Santa Maria Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Santa Maria vacation rentals

Exterior

Rustic Retreat with Pool

Rustic Retreat with Pool
Lucignano
10.0 out of 10, Exceptional, (26 reviews)
"Salt water swimming pool is superb,, all required amenities and more are present, well maintained"
United States
Anonymous traveler
The price is ￥22,825
￥49,693 total
includes taxes & fees
May 8 - May 9
Rustic Retreat with Pool
Outdoor dining

A Cottage Wrapped in Cypress Dreams

A Cottage Wrapped in Cypress Dreams
Lucignano
9.4 out of 10, Exceptional, (19 reviews)
"Really nice agriturismo. Good beds, kitchen and living room are suffficient. Pool is really great."
United States
Anonymous traveler
The price is ￥25,272
￥52,140 total
includes taxes & fees
May 3 - May 4
A Cottage Wrapped in Cypress Dreams
Cottage | Exterior

Rustic Retreat With Pool

Rustic Retreat With Pool
Lucignano
The price is ￥45,813
￥50,947 total
includes taxes & fees
May 5 - May 6
Rustic Retreat With Pool
Exterior

Cottage in Tuscany with Pool & Olive Groves

Cottage in Tuscany with Pool & Olive Groves
Lucignano
9.4 out of 10, Exceptional, (18 reviews)
"Het was een prima verblijf, het enige minpuntje was dat een badkamer in de kelder was, dus een stel moest 2 trappen naar beneden. Verder alles goed geregeld, schoon en mooi zwembad. De barbecue werd na gebruik door de eigenaar ‘s morgens vroeg helemaal schoongemaakt. Super lux 😃"
Germany
sylvia w.
The price is ￥28,572
￥55,440 total
includes taxes & fees
May 8 - May 9
Cottage in Tuscany with Pool & Olive Groves
Outdoor dining

Tuscan Retreat with Pool

Tuscan Retreat with Pool
Lucignano
9.4 out of 10, Exceptional, (36 reviews)
"Had a pleasant stay at this Tuscan gem, The owners were incredibly hospitable, and we enjoyed the peaceful atmosphere, While we did not use the pool since it opens in June, the garden was a perfect spot for relaxation, A great home base for our Tuscany adventures"
United States
Anonymous traveler
The price is ￥44,757
￥53,222 total
includes taxes & fees
May 8 - May 9
Tuscan Retreat with Pool
Cottage | Dining

Tuscan Retreat With Pool

Tuscan Retreat With Pool
Lucignano
The price is ￥48,369
￥53,758 total
includes taxes & fees
May 5 - May 6
Tuscan Retreat With Pool
Cottage | Exterior

Cottage in Tuscany With Pool & Olive Groves

Cottage in Tuscany With Pool & Olive Groves
Lucignano
The price is ￥49,602
￥55,115 total
includes taxes & fees
May 5 - May 6
Cottage in Tuscany With Pool & Olive Groves
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ￥15,509
￥18,164 total
includes taxes & fees
May 4 - May 5
iConic Wellness Resort
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (28 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ￥15,094
￥17,340 total
includes taxes & fees
May 4 - May 5
DormiVeglia B&B
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ￥25,475
￥28,022 total
includes taxes & fees
May 16 - May 17
Villa di Sotto
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (99 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is ￥14,840
￥17,059 total
includes taxes & fees
May 12 - May 13
Residenza Fabroni
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is ￥37,746
￥42,257 total
includes taxes & fees
May 4 - May 5
Castello di Gargonza
1 bedroom, free WiFi, bed sheets

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is ￥29,444
￥34,597 total
includes taxes & fees
May 5 - May 6
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (81 reviews)
"Fantastic place"
United States
Clifford
The price is ￥28,330
￥31,899 total
includes taxes & fees
May 10 - May 11
Casanova - Panoramic Rooms and Suites
Offices

Dolce Casa 2 Summary:

Dolce Casa 2 Summary:
Arezzo
The price is ￥14,128
￥19,652 total
includes taxes & fees
May 4 - May 5
Dolce Casa 2 Summary:
Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is ￥11,594
￥14,906 total
includes taxes & fees
May 3 - May 4
Holiday home with panoramic terrace ideal for families and couples
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (173 reviews)
"The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the pool was VERY cold (normal in April) and the jacuzzi was not inviting (bee nest, Luke warm, in the shade...). Concerning the breakfast, note that it is not a buffet, a box get delivered to your room. You...
Canada
Chantal
The price is ￥25,746
￥28,873 total
includes taxes & fees
May 5 - May 6
Abbadia Sicille Relais
Exterior

Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is ￥33,124
￥47,110 total
includes taxes & fees
May 8 - May 9
Eagle House
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ￥34,007
￥38,328 total
includes taxes & fees
May 19 - May 20
Albergo Diffuso Borgo Santo
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (171 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ￥18,798
￥22,151 total
includes taxes & fees
May 21 - May 22
Bosco della Spina
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.
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Top Santa Maria Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"WOW. What a spectacular property! Everything about this spot well exceeded our expectations, from the location, the quality of the rooms and shower, the grounds, the pool, the dining and most of all, the staff. 15 out of 10! Just wish we could have stayed longer..."
Christy 4-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Santa Maria

Search for holiday rentals in Santa Maria on Expedia! You can easily find your home rentals, villas, holiday apartments in Santa Maria using one of the methods below:

  • View our selection of featured holiday rentals in Santa Maria
  • Use the map to find apartments and other holiday homes in the Santa Maria neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Santa Maria while they last

Look no further and take a look at our great range of rental properties in Santa Maria!

Frequently asked questions

Can I find a vacation rental in Santa Maria?

Yes, we have vacation rentals near top local attractions in Santa Maria, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Santa Maria?

Borgo Argiano: Visitors like this Santa Maria vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Santa Maria?

With 3 Expedia vacation rentals, you're sure 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 Siena Circuit, 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 larger area.

What’s a vacation rental in Santa Maria like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Santa Maria. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.