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Vacation rentals with a pool in Castiglione del Lago

Find and book unique homes with a pool on Airbnb

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Popular amenities for Castiglione del Lago rentals with a pool

House rentals with a pool

Guest favorite
A modern living area features a beige tufted sofa, complemented by a sleek coffee table and a vibrant area rug. A wood-burning stove stands beside a stacked wood display. Natural light filters through a window, providing a cozy ambience.
Home in Arezzo
4.9 out of 5 average rating, 166 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 favorite
A clear, turquoise pool is set against a backdrop of natural stone, with wooden lounge chairs visible nearby. A shaded terrace extends from the house, offering a relaxing outdoor space surrounded by trees.
Home in La Cima
4.97 out of 5 average rating, 33 reviews

House on the Meadow

TimRating, 5 stars2 weeks ago
The stay at Andreas and Natchana's was very nice, quiet, relaxing and dog-friendly. The fenced garden, which is also protected from wildlife by a pasture fence, not only offers a well-maintained pool, but has everything you need for your needs. There are plenty of different seating/reclining options and a barbecue corner with its own sink. In general, the garden in the evening with its lighting, the lake in the background and the fireflies is an absolute dream ambience. The house is very cozy and furnished to a high standard. There is everything in dishes and spices, so you only have to buy food. Who books this place won't be sorry for you.
Top guest favorite
A private swimming pool is surrounded by a stone patio, featuring several lounge chairs arranged for sunbathing. Lush greenery and olive trees provide a natural backdrop, while the distant view showcases parts of the historic borgo. A shaded area is available for relaxation.
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!
Top guest favorite
A charming outdoor space features a round table with four metal chairs, set among vibrant potted flowers. Olive trees provide shade, while a stone wall frames the cozy area. The entrance door has a warm wooden finish, contributing to the inviting ambiance.
Home in Cetona
5 out of 5 average rating, 78 reviews

Il nido del Rondone

EveRating, 5 stars3 weeks ago
You will not regret your stay! From the moment we were greeted by Elisa’s father on arrival we felt welcomed. The accomodation exceeded our expectations with absolutely everything that you would need with the bonus of being able to access to the amazing pool. It is only a short walk down to the city centre. To top this all off, the hosts are extremely generous and friendly. Thank you for sharing your little piece of paradise with us. We will look at returning one day!
Guest favorite
A private pool is set within a well-kept garden, surrounded by lush greenery and gently sloping grass. The octagonal pool is framed by stone pathways and features a small tree at its center. The tranquil outdoor space invites relaxation and enjoyment.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Guest favorite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique – you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly decorated and exceptionally well equipped – we have never experienced this before! The gas stove and the high-quality oven made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.
Superhost
A warm living area features arched windows allowing natural light to fill the space. A wooden coffee table is positioned in the center, surrounded by a comfortable sofa and a rattan chair. Shelving units display decorative items and a small plant sits atop the table.
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.

Condo rentals with a pool

Guest favorite
A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.
Condo in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars1 week ago
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.
Guest favorite
A spacious pool is situated within a well-maintained garden, surrounded by green hedges and cypress trees. Sunlight reflects off the clear water, inviting relaxation. Lounge chairs are placed near the edge of the pool, offering a comfortable space to enjoy the serene landscape.
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 favorite
A shared pool is surrounded by olive trees and sun loungers under umbrellas. The calming blue water reflects the clear sky, creating an inviting space for relaxation. The patio area is well-maintained, offering views of the lush countryside.
Condo in Marsciano
4.94 out of 5 average rating, 33 reviews

Charming Castle

AndreasRating, 5 starstoday
I have stayed at 50+ AirBnB and this was my all time favourite. Imagine staying within a castle, with an adjacent church, a great pool and the most fabolous views of the umbrian country side. Not to forget the best equipped kitchen and the best care taker Nazareno. And an actual fresco in the bedroom! Cant recommend this place enough.
Top guest favorite
Condo in Anghiari
4.94 out of 5 average rating, 18 reviews

