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House holiday rentals in Sestino

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Sestino

House rentals with a pool

Guest favourite
Home in Arezzo
4.9 out of 5 average rating, 167 reviews

Italian Interior

LloydRating, 5 stars8 months ago
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!
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 Arezzo
4.88 out of 5 average rating, 25 reviews

Colonial house immersed in a natural park.

TomaszRating, 5 stars3 days ago
Ronaldo and Patrizia are great hosts and wonderful people, Bamboo is the best companion. The place itself is full of magic. Beautiful views, wonderful nature, sunrise in your windows. Close to Arezzo with its amazing history and culture. Our stay here was more than holiday. It was like gaining equilibrium in life. And we also tasted the best ever olive oil made by Rolando! We will come back for sure. I told Ronaldo when we were leaving - we left part of our hearts here. Thank you Ronaldo and Patrizia. All the best for you and see you again, Joanna and Tomek
Top guest favourite
Home in Montebenichi
5 out of 5 average rating, 61 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

PiretRating, 5 stars4 days ago
We really enjoyed our stay at Tommaso's! The house is located in a lovely small village, very quiet and peaceful, surrounded by beautiful Tuscan nature. We even spotted a wild boar one early morning (so best to be cautious during early mornings and late nights). There’s a charming local restaurant just around the corner where we had a great dinner – Tommaso kindly helped us book a table for our first night, which was much appreciated. Nearest bigger shop is around 20-min drive. The house itself is spacious and well-equipped, we had everything we needed and more. Just a heads-up that the pool area is a short walk from the house (about 3 minutes), but so worth it. Communication with Tommaso was smooth and easy throughout. Thank you for a lovely stay!
Top guest favourite
Home in San Lorenzo
5 out of 5 average rating, 27 reviews

Casa dei Vasi

AlexRating, 5 stars3 weeks ago
Our stay in Tuscany at Lorenzo’s estate was magical! Close to the gorgeous Anghiari, fresh pastry gifts from Lorenzo’s lovely mother every other day and magical firefly displays at night, the pool and wood fired hot tub were an especially nice touch, recommend and would stay again :)
Superhost
Home in Rufina
4.86 out of 5 average rating, 104 reviews

Ancient Tuscan Rural Residence

Jóna BergþóraRating, 5 stars1 week ago
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.
Top guest favourite
Home in San Feliciano
4.9 out of 5 average rating, 143 reviews

Casa dei 5 Sensi - Trasimeno view

RobertoRating, 5 stars1 month ago
What a beautiful place! Great view of the lake. Sergio was incredibly friendly and responsive. He gave us local recommendations and even made us a fruit salad. I will definitely be booking with Sergio again the next time we are in Umbria.
Guest favourite
Home in Sogliano Al Rubicone
4.95 out of 5 average rating, 112 reviews

Country house with private pool

AndrewRating, 5 stars1 month ago
What a beautiful little space in the Italian countryside. I am so sad we could not stay longer. We had a wonderful welcome and our stay far exceed our expectations. Our host helped us book dinners every night in local restaurants and we loved the proximity to San Marino and nearby wineries.

Weekly house rentals

Guest favourite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favourite
Home in Savignano sul Rubicone
4.98 out of 5 average rating, 58 reviews

Casa Castelvecchio

ChristinaRating, 5 stars2 weeks ago
Honestly, Deborah was the perfect host for several reasons. Beyond being incredibly kind and understanding, she really tuned into what I needed. I mentioned that this was my first time in a town like this and that I was hoping to hibernate for a few days, and her place felt like the perfect fit. She went above and beyond to make the check-in process smooth, even offering to pick me up from the train station and take me to the grocery store—on a Sunday, no less, when most places were closed and options were limited. Her home was serene, even more beautiful than the photos, and I immediately felt safe and at ease in the neighbourhood. I also loved how central it was to most things, like a spa, fruit/vegetable store, cafes, restaurants and convenience stores. In a world that often feels like it’s growing less kind, Deborah truly understands the heart of hospitality. :)
Top guest favourite
Home in Magione
5 out of 5 average rating, 20 reviews

Beach House, on the shores of Lake Trasimeno

Juan DiegoRating, 5 stars2 weeks ago
To assess this property, we must start with the HOST, a professional in every sense. From the minute 0 of the reservation, until the departure; always attentive, very kind and very professional. It is a pleasure to meet serious people and this gives value to the application. The beach house is a paradise in Italy. Easy access, attention to detail, peace, nature, comfort. Our trip was as a family with our two poodles and I think they were the ones who enjoyed the property the most, seeing them run and jump through the green areas of the property and live with many birds, rabbits is priceless. Our daughter enjoyed her stay studying and with the peace and tranquility of the place, it was not difficult for her to concentrate. We, on the other hand, did some sightseeing in the area, all very close and well connected by road. It is a very well-kept, safe property and above all, enjoying its sunset, sitting on a lounger, enjoying a good wine (from the area) is a unique experience. Thank you Maurizio.
Top guest favourite
Home in Cortona (Pierle)
4.98 out of 5 average rating, 51 reviews

