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House holiday rentals in Montespertoli

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Popular amenities for house rentals in Montespertoli

House rentals with a pool

Guest favourite
Home in Pistoia
4.92 out of 5 average rating, 133 reviews

dependance in villa Toscana

DustinRating, 5 stars2 weeks ago
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer
Top guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 109 reviews

Infinity pool in Chianti area

KrisRating, 5 stars2 weeks ago
"Perfect" is the only word that comes to mind for Anna's place. Such a serene location and perfect for a family. The view is just spectacular. We felt so at home and loved sitting out in the yard and by the pool. Anna provided us with a list of so many amazing things to do/see near and far. A must do is the pasta making with Vilma at the house-the most memorable and delicious meal from our trip! Can't wait to go back there to live more of the Tuscan life and enjoy the most beautiful view. Thank you, Anna, for hosting such a gem!
Superhost
Home in Montespertoli
4.84 out of 5 average rating, 77 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

MatthiasRating, 5 stars2 weeks ago
We loved everything about our stay. Garry was truly an amazing host. He was super helpful and all his recommendations were absolutely on point. The place was so calming and quiet while all of Tuscany’s main attractions (Pisa, Florence, Arezzo etc. were never more than an hour drive away. We will definitely be coming back
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks ago
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!
Superhost
Home in Galluzzo
4.84 out of 5 average rating, 266 reviews

Old barn The Nepitella

BartRating, 5 stars2 weeks ago
We had a very nice stay. We recommend this place.
Top guest favourite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 140 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JacobRating, 5 stars1 week ago
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars1 week ago
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 175 reviews

Antico Borgo Ripostena – n. 8 Old House

LucyRating, 5 stars2 weeks ago
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

Weekly house rentals

Superhost
Home in Barberino Tavarnelle
4.77 out of 5 average rating, 56 reviews

7 min Cantina Antinori | Pool | Casa Sala & Pepe

NinaRating, 5 stars5 days ago
We spent a week in Silvio and Margherita's house with our two small children (5 and 6 years old). The hosts were always good and quick to reach and very helpful and friendly. The house is surrounded by vineyards and you have a fantastic view. There are some very good restaurants nearby that can be reached quickly by car. The garden is sweetly designed, but you share it with two other neighbors. However, you have your own garden section and pool to yourself. The house was clean, but very noisy (which did not bother us). A few pieces of furniture could be renewed (but did not restrict us and looks a bit authentic ;-) We would definitely come back.
Guest favourite
Home in Scandicci
4.92 out of 5 average rating, 52 reviews

Le Piccole Scalette "Under the Tuscan Sun"

JoelRating, 5 stars2 months ago
We had a wonderful time. Truly felt like we were under the Tuscan sun. The views from all of our bedrooms were breathtaking. Patrizia was so lovely, so attentive, so thoughtful - made reservations for us at a few local restaurants, where of course, the food was amazing. Patrizia responded to our texts quickly and was so helpful across the board! The location is off the beaten path, but close to some smaller towns and only about 25 minutes into the heart of Florence. You will need a car to get to and from anywhere. It was easy enough to take day trips, driving to so many wonderful towns to visit for the day, parking at one of the parking lots in each town, enjoying the day and returning 'home' to relax.
Guest favourite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 71 reviews

Top rated.pool, Hot Tub, homeGym & private Garden

ClaudioRating, 5 stars1 week ago
Absolutely gorgeous property with country side view and a cozy outdoor area, plus two friendly black cats! Louise was the perfect host: friendly, generous, attentive, she even offered to help us out when we had a setback that was totally unrelated to our stay at her property. Highly recommend to any traveller seeking an idyllic stay in the Tuscan countryside!
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 83 reviews

The charming cottage in Tuscany with breathtaking views

PoojaRating, 5 stars2 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.
Guest favourite
Home in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 97 reviews

Casa Luigi Suite with exclusive pool

DerekRating, 5 stars3 days ago
I looked at dozens of other ABBs before choosing Giovanna's place and I know I made the best choice after staying. The setting is absolutely beautiful and peaceful. Lounging at the pool was so nice. We had the pool all to ourselves which is hard to find with other ABBs. The home is a nice large space and very clean. The views out the window are great. Giovanna was so nice and welcoming just a wonderful person. We enjoyed having a drink with her and Luigi. I highly recommend her place.
Superhost
Home in San Casciano In Val di Pesa
4.95 out of 5 average rating, 42 reviews

