno
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (55)
"Great comfortable apt. with spectacular terrace"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Residenza Fabroni
Lobby
Residenza Fabroni
9.0 out of 10, Wonderful, (66)
"Amazing views!!! Great communications on directions and processes for check in and check out. "
The price is AU$180
includes taxes & fees
16 June - 17 June
Residenza Fabroni
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Outdoor pool
Traditional stone cottage in rural, tranquil and quiet location built in 1799
10.0 out of 10, Exceptional, (31)
"property and hosts were great. the drive down to it was an experience not to miss. you could hear a pin drop if it wasn't for the birds songs all day. thank you John and Diana for a brill time. 11 stars 🌟"
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Big house
Property grounds
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (56)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
17th century farmhouse with private pool and Wi-Fi and air conditioning
Pool
17th century farmhouse with private pool and Wi-Fi and air conditioning
9.4 out of 10, Exceptional, (32)
"This property is located approx 5km from the beautiful town of Arezzo. There is a bus every hour, daily, from Tregozanno, where the property is actually located, to Arezzo. It is very rustic and in a beautiful setting. So relaxing. And, because it’s not right in town, the best of both worlds. There are no restaurants in Tregozanno but there is a great butcher and deli/mini market. There is also a pharmacy and bar! Maurizio, the owner lives next door and is the loveliest, most helpful human being...
17th century farmhouse with private pool and Wi-Fi and air conditioning
Borgo Argiano
Terrace/patio
Borgo Argiano
10.0 out of 10, Exceptional, (51)
"Beautiful small hotel. We received a nice upgrade without asking for it. The apartments are very comfortable and has complete kitchens. They received us with a bottle of wine and some groceries. The hotel doesn't have a restaurant but there are some options nearby. I would only recommend staying here if you have a car. Good option to stay here and make day trips to different Tuscan towns."
Borgo Argiano
Abbadia Sicille Relais
Executive Suite, Hot Tub, Garden View | Terrace/patio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (144)
"It was good"
The price is AU$282
includes taxes & fees
11 June - 12 June
Abbadia Sicille Relais
Delcorto Suites
Interior
Delcorto Suites
10.0 out of 10, Exceptional, (14)
"The Delcorto Suites were alittle hard for us to find. It is a small name plate on the outside wall by the door. However, the room was wonderful we had the blue room and the breakfast is amazing. Cooked to order every morning. The bell tower is near by and rings on the hour between 8 am and midnight. Not a huge deal unless you go to bed early or want to sleep in. Room is spacious and the bed was comfortable. Convienant to every thing. We would definitely stay here again. Very charming. "
The price is AU$330
includes taxes & fees
11 June - 12 June
Delcorto Suites
Magnificent stone farmhouse in the heart of Tuscany
Exterior
Magnificent stone farmhouse in the heart of Tuscany
10.0 out of 10, Exceptional, (25)
"Our stay was most amazing. Filippo and Mr. Franco were very accommodating. The home is beautiful and the grounds stunning."
Magnificent stone farmhouse in the heart of Tuscany
Farmhouse in the hills with panoramic view and swimming pool
Pool
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (58)
"A super holiday. The location is superb with many places of interest within a 1 hour drive. Pool was maintained well and clean. We had a great 2 weeks."
Farmhouse in the hills with panoramic view and swimming pool
Il Tosco
Property entrance
Il Tosco
10.0 out of 10, Exceptional, (88)
"Il Tosco is a quiet, clean and charming place to stay while traveling in Tuscany. The common rooms are cozy and the elegant breakfasts are the best we encountered in Italy. This is a wonderful place to stay with a local quality. Well worth the higher cost. "
The price is AU$485
includes taxes & fees
5 July - 6 July
Il Tosco
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Outdoor dining
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
10.0 out of 10, Exceptional, (32)
"Authentic farmbouse with stunning Tuscany views. Peaceful beautiful region of Tuscany. Montefollonico had a decent small friendly grocery store and pharmacy is a short drive away. There are lots of towels and blankets. It was cold upon arrival and took a while to warm up the house as the heat was off likely for a few days at least. There is a charge for heat and hydro and the caretaker actually comes back out to read the meters and inspect the house. This was a bit of surprise and had never...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Il Poggio dell'Eremita
Interior
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (37)
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Santa Maria you may be interested in

Monastero di Cortona Hotel & Spa
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (170)
"What a beautiful place. Staff was amazing, so helpful in every way. Lovely breakfasts in the garden. Their bartender fixes some incredible cocktails and the one night we had dinner in the hotel restaurant, everything was delicious. A word of advice: If you’re driving, insist on a SMALL rental car. Cortona is full of tiny curvy cobblestone streets some of which you must drive through to get to and from the hotel. We were offered an upgrade to a Jeep with the turning radius of a semi truck and...
The price is AU$532
includes taxes & fees
1 July - 2 July
Monastero di Cortona Hotel & Spa
Hotel Relais II Chiostro di Pienza
Seasonal outdoor pool, pool loungers
Hotel Relais II Chiostro di Pienza
4.0 star property
8.8 out of 10, Excellent, (515)
"Excellent location"
The price is AU$150
includes taxes & fees
13 June - 14 June
Hotel Relais II Chiostro di Pienza
Villa di Piazzano - Small Luxury Hotel of the World
Courtyard
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (176)
"This hotel is one of the best we have experienced. The setting is beautiful, the room was very nice, the food was the best we had in Italy (and beyond) and the service is impeccable. The entire staff is amazing, but we wanted to point out the extra efforts from Paolo, Davide and Mikelo. Now we know why we met several returning couples to this property. We will return as well!"
The price is AU$847
includes taxes & fees
16 June - 17 June
Villa di Piazzano - Small Luxury Hotel of the World
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Santa Maria holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Santa Maria holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Santa Maria holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Santa Maria holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Santa Maria. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Santa Maria holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Santa Maria holiday rentals we have selected for you start as low as AU$176 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Santa Maria rentals

At Expedia, we put the best Santa Maria holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Santa Maria rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Santa Maria holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Santa Maria. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Santa Maria?

Yes, there are holiday rentals close to the most popular sights in Santa Maria, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Santa Maria?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Santa Maria stay.

What’s there to see and do in Santa Maria?

Explore the area and family-friendly sights such as Arezzo Equestrian Centre, or get out into nature at a spot like Terme Antica Querciolaia. Valdichiana Outlet Village and San Giovanni Terme Rapolano are a couple of places you'll find in the wider area.

What’s a holiday rental in Santa Maria like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Santa Maria. Holiday rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.

Recent reviews of Santa Maria properties
Expedia verified reviews

Hotel Corsignano

Hotel Corsignano

5/5 Excellent
"Really nice hotel just a few mins walk from the town, we sat on the terrace briefly for a couple glasses of wine. The rooms were really nice and I would stay here again. Hotel staff was friendly! "
A verified traveller stayed at Hotel Corsignano
Posted 1 day ago
Hotel Corsignano