Agriturismo Reggello - Pendolino

VilmaRating, 5 stars2 weeks ago
We had a very friendly welcome when we arrived at the destination. The apartment was clean and had everything we needed. The area and surroundings, the yard and the swimming pool were lovely. Thank you!
Top guest favorite
The image captures a rustic stone house set amidst lush greenery, with a tranquil pool reflecting the structure. Several white lounge chairs are arranged around the pool, enhancing the serene outdoor space. A picturesque sky transitions from blue to soft gray as evening approaches.
Condo in Cinigiano
5 out of 5 average rating, 92 reviews

Spinosa Apartment in Podere Capraia

FlorianRating, 5 stars1 week ago
We had a wonderful time at Alberto‘s and Laura‘s - it turned out that we didn’t do as many trips into the surroundings as planned because we just wanted to enjoy the beauty of the garden and the amazing views. It was the perfect ending of a fantastic vacation in Italy - I hope we will be back next year :) We received a fantastic welcome, home made bread, jam and pasta - and immediately felt like home. Grazie! One thing to mention is that the apartment is kind of thin-walled towards the second apartment - that didn’t bother us at all, but might be of interest for fellow travellers who are sensitive to noises. All in all, certainly one of the best accommodations we have stayed in!
Superhost
A refreshing swimming pool is surrounded by lush greenery, featuring a stone patio and several lounge chairs for relaxation. The vibrant blue water reflects the clear sky, while distant hills provide a serene backdrop.
Condo in Lucignano
5 out of 5 average rating, 5 reviews

Tuscany accommodation with panoramic view terrace

OnsiriRating, 5 stars2 weeks ago
Vincent is really a great host and super friendly. We love staying at this house, especially with the panoramic view of Tuscany. Highly recommened!
Guest favorite
A tranquil swimming pool is illuminated by soft lighting, surrounded by lush greenery and olive trees. The night sky is filled with stars, creating a serene atmosphere, while a few lounge chairs are positioned nearby for relaxation.
Condo in Cortona
4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

Marie-HélèneRating, 5 stars9 months ago
We really enjoyed our stay! Emanuele and Angela were very kind and replied to any question very quickly. The place is perfect to relax and take day-trips to nearby towns such as Cortona, Pienza, Montalcino and Montepulciano. We enjoyed the pool after big days of visiting the surroundings during very hot days. I recommend it to anyone who wants a mix of visiting and relaxing! :)
Superhost
A spacious outdoor swimming pool is surrounded by well-maintained gardens featuring various trees and colorful flower beds. Several lounge chairs and umbrellas are positioned neatly around the pool, providing shaded areas for relaxation.
Condo in Cetona
4.67 out of 5 average rating, 18 reviews

Camelia: country house in Tuscany

EmaRating, 5 stars1 month ago
Absolutely recommend the stay here! The property is even more beautiful in person than in the photos and the hosts hospitality is incredible! Still can’t believe we got this incredible experience for a very reasonable price. The location is perfect for exploring Val D’orcia and at the same time very peaceful and secluded. Will return for sure! 🫶🏼

Home rentals with a private pool

Home in Castiglion Fiorentino
5 out of 5 average rating, 3 reviews

La Felcaia by Interhome

JenRating, 5 stars10 months ago
Luigi and Laura were the perfect host. The vegetables from Laura's family were very welcome. We also loved the dinner they cooked for us. We felt like part of the family. The villa was absolutely amazing. Stunning location, the pool was out of this world. We loved it so much we have already booked for next year!
An outdoor swimming pool is presented, showcasing clear turquoise water surrounded by a sunbathing area with lounge chairs. Lush green hills and a scenic landscape are visible in the background, enhancing the serene atmosphere of the property.
Home in Castel del Piano
4.63 out of 5 average rating, 8 reviews

Podere dei Venti, by Interhome

FilipsRating, 5 stars2 weeks ago
The kichen equipment could be improved, also a washing machine for clothes would be great. Otherwise - very beautiful place, great pool.
The outdoor swimming pool is framed by lush greenery, reflecting a clear blue sky. Surrounding the pool, a tiled patio offers ample space for relaxation, with a shaded area provided by a large umbrella. Scenic views of the countryside are visible in the background.
Home in Cortona
5 out of 5 average rating, 3 reviews

