Holiday Rentals in Santa Maria

Start date: Check-in selected.
To Date
End date: Check-out

    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
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Holiday Rentals in Santa Maria

View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
The price is €71
includes taxes & fees
2 Nov - 3 Nov
Abbadia Sicille Relais
Lobby
Residenza Fabroni
Residenza Fabroni
8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is €87
includes taxes & fees
24 Oct - 25 Oct
Residenza Fabroni
Deluxe Double Room | View from room
Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (49)
"Beautiful place and area with very good restaurants close by! We stayed in the cottage and it was well equipped with everything you need! "
Affitacamere Maria Gabriella
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (130)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is €122
includes taxes & fees
4 Nov - 5 Nov
Hotel San Gregorio
Aerial view
Bosco della Spina
Bosco della Spina
9.6 out of 10, Exceptional, (166)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Outdoor pool, pool umbrellas, pool loungers
Villa Curina Resort
Villa Curina Resort
9.6 out of 10, Exceptional, (63)
"We had a truly AMAZING experience. So much so that our 18 year old said she wanted to come back and get married there!! Wonderful people, atmosphere, food, and wine Thank you Andrea for the suggestions). "
Villa Curina Resort
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B
DormiVeglia B&B
10.0 out of 10, Exceptional, (26)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
DormiVeglia B&B
Exterior
Meublé Il Riccio
Meublé Il Riccio
9.6 out of 10, Exceptional, (80)
"Excellent location and hospitality…"
Meublé Il Riccio
Premium bedding, down duvets, minibar, in-room safe
La Locanda di San Francesco
La Locanda di San Francesco
9.8 out of 10, Exceptional, (125)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
The price is €181
includes taxes & fees
6 Nov - 7 Nov
La Locanda di San Francesco
Exterior
Bed & Breakfast Vicolo dell'Oste
Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (124)
"Great hosts, central location "
The price is €139
includes taxes & fees
17 Oct - 18 Oct
Bed & Breakfast Vicolo dell'Oste
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina
Borgo Argenina
9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
Free daily cooked-to-order breakfast
San Michele al Borgo
San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Very caring and friendly staff!"
The price is €127
includes taxes & fees
26 Oct - 27 Oct
San Michele al Borgo
Interior
Delcorto Suites
Delcorto Suites
10.0 out of 10, Exceptional, (29)
"Exceptional service great building felt like a Medici!"
The price is €172
includes taxes & fees
17 Oct - 18 Oct
Delcorto Suites
Front of property
Locanda Antico Borgo
Locanda Antico Borgo
9.2 out of 10, Wonderful, (20)
"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. "
The price is €110
includes taxes & fees
17 Oct - 18 Oct
Locanda Antico Borgo
Exterior
Podere La Chiusella
Podere La Chiusella
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Podere La Chiusella
Luxury Room, Jetted Tub, City View
B&B 52cento
B&B 52cento
8.0 out of 10, Very good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
The price is €87
includes taxes & fees
26 Oct - 27 Oct
B&B 52cento
Property entrance
Castello di Modanella
Castello di Modanella
7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
Balcony
Cameracaffè Centro
Cameracaffè Centro
8.6 out of 10, Excellent, (175)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
The price is €95
includes taxes & fees
28 Oct - 29 Oct
Cameracaffè Centro
Suite Bernardo, Panoramica al terzo piano senza ascensore
PienzaLettings Suites
PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
PienzaLettings Suites
Property entrance
Il Tosco
Il Tosco
10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is €280
includes taxes & fees
3 Nov - 4 Nov
Il Tosco
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I was here for some mother/daughter time and we loved making this our base to visit the surrounding towns. Timeless elegance!"
Barbara 4-night trip
Posted 6 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Santa Maria

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, apart-hotels, 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 favorite 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 depends 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 €71 per night. Entering your travel dates in the search wizard you might find 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.

What are some of the best holiday rentals that Santa Maria has to offer?

Borgo Argiano: This holiday home rental outside of Santa Maria is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

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.