
Holiday rentals with a pool in Tuscany
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tuscany
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.

Ancient 17th-century farm in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

Podere La Castellina - No. 2 LECCETO
Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the ground floor can comfortably accommodate 2 people and includes: - living room with TV - kitchen with oven and electric stove - master bedroom - bathroom with large shower - private outdoor table Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

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.

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.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

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.

Apartment in Chianti at Mulino dell'Argenna
The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Il Nido - a romantic hearth
Lui non esisteva, è stato ricavato in un angolo della grande casa in cui chissà quante persone della stessa famiglia vivevano. Per questo è diventato il nostro piccolo Nido, la casa da cui partire per scoprire il borgo. Non un piano ma addirittura due, con tanto cotto, legno e colori caldi.
Popular amenities for Tuscany rentals with a pool
House rentals with a pool

Private villa/swimming pool in Tuscany

“il colle” nice house surrounded by vineyard

Charming estate with views. A/C in the bedrooms

Serenella

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Casetta Melograno – Cozy farmhouse in Chianti

The Owl: view, pool and garden

Casa Luigi Suite with exclusive pool
Apartment rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Stone House in Chianti with pool and parking

Adalberto Apartment inside the Manor of Fulignano

Fattoria Lornano Winery- villa ''Trebbiano''

💜 "Gaia" at Podere Le Fontanelle

Manuela apartment with pool in farmhouse

Garden & SPA -FlorArt Boutique Apartment

La Casetta
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti

Costacce by Interhome

Villa Pergo is an ancient charming country villa

Esplora la natura al centro di Vigneti Chianti

Historic home with exclusive pool

Aurora by Interhome

Charming villa in the Chianti hills

Villa il Palagio in the Tuscan countryside
Destinations to explore
- Apartment rentals Tuscany
- Bungalow rentals Tuscany
- Townhouse rentals Tuscany
- Campsite rentals Tuscany
- Rentals with an accessible-height toilet Tuscany
- Boutique hotels Tuscany
- Farm stay rentals Tuscany
- Serviced apartment rentals Tuscany
- Hostel rentals Tuscany
- Aparthotel rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with an accessible-height bed Tuscany
- Castle rentals Tuscany
- Hotel rooms Tuscany
- Rentals with an EV charger Tuscany
- Villa rentals Tuscany
- Waterfront rentals Tuscany
- Rentals with a kayak Tuscany
- Lakehouse rentals Tuscany
- Smoking-friendly rentals Tuscany
- Tower rentals Tuscany
- Tiny house rentals Tuscany
- Earth house rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Rentals with a fireplace Tuscany
- Ski-in/ski-out rentals Tuscany
- Family-friendly rentals Tuscany
- Beach house rentals Tuscany
- Flat rentals Tuscany
- House rentals Tuscany
- Tent rentals Tuscany
- Rentals with a washing machine and dryer Tuscany
- Rentals with outdoor seating Tuscany
- Resort rentals Tuscany
- Luxury rentals Tuscany
- Rentals with a cinema Tuscany
- Cottage rentals Tuscany
- Pet-friendly rentals Tuscany
- Rentals with a patio Tuscany
- Rentals with breakfast Tuscany
- Motorhome rentals Tuscany
- Fitness-friendly rentals Tuscany
- Rentals with a balcony Tuscany
- Private suite rentals Tuscany
- Guest house rentals Tuscany
- Holiday home rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Chalet rentals Tuscany
- Nature eco lodge rentals Tuscany
- Cabin rentals Tuscany
- Loft rentals Tuscany
- Rentals with a firepit Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Rentals with pools Italy
- Things to do Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Wellness Italy
- Nature and outdoors Italy
- Food and drink Italy
- Entertainment Italy
- Sightseeing Italy
- Sports activities Italy
- Art and culture Italy
- Tours Italy




