
Holiday rentals with a pool in Asciano
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Asciano

Total holiday rentals
Explore 480 holiday rentals in Asciano

Nightly prices starting at
Asciano holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 8,050 verified reviews to help you choose

Family-friendly holiday rentals
310 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 260 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
450 of Asciano holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Asciano rentals

4.8 Average rating
Asciano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Asciano
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
FamilyLocationAir conditioning

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.
FamilyLocationShared spaces

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.
ValueLocationBackyard

Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale
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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.
FamilyLocationIndoor spaces

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
FamilyValueComfort

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyLocationCheckout

The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.
FamilyValueTV

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
LocationValueSleep quality

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
ValueLocationHiking

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
ValueLocationNearby

Charming home Crete Senesi
Less than 15 kilometers from Siena, the terraced apartment is located in a characteristic Tuscan village on the high that leads to the picturesque "Site Transitoire”. The property is completed by a lovely garden overlooking Siena and a comfortable swimming pool.
LocationFamilyNearby
Popular amenities for Asciano rentals with a pool
House rentals with a pool

Infinity pool in Chianti 1
LocationValueHospitality

Podere Scorno country house with swimming pool
LocationViewCondition

Cottage surrounded by nature
ValueFamilyWi-Fi

Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyParking

Cercis - La Palmierina
LocationValueAmenities

Vineyards Paradise
ValueLocationSleep quality

Relaxation and charm in the Chianti hills
LocationValueLong stay

Borgo Ripostena – No. 8 Casa Vecchia
ValueLocationParking
Condo rentals with a pool

PODERE SCURCOLI FARMHOUSE
FamilyLocationPool

Romantic cottage in Tuscany with pool and garden
LocationQuietBarbecue

House between Firenze, Arezzo, chianti e Siena
FamilyValueOutdoor spaces

Vintage Residence with Swimming Pool in Chianti
LocationValueBathroom

Poggiolieto Suite - on hills 10' from city center
LocationValueBathroom

Charming Residence Castello di Orgiale near Siena
ValueLocationComfort

Agriturismo Poggio Bonelli, 4 people apartment
LocationOutdoor spacesWi-Fi

La Casetta
FamilyLocationWalkability
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
ValueLocationWi-Fi

Villa Pergo is an ancient charming country villa
LocationFamilyWalkability

Explore nature in the heart of the Chianti vineyards
LocationValueCleanliness
Historic villa x8 with exclusive pool
LocationFamilyWi-Fi

Agriturismo Henni panoramic pool sauna and jacuzzi
FamilyValueBathroom

Podere Molinaccio - Luxury Tuscan-style Eco Villa
LocationFamilyAir conditioning

Villa il Palagio in the Tuscan countryside
FamilyLocationComfort

Casa Luigi Suite with exclusive pool
FamilyLocationWalkability
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $288 AUD | $291 AUD | $275 AUD | $279 AUD | $291 AUD | $295 AUD | $347 AUD | $342 AUD | $299 AUD | $277 AUD | $270 AUD | $298 AUD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with breakfast Asciano
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- Rentals with a hot tub Asciano
- Rentals with pools Siena
- Rentals with pools Tuscany
- Rentals with pools Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art workshops Siena
- Tastings Siena
- Art and culture Siena
- Museums Siena
- Entertainment Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Nature and outdoors Siena
- Wildlife Siena
- Food and drink Siena
- Cooking Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Wildlife Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Food and drink Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Sightseeing Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food and drink Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Sports activities Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Sightseeing Italy
- Galleries Italy
- Tours Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Entertainment Italy







