Some info has been automatically translated. Show original language
Become a host

Vacation rentals with a pool in San Casciano dei Bagni

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Casciano dei Bagni

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.
Vacation home in Chianciano Terme

The Eagle and the Olive Tree

At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

5.0 out of 5 average rating, 127 reviews
Guest favorite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

4.9 out of 5 average rating, 240 reviews
Top guest favorite
Villa in Montepulciano

Wine Experience Villa in Montepulciano

🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.

4.97 out of 5 average rating, 125 reviews
Top guest favorite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

4.99 out of 5 average rating, 103 reviews
Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

4.97 out of 5 average rating, 246 reviews
Top guest favorite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

4.99 out of 5 average rating, 243 reviews
Guest favorite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

4.94 out of 5 average rating, 145 reviews
Top guest favorite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

4.99 out of 5 average rating, 113 reviews
Guest favorite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

4.96 out of 5 average rating, 115 reviews
Guest favorite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano

EcoLodge – modern design in a peaceful panoramic location

The modern, ecological and comfortable EcoLodge is quiet and secluded, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia; behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata, and Maremma. The Vielfältigkeit is an ideal base for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.

LocationNearbyDecor

4.94 out of 5 average rating, 110 reviews
Top guest favorite
The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.
Villa in Monte San Savino

Villa Tonacato - Charming Villa with private pool

An old rural farmhouse, located in the Tuscan hills overlooking the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system

LocationPoolHospitality

4.99 out of 5 average rating, 107 reviews
Top guest favorite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Casalini

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

4.99 out of 5 average rating, 110 reviews

Popular amenities for San Casciano dei Bagni rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

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

Il nido del Rondone

4.97 out of 5 average rating, 114 reviews
Guest favorite
Home in Asciano

Palazzo Monaci - Pool in the Crete Senesi

4.96 out of 5 average rating, 138 reviews
Top guest favorite
The living area features a comfortable sofa adorned with bright pillows, complemented by a small coffee table. A cozy armchair is positioned nearby, and a wooden cabinet with glass doors elegantly displays decorative items. Natural light filters through the white curtains, enhancing the space.
Home in Orvieto

La Vigna Farm - Orvieto Tourist Rental

4.99 out of 5 average rating, 111 reviews
Guest favorite
A charming stone house with a terracotta roof features a welcoming entryway, shaded by umbrellas and surrounded by colorful flowers. In the background, a serene saltwater infinity pool is framed by landscaped greenery, complementing the tranquil rural setting.
Home in Foiano della Chiana

Conca d'Oro villa with private pool, sleeps 4

4.92 out of 5 average rating, 172 reviews
Top guest favorite
The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.
Home in Rigomagno

House Rigomagno Siena

4.96 out of 5 average rating, 122 reviews
Top guest favorite
The traditional stone house features green double doors and windows, framed by lush foliage and flowering plants. The surrounding grassy area offers a serene outdoor setting, with mature trees providing shade and enhancing the rustic charm of the Tuscan landscape.
Home in Cortona

Traditional stone house in Tuscany

4.97 out of 5 average rating, 102 reviews
Guest favorite
The image showcases a rustic stone building surrounded by a gravel courtyard. Flower pots with vibrant geraniums decorate the area, and a large tree provides shade. Sunlight illuminates the brick facade, creating a warm and inviting atmosphere in the outdoor space.
Home in Foiano della Chiana

La Lisa: country house surrounded by fields

4.94 out of 5 average rating, 135 reviews
Guest favorite
An infinity pool stretches across the foreground, reflecting the blue sky and surrounding landscape. A single turquoise umbrella provides shade beside a lounge chair, while lush greenery and distant hills create a serene backdrop.
Home in Todi

"Palazzaccio Todi Estate" hideaway

4.83 out of 5 average rating, 169 reviews

Condo rentals with a pool

Top guest favorite
Aerial view of the agriturismo surrounded by lush green hills and fields. The property includes a swimming pool, framed by rows of tall cypress trees that create a natural boundary. The rural landscape extends into the distance, illustrating the serene environment.
Condo in Asciano

Loggiato 3 apartment in Tuscany near Siena

4.93 out of 5 average rating, 201 reviews
Top guest favorite
A cozy living room features a spacious white couch positioned around a dark wooden coffee table stacked with magazines. Exposed wooden beams adorn the ceiling, while warm yellow walls create a welcoming ambiance. A vintage wooden dresser adds character, and a doorway leads to the adjoining bedroom.
Condo in Piazze

Canonica, Camporsevoli

4.97 out of 5 average rating, 29 reviews
Top guest favorite
An outdoor dining area is presented on a wooden terrace, surrounded by trees and greenery. A table is elegantly set with plates and glassware, illuminated by soft light. Scenic views of rolling hills and vineyards are visible in the background, creating a serene atmosphere.
Condo in Montepulciano

Farm holidays in the countryside of Montepulciano

4.97 out of 5 average rating, 87 reviews
Guest favorite
Aerial view of the estate displaying lush vineyards surrounding an inviting shared pool. The landscaped garden features numerous trees and red sun loungers. Two rustic buildings, one with a tiled roof, are visible, enhancing the serene rural atmosphere.
Condo in Monte San Savino

Casa Bianchini | Duplex 6-bedroom apartment (12 +1

4.93 out of 5 average rating, 57 reviews
Guest favorite
A warm living space showcases exposed wooden beams and light-colored walls. A staircase leads to an upper level, while a cozy seating area features a light gray sofa. A dining table is positioned near windowed doors that offer views of the surrounding countryside.
Condo in Montefollonico

Tuscan Dream Apt with Pool, View & Tennis Court

4.91 out of 5 average rating, 95 reviews
Guest favorite
A spacious living area features a striped sofa with soft cushions, complemented by a wooden coffee table and a vase of fresh flowers. The warm terracotta flooring and rustic beams enhance the inviting ambiance. Steps lead to additional rooms, visible in the background.
Condo in Montisi

Apartment in ancient house + pool and terrace

4.94 out of 5 average rating, 18 reviews
Guest favorite
A spacious bedroom is featured, characterized by a large bed with soft linens. Natural light enters through a curved glass door, which leads to the exterior. Minimalist furniture includes a small table and elegant bedside lamps.
Condo in Marsciano

Tiglio-Stone Suite · Private Pool · Umbria Hills

5.0 out of 5 average rating, 9 reviews
Guest favorite
A shared swimming pool is surrounded by olive trees and lounge chairs, set against a clear blue sky. An umbrella provides shade over one of the seating areas, with distant hills visible in the background.
Condo in Marsciano

Charming Castle

4.94 out of 5 average rating, 48 reviews

Home rentals with a private pool

Top guest favorite
An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.
Villa in Pergaccio

Villa Pergo is an ancient charming country villa

5.0 out of 5 average rating, 65 reviews
Top guest favorite
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

Podere Molinaccio-Luxury Tuscan-style Eco Villa

4.93 out of 5 average rating, 27 reviews
Guest favorite
A spacious bedroom features an iron bed with a decorative headboard, showcasing colorful patterns. Natural light floods through two windows, illuminating the rustic terracotta floors. Old wooden beams line the ceiling, complementing the warm, earthy color palette of the room.
Home in Castiglione del Lago

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool

5.0 out of 5 average rating, 29 reviews
Guest favorite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

4.94 out of 5 average rating, 145 reviews

Destinations to explore