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

Total holiday rentals
Explore 10 holiday rentals in Castiglione del Lago

Nightly prices starting at
Castiglione del Lago holiday rentals start at $157 AUD per night before taxes and fees

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Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Castiglione del Lago holiday rentals include Wi-Fi 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
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.

House of the 5 Senses – SPA – Trasimeno View
Sustainable building with double Class A certification, both for energy performance and environmental impact, comprising two apartments. The apartment on the first floor is available for rent, featuring a separate entrance, kitchen/dining/living area, terrace, double bedroom and bathroom. 180-degree lake view, with a swimming pool and outdoor green space. The swimming pool is not open to the public and is shared with the property. The spa and relaxation area can be used upon request and for a fee. IF THE DATES YOU CHOSE ARE TAKEN, PLEASE GET IN TOUCH WITH ME AND WE'LL WORK OUT A SOLUTION.

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.

Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.

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.

Trasimeno Lake - "The Convent"
On top of a hill of centuries-old olive trees on the southern shore of the Trasimeno stands LA BADIA DI S.ARCANGELO. In this unique and precious place is the apartment "Il Convento" which will welcome you with its warm atmosphere and a welcome gift with local products. It can accommodate up to 5 people and consists of a dining kitchen, a living room with a comfortable sofa bed, a double bedroom, a single bedroom and a special bathroom created in what used to be the bell tower of the Abbey.

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.

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.

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.

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.

Casale Poggiolo Basso - The place of silence
Surrounded 360 degrees by fields and hills, with a large cypress and olive trees garden, Poggiolo Basso is an old brick house, built in the early '900 and remained intact over time. The ideal place to spend holidays or short breaks and experience nature, ”slowness", and especially silence; a place where you can cultivate love for art and culture, sport, cooking, and psycho-physical well-being.
Popular amenities for Castiglione del Lago rentals with a pool
House rentals with a pool

House Rigomagno Siena

Conca d'Oro villa with private pool, sleeps 4

Casa Lucy

Il nido del Rondone

Villa Bellora | Pool & Panoramic Views | Cortona

Hidden gem in Tuscany

Spectacular Poolside Sunsets of Tuscan Hill Towns

Amazing villa lakeside view
Condo rentals with a pool

[Capolinea Holidays] "Terra" | Lake Trasimeno

Oasi La Perla "Relaxation and swimming pool" at Lake Trasimeno.

Farm holidays in the countryside of Montepulciano

Charming Castle

Casa Bianchini | Duplex 6-bedroom apartment (12 +1

Tuscan Dream Apt with Pool, View & Tennis Court

Relaxation and peace in the countryside Cortona G

Poggio ai Gelsi, Lodge Lavanda
Home rentals with a private pool

Explore nature in the heart of the Chianti vineyards

Agriturismo Henni panoramic pool sauna and jacuzzi

Villa Pergo is an ancient charming country villa

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

Podere Molinaccio - Luxury Tuscan-style Eco Villa

Wp Relais Borgo Vignalunga
Destinations to explore
- Family-friendly rentals Castiglione del Lago
- Villa rentals Castiglione del Lago
- Apartment rentals Castiglione del Lago
- Rentals with a patio Castiglione del Lago
- Rentals with outdoor seating Castiglione del Lago
- Bed and breakfasts Castiglione del Lago
- House rentals Castiglione del Lago
- Rentals with a washing machine and dryer Castiglione del Lago
- Pet-friendly rentals Castiglione del Lago
- Rentals with pools Perugia
- Rentals with pools Umbria
- Rentals with pools Italy
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of St Francis
- Cascate del Mulino
- Centro Storico Orvieto
- Terme Dei Papi
- Villa Lante
- Avignonesi Winery Fattoria Le Capezzine
- Mount Amiata
- La Scarzuola
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Siena Cathedral
- Palazzo Pubblico
- Mount Subasio
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Gola del Furlo
- Santa Maria della Scala
- Saturnia Thermal Park





