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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 cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.
A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

1. Il Defizio

Il Defizio
Gambassi Terme
United States
Gerardo
$125 nightly
$141 total
Sep 29 - Sep 30
Total with taxes and fees
Il Defizio
An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".
A stone building with a paved entrance and a decorative archway with red flowers.
A hotel room with a bathtub, a bed, a desk, and a window with curtains.
A buffet setup with various food items and a view of the outdoors through large windows.

2. Hotel le Macine

Hotel le Macine
Montaione
Canada
Amanda
$90 nightly
$103 total
Oct 1 - Oct 2
Total with taxes and fees
Hotel le Macine
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.

3. Villa Sestilia

Villa Sestilia
Montaione
United States
Christian
$202 nightly
$225 total
Oct 1 - Oct 2
Total with taxes and fees
Villa Sestilia
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 yellow building with multiple windows and a tiled roof, surrounded by well-maintained grass and trees.

4. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United Kingdom
Jessica
$131 nightly
$151 total
Sep 10 - Sep 11
Total with taxes and fees
Boccioleto Resort&Spa
A stone building with a paved pathway leading to an arched entrance.
A stone building with a tiled roof, a lattice window, and a paved patio with wooden chairs.
A kitchen with white cabinets, a wooden table, and a clock on the wall.
A stone structure with a metal pot on top, a red carriage, and a view of a town in the background.

5. Capanna 1826

Capanna 1826
San Gimignano
Canada
Richa
$114 nightly
$131 total
Sep 22 - Sep 23
Total with taxes and fees
Capanna 1826
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

6. Castelfalfi

Castelfalfi
Montaione
Canada
scott
$1,028 nightly
$1,142 total
Sep 17 - Sep 18
Total with taxes and fees
Castelfalfi
A villa with a swimming pool, outdoor seating, and vineyard views.
A villa with a tiled roof, surrounded by lush greenery and a clear view of the countryside.
A spacious living area with a high ceiling, large windows, and a view of greenery.
A rustic kitchen with wooden cabinets, a dining table, and a green sofa.

7. Santo Pietro Resort

Santo Pietro Resort
San Gimignano
$89 nightly
$105 total
Oct 2 - Oct 3
Total with taxes and fees
Santo Pietro Resort
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 staircase with a wooden handrail and black balusters, leading to an upper floor.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.

8. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Thomas
$133 nightly
$152 total
Sep 4 - Sep 5
Total with taxes and fees
Hotel Il Castello
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 swimming pool with white lounge chairs and a view of rolling hills.

9. Agrihotel Il Palagetto

Agrihotel Il Palagetto
Volterra
United States
Patrick
$134 nightly
$154 total
Oct 1 - Oct 2
Total with taxes and fees
Agrihotel Il Palagetto
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 hotel entrance with a glass door, a welcome mat, and two potted plants.
A narrow street with historic buildings, a clear sky, and pedestrians.

10. Albergo Etruria

Albergo Etruria
Volterra
United States
Jo
$106 nightly
$123 total
Sep 30 - Oct 1
Total with taxes and fees
Albergo Etruria
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.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

11. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Canada
Belinda
$153 nightly
$175 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Casolare Le Terre Rosse
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.

12. Borgo san Benedetto

Borgo san Benedetto
Montaione
Canada
Jo-Ann
$191 nightly
$217 total
Sep 2 - Sep 3
Total with taxes and fees
Borgo san Benedetto
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 courtyard with a stone pathway surrounded by potted hydrangeas in various colors.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

13. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Germany
Sabrina
$149 nightly
$171 total
Sep 8 - Sep 9
Total with taxes and fees
Hotel Le Renaie
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 hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A historic square with stone buildings, a central fountain, and a tower.

14. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
$110 nightly
$128 total
Sep 4 - Sep 5
Total with taxes and fees
La Cisterna
A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.
A dining area with a round table and chairs, a vase with flowers, and a view of a stone building through an archway.
A lobby with a round table, a cream-colored sofa, and a decorative lamp.
A dining area with a stone wall, a spiral staircase, and floral upholstered chairs.

15. Hotel Volterra In Superior

Hotel Volterra In Superior
Volterra
United States
steve
$101 nightly
$117 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Volterra In Superior
A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.
An outdoor patio with stone walls, a stone lamp post, and a table with chairs.
A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.
A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

16. Hotel San Lino

Hotel San Lino
Volterra
Ireland
Benvon
$109 nightly
$127 total
Sep 15 - Sep 16
Total with taxes and fees
Hotel San Lino
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A gym with treadmills, weight machines, and free weights.

17. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
Karen
$125 nightly
$144 total
Sep 29 - Sep 30
Total with taxes and fees
Hotel Leon Bianco
A narrow street with stone buildings, wooden barrels, and potted plants.
A rustic interior with a stone archway leading to a dining area. A chalkboard sign on the wall reads "COLAZIONE 8-10 19:00 Buon Appetito!"
A cozy room with a stone wall, a wooden door, a wicker sofa with cushions, a small table with a mirror and vase, and a chandelier.
A stone-walled room with a wooden table and chairs, a large arched doorway, and a brick floor.

