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House vacation rentals in Montescudaio

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Popular amenities for Montescudaio house rentals

House rentals with a pool

Top guest favorite
Home in Lucca
5 out of 5 average rating, 115 reviews

Il Bambu (with private swimming pool)

JannigjeRating, 5 stars2 weeks ago
We had a fantastic time at Nadia's place. The view is stunning and a very nice swimming pool that is well maintained by Giacomo. Very friendly welcome and received tips to do in the area. Good location near Lucca and in a nice green area. We would book this again.
Top guest favorite
Home in Castellina Marittima
5 out of 5 average rating, 15 reviews

Iris Residence "Casa vista mare-giardino-piscina"

ValentinaRating, 5 stars1 week ago
Our stay at Dario's house was just perfect! The apartment is stylishly decorated, beautiful and equipped with everything you need. Particularly impressive was the private pool – an absolute oasis of well-being! 🏊‍♂️✨ Everything was extremely clean and tidy, which immediately gave a pleasant feeling. Privacy was absolutely given, and yet Dario was incredibly helpful when we needed anything. His hospitality was great – friendly, attentive and present in just the right measure! 😊 An all-around great stay – we will definitely be back! 🌟
Top guest favorite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 139 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JacobRating, 5 stars4 days 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 favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 137 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 :)
Top guest favorite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars3 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Guest favorite
Home in Fibbiano
4.96 out of 5 average rating, 148 reviews

House in Tuscany with pool

RobertRating, 5 stars3 weeks ago
Cristina is the perfect host and the house is beautiful. The surroundings are amazing and the views......wow! All through the booking and our stay there Cristina was swift to answer any questions we had and also was happy to offer suggestions on places to go and where to eat. We had a perfect week there and I wouldn't hesitate to go back or to recommend her place to anyone else. Cristina and her sister met us at the house and showed us round, clearly pointing out all the relevant bits that we would need to know. Thank you so much for making our week in Italy so special and enjoyable......we are already looking to come back!
Guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 68 reviews

Chianti House Stunning view 20 min. from Florence

AshlynnRating, 5 stars8 months ago
What a place! An absolutely perfect little hideaway in an absolutely gorgeous location. This charming abode has exactly what you need to completely escape and soak in the stunning surroundings of the Tuscan landscape. Even though it rained quite a bit of our visit, sitting on the veranda overlooking the pool and rolling hills nice and dry under the tent was magical - the lush view could never get old! The stone space is as quiet and cozy as can be - comfortable bed and couch, very functional kitchen, nice bathroom. Pretty antiques make the space homey. My husband even jumped in the very cold pool in the rain and now we want to come back in the summer sun to enjoy it more. Tommaso was incredibly sweet and offered recommendations and walked us through the whole place upon check in - and he was kind and responsive the whole time. Really can’t recommend this experience enough!
Guest favorite
Home in San Miniato
4.92 out of 5 average rating, 104 reviews

Lovely house in a scenic and paiceful location

BiancaRating, 5 stars4 days ago
We enjoyed Maria's great house. We were kindly welcomed by Maria and her family, where we were welcomed with a bottle of wine and delicious cake. We were with 6 adults. There's plenty of room. It's nice that every bedroom has its own bathroom. It is a beautiful house in a beautiful area with a wonderful swimming pool between the olive trees and it is really equipped with every comfort. Very nice is also the charger for the electric car. We picked up fresh bread every morning from the local baker in the village 5 minutes away by car. Good base for the beautiful cities such as Lucca, Siena, Florence. The beach is also great. We felt very much at home. Maria and family, thank you for the great time in your beautiful home.

Weekly house rentals

Top guest favorite
Home in Montecatini Alto
5 out of 5 average rating, 32 reviews

Montecatini Alto Art View

GarethRating, 5 stars2 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.
Superhost
Home in Chianni
4.83 out of 5 average rating, 59 reviews

Three bedroom historical house with the best views

LaurenRating, 5 stars3 weeks ago
We loved our stay here! The house and the views were truly as picturesque as it seems in the photos. A dream spot! The town itself is full of local flair and is beautiful too. Not touristy at all. Close enough to nearby towns though to explore more of Tuscany! Overall a great stay and Laura was a kind and responsive host.
Top guest favorite
Home in Palaia
4.98 out of 5 average rating, 44 reviews

Conte Martini House

NicolasRating, 5 stars1 week ago
Wonderful place to either lay back and enjoy the picturesque-postcard view from the comfort of your front yard or the pool (which was refreshingly cool in June), or to go further explore Tuscany locations within reach. The house was beautiful, clean and equipped with everything you could ask for, ie a quiet and air conditioned bedroom, kitchen with a gas stove, fridge and a wood fired bbq and a jacuzzi + comfy seating outside. Shops, restaurants and bars are all within walking distance, max 10 minutes. Andrea is a fantastic host who clearly cares about providing the best possible stay for her guests, which she did. Whenever we return to Tuscany, we will definitely make sure to stay here at Palaia again.
Top guest favorite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars4 weeks ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Top guest favorite
Home in Cecina
5 out of 5 average rating, 15 reviews

