
House vacation rentals in Guardistallo
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Top-rated house rentals in Guardistallo
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Popular amenities for Guardistallo house rentals
House rentals with a pool

Iris Residence "Casa vista mare-giardino-piscina"
Book a stay at this lovely cute place, rent a bike and have a good diner in the nearby restaurant.

Podere Tignano, 4-bedroom villa in the Chianti!
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!

Podere Lupina: a green corner between the sea and the hills
Wonderful cosy home and a wonderful host with his family. We felt instantly at home and welcomed. The house has everything you need and more. Thank you a lot!

Villino Isotta (exclusive private villa)
We were an extended family of eight. The accommodation can only be described as perfect for us. The views were amazing and it was just so peaceful. We enjoyed the pool and the short trips to many restaurants and surrounding villages. That said, we spent most mornings and evenings soaking up the views across the valley to Volterra and beautiful villages dotted on the hillside. Andrea takes huge pride in being accessible and instantaneously responsive. A pleasure to deal with. A small bar / cafe across the road took care of morning coffee’s and any gelato pangs. Thank you Andrea, you made our stay so very memorable. Our only disappointment was leaving!!

Antico Borgo Ripostena – n. 8 Old House
Beautifully finished holiday home in a lovely peaceful setting with great views. Well set up for small children, with toys and play area in the communal spots and a toy box in the apartment on request. Martina was an excellent host, very responsive and helpful. Thank you!

Casa di Lyndall - Entire house with exclusive pool
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Stunning Casa with Pool & Views
We loved the peaceful environment and the home itself. We were close to restaurants and grocery stores.

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Weekly house rentals

Elegant ancient villa Lucca
From the moment we were greeted by Isabella, Massimo and their son, to the moment we said goodbye we felt right at home. The house is well located. It was nice to leave the hustle of the old city and retreat to the expansive peaceful terrace of the house for an “aperitivo” before dinner. The beds were comfortable and we all slept well after long days of touring. One of our favorite things was collecting water from the town spring, which was just a few doors away.

"Il Frassino" Country House
Ranieri is a very friendly and very welcoming host, he was always very available to advise us during our stay. The accommodation is perfect, very functional and very pleasant with its beautiful and large garden. The listing is exactly as described. The area is superb with these beautiful villages, the sea and the forests. It's ideal for beautiful bike or walking tours. The shops and restaurants are very welcoming. There are great restaurants in the different villages around Castagneto. We highly recommend this listing for a stay in Tuscany. We'll be back! It was a great time.

Tuscany,Bolgheri, Cottage
The house is in a splendid location: on a hill close to the woods, it faces the sea and the row of cypresses of Bolgheri. A unique place, the view and sunsets are priceless. The main beaches can be reached by car in a time ranging from 15 to 30 minutes depending on the destination. If you're at home, ping pong is a great resource for children (and adults). Wild boars (these only beyond the net that borders the forest), badgers and hares run around nearby and you meet them daily. The close presence of the main house is both reassuring and very discreet, you have total privacy. Inside, the house is very well organized and extremely pleasant to live in. Marina is very helpful and attentive. We had a wonderful time!

charming apartment a few kilometers from the sea
I am very glad that we got such a hostess! She is very polite, very responsive! We met for the first time, but it was as if we had known each other for many years. The house is in a very comfortable and beautiful place!! It is very clean and very cozy!! If I come to Tuscany again, then only to Caterina!)

Cottage in the Cecina countryside
A perfect stay from every point of view. Fernanda and Roberto are two exquisite people, they gave us a great welcome, gave great advice on places to visit and were very helpful. The apartment is tastefully furnished, the spaces are well managed and the strong point is the outdoor patio with garden and barbecue, where you can relax in total tranquility. Great location, just 10 minutes by car from the beaches and the center. Highly recommended!

Relax in the Tuscan countryside, a stone's throw from the sea
Simone is a very special host. The personal welcome was very welcoming. In addition to fruit, drinks and pastries, there was also a delicious Chianti to welcome us and the neighbor bought fresh eggs for us directly. In addition, Simone gave many helpful tips for places, restaurants, beaches, parking lots, etc. in the area. He was always easy to reach for questions. We also liked the beautifully furnished and clean apartment very much, not least the comfortable bed. There is also a lot to see in the area, e.g. we visited Pisa and the beautiful beach in Rosignano. Arriving by car is recommended, you can easily park on the property. We highly recommend staying at Simone's place and would come back anytime. Five stars!!!

