Lucignano d'Asso

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Satellite / Cable TV

Board Games

DVD Library

DVD Player

Games Room

Sound System

Library of Books

Entertainment

Bathtub

Hair Dryer

Rain Shower

Toiletries

Bathroom

Dishwasher

Freezer

Fridge

High Chair

Kitchen

Stove

Wine Cellar

Wine Cooler

Oven

Kitchen Utensils

Toaster

Coffee Maker

Cooking Essentials

Kettle

Kitchen & Dining

Private Washing Machine

Private Dryer

Cot / Crib

Dryer

Iron

Ironing Board

Washing Machine

Black-Out Blinds

Hangers

Cleaning Products

Drying Rack

Extra Pillows and Blankets

Bedroom & Laundry

Outdoor Pool

Private Pool

Sauna

Swimming Pool

Exercise Equipment

Wellness & Fitness

Desk / Workplace

Wi-fi

Laptop Friendly Workspace

Internet & Office

Air Conditioning

Central Heating

Fireplace

Ceiling Fans

Heating & Cooling

Free Parking On Premises

Parking Available

Self Check-in / Check-out

Private Entrance

Single-Level Home

Parking & Access

Barbeque

Garden

Patio / Terrace

Sun Loungers / Beach Chairs

Balcony

Hammock

Outdoor Seating

Outdoor Shower

Outdoor

Mosquito Net

Nice to haves

Pets Allowed

Pets

Safe

Carbon Monoxide Detector

Fire Extinguisher

First Aid Kit

Smoke Detector

Other

Bookended by the olive groves, cypress trees and rolling green hills of Southern Tuscany is this 1960s-style architectural feat designed and curated by a sculptor and architect duo. Perfect for two couples or a small group of friends looking to explore the region, this cleverly converted warehouse is airy and open-plan with large crittall-style windows looking out over the vineyard and rambling countryside beyond. We particularly liked the stone fireplace and curated pieces of art dotted around that make for a real visual statement. Through to the bedrooms, where you'll find minimalist interiors, crisp white bed linens and antique objects that combines traditional touches with modern influence. Spend mornings idly relaxing underneath the warm Tuscan sun by the stunning 20-metre lap pool or recharging in the sauna, before cycling to the nearby village of Montisi. Take a half-hour drive to the famous vineyards of Montepulciano and bring a few bottles of vino back with you – to be chilled in the home's wine cellar and enjoyed out on the terrace, as you look out across the medieval ruins of Montelifrè Castle. Be it wine, history, interior design, or art, this home delivers in spades. 

Architectural Narrative

Luxury Toiletries

Espresso Machine

Pod Coffee Machine

Free Parking On Street

Courtyard

If you love the artsy side of life, you'll thrive in this contemporary loft. Colourful art pieces stand out, with some splashes of colour added by the feature walls. Natural light pours in through the large kitchen windows – the perfect chance to watch the morning birds fly by. You even get a lovely view of the courtyard from the bedroom too. 

Spend the day at Constanti winery – this is where your host works, so she will be more than happy to give you a tour of the place. Beautiful vineyards surround the loft and a wide range of wineries to sample some of the tastiest glasses of red.

Return home to sit at the dining table while the scent of a home-cooked Italian meal fills the room from the nearby kitchen. After you've eaten, pick a book off of the shelf, and snuggle up on the sofa while the moonlight shines through the windows. Pop the TV on for background noise or simply enjoy the peace and quiet that Montalcino brings.

Artistic Grapes

Heated Towel Rail

Blender

Microwave

Jacuzzi

Hot Tub

Fenced Garden

Fenced Property

Sun Umbrellas

Located in the Tuscan countryside, this impressive estate is an excellent choice for a couple of large families looking for an easygoing stay. Set across a main building and two guest houses, the residence, dating back to the 1600s, has been carefully restored and boasts fantastic views of Val d’Orcia. Although the traditional interiors may not be to everyone’s taste, the space is functional and perfectly suited to group dining and relaxing. Need a hand planning activities? Your host provides a wide range of experiences from truffle hunting to wine tasting – all on your doorstep.

