
Villa holiday rentals in Guardistallo
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Top-rated villa rentals in Guardistallo
Guests agree: These villas are highly rated for location, cleanliness and more.
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Popular amenities for Guardistallo villa rentals
Private villa rentals

Villa Via Francigena
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.

House of Lucia and Sandra
This was our second stay at Sandra’s house in Quercianella. The peaceful coastal village has all essentials, and sand beaches and nearby towns are just 15 minutes away. The house, located on a hillside, is cozy, well-equipped, and offers a lovely terrace with fresh herbs and fruits in the garden. Our kids enjoyed exploring the garden and tasting the herbs. Sandra and her family are incredibly kind and welcoming – it was a pleasure meeting them. We felt at home once again and would love to come back!

Luxury villa with Pool, games room & Bocce court
My family and I -- six adults and a 9 month old -- spent two delightful weeks at Il Granaio. Before our arrival, Greg (the host) put me in touch with Ally, the property manager, who provided much useful information in advance and ensured we could find our way to the hidden gem that is Il Granaio. Once we arrived, Ally was available as needed, responsive to my queries as we settled in. We enjoyed the Villa and property immensely, using it as a base camp as we did day trips all around Tuscany and a longer visit to the Ligurian coast. The house was comfortable, attractive, and well-outfitted, with fantastic views from the second floor; the surrounding countryside was peaceful and beautiful; the pool was a perfect place to cool off and relax after being out and about; and the billiard table provided enjoyment for all! And having our own washer and dryer was incredibly convenient, especially when traveling with a baby. Wonderful memories were made for our family at Il Granaio!

Private villa in Maremma 15 minutes from the sea
This was one of the most beautiful Airbnb’s I’ve ever stayed in. The place was well designed and special attention went to every aspect of the decoration. The place was also the perfect location for our dog because he was able to run freely in the yard. Lorenzo also recommended the restaurant he works at for dinner and the food was fantastic and in a beautiful location. We highly recommend this beautiful airbnb and staying here for your next trip to the Maremma region.

Exclusive Farmhouse Pool & View of San Gimignano
This property exceeded our expectations with spectacular views and peaceful, natural surroundings! The host was friendly and responsive. The proximity to San Gimignano and other Tuscan destinations was convenient. Each day felt magical! Just sitting on the patio was amazing! An unforgettable destination and experience!

Old renovated mill in the Tuscan hills
You can stop looking now! This is probably the most perfect place to stay and with the best host in all of Tuscany. This is said by a very travel and quite picky family from Sweden that this time went with three sons 16, 18 and 22 and the eldest son's fiancée. The host Lorenzo is absolutely amazing both before and during the stay: quick responses, incredibly helpful and very accommodating. You live in a renovated mill (two super-fresh separate buildings one of which is newly built) in the small village of Montefoscoli, with wonderful views of the landscape and sun location from morning till night. Large patio with barbecue and pool for lovely meals and relaxing. Inside there is everything you need and more: full equipped kitchen, dishwasher, washing machine, ironing equipment, ac in each bedroom. Good wifi and TV box. Excellent little bakery 50 meters from the residence. A small Coop shop 5 minutes walking distance from the residence with everything you need. We've already told friends and acquaintances about this home — it won't be better!

Podere la Pompa
I stayed with my family at Maria's beautiful house in the countryside north of Grosseto. The property is idyllic, tucked away between the trees with virtually no line of sight to other houses or buildings. The home is modern (although the architecture is very traditional) and the furnishings are of very high quality. The outdoor pool area is perfect for an evening cocktail or just to lounge during the day. I cannot recommend Maria's home highly enough and I look forward to visiting again!

Podere La Casetta - 2 People - Private Pool
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.
Luxury villa rentals

Tuscan Villa
Great accommodation, beautiful, peaceful surroundings and very warm hosts! We lacked nothing. We were here with 7 people for our training camp and had a fantastic time in the villa. It's really even more beautiful than we would have expected from the pictures. Surrounded by olive trees and only a handful of other houses, you can perfectly unwind - whether by the pool, in the garden or in the house itself. Zara and Mark are very accommodating and helpful. We immediately received an answer to every question and also a lot of helpful tips to make our stay as pleasant as possible. Zara showed us the surroundings on a short morning hike. We would never have found these places without them. We will be back for sure.

Valluccia 51
We had an amazing time in the villa from Tommaso. It has all the amenities that you expect from a villa in this price class. The view looking over the valley is beautiful. The communication with the host was very pleasant and swift. As an example; The existing tv got broken in the evening and the next morning Tomasso installed a new one with all the modern features like Apple Airplay. Since the weather was not great the first days you can imagine that this was very nice to have a good working tv. Anyone who is considering renting a villa in the surrounding of San Donato, I highly recommend this villa from Tommaso.

Il Timignano
Beautiful House and perfect for bigger groups! We had a great time there:)

Villa of the 2 Olive Trees (Abbadia Isola)
We stayed one night at this beautiful villa. There were 14 of us and everyone comfortably found their own space. The house is very large and well laid out, the ground floor offers moments of conviviality that are difficult to recreate elsewhere. The large living room, equipped with table tennis and table football, overlooks the porch and the internal garden, together with the kitchen (beautifully equipped), creating a single, large sharing area. The house is really suitable for everyone, even the little ones, the inner courtyard is enclosed, safe and enjoys a lot of privacy. Spending a few days in this accommodation is one of those experiences that you should have at least once a month. The owner Barbara has followed us impeccably from the beginning with accurate instructions and excellent advice. We'll be back

Villa with pool 6 km from the center of Lucca
We had a fantastic relaxing stay at this place. The house was large and had everything you need to make yourself comfortable. The house and garden offered a great atmosphere with its nice places to sit and relax or having our meals. Thank you Elena and Eugenio for your hospitality and great service.

