
Holiday rentals with a pool in Castiglione del Lago
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Castiglione del Lago
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

Ulivo - Charming apartment in the countryside
The independent, bright and welcoming apartment located on the ground floor of a renovated farmhouse from 1856, surrounded by green hills, consists of a large eat-in kitchen, a double bedroom with comfortable futon chair, independent bathroom. Triple exposure The apartment is equipped with: - centralized warming - fitted kitchen - bathroom with bathtub and shower - guest sheets and towels - stylish furnishings - veranda exclusive use with dining table overlooking the surrounding countryside.

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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.

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.

Casa dei 5 Sensi - Trasimeno view
Bio-ecological building in double class A, energy and environmental, consisting of two apartments, one on the ground floor and the other on the first floor. The one on the first floor is rented, consisting of a private entrance, kitchen/dining/living room, terrace, double bedroom and bathroom. 180-degree lake view, with swimming pool and outdoor green space. The pool is private and is shared with the property. IF THE PERIOD YOU CHOSE IS OCCUPIED, CONTACT ME, WE WILL FIND A SOLUTION

2 room apartments in farmhouse whit pool
We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom. The single bedroom is in the attic and has no door it overlooks the living room), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

A paradise in Montepulciano...
Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY.

Farmhouse close to Montepulciano
Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests four vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Casa Crociani - Amazing Pool & Free Parking
Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.
Popular amenities for Castiglione del Lago rentals with a pool
House rentals with a pool

The Hidden Oak

La piazzetta in the medieval castle of Saragano

Casa Lucy

Private Cottage with Plunge Pool in Tuscan Estate

Country chic house in a village,private pool,wiFi

Country charm walking distance from Cortona centre

House Rigomagno Siena

[Antique Farmhouse]Tuscan Views & Private Pool Cortona
Apartment rentals with a pool

Charming Castle

[Capolinea Holidays] "Terra" | Lake Trasimeno

Casa Granaio | Ground floor 1-bedroom apartment (2

Casa Biancospino Crete Senesi | Podere Fossaccio

Tuscany accommodation with panoramic view terrace

Agriturismo Poggio Bonelli, 4 people apartment

Castello di Orgiale Charme Residenz

Oasi La Perla ‘Relaxation and swimming pool’ on Lake Trasimeno
Home rentals with a private pool

Podere Molinaccio - Luxury Tuscan-style Eco Villa

Wp Relais Borgo Vignalunga

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

Villa Pergo is an ancient charming country villa

Magnificent Tuscan Villa, amazing interiors & view
Quick stats about holiday rentals with a pool in Castiglione del Lago

Total holiday rentals
Explore 20 holiday rentals in Castiglione del Lago

Nightly prices starting at
Castiglione del Lago holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Castiglione del Lago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglione del Lago rentals

4.7 Average rating
Castiglione del Lago stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with outdoor seating Castiglione del Lago
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- Rentals with pools Perugia
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- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Cascate del Mulino
- Eremo Di Camaldoli
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Terme Dei Papi
- Villa Lante
- Furlo Gorge Nature Reserve
- Palazzo Pubblico
- Mount Subasio
- Santa Maria della Scala
- Rocca Maggiore
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore
- Monte Cucco Regional Park
- Cathedral of San Lorenzo
- Saturnia Thermal Park
- La Scarzuola
- Val di Chiana
- Giardini del Frontone
- Cappella di Vitaleta
- Terme San Filippo




