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Holiday rentals with a pool in Trequanda

Find and book unique homes with a pool on Airbnb

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Popular amenities for Trequanda rentals with a pool

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 Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars1 week ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Guest favourite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars3 weeks ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Superhost
Home in Asciano
4.88 out of 5 average rating, 144 reviews

A Charming House in Asciano - Siena

CristinaRating, 5 stars8 months ago
Very nice place with a great view, very quiet and relaxing. The apartment was clean and cozy. The only inconvenience were the squeaky doors.
Guest favourite
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 150 reviews

Nada Home

ClaireRating, 5 stars1 week ago
We had the best week in Nada’s home with our friends who travelled from Australia. The villa was so cute and cosy and had everything you would need. Nada is a great host who was very responsive and extremely friendly, it was just a shame we didn’t get to meet her in person. The main highlight for us was when Viola (Nada’s daughter) came to the villa and did a cooking class with us. It was fantastic and one not to be missed! We made bruschetta, homemade pasta and sauce and a lemon tiramisu. We made pasta and bruschetta literally every night after as it was just so good. From the villa we travelled around in our hire cars and saw the delightful towns/villages such as San Giginano, Certaldo, Siena, Greve in Chianti, climbed up the hill to Montefioralle, Radda in Chianti, Volpaia and the local village of Barberino Val D’Elsa. I highly recommend you visit each as all close enough for a day out it combine a couple in a day. You will not be disappointed at Casa Di Nada. We loved it 😊
Top Guest favourite
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 182 reviews

Country House in the Crete Senesi

CharlotteRating, 5 stars1 month ago
We feel so lucky to of found Guido and his beautiful house. Firstly Guido could not be more helpful, so responsive, friendly and has the best recommendations! He made sure the house was spotless for our arrival, even the pool is so clean it was perfect. The house itself is stunning, stays lovely and cool in the heat but the garden is just drenched in sunshine. Guido has made sure you can bask in the sunshine by the pool or chill out in shade in the height of the afternoon. There are so many comfortable spots to sit in! The pool was lovely and refreshing when it was hot mid afternoon and looked beautiful in the evening. Tuscany is stunning, there's so much to explore - would heavily recommend a car for that. In walking distance there are a couple of very delicious restaurants and if you're feeling adventurous you can walk to the monostary nearby which is definitely worth visiting. Thank you Guido!
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars3 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!
Superhost
Home in Casale
4.88 out of 5 average rating, 179 reviews

Infinity view

JannisRating, 5 stars1 week ago
We spent a week in this house and were completely satisfied. The location is quiet and idyllic, with a wide view of the Tuscan landscape - a real highlight, especially from the infinity pool. The pool is very well maintained and offers enough space for swimming and relaxing. The house is clean, well equipped and tastefully furnished – modern. Kitchen, bathroom and bedroom were in perfect condition. The hostess was very friendly, easily accessible and responded quickly to questions. The check-in went smoothly, all important information was provided in advance. Feel free to come back anytime!

Condo rentals with a pool

Guest favourite
Condo in Asciano
4.91 out of 5 average rating, 152 reviews

Loggiato 3 apartment in Tuscany near Siena

TamarRating, 5 stars1 month ago
We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.
Guest favourite
Condo in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars1 month ago
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.
Guest favourite
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 472 reviews

Casa Rebecca with a small private pool

MuskanRating, 5 stars3 weeks ago
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend
Guest favourite
Condo in Rifredi
4.92 out of 5 average rating, 167 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars2 weeks ago
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.
Superhost
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 week ago
We were immediately enchanted by this property. Everything here makes up the image that one can have of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll be back!
Guest favourite
Condo in Casole d'Elsa
4.93 out of 5 average rating, 157 reviews

La Casetta

RalfRating, 5 stars3 weeks ago
We can absolutely recommend it! Everything is as described in the text and as shown in the photos. Located about 2 km outside the totally cute village of Casole de Elsa. Andrea + Barbara provided all the necessary information for the journey and many great tips on site, always with the corresponding links. For example, our arrival was delayed to about 10:15 pm due to traffic. Was no problem, we were in contact and when we arrived, Andrea personally received us. And if we had a question during our stay, an answer always came very quickly. (Where is the best place to park in Siena, how do you best get to Florence, ...)
Superhost
Condo in Fiesole
4.88 out of 5 average rating, 190 reviews

