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Villa holiday rentals in Guardistallo

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Guardistallo

Private villa rentals

Top guest favourite
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.
Guest favourite
Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviews

Villa Via Francigena

BettyRating, 5 stars1 week ago
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.
Guest favourite
Villa in Peccioli
4.92 out of 5 average rating, 12 reviews

Luxury villa with Pool, games room & Bocce court

KathleenRating, 5 stars8 months ago
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!
Guest favourite
Villa in Basse di Caldana
4.97 out of 5 average rating, 35 reviews

Private villa in Maremma 15 minutes from the sea

PaolaRating, 5 stars1 week ago
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.
Superhost
Villa in Crespina
4.86 out of 5 average rating, 43 reviews

The pinewood for wine lovers with AC

EllenRating, 5 stars1 week ago
Beautiful House and super friendly host.
Guest favourite
Villa in Buti
4.96 out of 5 average rating, 46 reviews

Villa sii felice

KristinRating, 5 stars6 days ago
We had an unforgettable stay at this villa for our bachelorette getaway! The host was incredibly responsive and made everything smooth from start to finish. The views were absolutely breathtaking — even better than in the pictures! The villa had everything we needed to set the perfect atmosphere: fully stocked kitchen with plates and glasses, plenty of towels, and thoughtful details throughout. We loved picking fresh lemons from the garden and finding peaceful spots around the property to read and relax. It’s incredibly private and serene — the perfect escape. While the drive-up can be a bit tricky at first, it quickly becomes second nature and is well worth it.This place exceeded all of our expectations. Highly, highly recommend — we'd come back in a heartbeat!
Top guest favourite
Villa in Montaione
4.96 out of 5 average rating, 25 reviews

Private Villa with semi-Olympic pool and Tennis

JosephineRating, 5 stars1 month ago
absolutely amazing!! Francesca made us feel right at home. the place was amazing and we definitely want to come back. the property is beautiful and great if you want to play tennis , ping pong, or swim… super fun. Francesca was so sweet, gave us great recommendations, and helped us with all our questions. She even graciously helped our grandma get a doctor to see her when she sick. 10/10 amazing !
Top guest favourite
Villa in Gaiole in Chianti
4.98 out of 5 average rating, 49 reviews

Sestuccia

AnnieRating, 5 stars4 weeks ago
This was the most magical place so spend a week in Chianti! The villa is exceptionally beautiful, and has everything you could need for a comfortable stay. The grounds were spectacular, with many things to do and different areas to sit and enjoy. My toddler especially loved picking strawberries from the small garden and collecting eggs from the chickens for breakfast. The hosts were lovely and helpful with any questions we had, and took great care of us. The town of Gaiole in Chianti is very close and with great restaurants and things to do. A perfect spot I can’t recommend highly enough!

Luxury villa rentals

Guest favourite
Villa in Lucca
4.97 out of 5 average rating, 76 reviews

Villa Barsocchini intera

LouiseRating, 5 stars3 weeks ago
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.
Superhost
Villa in Marina di Campo
5 out of 5 average rating, 33 reviews

Casa Pineta Elba, a short walk from the sea

LeighRating, 5 stars1 month ago
We enjoyed a perfect family holiday on Elba Island in the perfect family home. The outdoor kitchen/dinning/sitting area was ideal to unwind after a day or exploring beautiful beaches, trekking amazing mountain trials and of course eating our way the many traditional Italian restaurants. If you want the perfect Italian holiday this is the perfect family home, you will not be disappointed. Claudia is the super host.
Superhost
Villa in Greve in Chianti
4.84 out of 5 average rating, 32 reviews

Romantic Villa with private pool and fabulous view

ReubenRating, 5 stars1 week ago
Most beautiful villa with so much charm! Fantastic location as well, easy to explore Florence, Siena, San Gimignano, as well as all the surrounding wineries and countryside. The villa was so lovely that we decided to spend 2 days in the villa, chilling at the pool drinking wine and having tapas! Janine is a great host with many recommendations of what to do in the local area. Highly recommended to stay here to experience Tuscany!
Guest favourite
Villa in Lucca
4.82 out of 5 average rating, 11 reviews

Luxury Villa w/Tennis Court, Pool, Jacuzzi & Gym

FedericoRating, 5 stars1 month ago
Wonderful stay at Villa Vittoria, surrounded by greenery at the gates of Lucca, a wonderful city. We really enjoyed the tennis court and the gym area with hot tub, perfect for relaxing. The soccer field and pool we didn't use them, but the latter is really beautiful and well-maintained. Maximum privacy and tranquility: ideal for unplugging. The villa is thoughtfully styled and the outdoor spaces are spacious and quiet. A perfect place to regenerate, which we recommend without hesitation.
Guest favourite
Villa in Grosseto
5 out of 5 average rating, 18 reviews

Podere la Pompa

AlexRating, 5 stars1 week ago
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!
Guest favourite
Villa in Tignano
4.95 out of 5 average rating, 171 reviews

