Santo Holiday Rentals from NZ$156: Search Short-Term Rentals

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Our top choices for Santo holiday rentals

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

1. Bosco della Spina

Murlo

Lizl

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

2. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

2 Nov - 3 Nov

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

3. B&B Le Scalette di Piazza

Montalcino

François

includes taxes & fees

7 Oct - 8 Oct

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

4. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

2 Nov - 3 Nov

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

5. Idolina Guest House

Montalcino

Bradley

includes taxes & fees

29 Oct - 30 Oct

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

6. Corte Francigena - Apartments

Montalcino

Ivan

includes taxes & fees

2 Nov - 3 Nov

7. Residence Arianna

Sovicille

Violeta

includes taxes & fees

9 Oct - 10 Oct

A stone courtyard with a bench, potted plants, and a building in the background.

8. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

30 Oct - 31 Oct

A poolside area with two glasses of water, candles, and a stone pathway.

9. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."

Zoltan

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a bed, bedside table, and a window with a view of greenery.

10. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

21 Oct - 22 Oct

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

11. RESIDENCE LECCIO

Asciano

Corey

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

12. ApartHotel Anghel

Siena

Lauro

includes taxes & fees

12 Oct - 13 Oct

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

13. Country House il Ciliegio

Roccastrada

Maaike

includes taxes & fees

16 Oct - 17 Oct

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

14. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

4 Oct - 5 Oct

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

15. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

includes taxes & fees

3 Nov - 4 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

16. Hotel San Gregorio

Pienza

Nancy

includes taxes & fees

3 Nov - 4 Nov

A bathroom with a window view of a historic building and a tiled roof.

17. Siena Vip

Siena City Centre

Luis

includes taxes & fees

2 Nov - 3 Nov

A person in a swimming pool with a view of trees and distant hills.

18. Albergo Diffuso Borgo Santo

Asciano

David

includes taxes & fees

15 Oct - 16 Oct

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

19. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

includes taxes & fees

2 Nov - 3 Nov

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

20. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

includes taxes & fees

1 Nov - 2 Nov

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Top Santo Hotel Reviews

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Find out more about Santo

Everything you need to know about Santo 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 Santo 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 Santo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Santo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Santo. 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 Santo 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 Santo holiday rentals we have selected for you start as low as NZ$156 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Santo rentals

At Expedia, we put the best Santo 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 Santo 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 Santo 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 Santo. 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 Santo?

Yes, there are holiday rentals close to the most popular sights in Santo, 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 Santo has to offer?

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: This holiday home rental outside of Santo is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private balcony, a terrace and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Santo?

Choose from 5 Expedia holiday rentals in Santo for a memorable holiday.

What can I see and do in Santo?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at I Canaloni del Torrente Farma. Castiglion del Bosco Winery and Val di Merse are a couple of places you'll find in the wider area.

What are holiday rentals like in Santo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Santo. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.

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Check prices for these dates

Our top choices for Santo holiday rentals

1. Bosco della Spina

2. Tuscasì Aparthotel

3. B&B Le Scalette di Piazza

4. Palazzo Saloni

5. Idolina Guest House

6. Corte Francigena - Apartments

7. Residence Arianna

8. Casa di Campagna in Toscana

9. Casanova - Panoramic Rooms and Suites

10. La Coroncina Lodging

11. RESIDENCE LECCIO

12. ApartHotel Anghel

13. Country House il Ciliegio

14. Borgo Il Poggiaccio

15. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

16. Hotel San Gregorio

17. Siena Vip

18. Albergo Diffuso Borgo Santo

19. La Terrazza Sul Campo Rooming House

20. Il Battistero Siena - Residenza d'Epoca

Find holiday rentals that suit your style

Top Santo Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Il Chiostro del Carmine

Castiglion del Bosco, A Rosewood Hotel

Albergo Le Terme

Hotel Athena

Hotel Minerva

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

Castello di Velona Resort Thermal SPA & Winery

Find out more about Santo

Frequently asked questions

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