Default HTG hotel image

Search Holiday Rentals in Santa Maria

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Santa Maria holiday rentals

A spa area with a stone-walled arch, a hot tub, and a small window.

1. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 2.859.770 ₫
3.261.933 ₫ total
includes taxes & fees
8 Nov - 9 Nov
DormiVeglia B&B
An arched stone gateway leading to a pathway lined with potted plants and lights.

2. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is 2.590.376 ₫
3.837.057 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Castello di Modanella
A bathroom with a bathtub, a mirror, and a countertop with two glasses of white wine and a bowl of cherries.

3. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is 1.687.343 ₫
1.943.217 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Abbadia Sicille Relais
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is 2.400.305 ₫
2.756.522 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Villa Fontis Rapolano
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

5. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.138.886 ₫
2.498.007 ₫ total
includes taxes & fees
28 Oct - 29 Oct
RESIDENCE LECCIO
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

6. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.107.199 ₫
2.434.105 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Artisti del Cavallo Tourism
A stone building with a sloped roof, a small porch, and a gravel driveway.

7. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is 2.707.361 ₫
3.094.283 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Podere La Chiusella
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

8. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 6.271.426 ₫
7.014.755 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Castello di Gargonza
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

9. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is 7.321.764 ₫
8.170.126 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Fontelunga Hotel & Villas
Pool

10. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is 1.925.093 ₫
2.291.882 ₫ total
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
An arched stone bridge with a white building on the right, featuring a balcony with plants.

11. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is 2.983.878 ₫
3.282.266 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Locanda Antico Borgo
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

12. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is 3.570.092 ₫
4.043.287 ₫ total
includes taxes & fees
23 Oct - 24 Oct
La Murata
A villa with a swimming pool, outdoor seating, and a tennis court.

13. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is 3.793.222 ₫
4.288.730 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Villa Curina Resort
A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is 2.816.200 ₫
3.821.080 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Affitacamere Maria Gabriella
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

15. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is 3.644.028 ₫
4.124.616 ₫ total
includes taxes & fees
25 Oct - 26 Oct
San Michele al Borgo
A stone building with a gravel driveway and lush greenery.

16. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
8.0 out of 10, Very good, (1 review)
The price is 5.800.184 ₫
6.467.342 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Luxury resort in the Tuscan countryside
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

17. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (166 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is 3.742.945 ₫
4.291.636 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Maria Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

8/10 Good
"When we arrived the gate to the hotel was locked. Called the hotel and then a person drove up and helped us to check in. He was very nice. The hotel is very old, but a decent place to stay for a night."
John 1-night trip
Posted 12 hours ago
Nuovo Etruria Resort

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 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 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.