[Villa San Jacopo Florence] Pool | Vineyards

MichaelRating, 5 stars1 month ago
We were a group of 10 staying Friday to Sunday at the villa. It is nestled in the beautiful Tuscan countryside. The rooms are spacious and the common areas perfect for a large group. It was very clean throughout. The kitchen is well designed and easy to use for a crowd. We deployed the large BBQ for a meal at home on the first evening. A cocktail, a steak and a view of the rolling hills - how charming! I would strongly recommend renting a car or cars because the village is some walk away. There is a large and well stocked Co-op about 10 minutes’ drive from the property. Giulia on behalf of the host was simply brilliant. She was very responsive and helpful, and full of good recommendations. I would not hesitate to endorse this property and its management - we had a brilliant stay and would happily come back again.
Top guest favourite
Home in Montespertoli
5 out of 5 average rating, 23 reviews

The Artist's Loft

LuzRating, 5 stars1 month ago
Thanky ou Giacomo! We really enjoyed our stay here. The beautiful views and overall ambiance of this place is beautiful. The hospitality was 10/10.
Guest favourite
Home in Vinci
5 out of 5 average rating, 11 reviews

Il Palagio

MohammadRating, 5 stars1 month ago
Outstanding accommodation. Pristine, spacious yet very cozy. Very helpful host. 10/10 would come again

Private house rentals

Top guest favourite
Home in Montecatini Alto
5 out of 5 average rating, 33 reviews

Montecatini Alto Art View

GarethRating, 5 stars6 days ago
We loved staying in Carolina’s house in Montecatini Alto. It was a lovely welcoming place to wake up in and return to at the end of the day. The view from the windows and the patio is extraordinary and sitting out enjoying it was one of the best parts of the holiday. The house had all we needed. Carolina was a wonderful host; friendly, quick to reply and extremely helpful. The village is a lovely quiet place to stay and we wouldn’t look anywhere else if we return to the area.
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Pool in the Crete Senesi

JánRating, 5 stars1 week ago
The apartment really enchanted us, the rooms are nice, clean with air conditioning, stylish, in the living room a large TV, kitchen with everything that should be here. The "resort" itself was on a hill with beautiful views, a huge garden, a swimming pool, all stylish Tuscan, the surroundings beautiful, peace, quiet, peace, everything you need here you will find. As the Italians say, it's "Tutto bene" here
Guest favourite
Home in Certaldo
4.94 out of 5 average rating, 33 reviews

Tognazzi Casa Vacanze - Panoramic Villa

CarlieRating, 5 stars3 weeks ago
Wonderful home for our family of four including a one year old and three year old. Authentic, private, clean and in an amazing location with a beautiful view. This was our favourite Airbnb of all time.
Top guest favourite
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 47 reviews

Charming villa in the Chianti hills

JessicaRating, 5 stars2 weeks ago
We stayed in the villa for 3 weeks with my family (2 young kids) and it was absolutely perfect!!! Francesca was an incredible host, fantastic communication. The house itself was beautiful, clean and the pool was just magic. Close to Florence and all the wonderful towns nearby, we can’t recommend this place enough. Would stay again without hesitation.
Top guest favourite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars1 month ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Guest favourite
Home in Trecento
4.92 out of 5 average rating, 12 reviews

Ancient Tuscan farmhouse in Chianti

MichaelRating, 5 stars10 months ago
What a beautiful family home. We spent hours admiring the paintings and photos or the various antiques and family curios throughout the home. And, as we also did, we enjoyed the many days at the pool or under the veranda with our books, music, meals and family. The surroundings were tranquil and we marvelled at the beauty of the Tuscan hills and the nature all around us from cicadas, to squirrels, geckos to meandering around the property, soaking in the experience. While certainly a hot month to go, the pool was the saving feature for us. We would love to come back in April or May if that is an testimony to how much we enjoyed our stay!
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 14 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars6 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.
Superhost
Home in Montespertoli
4.82 out of 5 average rating, 49 reviews

Chiantihouse

PascaleRating, 5 stars8 months ago
warm welcome with great tips for sightseeing and restaurants. Fabio is very available and ready to help. Beautiful surroundings.

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