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Sep 27 - Sep 28
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Sep 28 - Sep 29
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Oct 2 - Oct 4
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Oct 9 - Oct 11

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Our top choices for San Vivaldo hotels

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.
A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.
A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.

1. Il Defizio

Il Defizio
Gambassi Terme
United States
Courtney
CA $178
CA $201 total
includes taxes & fees
Sep 29 - Sep 30
Il Defizio
An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".
A buffet setup with various food items and a view of the outdoors through large windows.
A hotel room with a bathtub, a bed, a desk, and a window with curtains.
A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.

2. Hotel le Macine

Hotel le Macine
Montaione
Canada
Amanda
CA $151
CA $173 total
includes taxes & fees
Oct 1 - Oct 2
Hotel le Macine
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A table set for dining outdoors with a view of the garden and trees.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

3. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United States
robin
CA $133
CA $156 total
includes taxes & fees
Sep 28 - Sep 29
Boccioleto Resort&Spa
A person performing a yoga pose on a wooden deck with a view of a landscape.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

4. Castelfalfi

Castelfalfi
Montaione
United States
Evelin
CA $1,103
CA $1,230 total
includes taxes & fees
Oct 27 - Oct 28
Castelfalfi
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A table set for dining with a view of a vineyard.
A lobby with a reception desk, a staircase, and seating areas.
A historic square with stone buildings, a central fountain, and a tower.

5. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
CA $131
CA $154 total
includes taxes & fees
Oct 24 - Oct 25
La Cisterna
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

6. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
George
CA $204
CA $234 total
includes taxes & fees
Oct 22 - Oct 23
Hotel Casolare Le Terre Rosse
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.
A living room with a sofa, armchairs, a coffee table, and a painting on the wall.
A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.

7. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Kenneth
CA $188
CA $215 total
includes taxes & fees
Sep 30 - Oct 1
Hotel Il Castello
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.
A narrow street with historic buildings, a clear sky, and pedestrians.
A hotel entrance with a glass door, a welcome mat, and two potted plants.

8. Albergo Etruria

Albergo Etruria
Volterra
United Kingdom
Michelle
CA $164
CA $189 total
includes taxes & fees
Oct 13 - Oct 14
Albergo Etruria
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A courtyard with a lawn, seating area, and a weeping willow tree.

9. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
CA $169
CA $196 total
includes taxes & fees
Oct 11 - Oct 12
LHP Certaldo Resort
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
A building with a courtyard featuring potted plants and flowers.
A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

10. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
United States
Isaiah
CA $188
CA $216 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Le Renaie
A rustic stone building with a covered patio area featuring outdoor seating.
A cozy interior with a wooden reception desk, seating area, and exposed brick arches.
An outdoor courtyard with a stone archway, a tiled pathway, and a view of a building in the background.
A restaurant with multiple tables set for dining, featuring a rustic wooden ceiling and stone walls.

11. Agrihotel Il Palagetto

Agrihotel Il Palagetto
Volterra
United States
Patrick
CA $143
CA $166 total
includes taxes & fees
Oct 20 - Oct 21
Agrihotel Il Palagetto
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A wine cellar with wooden shelves stocked with various bottles and glasses.

12. Borgo san Benedetto

Borgo san Benedetto
Montaione
Canada
Jo-Ann
CA $242
CA $275 total
includes taxes & fees
Oct 26 - Oct 27
Borgo san Benedetto
A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.
A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.
An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.
A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

13. Hotel San Lino

Hotel San Lino
Volterra
United Kingdom
Paul
CA $144
CA $168 total
includes taxes & fees
Oct 21 - Oct 22
Hotel San Lino
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A round bar area with a central light fixture and a variety of bottles and glasses.

14. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
CA $688
CA $765 total
includes taxes & fees
Oct 25 - Oct 26
Borgo Pignano Volterra Tuscany
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.

15. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
CA $149
CA $174 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Pescille by Double Hospitality
A dining area with a table set for four, overlooking a scenic landscape.
A bedroom with a bed, a desk, a TV, and a window with curtains.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A buffet setup with various food items and a seating area with wicker chairs and tables.

16. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Guillermo
CA $185
CA $211 total
includes taxes & fees
Oct 14 - Oct 15
Poderi Arcangelo
A stone building with a swimming pool, outdoor seating, and trees.
A restaurant with a brick floor, white furniture, and a chalkboard menu.
A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.
A bedroom with a bed, a lamp, a chandelier, and curtains.

17. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
CA $167
CA $192 total
includes taxes & fees
Sep 30 - Oct 1
Il Castagnolo Country B&B
A restaurant with brick ceilings, glass bar counters, and multiple seating areas.
A bar area with a long counter, shelves with bottles, and a brick ceiling.
A stone building with an arched entrance, outdoor seating, and a gravel courtyard.
A courtyard with outdoor seating, a Christmas tree, and a building with arched windows and a tiled roof.

