A vineyard with rows of grapevines, olive groves, and scattered buildings on a hillside.

Gambassi Terme Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Gambassi Terme vacation rentals

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

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ￥19,255
￥21,716 total
includes taxes & fees
Oct 16 - Oct 17
Tenuta Sant'Ilario
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

2. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is ￥22,839
￥25,658 total
includes taxes & fees
Sep 27 - Sep 28
Tenuta Quadrifoglio
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

3. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (44 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ￥16,094
￥18,239 total
includes taxes & fees
Oct 4 - Oct 5
Borgo San Giusto
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ￥21,941
￥25,026 total
includes taxes & fees
Oct 14 - Oct 15
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ￥16,726
￥23,745 total
includes taxes & fees
Sep 20 - Sep 21
Palazzo al Torrione 2
A garden with a stone pathway, wooden benches, and various potted plants.

6. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ￥22,130
￥25,234 total
includes taxes & fees
Oct 12 - Oct 13
Antico Borgo il Cardino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

7. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (101 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ￥23,734
￥26,463 total
includes taxes & fees
Oct 16 - Oct 17
Palazzo Pacini
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

8. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.8 out of 10, Excellent, (52 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ￥18,520
￥21,441 total
includes taxes & fees
Sep 23 - Sep 24
Villa San Filippo
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

9. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is ￥18,234
￥26,115 total
includes taxes & fees
Sep 18 - Sep 19
AlbergoDiffusoVolterra
A building with a wooden door, windows with shutters, and flower boxes.

10. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ￥13,444
￥15,680 total
includes taxes & fees
Oct 4 - Oct 5
Donna Nobile
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

11. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ￥37,320
￥41,408 total
includes taxes & fees
Sep 23 - Sep 24
Riserva di Fizzano Residence
An arched entrance with a lantern above, flanked by two potted plants.

12. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (104 reviews)
"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...
United States
Nilesh
The price is ￥35,452
￥39,710 total
includes taxes & fees
Oct 13 - Oct 14
Villa il Fedino
A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ￥11,425
￥12,924 total
includes taxes & fees
Oct 15 - Oct 16
Chianti Village Morrocco
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

14. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥7,296
￥8,560 total
includes taxes & fees
Sep 16 - Sep 17
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (84 reviews)
"Very pretty B&B! The rooms are super cozy and feels welcoming! The scenery around is just amazing! The pool was very refreshing and the host very nice! The trail to reach the B&B is narrow make sure you have a small car ;)"
Canada
Alexia
The price is ￥17,358
￥19,807 total
includes taxes & fees
Oct 13 - Oct 14
B&B La Fonte del Machiavelli
A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

16. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is ￥49,437
￥55,271 total
includes taxes & fees
Sep 16 - Sep 17
Borgo al Cerro
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

17. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ￥26,269
￥29,431 total
includes taxes & fees
Oct 5 - Oct 6
Relais Villa Olmo
A courtyard with outdoor seating, a brick building, and a tree.

18. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"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."
United Kingdom
Martina
The price is ￥10,076
￥11,083 total
includes taxes & fees
Sep 20 - Sep 21
Affittacamere e Ristorante Ariete
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

19. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ￥44,231
￥49,367 total
includes taxes & fees
Sep 21 - Sep 22
Terre di Baccio
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

20. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is ￥17,504
￥20,145 total
includes taxes & fees
Oct 12 - Oct 13
Borgo Il Poggiaccio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gambassi Terme Hotel Reviews

Hotel Horto Convento

Hotel Horto Convento

10/10 Excellent
"The staff at the front desk were amazing especially M who worked in the afternoon. Only recommendation is to upgrade rooms with new mattresses."
Celinda 3-night trip
Posted 2 hours ago
Hotel Horto Convento

Find out more about Gambassi Terme

Search for holiday rentals in Gambassi Terme on Expedia! You can easily find your home rentals, villas, holiday apartments in Gambassi Terme using one of the methods below:

  • View our selection of featured holiday rentals in Gambassi Terme
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Look no further and take a look at our great range of rental properties in Gambassi Terme!

Frequently asked questions

Are there vacation rentals in Gambassi Terme?

Yes, we give you a choice of vacation rentals close to popular sights in Gambassi Terme, or you can go with a more secluded option if you're looking for relaxation. Gambassi Terme is known for its wineries.

What are some of the best vacation home rentals that Gambassi Terme has to offer?

Bed and Dreams: You might like this vacation home rental near Gambassi Terme. It comes with free WiFi so you can feel at home during your trip. Kitchen amenities include an espresso maker to make your meal-planning easier.

How many vacation rentals are there in Gambassi Terme?

Choose from 37 Expedia vacation rentals in Gambassi Terme for a memorable vacation.

What’s there to see and do in Gambassi Terme?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Alta Val d'Elsa River Park. Other places in town to visit include Agricola Tamburini Emanuela and Pieve di Santa Maria a Chianni.

What’s a vacation rental in Gambassi Terme like?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Gambassi Terme. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.