
Villa holiday rentals in Guardistallo
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Top-rated villa rentals in Guardistallo
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Popular amenities for Guardistallo villa rentals
Private villa rentals

Casa Pineta Elba, a short walk from the sea
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.

Independent villa of 100 sqm, sea view, 6 pax
The house is beautifully situated in the middle of olive trees, in the distance you can see the sea. The view from the terrace is a great photo motif at any time of the day. We were there with 4 adults. The house offers the opportunity to be private for everyone and at the same time plenty of space for time together. The hosts are very nice and accommodating. We will gladly come back. The house is perfectly equipped, with TV and WiFi, air conditioning and everything else you need. Electricity and gas are charged extra.

Luxury Tuscany Villa on the hill with private pool
We were very satisfied with our vacation home from Stefania. Great, spacious, secluded garden with many olive trees. Pergola with seating area invites you to linger. The cleanliness of the place was also extremely good. The beds or mattresses were very comfortable and the bedrooms nicely furnished. Stefania provided us with many tips and recommendations. She also booked a table for us twice at the nearby Osteria di Valgiano. Great food at a reasonable price with a great view of Lucca. Stefania responded quickly and kindly to questions. We would have liked to stay longer and will definitely come back!

Romantic Villa with private pool - "Il Pollaio"
A beautiful home to base ourselves in while exploring Tuscany. Lovely country surrounds. House has everything you need, spacious. Gorgeous terraces and pool. Enjoyed Volterra, San Gimignano and Siena but always great to come back to our Tuscan home! Silvia gave fantastic recommendations - pasta making at Ristorante de Beppino and in house chef Beppe highlights. Also loved Monterosola winery tasting. Very highly recommend. One of the best!

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!

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

La Dolce Vita - Tuscan experience
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!

Villa l'elsa beautiful country home with view - vi
Incredible Tuscan villa with the best owners and rental group. We had a family of 9 including a baby and the house was exactly what we needed - very spacious, accommodating owners, beautiful views, and a perfect location for visits to wineries and other tourist attraction cities. Irida was very responsive if we had any issues, and Francesca catered to our every need throughout our week stay. Upon arrival, Irida was there to give us a tour of the house and get us all set up with everything we would need for the baby etc. It was a level of service we hadn’t ever experienced with Airbnb! The house itself is beautiful as well, we loved sitting on the patio and greatly enjoyed the pool. Best of Mas set up many experiences for our group - welcome dinner & cooking class, private tours & transfers, wine tastings, lunch/dinner reservations, you name it they took care of it. Our group had the vacation of a lifetime thanks to Best of Mas with this rental property and the experiences they provided
Luxury villa rentals

Il Boschetto, an oasis of peace and nature in Siena
The Villa was the perfect restful break for our group of two families traveling throughout Italy. Michele met us at check in to go over all of the details of the house, which was so welcoming and helpful. We loved the gorgeous views, the relaxing pool, and grilling and eating outside. The small pizza restaurant just down the street was wonderful as well. It was easily accessible by city bus to and from Siena. We highly recommend!

Valluccia 51
Thank you Tommaso, a fantastic view and pool, a wonderful villa and you’re proactive assistance at every turn, highly recommended. The drive down the track is worthwhile for the tranquility it affords. Can’t recommend Tommy & the villa enough & as for Tuscany, it’s incredible!

Romantic Villa with private pool and fabulous view
The views from Janine’s villa are breathtaking and pictures don’t do it justice. It was so quiet and peaceful, a little slice of heaven. We visited with our two boys (5 and 10) who loved the pool and the spaciousness of the home and the grounds. Being so close to Panzano was the best perk because we were within a 7 minute drive to town for great restaurants, simple groceries, and pastries (as opposed to other villas that require a longer drive to get anywhere to eat/visit). A great base for exploring the surrounding area as well, and an easy day trip to Florence. There are excellent wineries within a 3 minute drive! Janine was a lovely, kind, and helpful host and gave us tips for local restaurants as well as places for our trip to Florence. It was very hot during our stay but the fans were enough to keep cool at night and we didn’t turn on the A/C. We stumbled across this little gem and if you’re lucky enough to do so as well, you will be swept up by the magic of the views and villa.

Tenuta del Podestà villa di charme in Firenze
David’s place embodies elegance and tranquility. Beautiful interior with intricate touches. The backyard was huge and our pup enjoyed running around on it. It’s as described in the pictures. David was also a very kind host. Responsive to our questions and insightful when it came down to recommendations. Highly recommend to anyone considering booking!