Titiro Toscano

Playground

Desk

EV Charger

Located in the heart of San Quirico d'Orcia, this apartment has romance written all over it. Inside, the Tuscan character beckons you to cosy up with your loved one after exploring the town's historic squares and local eateries. The kitchen is small but well-appointed, and though the living area lacks natural light, the private terrace more than makes up for it. Boasting views of the village church and the rolling hills in the Val d'Orcia, we can't think of a more idyllic setting to enjoy a glass of wine and a sunset meal for two.

The Maestro's Retreat

Cafetiere

Child Friendly

This incredible Tuscan villa dates back to the 1600s and has been lovingly transformed into an organic and eco-sustainable farm. The landscape surrounding this home is impressive too – especially from the panoramic pool – as it's situated in Val d'Orcia, a UNESCO World Heritage Site. Spread over two floors, the space includes a fully-equipped kitchen and plenty of outdoor dining space, as well as BBQ facilities and a wood-burning oven for alfresco cooking. If any guests have mobility issues, three of the en-suite bedrooms on the ground floor are easily accessible from outside. We recommend a car to explore the area with ease – the Medieval village of Trequanda is just 5km away.

The Masterpiece

Private Parking

Free Parking

In the heart of the Val d'Orcia, this villa offers sweeping views as far as the eye can see. Montepulciano, San Quirico d'Orcia, and Seina further afield are all within driving distance – and all make great options for days out and about in the countryside. But even better than the location is the garden waiting for you back home. There's an ivy-covered pergola ideal for alfresco dining, a private pool overlooking the vineyards, and swings to keep little ones entertained. Inside, modern comforts blend with traditional character. Every bedroom has an en-suite bathroom, making this ideal for families or friends.

Sunflower Sunset

Beach / Pool Towels

Looking for the wow factor? This home fits the bill. Each room effortlessly blends Tuscan tradition with contemporary aesthetics – none more so than the living area, with its brick archways, stone walls and beamed ceilings. There's also an annexe offering even more space for groups, containing an additional kitchen and living room, as well as the fifth and sixth bedrooms (one of which is wheelchair-accessible). Outside, the swoon-worthy views from the infinity pool and Jacuzzi are hard to resist. Meanwhile, the shaded pergola is perfect for Aperol Spritzes at sundown. And did we mention daily maid service is included? If you can tear yourself away from this stunning home, Montefollonico is a thirty-minute walk, while Siena is an hour's drive.

The White Vine

Smart TV

Bathrobes

Changing Table

Laundry Supplies

Luxury Bedding

Heated Pool

Sauna / Steam Room

Steam Room

Temperature Control

Underfloor Heating

Valet Parking

Step-Free Access

Balcony / Patio

Beach Essentials

Fenced Pool

Herb Garden

Outdoor Fireplace / Firepit

Rooftop Terrace

Resort Access

Umbrellas

This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside. A country road leads to the UNESCO hamlet of Castiglione d'Orcia. The garden is home to a rustic outdoor cooking station, a large, shaded table, and a full outdoor lounge. There’s a touch of modernity to the private, heated pool and you’ll find a sauna hidden amid the trees. The main villa is split across two levels and is a vision of old-world Italy and there is a separate annexe with further bedrooms, a second full kitchen and an open-plan living room. 

Rusticana Retreat

Located in the pretty hilltop village of Montalcino, this home is a Tuscan gem with a lot to offer. There’s a beautiful garden with a pool and a hot tub to ensure optimum relaxation. You’ll also have a traditional wood-burning pizza oven and a fire-pit for magical evenings under the stars. Inside, the rooms are just as inviting with traditional and luxurious features. The main bedroom comes with a romantic bath tub and two of the bedrooms are located in the annexes for extra privacy. Daily breakfast and housekeeping are included in your stay. Plus, it couldn’t be better placed for adventures across Tuscany. From here, it’s just a short stroll into the village centre, while Pienza, Montepulciano and Siena are all within driving distance. 

