Santa Maria Holiday Rentals from €85: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Santa Maria holiday rentals

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

1. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

includes taxes & fees

4 Oct - 5 Oct

2. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

9 Sept - 10 Sept

3. Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

15 Sept - 16 Sept

4. Castello di Modanella

Rapolano Terme

Dennis

includes taxes & fees

1 Oct - 2 Oct

5. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

6 Oct - 7 Oct

6. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

10 Sept - 11 Sept

7. Fontelunga Hotel & Villas

Foiano della Chiana

Shelby

includes taxes & fees

19 Sept - 20 Sept

8. Castello di Gargonza

Monte San Savino

Ariel

includes taxes & fees

8 Sept - 9 Sept

9. RESIDENCE LECCIO

Asciano

Corey

includes taxes & fees

11 Sept - 12 Sept

10. Affitacamere Maria Gabriella

Pienza

Young Rok

includes taxes & fees

4 Oct - 5 Oct

11. Podere La Chiusella

Rapolano Terme

"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...

Kevin

includes taxes & fees

8 Sept - 9 Sept

12. La Murata

Rapolano Terme

Elizabeth

includes taxes & fees

7 Oct - 8 Oct

13. Laurel House

Toscana

includes taxes & fees

8 Sept - 9 Sept

14. Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

Monte San Savino

includes taxes & fees

8 Sept - 9 Sept

15. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

includes taxes & fees

9 Sept - 10 Sept

16. La Locanda di San Francesco

Montepulciano

Isabelle

includes taxes & fees

27 Sept - 28 Sept

17. Luxury resort in the Tuscan countryside

Trequanda

includes taxes & fees

6 Oct - 7 Oct

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

18. Villa di Sotto

Castelnuovo Berardenga

Philippe

includes taxes & fees

21 Sept - 22 Sept

19. Meublé Il Riccio

Montepulciano

Marlenne

includes taxes & fees

8 Sept - 9 Sept

20. Villa Curina Resort

Castelnuovo Berardenga

Mary

includes taxes & fees

13 Sept - 14 Sept

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

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

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Fantastic hotel, great staff, and great location One draw back was being charged for the hotel spa (Turkish bath, Sauna, Steam Room) it was €30 per person which isn’t terrible. But really should just be included with the amenities of the hotel Other than that it’s a great stay! Recommendation: Email about parking prior to arriving or don’t rent a car. Limited parking and saying the streets are narrow is an understatement"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Palazzuolo

10/10 Excellent

"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."

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 €85 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Santa Maria holiday rentals

1. DormiVeglia B&B

2. Villa Fontis Rapolano

3. Il Poggio dell'Eremita

4. Castello di Modanella

5. Abbadia Sicille Relais

6. Artisti del Cavallo Tourism

7. Fontelunga Hotel & Villas

8. Castello di Gargonza

9. RESIDENCE LECCIO

10. Affitacamere Maria Gabriella

11. Podere La Chiusella

12. La Murata

13. Laurel House

14. Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

15. Locanda Antico Borgo

16. La Locanda di San Francesco

17. Luxury resort in the Tuscan countryside

18. Villa di Sotto

19. Meublé Il Riccio

20. Villa Curina Resort

Find holiday rentals that suit your style

Top Santa Maria Hotel Reviews

Monastero di Cortona Hotel & Spa

Il Falconiere - Relais e Chateaux

Villa Tiberini Wine Relais

Precise Tale Poggio Alla Sala

Borgo San Felice Resort

L'Orto delle Terme

Palazzuolo

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Corsignano

Find out more about Santa Maria

Frequently asked questions

Go further with the Expedia app

Holiday Rentals in Santa Maria

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Santa Maria holiday rentals

1. DormiVeglia B&B

2. Villa Fontis Rapolano

3. Il Poggio dell'Eremita

4. Castello di Modanella

5. Abbadia Sicille Relais

6. Artisti del Cavallo Tourism

7. Fontelunga Hotel & Villas

8. Castello di Gargonza

9. RESIDENCE LECCIO

10. Affitacamere Maria Gabriella

11. Podere La Chiusella

12. La Murata

13. Laurel House

14. Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

15. Locanda Antico Borgo

16. La Locanda di San Francesco

17. Luxury resort in the Tuscan countryside

18. Villa di Sotto

19. Meublé Il Riccio

20. Villa Curina Resort

Find holiday rentals that suit your style

Top Santa Maria Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Santa Maria

Frequently asked questions

Go further with the Expedia app