Hotels in San Vivaldo

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Where to stay in San Vivaldo?

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 swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

A two-story building with a tiled roof, a central entrance, and a small balcony.

1. Boccioleto Resort&Spa

Montaione

$76

$91 total

includes taxes & fees

Oct 13 - Oct 14

A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.

A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.

A building with a courtyard featuring potted plants and flowers.

A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

2. Hotel Le Renaie

San Gimignano

$102

$119 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

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.

A stone building with a paved entrance and a decorative archway with red flowers.

3. Hotel le Macine

Montaione

$83

$96 total

includes taxes & fees

Oct 10 - Oct 11

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 exposed brick walls, a piano, and a dining table set with white tableware.

A staircase with a wooden handrail and black balusters, leading to an upper floor.

4. Hotel Il Castello

Certaldo Alto

$131

$150 total

includes taxes & fees

Oct 27 - Oct 28

A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.

A wine cellar with wooden shelves stocked with various bottles and glasses.

5. Borgo san Benedetto

Montaione

$176

$201 total

includes taxes & fees

Oct 29 - Oct 30

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.

A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.

6. Il Defizio

Gambassi Terme

$124

$140 total

includes taxes & fees

Oct 15 - Oct 16

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

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.

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

7. LHP Certaldo Resort

Certaldo

$126

$146 total

includes taxes & fees

Oct 18 - Oct 19

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 large estate with a swimming pool, surrounded by lush greenery and rolling hills.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

8. Hotel Casolare Le Terre Rosse

San Gimignano

$172

$196 total

includes taxes & fees

Oct 24 - Oct 25

A courtyard with outdoor seating, potted plants, and a building with a tiled roof.

A residential area with houses, a parking lot, and a street lamp.

A historic building with a central tower and arched windows.

A restaurant with tables and chairs, a kitchen area, and a large window offering a view of trees.

9. Hotel Foresteria Volterra

Volterra

$91

$106 total

includes taxes & fees

Oct 20 - Oct 21

A rustic stone building with a covered patio area featuring outdoor seating.

A restaurant with multiple tables set for dining, featuring a rustic wooden ceiling and stone walls.

A swimming pool with white lounge chairs and a view of rolling hills.

A cozy interior with a wooden reception desk, seating area, and exposed brick arches.

10. Agrihotel Il Palagetto

Volterra

$107

$123 total

includes taxes & fees

Oct 25 - Oct 26

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

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.

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

11. Hotel San Lino

Volterra

$100

$117 total

includes taxes & fees

Oct 21 - Oct 22

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

A swimming pool at night with a stone building in the background.

A stone building with a tiled roof, a gravel path, and potted plants.

12. Tenuta Decimo

San Gimignano

$50

$60 total

includes taxes & fees

Oct 25 - Oct 26

An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.

A swimming pool with lounge chairs, surrounded by greenery and a hillside.

A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.

A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

13. Hotel Pescille by Double Hospitality

San Gimignano

$113

$131 total

includes taxes & fees

Oct 9 - Oct 10

A table set for dining with a view of a hilltop town.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

14. La Collegiata

San Gimignano

$121

$141 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

A pool area with lounge chairs and a view of the countryside.

15. il Casale del Cotone

San Gimignano

$156

$177 total

includes taxes & fees

Nov 2 - Nov 3

A restaurant with brick ceilings, glass bar counters, and multiple seating areas.

An aerial view of a villa with a swimming pool, surrounded by lush greenery and terraced gardens.

A bar area with a long counter, shelves with bottles, and a brick ceiling.

A courtyard with outdoor seating, a Christmas tree, and a building with arched windows and a tiled roof.

16. Borgo Di Colleoli Resort

Palaia

$84

$96 total

includes taxes & fees

Nov 2 - Nov 3

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

A table set for dining with a view of a vineyard.

A historic square with stone buildings, a central fountain, and a tower.

17. La Cisterna

San Gimignano City Centre

$99

$116 total

includes taxes & fees

Nov 5 - Nov 6

A dining area with a table set for four, overlooking a scenic landscape.

A buffet setup with various food items and a seating area with wicker chairs and tables.

A pool with a view of rolling hills and distant buildings.

A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

18. Poderi Arcangelo

San Gimignano

$113

$129 total

includes taxes & fees

Nov 2 - Nov 3

A hotel named "HOTEL MIRAVALLE" with a classic facade, arched entrance, and a balcony with flags.

A bedroom with a bed, a chair, a nightstand, and a lamp.

A buffet table with various food items, including bread, jams, and a milk dispenser.

A cozy room with a sofa, a bed with a red bedspread, and artwork on the walls.

19. Hotel Miravalle

San Miniato

$138

$151 total

includes taxes & fees

Oct 9 - Oct 10

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

20. Hotel Le Colline

San Gimignano

$94

$110 total

includes taxes & fees

Oct 28 - Oct 29

View all properties

Go beyond your typical stay in San Vivaldo

Top landmarks in San Vivaldo

Monastery of San Vivaldo

9.2/10 (5 reviews)

Monastery of San Vivaldo is in the heart of San Vivaldo, so why not stop by during your stay.