18. Borgo Di Colleoli Resort

Borgo Di Colleoli Resort
Palaia
United Kingdom
Vicki
CA $217
CA $245 total
includes taxes & fees
Sep 29 - Sep 30
Borgo Di Colleoli Resort
A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.
A lobby with a round table, a cream-colored sofa, and a decorative lamp.
A dining area with two ornate chairs, a table with a vase of red flowers, and a wall-mounted television.
A dining area with a round table and chairs, a vase with flowers, and a view of a stone building through an archway.

19. Hotel Volterra In Superior

Hotel Volterra In Superior
Volterra
United States
Brian
CA $158
CA $182 total
includes taxes & fees
Sep 28 - Sep 29
Hotel Volterra In Superior
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A gym with treadmills, weight machines, and free weights.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

20. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
CA $181
CA $209 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Leon Bianco
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Stay near popular San Vivaldo attractions

Monastery of San Vivaldo

9.2/10 (5 reviews)
Monastery of San Vivaldo is just one of the places to see in San Vivaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this relaxing area.
See properties

Top San Vivaldo Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."
Alina 3-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"
Patrick 2-night trip
Posted 2 days ago
Fattoria di Vegi
Hotel Da Vinci

Hotel Da Vinci

8/10 Good
"Compared with hotels in Asia, the amenities here are relatively basic, as slippers, toothbrushes, and toothpaste are not provided. My only other observation is that the bathroom is not completely sealed off from the room, unlike what you typically find in hotels in Asia. As a result, sounds from the bathroom can be heard quite clearly in the room, which can be slightly uncomfortable. Also the position where the shower head located is not ideal. I wet the whole floor on my first shower!"
Chue Ling 3-night trip
Posted 3 days ago
Hotel Da Vinci
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."
Benjamin 1-night trip
Posted 5 days ago
Hotel Borgo San Luigi
Villa Petriolo

Villa Petriolo

10/10 Excellent
"The room was beautiful and the location is fantastic. Loved the farm to table concept at the hotel and really appreciated the amenities in the room. Breakfast was incredible and would highly recommend. Overall a great stay!"
Fraser 2-night trip
Posted 5 days ago
Villa Petriolo
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."
Skyla 1-night trip
Posted 6 days ago
Salvadonica - Borgo del Chianti
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 6 days ago
Poderi Arcangelo
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 8 days ago
Park Hotel Chianti
Castelfalfi

Castelfalfi

10/10 Excellent
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 10 days ago
Castelfalfi

More cheap stays in San Vivaldo

Easy Space

Easy Space

Via Meucci 18 Bientina PI
CA $128
CA $141 total
Oct 2 - Oct 3
includes taxes & fees
Easy Space
Fattoria Albanese Labardi

Fattoria Albanese Labardi

Via S. Lorenzo ai Monti, 2/4 Lastra a Signa FI
CA $125
CA $142 total
Oct 1 - Oct 2
includes taxes & fees
2/10 (1 review)
Fattoria Albanese Labardi
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
CA $232
CA $260 total
Oct 24 - Oct 25
includes taxes & fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Agriturismo Cantagrillo

Agriturismo Cantagrillo

VIA DI SAN PANTALEO 32 Vinci FI
CA $280
CA $315 total
Oct 5 - Oct 6
includes taxes & fees
10/10 Exceptional! (6 reviews)
Agriturismo Cantagrillo
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
Get ratesBorgo Tignano
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto

Frequently asked questions

What is the best area to stay in San Vivaldo?
The best area to stay in San Vivaldo is directly within the historic borgo itself, particularly around the Monastery of San Vivaldo.This small, historic village is centred around the Franciscan Monastery, which houses the Sacro Monte complex – a series of 18 chapels depicting scenes from the life of Christ. The borgo is very compact, with a few local eateries and shops located along its quiet, narrow streets. It's a place where you can genuinely unwind and experience a slower pace of life.Couples seeking a tranquil and culturally rich retreat will find San Vivaldo ideal. The peaceful surroundings, the historical significance of the Sacro Monte, and the opportunity for gentle walks through the surrounding Tuscan countryside offer a romantic and reflective escape. Evenings here are particularly quiet, great for enjoying local wine and conversation.For families with older children who appreciate history and gentle exploration, staying in San Vivaldo offers a unique educational experience. The chapels provide an engaging way to learn about religious art and history, and the village's small size means children can explore independently within a contained, pleasant environment.
When is the best time to go to San Vivaldo?
The best time to visit San Vivaldo, Tuscany, is during the shoulder seasons of May, June, September, and early October.During these months, the weather is pleasantly warm and sunny, superb for exploring the Tuscan countryside without the intense heat of mid-summer. You'll find the vineyards and olive groves at their most picturesque, and outdoor dining is a delightful experience. It's also less crowded than the peak summer months, allowing for a more relaxed and authentic experience.Couples looking for a romantic escape will find these months ideal for enjoying wine tastings, leisurely drives through rolling hills, and quiet evenings at local trattorias. The comfortable temperatures are also superb for walking or cycling through the scenic landscapes.For travellers interested in local culture and traditions, late September and early October offer the added bonus of harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in San Vivaldo.
How much is the nightly rate at a San Vivaldo hotel?
Prices for hotels in San Vivaldo often vary, but you can find a great deal from CA $87 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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