"L'Antico Metato" house in the woods

FriederikeRating, 5 stars4 weeks ago
We were there for 4 days and it was simply fantastic. The arrival was smooth and Flavia welcomed us very warmly on site. After a short tour of the house and a short briefing, the holiday could begin. A note with restaurant recommendations and excursion destinations was ready on the table. After a short thunderstorm, we had a power outage, but Flavia was immediately available and within 5 minutes we had power again. Shopping and restaurants are easily accessible by car. I can recommend this accommodation to anyone who longs for peace and wants to enjoy nature. We will be happy to come back!
Guest favourite
Home in San Secondo
4.97 out of 5 average rating, 31 reviews

The little house on the garden

MonikaRating, 5 stars1 month ago
A quiet neighborhood with wonderful hosts who make you feel at home from day one. A perfect place for real relaxation. Our dog appreciated the daily company of sweet Memole in the garden. Clean, comfortable, the surroundings of the house are a feast for the senses!Matteo, Marusca and Eva were very friendly and helpful in every matter. I hope we will strengthen this contact in the future!Highly recommended! Monika and Bernd
Top guest favourite
Home in Tuoro sul Trasimeno
5 out of 5 average rating, 53 reviews

the oasis of the foxes

AbbyRating, 5 stars2 weeks ago
Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.
Superhost
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

JonasRating, 5 stars2 weeks ago
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.
Guest favourite
Home in Pelago
4.93 out of 5 average rating, 67 reviews

Chianti House Garden - 30m Florence center- A/C

JohanRating, 5 stars4 days ago
We had an amazing stay at Chianti house, Pamela has allot of good recommendations!

Private house rentals

Top guest favourite
Home in Poppi
5 out of 5 average rating, 51 reviews

Villa Podere Cerretino

Emma KamperRating, 5 stars3 weeks ago
Fabulous place in amazing surroundings. The pool area is wonderful and the garden beautiful. We had an amazing time and enjoyed the entire place - especially the outdoor pizza oven. Nicola was very helpful and fast in his responses.
Guest favourite
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Guest favourite
Home in Urbino
4.91 out of 5 average rating, 34 reviews

Sant'Eufemia 13 - Farmhouse 4 km from Urbino

LindaRating, 5 stars1 week ago
Beautiful, peaceful location A few minutes from Urbino Well equiped kitchen A place where you can cook, relax and get away from everything. Highly recommended
Guest favourite
Home in San Leo
4.92 out of 5 average rating, 24 reviews

18th-century stone house in the historic center

MariusRating, 5 stars6 days ago
Our stay at Jean Philippe's apartment was great, the apartment was very clean and charming and the kitchen had all basic tools and even some basic ingredients for cooking. The location was very central in the village and there were parking options nearby. Jean Philipe was very friendly, very responsive at all times and showed great hospitality. We'd love to come again!
Top guest favourite
Home in Montevarchi
5 out of 5 average rating, 25 reviews

Casa San Ripa: Relax Oasis with Private Pool

CarolinaRating, 5 stars6 days ago
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!
Top guest favourite
Home in Chiaveretto
4.98 out of 5 average rating, 45 reviews

Oleandro, cozy studio in Val di Nima

CarolynRating, 5 stars2 weeks ago
Nicola bnb was amazing! Perfect to relax and such a lovely bnb. Nicola is the perfect host. Highly recommend. So very beautiful with surrounding huge mountains. A great base to explore surrounding areas. And a bonus, the cats are geougous. Thank you
Top guest favourite
Home in Terranuova Bracciolini
4.98 out of 5 average rating, 44 reviews

Villa Piandarca - Tuscany - WIFI - private pool

MelissaRating, 5 stars1 week ago
Absolutely adored this place and can’t recommend it enough. The space and the owners are so welcoming with everything you could need. The grounds were gorgeous and the apartments were so quaint and adorably decorated. We had the pool to ourselves and it was perfect for our kids to play on a really hot day! We opted to have dinner on site one night and it was absolutely fabulous! This family-owned operation is a must-stay and we hope to return! Thank you!
Superhost
Home in Badia Agnano
4.89 out of 5 average rating, 62 reviews

Modern Comforts in a Historic Farmhouse

JuliusRating, 5 stars1 month ago
We were there in April/May together with our friends and a total of three children. The accommodation is fantastically located and perfect especially with toddlers (large private playground, lots of greenery, children's gates on the stairs). We could have breakfast and dinner on the terrace every day and grilled regularly. The accommodation is equipped with everything you need. The facility including pool was cleaned daily by the very nice gardener team. On site you absolutely need a car, as the complex is beautiful but remote. However, there are plenty of restaurants (Perla Nero as a recommendation) and shops for shopping in the surrounding area. Overall definitely a recommendation for all families and couples looking for a quiet place to stay in Tuscany.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Sestino
  6. House rentals