San Vivaldo Vacation Rentals from CA $74: Short-Term Rentals for 2026

Q: What's the top vacation rental that San Vivaldo has to offer?

Holiday house with private pool and fenced garden : Visitors like this San Vivaldo vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

Check prices for these dates

In two weeks

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Our top choices for San Vivaldo vacation rentals

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

1. Borgo San Giusto

Empoli

Lucy

CA $200 total

includes taxes & fees

Oct 5 - Oct 6

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

2. Tenuta Sant'Ilario

Gambassi Terme

Sergio

CA $225 total

includes taxes & fees

Sep 29 - Sep 30

A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

CA $237 total

includes taxes & fees

Sep 15 - Sep 16

A garden with a round table and wicker chairs under a tree.

4. Antica Dimora Leones

Palaia

Thomas

CA $104 total

includes taxes & fees

Sep 27 - Sep 28

A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

5. B&B Il Moscondoro

Montopoli in Val d'Arno

Davide

CA $137 total

includes taxes & fees

Sep 15 - Sep 16

An arched entrance with a lantern above, flanked by two potted plants.

6. Villa il Fedino

San Casciano in Val di Pesa

"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...

Nilesh

CA $337 total

includes taxes & fees

Oct 7 - Oct 8

An open wooden door leading to an outdoor patio with a table and chairs.

7. Palazzo al Torrione 2

San Gimignano City Centre

Angela

CA $214 total

includes taxes & fees

Sep 11 - Sep 12

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

8. Casa Vacanze Le Case

San Gimignano

Jackie

CA $202 total

includes taxes & fees

Sep 20 - Sep 21

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

9. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

CA $231 total

includes taxes & fees

Sep 28 - Sep 29

A table with breakfast items and a view of rolling hills.

10. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

CA $125 total

includes taxes & fees

Oct 9 - Oct 10

A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

11. Affittacamere a 20 minuti da Firenze

Empoli

Joshua

CA $120 total

includes taxes & fees

Sep 26 - Sep 27

A courtyard with outdoor seating, a brick building, and a tree.

12. Affittacamere e Ristorante Ariete

Ponsacco

"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."

Martina

CA $104 total

includes taxes & fees

Sep 11 - Sep 12

A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

13. Room Rent Morrona

Terricciola

Marzia

CA $112 total

includes taxes & fees

Sep 16 - Sep 17

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

14. Borgo Antico Residence

Certaldo Alto

jane

CA $146 total

includes taxes & fees

Sep 10 - Sep 11

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

15. AlbergoDiffusoVolterra

Volterra

Mia

CA $242 total

includes taxes & fees

Oct 9 - Oct 10

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

16. Villa San Filippo

Barberino Val d'Elsa

Nadia

CA $212 total

includes taxes & fees

Oct 4 - Oct 5

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

17. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

CA $74 total

includes taxes & fees

Sep 25 - Sep 26

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

18. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

CA $195 total

includes taxes & fees

Sep 9 - Sep 10

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

19. Palazzo Pacini

Colle di Val d'Elsa

John

CA $215 total

includes taxes & fees

Oct 7 - Oct 8

A building with a wooden door, windows with shutters, and flower boxes.

20. Donna Nobile

San Gimignano City Centre

Treena

CA $141 total

includes taxes & fees

Sep 9 - Sep 10

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Top San Vivaldo Hotel Reviews

Hotel Borgo San Luigi

10/10 Excellent

"Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful."

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!"

"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!!"

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."

Find out more about San Vivaldo

Everything you need to know about San Vivaldo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Vivaldo vacation rental for you. At Expedia, you can take your pick from private vacation 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 San Vivaldo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Vivaldo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Vivaldo. 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 San Vivaldo vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Vivaldo vacation rentals we have selected for you start as low as CA $74 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Vivaldo rentals

At Expedia, we put the best San Vivaldo vacation 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 San Vivaldo 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 San Vivaldo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Vivaldo. 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 vacation rentals in San Vivaldo?

Yes, we have vacation rentals close to popular points of interest in San Vivaldo, or you can choose a secluded option if you're looking for relaxation. San Vivaldo is known for its monuments.

What's the top vacation rental that San Vivaldo has to offer?

Holiday house with private pool and fenced garden: Visitors like this San Vivaldo vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in San Vivaldo?

Expedia has 5 vacation 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 Pasta Martelli, or get out into nature at a spot like Sentierelsa Trail. In the larger area, you’ll find Monastery of San Vivaldo and Castelfalfi Golf Course.

What’s a vacation rental in San Vivaldo like?

Vacation rentals are private properties you can book for several days or longer in San Vivaldo. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.

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Check prices for these dates

Our top choices for San Vivaldo vacation rentals

1. Borgo San Giusto

2. Tenuta Sant'Ilario

3. B&B Palazzo Tortoli

4. Antica Dimora Leones

5. B&B Il Moscondoro

6. Villa il Fedino

7. Palazzo al Torrione 2

8. Casa Vacanze Le Case

9. Antica Pieve B&B

10. Chianti Village Morrocco

11. Affittacamere a 20 minuti da Firenze

12. Affittacamere e Ristorante Ariete

13. Room Rent Morrona

14. Borgo Antico Residence

15. AlbergoDiffusoVolterra

16. Villa San Filippo

17. Camping Boschetto Di Piemma

18. Affittacamere Le Ginestre

19. Palazzo Pacini

20. Donna Nobile

Find vacation rentals that suit your style

Top San Vivaldo Hotel Reviews

Hotel Borgo San Luigi

Fattoria di Vegi

Castelfalfi

Hotel Casolare Le Terre Rosse

Hotel Sovestro

Salvadonica - Borgo del Chianti

Villa Sabolini

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

Poderi Arcangelo

Find out more about San Vivaldo

Frequently asked questions

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