Golden View - Dream farmhouse in Tuscany
Perfect peaceful location. In the countryside but close to amenities and 25 minutes to historic Siena with endless restaurants. And in secure gated area. Beautiful views and amenities in the apartment, with sauna and indoor and outdoor hot tubs. A must stay if looking for quiet, peaceful Tuscan experience.

Casa RiVa - Among olive trees and the Tuscan coast
Wow - this place was just a dream come true. Both the house and the garden were incredibly beautiful. The house was fully equipped with everything you need. It was very clean and cozy. You could cook very well. The garden shed also had a lot to offer. Francesco and his family are incredibly kind and very quick to respond. We felt right at home. That made the entire stay super pleasant. If you have any questions, he responded within 10 minutes. We had an incredibly nice holiday with our two small children and Francesco's house. We'll be back.🙏🏽☺️
Private house rentals

The house in the Castle and the secret garden
What an incredible place to stay! Diana opens up her whole home to you and it is so welcoming, plus has everything you need for a relaxing stay. The architecture of the building itself is beautiful and Diana has lovingly restored this, the interiors are well thought out and the space is used cleverly to make use of the space in the apartment. The house guide has really great information about the area, and Diana was kind enough to offer us more tips on things to do, plus booked some reservations for us for dinner. Thank you for being such an attentive host, it made our stay much more enjoyable.

Montecatini Alto Art View
Very easy to find and close to funicular that ran every 30 minutes on schedule. At least 5 restaurants for lunch and dinner. Small store for basics. Terrace facing northeast was wonderful in the morning. Umbrellas for shade if needed. Washer with folding clothesline to dry inside or out. We only used the main bedroom and bath - both on second floor. Very nice. The second bedroom was on the second floor and second bath was in the basement - did not use those spaces or the sitting room in walkout basement. Kitchen stocked with basics for electric coffee maker (a bit noisy) and hand brother. Gas stove for heating milk. Toaster oven. Large grid freezer with many ice trays. Enjoyed the cat that showed up A few times. Easy 20 min walk from main train station (not Centro) to funicular. Main station also had many bus connections like to Grotta Giusti but only to swim in outdoor pool. You can’t swim in the cave - too bad. Would love to come back.

Finest country house. 3 bed rooms and shared pool
Enjoyable stay. Close to many beautiful towns.

LAJATICO tuscan dream.. ILFIENILE
Unforgettable stay at Maria and Massimo's house! Extremely quiet place conducive to relaxation with the decor of the grandparents' house with this rustic and period charm. Massimo was a host like we've never seen: always smiling, available and attentive while remaining extremely discreet...To complete this extreme kindness, when you arrive good little things will be waiting for you... Thank you for everything, Massimo! Nathalie

Villa le Scope 5*
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!

casa delle acque-casedigello
This was an amazing stay. The grounds were beautiful, serene, and the air was fresh. The residence was charming, rustic and comfortable. Giselle and Elmar were so gracious and kind. The pool was amazing with an unforgettable view. This ended up being our favorite part of our entire Italy trip. Relaxing stay, close to various wine regions and unique cities (we went to Bolgheri and Volterra and they were both about 30 minutes away). Highly recommend to anyone looking for a little slice of heaven in Tuscany! We will be back!

Romantic Tuscan town house with breathtaking views
This place is a hidden dream in the mountains! As soon as we arrived we felt at peace and absolutely loved this place - it felt like home! Joanne has made sure that there are all the homely touches and more along with a really well equipped kitchen and comfy bedding and towels 🙂 the views are incredible! We spent most of our time sitting out on the terrace in the garden in the peace soaking in the sun and surroundings! If you’re looking for somewhere in Tuscany this is a must for your journey! We absolutely loved it!!

La Cipressina Relax in Tuscany
A most beautiful retreat in the most peaceful area! A private, hillside home built with great love and amazing care! Paola and Luigi were exceptional hosts! We loved everything about this wonderful, restful and magical place! And how amazing that we were able to watch the fireflies dance as we gazed at the beautiful starry, Tuscan sky from our private hot tub! Every detail of La Cipressina was fabulous! Thank you!
Quick stats about house rentals in Guardistallo
Total rentals
50 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
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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
- Fortezza da Basso
- Parco delle Cascine
- Cala Violina
- Uffizi Gallery
- Piazzale Michelangelo
- Kite Beach Fiumara
- Piazza della Repubblica
- Mercato Centrale
- Marina di Grosseto beach
- Spiaggia Verruca
- Pitti Palace
- Spiaggia di Capo Bianco
- Spiaggia Zuccale
- Stadio Artemio Franchi
- Spiaggia Di Sansone
- Giardino Bardini
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