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San Vivaldo Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for San Vivaldo holiday rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is NZ$213
includes taxes & fees
21 Oct - 22 Oct
Tenuta Sant'Ilario
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

2. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is NZ$223
includes taxes & fees
4 Oct - 5 Oct
Borgo San Giusto
An open wooden door leading to an outdoor patio with a table and chairs.

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is NZ$267
includes taxes & fees
2 Oct - 3 Oct
Palazzo al Torrione 2
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

4. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NZ$182
includes taxes & fees
22 Oct - 23 Oct
Borgo Antico Residence
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

5. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is NZ$259
includes taxes & fees
19 Oct - 20 Oct
Tenuta Quadrifoglio
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

6. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is NZ$117
includes taxes & fees
5 Oct - 6 Oct
Affittacamere a 20 minuti da Firenze
A view from a window overlooking a rural landscape with fields and a distant mountain range.

7. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is NZ$274
includes taxes & fees
20 Oct - 21 Oct
B&B Palazzo Tortoli
A narrow street with stone buildings, a tower, and an archway.

8. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is NZ$236
includes taxes & fees
6 Oct - 7 Oct
Materia Rooms San Gimignano
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

9. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
7.6 out of 10, Good, (10 reviews)
"Two dogs barking all the time. No Ac. Toilet crammed. Exhaust fan making noise all night. The owner was the meanest person- talking to us as if we were staying free. Worst experience of our life"
Canada
Khalid
The price is NZ$181
includes taxes & fees
12 Oct - 13 Oct
B&B Il Moscondoro
An arched entrance with a lantern above, flanked by two potted plants.

10. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is NZ$463
includes taxes & fees
5 Oct - 6 Oct
Villa il Fedino
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

11. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is NZ$295
includes taxes & fees
1 Oct - 2 Oct
AlbergoDiffusoVolterra
A garden with a round table and wicker chairs under a tree.

12. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (18 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is NZ$126
includes taxes & fees
11 Oct - 12 Oct
Antica Dimora Leones
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

13. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is NZ$243
includes taxes & fees
4 Oct - 5 Oct
Casa Vacanze Le Case
A courtyard with outdoor seating, a brick building, and a tree.

14. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is NZ$114
includes taxes & fees
16 Oct - 17 Oct
Affittacamere e Ristorante Ariete
A table with breakfast items and a view of rolling hills.

15. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is NZ$146
includes taxes & fees
12 Oct - 13 Oct
Chianti Village Morrocco
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

16. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NZ$183
includes taxes & fees
31 Oct - 1 Nov
Villa San Filippo
A garden with a stone pathway, wooden benches, and various potted plants.

17. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NZ$284
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

18. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
The price is NZ$193
includes taxes & fees
19 Oct - 20 Oct
DomuS Miniato
A reception desk with the word "SPORTLAND" prominently displayed.

19. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NZ$99
includes taxes & fees
29 Oct - 30 Oct
Sportland
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

20. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is NZ$289
includes taxes & fees
20 Oct - 21 Oct
Antica Pieve B&B
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 San Vivaldo Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 13 hours ago
Hotel Casolare Le Terre Rosse

Find out more about San Vivaldo

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Vivaldo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Vivaldo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Vivaldo. Seeing all the best attractions is bound to make you fall in love with San Vivaldo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Vivaldo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in San Vivaldo?

Yes, there are holiday rentals close to the most popular sights in San Vivaldo, or you can select a more secluded option if you're looking for a relaxing stay. San Vivaldo is known for its monuments.

What are some of the best holiday rentals that San Vivaldo has to offer?

House in the historic village in the Tuscan hills: This holiday home rental outside of San Vivaldo is located in a rural location, and has a fireplace, a balcony and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in San Vivaldo?

Expedia has 5 holiday rentals for your stay in San Vivaldo.

What can I see and do in San Vivaldo?

Explore the area and family-friendly sights such as Il Fiaschetto, or get out into nature at a spot like Sentierelsa Trail. In the wider area, you’ll find Monastery of San Vivaldo and Castelfalfi Golf Course.

What’s a holiday rental in San Vivaldo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Vivaldo. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the 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 option for a family getaway.