Florence best view villa Fiaccherella
We booked the place for myself and my wife, my 2 daughters with thei husbands and my 4 grandchildren (aged 2 to 13) and their nunny. We all enjoyed our stay, we all felt we had privacy when we needed, and common areas to be all together. Excellent place for large families or parties. The host ready to answer all questions.

Villa Isabella
Wow! Christina’s property is beautiful! The surrounding Tuscan hills make for a breathtaking setting, with wonderful views to the east and west for sunrise and sunset. We enjoyed drinking in the views from the terraces and while cooling off in the pool, which was a great size and bigger than we had imagined from the pictures. Watching the local swallows, who would soar overhead and drink from the pool, was a real treat. The villa itself was spacious, clean and thoughtfully decorated. Christina was a wonderful host, ready to greet us on arrival and to help us check-out, and responsive to all our messages. She even bought us a lilo for the pool when I asked if there was one! Christina had lots of suggestions of local things to do, from the best artisanal butcher from whom to purchase bistecca alla fiorentina, to where to buy the finest locally produced olive oil and Chianti. We hope to return, a real treat! Grazie mille, Christina!

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!

Casa Paolina Charmes and Secret Garden in the center
Our family was beyond impressed with the quality and the beauty of Riccardo’s home, so much so that we contemplated extending our stay by a couple of days (sadly we had already flights booked). The home is well located in such a lovely city, with no shortage of places to visit and enjoy. It is so tastefully decorated and cleanliness is a given! Riccardo and Ana were both very amicable and added a personal touch that was the cherry on top for our stay. We can’t wait to go back and would recommend it to anyone thinking of visiting Lucca and its vicinities, especially if it’s a larger group. It is like a luxury hotel and home at the same time
Villa rentals with a pool

Luxury villa with pool next historic walls Lucca
Can't say enough great things about this villa and Cristina as it's host! This was a family trip with 12 of us, and the villa provided more than enough space, bathrooms, amenities, and convenience for everyone. Sleeping arrangements were plenty and comfortable, bathrooms were larger than what you might expect for a European villa, several of them with dual sinks as well, and lots of modern upgrades that made things convenient but nothing to steal away from the absolute charm of the villa, especially the back yard by the pool. We loved spending most of our time there when we weren't exploring inside the city walls of Lucca (which are right outside the front door of the villa, an easy 5-10 minute walk away!) There were also coffee shops, markets, a pharmacy, a bank, etc., right around the corner from the villa for even more convenience. And Cristina herself? AMAZING. So proactive with communication, provided tons of information, and was very kind and welcoming when we arrived. THE BEST.

Il Leccio - Tuscany home near San Gimignano
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 😍

The pinewood for wine lovers with AC
Beautiful House and super friendly host.

STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
We had a wonderful stay at the Villa. The home and the grounds were magical! The beauty of the property and stunning, endless Tuscan views are unmatched. We thoroughly enjoyed the outdoor eating areas and relaxing by the pool. Located within a short distance to the town of Greve and the walled city of Montefioralle, we were perfectly positioned to enjoy all that the area had to offer. Giovanni was an outstanding host. He left us a detailed packet with all the information we needed as well as all of the best places to visit and things to do in and around the area. He was responsive and helpful, taking care of any issue we had quickly and efficiently. Living spaces and bedrooms were spacious and generously appointed. We would absolutely return!

Pompana Rustic Charm Casale
A great place for a retreat to enjoy the nature and the silence. The Airbnb has a fantastic location in the nature. It has everything that you need for a short an long stay. The view from the balcony is just amazing. Would definitely recommend it!

Put down your luggage, this is just the beggining!
The villa is situated on the outskirts of Greve in Chianti. For us it was a perfect location - enjoy country views yet walkable to the town centre for restaurants and shops. Four double rooms, each with an ensuite/shower. Everything you need for a great time - swimming pool, terrace with built in BBQ. Kitchen is well equipped with dishwasher, large fridge freezer and large range cooker. Kitchen table was ideal as we could all fit round and it made the kitchen the social hub as we used the comfy lounge for those quieter moments. Definitely recommend. We would be happy to go back.

la Balza
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+

Sestuccia
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!
Quick stats about villa rentals in Guardistallo
Total rentals
10 properties
Nightly prices starting at
$182 NZD 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
- Piazza del Duomo (Pisa)
- Gorgona
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia di Capo Bianco
- Piazzale Michelangelo
- Mercato Centrale
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Spiaggia di Marina Di Campo
- Cavallino Matto