Vacation rentals with a pool in Asciano

4.99 out of 5 average rating, 113 reviews

Home in Greve in Chianti

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

LocationFamilyWifi

4.93 out of 5 average rating, 201 reviews

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

The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

ValueLocationAmenities

4.96 out of 5 average rating, 138 reviews

Home in Asciano

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

LocationValueShared spaces

4.97 out of 5 average rating, 246 reviews

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.

LocationFamilyBathroom

4.96 out of 5 average rating, 122 reviews

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

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

FamilyLocationGetting around

Villa in Castiglione d'Orcia

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.

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.

LocationValueLaundry

4.94 out of 5 average rating, 145 reviews

Farm stay in Monte San Savino

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.

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.

ValueLocationComfort

4.99 out of 5 average rating, 113 reviews

Villa in Monteroni d'Arbia

A heated mini hydro-massage pool is surrounded by greenery, featuring subtle chromotherapy lighting in shades of purple. In the background, a rustic farmhouse is set against a serene twilight sky, with tall cypress trees lining the space.

San Giovanni in Poggio, Villa Meriggio 95 sqm

Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

FamilyLocationCleanliness

4.98 out of 5 average rating, 128 reviews

Villa in Monte San Savino

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 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

LocationValueParking

4.99 out of 5 average rating, 107 reviews

Villa in Barberino Tavarnelle

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

ValueFamilyCleanliness

4.98 out of 5 average rating, 105 reviews

Farm stay in Greve in Chianti

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

ValueFamilyNearby

4.99 out of 5 average rating, 510 reviews

4.89 out of 5 average rating, 307 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

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Popular amenities for Asciano rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Foiano della Chiana

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.

Conca d'Oro villa with private pool, sleeps 4

ValueLocationWifi

4.92 out of 5 average rating, 172 reviews

Home in Foiano della Chiana

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.

La Lisa: country house surrounded by fields

FamilyLocationLayout

4.94 out of 5 average rating, 135 reviews

4.96 out of 5 average rating, 144 reviews

A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.

Home in Montaione

Cercis - La Palmierina

LocationFamilyWalkability

4.99 out of 5 average rating, 110 reviews

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

LocationValueDecor

Home in Terranuova Bracciolini

Villa Lolù with private heated swimming-pool

FamilyLocationWalkability

4.97 out of 5 average rating, 159 reviews

4.95 out of 5 average rating, 200 reviews

A cozy bedroom is highlighted with a floral wallpaper featuring vibrant colors. A bedside table made of wood stands beside a spacious bed dressed in pink bedding. A modern lamp provides warm lighting, enhancing the inviting details of the room.

Home in Pievescola

Borgo Ripostena – n. 8 Casa Vecchia

ValueLocationHiking

4.86 out of 5 average rating, 101 reviews

A bright living area features a wooden coffee table at its center, flanked by a light-colored sofa and a darker green couch. Two windows with wooden shutters offer views of the surrounding vineyards, while exposed wooden beams add character to the ceiling.

Home in Greve in Chianti

Country Rentals - La Canonica

LocationValueWifi

Home in Castellina in Chianti

A stone facade is viewed from a well-maintained garden, featuring lush green grass and neatly trimmed hedges. A wooden door is visible, leading into a charming interior, while the house's rustic architecture complements the serene landscape under a clear blue sky.

Explore Chianti from a Charming Stone House

ValueFamilyBackyard

4.98 out of 5 average rating, 122 reviews

Condo rentals with a pool

5.0 out of 5 average rating, 350 reviews

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

Podere Vergianoni nestled in Chianti with a pool

LocationValueCheck-in

4.93 out of 5 average rating, 194 reviews

A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.

Condo in Casole d'Elsa

La Casetta

LocationFamilyQuiet

Condo in Panzano in Chianti

Apt. Panzanello-Panzano in Chianti

ValueFamilyAmenities

4.96 out of 5 average rating, 280 reviews

Condo in Castelfranco di Sopra

A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.

House between Firenze, Arezzo, chianti e Siena

LocationFamilyBathroom

4.84 out of 5 average rating, 300 reviews

4.83 out of 5 average rating, 227 reviews

The swimming pool glimmers under a partially cloudy sky, surrounded by lush olive trees and vegetation. Sun loungers are positioned nearby, offering space for relaxation, while a stone wall provides a rustic backdrop, enhancing the serene atmosphere of the outdoor area.

Condo in Fiesole

Poggiolieto Suite - on hills 10' from city center

ValueFamilyParking

4.54 out of 5 average rating, 90 reviews

Condo in Asciano

Cozy home in countryside with tennis and pool

ValueLocationBathroom

5.0 out of 5 average rating, 11 reviews

The building, with rustic stone exterior, is framed by green grass and features multiple windows that allow natural light to enter. A covered porch is accessed by a series of steps, while the surrounding landscape includes olive trees, enhancing the serene countryside setting.

Condo in Asciano

PODERE SCURCOLI FARMHOUSE

LocationFamilyPool

5.0 out of 5 average rating, 56 reviews

Condo in Buonconvento

Romantic cottage in Tuscany with pool and garden

LocationBreakfastPool

Home rentals with a private pool

Cottage in Barberino Tavarnelle

The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.

Stone House with Exclusive Pool Codilungo in Chianti

ValueFamilyHospitality

4.98 out of 5 average rating, 216 reviews

4.97 out of 5 average rating, 264 reviews

Farm stay in Arezzo

Esplora la natura al centro di Vigneti Chianti

ValueFamilyAmenities

4.88 out of 5 average rating, 820 reviews

A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.

Home in Galluzzo

TREEhouse/casaBARTHEL

ValueFamilySleep quality

Home in Barberino Tavarnelle

A bright living area is highlighted by a white sectional sofa, complemented by red throw pillows. An elegant area rug sits on terracotta tiles, with wooden beams and a staircase leading to the upper level visible. Light streams through a window, enhancing the warm atmosphere.

Casa Luigi Suite with exclusive pool

LocationFamilyComfort

4.95 out of 5 average rating, 121 reviews

4.87 out of 5 average rating, 46 reviews

Villa in San Miniato

Historic villa x8 with exclusive pool

FamilyLocationBathroom

4.93 out of 5 average rating, 27 reviews

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

LocationFamilyPool

Home in Castiglione del Lago

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.

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

FamilyLocationAccess

5.0 out of 5 average rating, 29 reviews