
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

Il Camino: cosy & artfully inspired country house
Thomas was so sweet and helpful. He was an absolute gentleman and wonderful host. The views were amazing. Very homey and decorated in the Tuscany style. Close to town but perfect for a quiet escape in the Tuscan countryside.

Casa Bada - Barn
We had a wonderful time, thank you!

Sant'Andrea with private pool
Lovely stay in private secured place in the country, clean pool , , will return

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!!

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.
Weekly house rentals

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.

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!

The charming cottage in Tuscany with breathtaking views
What a magical, unforgettable place to stay! The home is the perfect size for two, and we felt right at home. It’s very clean with plenty of towels, blankets, pillows, and cooking appliances. We really enjoyed waking up to the sound of birds singing and having breakfast on the patio before making excursions to Siena, Florence, Poppi, or nearby Rufina. The neighbor’s cats also greeted us home when we returned (very lovingly!). Would absolutely love to stay again!

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!)

Podere Quercia al Santo [Quercia al Santo Estate]
Beautiful and amazing are key words that describe place, house, and hosts. The views are exquisite and play in interaction with the amazing hosts who were very welcoming and service-oriented to the last detail. We will definitely come back to the beautiful place to enjoy the view and nice hosts. Top recommendations from Copenhagen. Pia and Peter

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!

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!!

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.
Private house rentals

The house in the Castle and the secret garden
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)

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.

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.

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!!!

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!

La Moraiola - Characteristic Tuscan barn
I took this trip with my sister to San Gimignano and it was absolutely incredible! The views from Egizia’s house were just stunning and breathtaking! From the beginning Egizia was very easy to get into contact with about any questions that I had. She gave wonderful recommendations and booked everything for me! We went to a winery that she had suggested and it was great! The Pilates instructor Giulia was also amazing! And with the hills as our scenery it was such a cool and incredible experience! My sister and I had so much fun! This was an unforgettable trip! We’ll definitely have to come back again!

House with view of olive trees, 10 minutes from the sea
Very nicely located and cozy place to stay. We found the quiet location overlooking the olive grove great and the possibility to heat with wood. Beds were comfortable, kitchen equipped with all the essentials, the center of Bibbona within walking distance (beautiful, about 20-minute walk). To make larger purchases you need a car, as well as to drive to the sea or to other places. We felt very comfortable and recommend this place!
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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