See properties

Check out reviews of San Vivaldo hotels guests love

Boccioleto Resort&Spa

Montaione

10/10 Exceptional

We stayed at Boccioleto Resort & Spa for five nights with our two kids and absolutely loved it. The hotel is stunning, surrounded by greenery, with spacious rooms and a pool overlooking breathtaking views. The staff is impeccable—always warm, attentive, and genuinely committed to making every guest feel special. You can really sense the team’s effort to create an unforgettable experience. Breakfast was delicious, and if we had more time, we would have gladly extended our stay.

Gadi

Il Defizio

Gambassi Terme

10/10 Exceptional

Courtney

Hotel le Macine

Montaione

10/10 Exceptional

Michael

Hotel Le Renaie

San Gimignano

10/10 Exceptional

marley

A swimming pool with lounge chairs and a stone building with a view of the mountains at sunset.

A covered patio with outdoor seating, stone walls, and a view of the landscape.

A restaurant with arched brick ceilings and wooden tables, featuring a stone wall and large windows.

A bedroom with a brick ceiling, a large bed with a red bedspread, a wooden headboard, a TV mounted on the wall, and a window with curtains.

Albergo Villa Rioddi

Volterra

10/10 Exceptional

Got lots of information on where to travel around the area. Very helpful with questions (where to park, how to get to places etc.) I booked this hotel bc of the breakfast and it did NOT DISSAPOINT! So many local dishes and eggs, and then breakfast dessert with a choice of 4-5 cakes everyday! It was a little hike from the town not very well marked but could easily drive and find parking (Luka will tell you where's it free/cheap/convenient) Spent a day at the pool looking at volterra and...

Kriste

Hotel Il Castello

Certaldo Alto

10/10 Exceptional

Have you ever wanted to stay in a medieval walled city? This family owned and operated hotel is where you should stay! It's comfortable, quiet and the food at the restaurant is to die for. We loved everything about it! Each evening, we would relax in the courtyard while enjoying the view. Then we would order a delicious dinner. It's hard to pick our favorite dish, but I would have to say the poached egg with a crunchy shell on a cheese sauce with shaved truffle was unique and amazing.

JoAnna

LHP Certaldo Resort

Certaldo

10/10 Exceptional

RAMONA

A table with breakfast items and drinks, set against a vineyard backdrop.

A row of bicycles parked on grass with a view of a distant landscape and mountains.

A bedroom with a bed, a desk, and a chair. There are windows with curtains, a television on the wall, and a view of the outdoors.

A spacious living area with wooden furniture, wine barrels, and a stone wall.

Podere La Quercia

San Gimignano

10/10 Exceptional

Angie

Hotel Pescille by Double Hospitality

San Gimignano

10/10 Exceptional

Jonathan

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 bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.

Albergo Etruria

Volterra

10/10 Exceptional

Steve

Hotel Casolare Le Terre Rosse

San Gimignano

10/10 Exceptional

charles

Agrihotel Il Palagetto

Volterra

10/10 Exceptional

Enio

A swimming pool with lounge chairs and a view of a hill with buildings.

A stone building with a terrace, outdoor seating, and a view of rolling hills.

A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

Agriturismo Il Casolare di Bucciano

San Gimignano

10/10 Exceptional

We stayed here as part of our tour through Tuscany. Although we wanted to visit San Gimignano, we knew that it would be packed with tourists and bus tours, so we wanted to find a place close enough to visit the town, but away from the hectic crowds. Agriturismo Il Casolare di Bucciano perfectly suited those needs; we had a lovely view of San Gimignano from the grounds. Our GPS had trouble finding this place, because it is a rural address, but the personal connection always seems to work - a...

Jennifer

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

Hotel Villa San Giorgio

Poggibonsi

10/10 Exceptional

Arik

Hotel Le Colline

San Gimignano

10/10 Exceptional

The facilities are well maintained. The beds are comfortable and the setting in the Tuscan countryside is wonderful. Very peaceful and serine. The pool is clean and refreshing. The location is perfect, being just far enough away from the daily crowds in the town of San Gimignano, but close enough to visit before 10 AM and after dusk. The included daily breakfast was a perfect start to our day! Lots of fresh fruit, juice, yogurts, granolas, breads and cold cuts. And, of course, the espresso...

Ron

Hotel San Lino

Volterra

10/10 Exceptional

Todd

Borgo Di Colleoli Resort

Palaia

10/10 Exceptional

Anonymous traveler

il Casale del Cotone

San Gimignano

10/10 Exceptional

Salvatore

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

Villa San Lucchese

Poggibonsi

10/10 Exceptional

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

Frequently Asked Questions

What accommodations do travelers recommend in San Vivaldo?

Guests like Castelfalfi, Poderi Arcangelo and Hotel Casolare Le Terre Rosse.

Can I book refundable accommodations in San Vivaldo?

If you want the flexibility to change your plans to San Vivaldo, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in San Vivaldo if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, review our selection of 5 vacation homes. You can also book one of 7 apartments or 5 villas.

What will the weather in San Vivaldo be like during my trip?

August and July are typically the warmest months in San Vivaldo when the average temp is 73°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my San Vivaldo hotel through Hotels.com?

There are lots of reasons to book your San Vivaldo trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.