Old lemon house renovated near the center
Dana's house is a jewel in itself, not only what you see in the pictures is what you will find at the location, but also there was a lot of attention to details, starting from all the appliances in the house, to the welcoming with everything you could eventually need for a stay in an house in Lucca, and possibly more. Dana herself was proactive and helpful, and she even went the extra mile on a few requests and helping me out with an issue I had (not related to her house). The location per se is amazing, a bit far from Lucca'a walls, but easily manageable with a good walk or, even better, by biking there. For this reason though, it can be reached via car, have a nearby parking, and for those reason it will also represent a nice starting point to explore all the whereabouts.

Tuscan farmhouse with private pool and views
Incredible! We had such an amazing time staying here. Charly & Ann have done it up so beautifully. The views are incredible and it’s so peaceful. They went above and beyond answering any questions and recommended an amazing winery to visit! Would highly recommend a visit to this beautiful home. Thank you Charly & Ann

Farmhouse , pool, 13 px. Lucca 10km
We had an amazing stay at Juri's beautiful villa in Tuscany! The place is super spacious, easily accommodating our group of 11, and it was spotless and very well maintained. Juri and his mom were incredible hosts—always responsive and ready to help whenever we needed anything. The location is also perfect for day trips to Florence, Pisa, and Lucca. If you're looking for a charming, well-kept and very clean villa with top-notch hospitality, this is the place. Highly recommend! Let me know if you'd like any tweaks!
Villa rentals with a pool

Dream in Tuscany, Villa with pool
Six of us spent a wonderful week at Vicky's villa to celebrate my husband's 60th birthday. The beautifully appointed house, the stunning views, and the swimming pool were all we had hoped for and more. Vicky is a five-star host. She welcomed us and even arranged to have a meal served upon our arrival. She generously helped us coordinate a catered birthday dinner at the villa. She shared interesting stories and lore from the area and made us feel very much at home. Before we left, she even took us on a tour of the magnificent Medici building under restoration on her property. From the villa, we headed out to Livorno, Pisa, Siena, and Florence, each a manageable day trip through the rolling Tuscan countryside. (Note: The final approach to the villa is over unpaved road; we were happy to have chosen an SUV for our rental.) We are left with great memories and many beautiful photographs of our stay in Peccioli. Thank you, Vicky!

Villa Barsocchini intera
We had a wonderful stay with family and friends, including young children, in Brian's lovely villa. The property has fantastic views and is enormous. Brian was very helpful throughout our stay. He arranged a delicious meal for us one evening. We were particularly grateful that they came up with a special vegan menu for two of our friends, who really appreciated the effort and the food! I would definitely go back.

CASA SCIACOL - Entire apartment with pool
Great accommodation, well maintained, lots of natural feeling, facilities were extensively furnished and accommodating

Ulimeto Power
Fantastic location in the middle of an olive grove, very quiet, no neighbors. There is a lot to discover in the house and property. Since the house is about 3 km outside, you should be mobile. The hosts were always very responsive.

Tuscan farmhouse with bio-lake and beach
The accommodation is really wonderful and perfect for e.g. several couples, as each room has its own bathroom. You can enjoy the sun in the beautiful outdoor area and in the pool. However, frogs that croak at night should not be disturbed. The well-equipped kitchen and barbecue make the accommodation perfect. The only disadvantage was the barking dogs of the neighbours in the early morning hours, but with the window closed it is okay. The house can only be reached via a rocky gravel road, but it is possible if you follow Massimiliano's directions :) Otherwise, you can easily reach cities such as Livorno, Pisa or Lucca from the house by car. Overall, a clear recommendation for accommodation and host!

Lilium,delux farmhouse in the chianti hills
We had a fantastic stay at Concetta's beautiful home! The house itself is gorgeous and traditionally Tuscan. It is also in the most incredible scenery and sitting outside and taking in the view was an absolute joy. However, by far the best thing about our stay was Concetta and her husband Paolo. They could not have done more to make us feel more at home and it honestly felt like we were part of the family while we were there (including making us the most incredible meal, which I would strongly recommend you do if you stay!) Their hospitality, helpfulness and warmth made it feel like a true escape and I could not recommend it more.

Podere Il Renaio
Beautiful place and so spacious! The kitchen is well equipped with some spices in the cupboard too. There is a nespresso machine and the host left some pods, lovely to enjoy a espresso while taking in the quiet beautiful surroundings. Big bedrooms, pool and table tennis. We only stayed for two nights, would love to come back. It’s perfect

Delia's nest
We really had an amazing stay! The location is ideal and peaceful, a real haven of peace in the middle of the Tuscan countryside. The pool is beautiful, with stunning views. The accommodation is very charming, very functional and very clean! Eugenia is welcoming, extremely kind, available while being discreet, and offers good advice. It was our first experience on Airbnb and we leave Eugenia's with stars in our eyes… Many thanks Eugenia, we will be back, and we will highly recommend you! A pronto!
Quick stats about villa rentals in Guardistallo
Total rentals
10 properties
Nightly prices starting at
$170 AUD before taxes and fees
Total number of reviews
160 reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Osteria BardoVino, Locanda Le Volte and L'Osteria del Pinzagrilli e B e B Il sogno del Pinzagrilli
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- Elba
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gorgona
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Spiaggia Di Sansone
- Giardino Bardini
- Medici Chapels
- Spiaggia di Marina Di Campo