
Vacation 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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

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.

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.

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.

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.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Esplora la natura al centro di Vigneti Chianti
Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Countryside Dream farm in Tuscany
Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.
Popular amenities for Tuscany rentals with a pool
House rentals with a pool

Vineyards Paradise

Ancient Barn in Chianti with Pool

Casa Bada - Barn

Private villa/swimming pool in Tuscany

Casetta Melograno – Cozy farmhouse in Chianti

Collina Power

Luxury Villa with a fantastic view

House Rigomagno Siena
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Fattoria Lornano Winery- villa ''Trebbiano''

💜 "Gaia" at Podere Le Fontanelle

House between Firenze, Arezzo, chianti e Siena

Vintage Residence with Pool in Chianti

Ginestra: Private Pool Overlooking Florence
Home rentals with a private pool

Villa Pergo is an ancient charming country villa

Costacce by Interhome

Historic home with exclusive pool

Aurora by Interhome

Charming villa in the Chianti hills

Agriturismo Henni panoramic pool sauna and jacuzzi

Villa il Palagio in the Tuscan countryside

Casa 360 by Interhome
Destinations to explore
- Apartment rentals Tuscany
- Rentals with a kayak Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Vacation home rentals Tuscany
- Cottage rentals Tuscany
- Earth house rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Hostel rentals Tuscany
- Villa rentals Tuscany
- Aparthotel rentals Tuscany
- Tent rentals Tuscany
- Beach house rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Bungalow rentals Tuscany
- Nature eco lodge rentals Tuscany
- Rentals with a fire pit Tuscany
- Fitness-friendly rentals Tuscany
- Guesthouse rentals Tuscany
- House rentals Tuscany
- Lakehouse rentals Tuscany
- Chalet rentals Tuscany
- Smoking-friendly rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Tower rentals Tuscany
- Tiny house rentals Tuscany
- Rentals with a washer and dryer Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Cabin rentals Tuscany
- Campsite rentals Tuscany
- Luxury rentals Tuscany
- Rentals with a home theater Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with a fireplace Tuscany
- Serviced apartment rentals Tuscany
- Loft rentals Tuscany
- RV rentals Tuscany
- Pet-friendly rentals Tuscany
- Rentals with an EV charger Tuscany
- Townhouse rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Private suite rentals Tuscany
- Rentals with breakfast Tuscany
- Family-friendly rentals Tuscany
- Rentals with outdoor seating Tuscany
- Resort rentals Tuscany
- Hotel rooms Tuscany
- Waterfront rentals Tuscany
- Rentals with a balcony Tuscany
- Rentals with a patio Tuscany
- Condo rentals Tuscany
- Rentals with pools Italy
- Things to do Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Sightseeing Italy
- Food and drink Italy
- Nature and outdoors Italy
- Wellness Italy
- Entertainment Italy
- Sports activities Italy
- Tours Italy
- Art and culture Italy