Poggiolieto Studio - on hills 10' from city center

MarijaRating, 5 stars2 days ago
We had a wonderful stay! Chiara and Giovanni were incredibly friendly and welcoming, which made us feel right at home. The house is small but has all what is needed (including kitchen staff and homemade olive oil, dish and laundry machine...). In front of house is lovely garden with the table and chairs. The swimming pool was clean and had a lovely view of the olive trees, adding to the charm of the settingm. There is a parking spot always available at the property. The place itself is beautiful and peaceful - perfect for relaxing. We also loved the location - few minutes from city by car, yet tucker away enough to feel quiet and remote. That balance made our stay truly special. 10 min from place is a nice farm/garden where are animal, small playgrounds for kids, there is also possibility to do picnic, walk, feed animals... We would definitely love to come back and highly recommend it to anyone looking for a peaceful getaway!
Guest favourite
Condo in Morrona
4.96 out of 5 average rating, 132 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

IsabelRating, 5 stars3 weeks ago
A little paradise in Tuscany with the most breathtaking view. We spend alot of the days at the house, swimming in the pool, cooking and generally feeling at home! They surprised us with fresh cherries 🍒 a few times and were happy to explain the beautiful routes you can walk around. We will def be back! ❤️

Home rentals with a private pool

Guest favourite
Cottage in Barberino Tavarnelle
4.97 out of 5 average rating, 193 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars2 weeks ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Guest favourite
Home in Civitella Paganico (GR)
4.96 out of 5 average rating, 23 reviews

Podere Vignali by Interhome

LaraRating, 5 stars4 days ago
We had a wonderful stay! The house is perfect for larger groups or families – everyone having their own bathroom was a real plus. It was very clean and well maintained, and the pool area was lovely and well cared for. The kitchen is well equipped, and the property overall offers plenty of space to relax. The surroundings are beautiful and peaceful – we spotted fireflies at night, heard owls, and even saw a porcupine! A true nature experience. We received great tips from the host’s father. Carlo and Giovanna were always very kind and helpful. Communication with the host was smooth and friendly throughout. The house is a great base for exploring the area, though you do need a car to reach most shops – the little store in Pari is charming but quite small. The road to the house is a bit bumpy, but manageable. All in all, a great place to unwind and enjoy time with family and friends. Thank you for everything!
Top Guest favourite
Home in Pergaccio
5 out of 5 average rating, 49 reviews

Villa Pergo is an ancient charming country villa

BahiaRating, 5 stars3 weeks ago
This was a truly authentic experience. Our host was so responsive and attentive to our needs. We were welcomed with a bottle of wine and olive oil. And the passion our host has for his property is inspiring. We felt so welcomed and really enjoyed our stay. We truly felt like family! This region of Italy is particularly beautiful and the town of Cortona was charming.
Top Guest favourite
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Explore nature in the center of Vigneti Chianti

BaileyRating, 5 stars2 weeks ago
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.
Guest favourite
Villa in San Miniato
4.85 out of 5 average rating, 41 reviews

Historic home with exclusive pool

AylaRating, 5 stars11 months ago
We (7 friends) enjoyed staying at the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She sent us a lot of tips about the area (including the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed something, an answer came very quickly. The villa is well equipped and the surroundings are beautiful. There is plenty of parking space. Only the potholes and the access to the villa are a bit challenging - but doable!
Superhost
Home in Pescia
4.86 out of 5 average rating, 21 reviews

Aurora by Interhome

NatalieRating, 5 stars3 weeks ago
We had a lovely week at this place. The outdoor area in particular was fantastic! Thank you and happy to come back!
Superhost
Farm stay in Sovicille
5 out of 5 average rating, 7 reviews

Private Tuscan Villa, pool,Hot Tub, near Siena

CharleneRating, 5 stars13 months ago
Fabio’s house was absolutely wonderful! Janine was super helpful, and the place was so clean and comfortable. It fit our 2 large families easily! Thank you for letting us stay and relax and take in the gorgeous countryside!
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.

Quick stats about holiday rentals with a pool in Trequanda

  • Total rentals

    220 properties

  • Nightly prices starting at

    $132 NZD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Trequanda
  6. Rentals with pools