Villa Isabella

DouglasRating, 5 stars4 weeks ago
The home was located about 1/2 mile from several quaint small towns. Many great restaurants and tours through the beautiful hills and wine country. Very relaxing for family, friends or just to see you unwind by yourself. I highly recommend this location. Take advantage of tours arranged by Nicollo'and his family. We had a ball! Thank you.
Guest favourite
Villa in Volterra
4.98 out of 5 average rating, 51 reviews

Villa Casa al Povero

AnthonyRating, 5 stars2 months ago
I don’t even know where to begin describing this place. It was the most amazing place I have ever stayed. If you are looking for a peaceful and private villa with incredible views, then stop looking. This is it !! All of the reviews we read before we arrived talked about how amazing the views are and that you must take up the offer if Paola and Alessandro offer to cook a meal for you. Both recommendations are spot on. The sliced beef was one of the best meals I have ever had, and I often found myself wandering around outside the villa looking at the 360 degree views in all directions. We all felt so sad to leave this magic place. Paola and Alessandro were perfect hosts. Always friendly and with a smile on their faces. It’s a long way from Australia but I really hope we get an opportunity one day to return to this majestic place.
Top guest favourite
Villa in San Ginese di Compito
4.99 out of 5 average rating, 129 reviews

Farmhouse , pool, 13 px. Lucca 10km

EduardoRating, 5 stars3 months ago
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

Guest favourite
Villa in Lari
4.98 out of 5 average rating, 47 reviews

CASA SCIACOL - Entire apartment with pool

ChristianRating, 5 stars2 weeks ago
Great accommodation, well maintained, lots of natural feeling, facilities were extensively furnished and accommodating
Superhost
Villa in Gambassi Terme
4.85 out of 5 average rating, 152 reviews

Il Leccio - Tuscany home near San Gimignano

MilaRating, 5 stars3 weeks ago
The magnificent view can be enjoyed both as a couple and with friends. It is very quiet and everything has been thought of: outside there are very comfortable seating options, a grill and pool. The garden smells of jasmine everywhere. There is nothing missing inside either. The house is perfect and is in the perfect location. After a 20-minute drive, you will reach San Gimignano. Simply a dream and always worth a trip 😍
Top guest favourite
Villa in Montecatini Terme
5 out of 5 average rating, 40 reviews

Villa Le Panteraie - located between Florence and Pisa

TomRating, 5 stars3 weeks ago
A beautiful villa with exceptional views to the hills and valley. Various oudoor areas. Private location however close to sights and amenities. Cafes and restaurants not far however not walking distance, best accessed by own car. Electric bikes were available for sightseeing. Fantastic host, always responsive and helpful. Can warmly recommend.
Guest favourite
Villa in Montefoscoli
4.97 out of 5 average rating, 65 reviews

Old renovated mill in the Tuscan hills

StephanRating, 5 stars8 months ago
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!
Superhost
Villa in Camaiore
4.93 out of 5 average rating, 45 reviews

La Dolce Vita - Tuscan experience

JonathanRating, 5 stars1 week ago
We had a wonderful stay, the house really felt like a home and was instantly relaxing. The whole booking and check in process was very straightforward and Giuseppe who met us to show us around the property and hand over the keys was very welcoming, kind and informative. The house has wonderfully peaceful location, with beautiful views. It has been furnished with excellent taste, and so adds to the feeling of being in a real home rather than a rental. The gardens and pool are delightful and evenings on the loggia will be remembered for a long time, we cant wait to return!
Top guest favourite
Villa in Camaiore
4.98 out of 5 average rating, 61 reviews

Villa "Il Grillo" Private pool Panoramic view Privacy

RichardRating, 5 stars2 weeks ago
The villa was beautiful! Very peaceful and a great base for exploring the region. Lorenzo was very helpful before we got there and while we were there. The entry road is steep, so follow his directions on the type of car to get. Once you drive it the first time you’ll be fine!
Top guest favourite
Villa in Certaldo
4.89 out of 5 average rating, 148 reviews

Tuscan farmhouse with private pool and views

MelissaRating, 5 stars6 days ago
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
Guest favourite
Villa in Radda in Chianti
4.96 out of 5 average rating, 95 reviews

la Balza

LaurenRating, 5 stars6 days ago
We loved our time at La Balza - such a picturesque, peaceful and relaxing stay! Alessandro and his parents were a pleasure to deal with and answered all of my questions very quickly. They were very hospitable and accommodating. The area surrounding Radda in Chianti is absolutely beautiful and we loved the easy access to so many different cities and small villages. Would definitely recommend. A+

Quick stats about villa rentals in Guardistallo

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹9,522 before taxes and fees

  • Total number of reviews

    160 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

  • Local attractions

    Osteria BardoVino, Locanda Le Volte and L'Osteria del Pinzagrilli e B e B Il sogno del Pinzagrilli

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Pisa
  5. Guardistallo
  6. Villa rentals