Villetta Rio surrounded by greenery

MichaelRating, 5 stars1 month ago
Letizia was already waiting for us at the gate and gave us a warm welcome, she showed us around the house and left a present. Fresh selfmade olive oil and apricot jam! Letizia is a wonderful host and responds very quickly to questions (with W-app). The location is about 10 minutes drive away from the beach and the wonderful inland of Toscane (and lots of restaurants).
Guest favorite
Home in Crespina
4.98 out of 5 average rating, 84 reviews

"IRIS" Secret Nature Retreat

Lou LenaRating, 5 stars1 month ago
The place is great! Great view, really quite & close to nature :) Giorgio & Carmen were great hosts & also had a guide for the region. Excellent, thank you for everything! :)
Top guest favorite
Home in Provincia di Livorno
5 out of 5 average rating, 20 reviews

Dalu Home

JessicaRating, 5 stars2 weeks ago
Staying in this apartment was wonderful. My boyfriend and I spent two nights immersed in the Tuscan countryside in a small cozy apartment, very clean and equipped with everything you need. The garden is beautiful, full of fruit trees and sweet cats that enrich the living room. We will soon return to visit Sheila in her lovely country home.
Superhost
Home in Rosignano Solvay-Castiglioncello
4.71 out of 5 average rating, 151 reviews

Wonderful tiny house on the sea

KonstantinRating, 5 stars1 week ago
Beautiful, small accommodation. We enjoyed the view and the evening cooking on the terrace very much. The sea access is rocky but easily accessible by stairs and a bathing platform and invites you to snorkel. Fabio responded flexibly to our parking requirements. We will probably come back 😌

Private house rentals

Guest favorite
Home in Sovicille
4.94 out of 5 average rating, 78 reviews

Cozy country house Podere Scorno with pool

Rating, 5 stars6 days ago
Very local experience ~ It's also great to be able to experience local life!It's like going back to the environment and house when I was a kid. The stay was very comfortable!The host is also very nice!!!Gave a lot of recommendations!!!Thank you very much!!!
Top guest favorite
Home in Castagneto Carducci
5 out of 5 average rating, 13 reviews

"Il Frassino" Country House

ManuelRating, 5 stars1 day ago
Our stay was perfect all around! We immediately felt at home. The accommodation is not only convincing because of the great location and surroundings, it was also wonderfully furnished and there was nothing missing. We would like to emphasize the warm hospitality of Ranieri. He was always available and helpful. We would come back.
Guest favorite
Home in Greve in Chianti
5 out of 5 average rating, 61 reviews

La Loggia – Casine al Sole

PeterRating, 5 stars1 month ago
Spontaneously booked. And can easily arrange everything necessary at short notice. Federico is calmly communicative and can refine the stay with good recommendations. The location is special. The place has a good effect on the body and mind. WeiläuAbout but not far for shopping or restaurants. A beautiful pool. Tasteful spaces. Wifi junckies could sometimes hate something with the net, but the overall picture is not diminished. Everything else necessary is on site or will be promptly provided by Federico. A wonderful starting point for Visit in Florence or Chianti. Lots of rustic trattorias,winemakers and olive farmers nearby.
Guest favorite
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 64 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars1 week ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.
Guest favorite
Home in Montecatini Val di Cecina
4.88 out of 5 average rating, 16 reviews

Stunning Casa with Pool & Views

RobinRating, 5 stars8 months ago
We loved the peaceful environment and the home itself. We were close to restaurants and grocery stores.
Superhost
Home in Gambassi Terme
4.68 out of 5 average rating, 71 reviews

Corbezzolo stone cottage, Mummialla

DanielRating, 5 stars9 months ago
A very nice quiet place! Too bad it wasn't very nice and hot during our stay, but we still bathed and enjoyed the wonderful view! Consider bringing mosquito hunting, as there are many. We would go back tomorrow morning if we could:)
Top guest favorite
Home in Poggibonsi
4.97 out of 5 average rating, 34 reviews

Casa Iris (with jacuzzi) - Close to San Gimignano

YasminRating, 5 stars3 weeks ago
Sylvia was an amazing host from the beginning! She came to meet us at the check-in and made sure all our needs were met any time of the day. She was very sweet and made us feel right at home! The place has a very nice hot tub facing the mountains and it gave us some beautiful sunset views! 10/10 would recommend!
Top guest favorite
Home in Poggibonsi
5 out of 5 average rating, 23 reviews

Private country house with garden, Wifi and A/C

FlorianRating, 5 stars2 weeks ago
It gave us exactly what we needed, a private and calm place to relax with a beautiful view, lots of space by the pool, around the garden, and if we wanted to be on our own, in our separate space. The hosts were really friendly and had great suggestions for places to go and always were responsive in case we needed anything, but they also gave us the space we needed – just what we were looking for. Thank you for a great time in Tuscany!

Destinations to explore

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  4. Province of Pisa
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