18. Fattoria San Donato

Fattoria San Donato
San Gimignano
United States
Terranova
$161 nightly
$183 total
Sep 30 - Oct 1
Total with taxes and fees
Fattoria San Donato
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 stone-walled building with a rustic appearance, surrounded by lush greenery and trees.
A swimming pool with lounge chairs, surrounded by greenery and a hillside.

19. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
$140 nightly
$161 total
Sep 25 - Sep 26
Total with taxes and fees
Hotel Pescille by Double Hospitality
A garden with tall cypress trees, a variety of flowering plants, and a clear sky.
A wedding reception table set outdoors with floral arrangements and candles.
A well-maintained garden with a stone pathway leading to a house with a tiled roof and a porch.
A spa room with a hot tub, wooden flooring, and a decorative window.

20. Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
United States
William Neill
$207 nightly
$228 total
Sep 14 - Sep 15
Total with taxes and fees
Relais Sassa al Sole
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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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"We had such a wonderful stay in Salvadonica. From the moment we arrived, everyone was incredibly kind, welcoming, and helpful. They were always willing to go above and beyond to help with anything we needed, which made our stay feel so special. Everything was extremely clean and well taken care of, and the daily room service was amazing. One of my favorite little details was their signature scent throughout the property—it smelled absolutely incredible and made everything feel even more luxurious and relaxing. They were also so thoughtful with our early departure. We had to leave around 3:00 AM on Sunday morning, and they prepared our breakfast the night before and even brought it up to us in a bag so we could take it with us. That small gesture really showed how much they cared about their guests. We truly loved our time here and would absolutely stay again. Such a beautiful property with an amazing, attentive staff. Highly recommend!"
Emma 3-night trip
Posted 1 day ago
Salvadonica - Borgo del Chianti
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great place."
Pari 3-night trip
Posted 1 day ago
Villa I Barronci Resort & Spa
Villa Sabolini

Villa Sabolini

10/10 Excellent
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."
Andrew 5-night trip
Posted 3 days ago
Villa Sabolini
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"Beautiful site. Very clean hotel. Excellent restaurant with a wonderful breakfast buffet. Friendly and helpful staff."
Jeannine 4-night trip
Posted 3 days ago
Hotel Sovestro
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"WOW! What a beautiful place and awesome hosts! 15 of us traveled to celebrate several birthdays, to enjoy, to discover the area, eat well and create new experiences. For all of these I used the experience and recommendations of Jacopo and Beatrice. We maintained communication for 3 months, and everything turned out perfect! They are the perfect hosts and this is a perfect house whether you want to rest or use it as a base with a large group. The villa(house) is large, with plenty of to do's, with a nice pool and quiet surroundings. The pictures are accurate and the dinners from Beatrice are amazing. Do not hesitate to stay on this place, to pay for the villa and the experiences, and to work together with Jacopo and Beatrice for the perfect celebration and vacation. Don't skip taking a tour of local wineries and eating in one of the local restaurants. 100% Recommended!!"
Anonymous traveler 7-night trip
Posted 3 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 6 days ago
Poderi Arcangelo
Villa Petriolo

Villa Petriolo

10/10 Excellent
"I like it"
Chengming 1-night trip
Posted 11 days ago
Villa Petriolo
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"A clean hotel, we got upgraded so no issues on room was updated and pleasant, AC could have been stronger but was ok, nice buffet breakfast with good assortment of food:) Front desk ladies were helpful in giving restaurant suggestions in the surrounding area 👌"
vincy 2-night trip
Posted 13 days ago
Park Hotel Chianti
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

8/10 Good
"The rooms are a little dated, with a strong smell of damp. But for the few nights we stayed, it was acceptable and comfortable. The receptionist wasn't particularly friendly. The breakfast is good, and the pool is nice. The location is lovely."
Oliver 3-night trip
Posted 2 weeks ago
Hotel Il Piccolo Castello

More cheap stays in San Vivaldo

Fattoria Albanese Labardi

Fattoria Albanese Labardi

Via S. Lorenzo ai Monti, 2/4 Lastra a Signa FI
$89 nightly
$101 total
Oct 1 - Oct 2
Total with taxes and fees
2/10 (1 review)
Fattoria Albanese Labardi
Easy Space

Easy Space

Via Meucci 18 Bientina PI
$95 nightly
$105 total
Sep 3 - Sep 4
Total with taxes and fees
Easy Space
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
Get rates
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
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
Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
Get rates
9/10 Wonderful! (4 reviews)
Agriturismo Belmonte Vacanze

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 village, particularly near the Monastery of San Vivaldo.Staying within the village provides immediate access to the historic Franciscan monastery and its surrounding chapels, known as the "Jerusalem of Tuscany." The village itself is small and offers a tranquil setting, with a few local eateries and shops. This location is ideal for travelers seeking a peaceful retreat and a deep dive into local history and culture.For couples looking for a romantic and secluded escape, the countryside immediately surrounding San Vivaldo offers charming agriturismos and villas. These accommodations often feature beautiful views of the Tuscan hills, private pools, and opportunities for wine tasting or cooking classes.
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 $101 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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