Il Farinaio, by Interhome

MattiaRating, 5 stars3 weeks ago
WONDERFUL. The house, the location, the welcome... everything perfect. There were 12 of us. They are two apartments side by side. Inside each one there is care and attention. Super recommended. PS: Mauro welcomed and pampered us! Thank you!!!!
Top guest favorite
An aerial view of Villa Pergo showcases the sprawling property surrounded by lush greenery and mature trees. A stunning infinity pool is visible, along with sun loungers and shaded seating areas. The villa's rustic architecture complements the natural landscape, highlighting its inviting outdoor spaces.
Home in Pergaccio
5 out of 5 average rating, 49 reviews

Villa Pergo is an ancient charming country villa

BahiaRating, 5 stars2 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.
Guest favorite
A shaded outdoor dining area features a floral tablecloth over a long wooden table set with dishes and glasses. Stone columns frame the view of a well-maintained garden and swimming pool, with rolling hills and blue skies in the background.
Home in Cortona
4.83 out of 5 average rating, 18 reviews

Il Loto by Interhome

DavidRating, 5 stars1 week ago
We had a great stay at the villa! Diego and Aldo were great hosts and were very responsive to any issues we had. There was a slight issue with the water but both of them were able to quickly help and were extremely kind. Would definitely recommend!
Home in Pieve a Presciano
5 out of 5 average rating, 4 reviews

Casavecchia by Interhome

MilenaRating, 5 stars1 week ago
We had a great time in the house. The view is amazing, a lot of nature, nice and fresh pool, big terrace and garden, lots of bird and other animal sounds, no neighbors. The rooms were quite big and the kitchen very well stuffed. There is also a washing machine, dish washer and 2 big fridges. A few small points we feel like we’d like to mention from our side however: - one of us was trying to work from abroad and the WiFi was quite bad. it was not strong enough for a zoom call, so home office is not really doable from there - some (2/5) bathrooms had a really bad smell. We couldn’t really find out where it came from - some of the showers were not really water proof. The water went basically out of the shower into the bathroom - quite some ants in the kitchen, but with some effort (insect spray and avoiding foods on the counter) it was possible to keep them out We still had a great time. It is the perfect place to disconnect and we would definitely come back! Thanks a lot!
Home in Castiglione d'Orcia
4.67 out of 5 average rating, 30 reviews

Casa Frati by Interhome

JoJoRating, 5 stars2 weeks ago
Overall the location and charm of the property were stunning. Spacious bedrooms and living areas (beware uneven flooring, to be expected in an old farmhouse, my elderly father struggled). NOTE: we have not been asked for a cash deposit with Airbnb before and were surprised when a man came about 3 hours after we arrived to collect €400 cash. He spoke no English and used his phone to call someone who could speak to me. The host had not said he would be coming, or who he was. I contacted Airbnb support who said I could pay through the resolution centre. As others mentioned, there were no oil, salt, pepper etc, although a few dishwasher tablets. The jacuzzi and sauna work with tokens for €8 each. Didn’t use so not sure how long you get. BUT, this is a stunning property with unbeatable views in the heart of Tuscany, tucked away on a hillside down a gravel track. Would definitely book again. Pool is pristine, towels spotless, beds comfortable.
A charming stone farmhouse is situated amidst a vibrant field of sunflowers, with bright yellow blooms stretching across the landscape. The clear blue sky above contrasts with the lush green leaves, creating a serene rural atmosphere.
Home in Panicale
4.9 out of 5 average rating, 21 reviews

Podere Molinaccio - Luxury Tuscan-style Eco Villa

KimRating, 5 stars36 months ago
We had the most amazing time at Chiara’s place!! She was a spectacular host and everything was beyond perfect!! Chiara went above and beyond with every little thing and it couldn’t have been more amazing or special. She is friendly, kind, warm, thoughtful, funny and genuinely caring. We are already planning our trip back!! 😍🥰😉

Quick stats about vacation rentals with a pool in Castiglione del Lago

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$14,653 GYD before taxes and fees

  • Total number of reviews

    130 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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