San Vivaldo Vacation Rentals from $54: Search Short-Term Rentals

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.

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Our top choices for San Vivaldo vacation rentals

1. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

San Vivaldo

$2,742 nightly

Sep 17 - Sep 18

Total with taxes and fees

2. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$145 nightly

Sep 29 - Sep 30

Total with taxes and fees

3. Borgo Antico Residence

Certaldo Alto

jane

$92 nightly

Sep 27 - Sep 28

Total with taxes and fees

4. Coppo – Apartment with Pool and Views of the Tuscan Hills

Gambassi Terme

$400 nightly

Oct 3 - Oct 4

Total with taxes and fees

5. Borgo San Giusto

Empoli

Paul

$134 nightly

Sep 11 - Sep 12

Total with taxes and fees

6. La Casina of Via Cresci, 14

Montaione

Jo P.

$119 nightly

Sep 5 - Sep 6

Total with taxes and fees

Romantic Double Room, 1 Bedroom, Non Smoking | View from room

7. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

$150 nightly

Sep 21 - Sep 22

Total with taxes and fees

8. Casa Vacanze Le Case

San Gimignano

Jackie

$121 nightly

Sep 17 - Sep 18

Total with taxes and fees

9. Antico Borgo il Cardino

San Gimignano

Craig

$148 nightly

Oct 4 - Oct 5

Total with taxes and fees

10. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

$149 nightly

Sep 27 - Sep 28

Total with taxes and fees

11. Palazzo al Torrione 2

San Gimignano City Centre

Angela

$134 nightly

Sep 12 - Sep 13

Total with taxes and fees

12. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

$81 nightly

Sep 7 - Sep 8

Total with taxes and fees

13. Antica Dimora Leones

Palaia

Thomas

$60 nightly

Oct 4 - Oct 5

Total with taxes and fees

14. Four leaf clover - Salvia (4 + 2)

Gambassi Terme

$219 nightly

Oct 3 - Oct 4

Total with taxes and fees

15. AlbergoDiffusoVolterra

Volterra

Mia

$162 nightly

Oct 4 - Oct 5

Total with taxes and fees

16. Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

San Gimignano

Anonymous traveler

$207 nightly

Sep 11 - Sep 12

Total with taxes and fees

17. 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

$67 nightly

Sep 12 - Sep 13

Total with taxes and fees

18. 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

$271 nightly

Oct 2 - Oct 3

Total with taxes and fees

19. Villa San Filippo

Barberino Val d'Elsa

Nadia

$91 nightly

Oct 4 - Oct 5

Total with taxes and fees

20. Donna Nobile

San Gimignano City Centre

Treena

$87 nightly

Oct 4 - Oct 5

Total with taxes and fees

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Top San Vivaldo Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"We had a wonderful time. Our family had a chance to meet the managers family who are so dedicated to excellent service. This is a unique property that strives to be the best with humility, grace and kindness. It was the best part of our trip to Italy! Thank you so much."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit San Vivaldo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $54 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

2. Tenuta Sant'Ilario

3. Borgo Antico Residence

4. Coppo – Apartment with Pool and Views of the Tuscan Hills

5. Borgo San Giusto

6. La Casina of Via Cresci, 14

7. B&B Palazzo Tortoli

8. Casa Vacanze Le Case

9. Antico Borgo il Cardino

10. Tenuta Quadrifoglio

11. Palazzo al Torrione 2

12. Chianti Village Morrocco

13. Antica Dimora Leones

14. Four leaf clover - Salvia (4 + 2)

15. AlbergoDiffusoVolterra

16. Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

17. Affittacamere e Ristorante Ariete

18. Villa il Fedino

19. Villa San Filippo

20. Donna Nobile

Find vacation rentals that suit your style

Top San Vivaldo Hotel Reviews

Fattoria di Vegi

Hotel Sovestro

Salvadonica - Borgo del Chianti

Villa I Barronci Resort & Spa

Villa Sabolini

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

Poderi Arcangelo

Villa Petriolo

Park Hotel Chianti

Find out more about San Vivaldo

Frequently asked questions

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