
House vacation rentals in Monticiano
Find and book unique houses on Airbnb
Top-rated house rentals in Monticiano
Guests agree: these houses are highly rated for location, cleanliness, and more.

Casa al Gianni - The Simignano Barn
Transformed from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, large equipped kitchen, large living room and a large private garden with parking, hot tub, patio with sofas, BBQ, fire pit and outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, between relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Garden House
"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

Da nonna Ornella - nest in Val d'Orcia
Spectacular views and relaxation guaranteed in this romantic studio in the heart of the Val d'Orcia, province of Siena, immersed in the beautiful Tuscany. Ideal for couples. It has a living area, equipped kitchen, bathroom, heating, courtyard, private parking and a large and panoramic garden with sun loungers and hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, Radicofani, Castiglione d'Orcia and Monte Amiata. Unforgettable!

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.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.

La Casa di Nada - Suite
From every window of my home there are wonderful views of the Tuscan hills, a charm that will accompany every moment of your stay. My kitchen is fully equipped and the rooms are comfortable and bright, with a private bathroom for each room. In the living room I have a beautiful fireplace all for you. A practical laundry completes this refuge in the Heart of Chianti

La Stallina - Perfect retreat from the city rush
Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.
Popular amenities for Monticiano house rentals
House rentals with a pool

Infinity pool in Chianti area

Ancient Barn in Chianti with Pool

Charming estate with views

Explore Chianti from a Charming Stone House

Country House in the Crete Senesi

Casa di Lyndall - Entire house with exclusive pool

Casa Luigi Suite with exclusive pool

House Rigomagno Siena
Weekly house rentals

Family Forest - Pool in the Crete Senesi

Il Camino: cosy & artfully inspired country house

Ancient farmhouse for relaxation and nature

Tuscany .Countryhouse on the Florence's hills

CASA DI ZIO Comfort, nature and relax

Tosco Suite "Solis"

Boutique house with pool reserved for 2 guests

Apartment in the village of Castello di Tocchi
Private house rentals

S.Ilaria - Private pool Villa with 2 bedrooms

Domus Nannini - Crossed Loggia Spa

Villa La Capanna, the writer's house near Siena

Podere Tignano, 4-bedroom villa in the Chianti!

Live Authentic Tuscany in Our Country House

Dimora del Vino

L'Uva Fragolina. Haus, Garten & Jacuzzi

Nice holiday home in Tuscany (2/3 pers)
Quick stats about house rentals in Monticiano

Total vacation rentals
Explore 20 vacation rentals in Monticiano

Nightly prices starting at
Monticiano vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 300 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Wifi availability
10 of Monticiano vacation rentals include wifi access

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

4.6 Average rating
Monticiano stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Marseille Vacation rentals
- Cannes Vacation rentals
- Italian Riviera Vacation rentals
- Bologna Vacation rentals
- Rentals with a fireplace Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Rentals with pools Monticiano
- Rentals with a washer and dryer Monticiano
- Rentals with outdoor seating Monticiano
- Villa rentals Monticiano
- Pet-friendly rentals Monticiano
- Apartment rentals Monticiano
- Family-friendly rentals Monticiano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Gulf of Baratti
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Spiaggia di Capo Bianco
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- The Boboli Gardens
- Spiaggia della Padulella
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Medici Chapels