The One Light

Vacuum Cleaner

Rustic charm meets modern luxury in this hilltop Tuscan home. Boasting fantastic views of Montalcino, we think the garden is the perfect spot to enjoy the sunshine and fresh air. Entertain yourself with a dip in the private pool, play a game on the bocce court, or tuck into an Italian feast on the terrace. Step inside and you'll find seven en-suite bedrooms and a living space brimming with traditional character. Siena, Buonconvento, and other picturesque towns are within driving distance, making it easy to explore. There's also the option to arrange wine tastings, private dining, horseback riding, and other experiences – it's no wonder this home caught our eye.

Hilltop Aria

This cottage in Buonconvento, one of Italy’s most beautiful towns, is surrounded by meadows and fields, making it a truly scenic retreat. Outside, there’s a pool, barbecue, and plenty of space to soak up the views. Inside, it’s a mix of old and new, with beamed ceilings and antique furniture paired with modern touches. The access road is a little bumpy, but that only adds to the rustic charm. You’re a short walk from a range of local restaurants. Plus, if you hire a car, it’s easy to explore the thermal baths at Rapolano, the Abbey of Monte Oliveto Maggiore and local towns from Siena to Pienza.

A Rustic Charm

Welcome Hamper

Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza. This is a refined, stylish home designed to blend the antique and the modern. You can look forward to the villa’s original beamed ceilings and stone walls as well as a steel kitchen and contemporary features. We love the alfresco dining setup and the private infinity pool – it’s a breathtaking spot for admiring sunsets over Val D’Orcia. 

A Tuscan Rhapsody

Ping Pong Table

Garden Games

Situated in the Val D’Orcia, with stunning views of Montalcino, this home has an idyllic, secluded setting. There’s a pool to cool off from the Tuscan weather, as well as a barbecue, a wood-burning oven, and several relaxation areas. Ideal for families or friends, the accommodation consists of the main house and a one-bed guest barn. We love the mix of modern with the kitchen and the character features such as the barrel-vaulted ceiling in the dining room. Location-wise, you’ll be near Buonconvento, described as one of the most beautiful villages in Italy. 

Tranquil Tuscan Retreat

Baby Bath

Pool House

Stair Gates

A traditional Tuscan farm stay, surrounded by olive groves and truffle country, this stone villa is as practical as it is beautiful. With plenty of space for a large group to spread out, there are three living spaces, each with a kitchen, allowing for added flexibility.

Here, the name of the game is relaxation, and it's not hard to do in such a peaceful setting. In a quiet, rural area with incredible views of the lush green hills, you'll have country walks and cycling routes on your doorstep, and pretty grounds to explore – plus it's just a walk through the woods to the nearby village.

Inside, two entrances each lead to a living area and kitchen. Traditionally styled and oozing Tuscan charm, you'll have tiled floors, chestnut beams and fireplaces, along with archways and shuttered windows. Each section has a large dining table so you can all eat together and each of the five bedrooms upstairs boasts its own bathroom so nobody draws the short straw.

But we think you're likely to be spending much of your time outside. Here you'll have your own fenced pool with sun loungers and there's a little treat by way of a poolside loggia with a kitchenette and barbecue – plus a covered terrace to eat on. All surrounded by olive groves and with the old farm's well in the garden, it's a stunning natural setting.

For trips out and about, drive into Siena to see the sights, or explore the Crete Senesi and the Val d'Orcia. And if you're planning a special celebration, ask your host to arrange a private chef for a truly memorable meal.

The Well Garden

Perfect for large groups, this stunning holiday home has plenty of space. It’s spread between the main house and a separate two-bedroom annex that also boasts a dining room for up to thirty-two guests – it’s a wonderful spot for a formal meal. For more relaxed dining, there’s the pergola with its barbecue and brick oven. The garden is filled with olive trees, cypresses, oaks, and roses, and offers spectacular views of the rolling hills of Tuscany. There’s a private pool to swim in and a yoga and meditation room for relaxing. You’ll have everything you need here. 


Tuscany’s Charm

What this villa lacks in contemporary design, it makes up for with old-world character. It's traditionally Tuscan, from the timber ceilings down to the terracotta floors. While the dated and dark interiors won't be for everyone, we can't help but find it all rather charming – especially when the fire is blazing in the two brick hearths. On sunny days, the sprawling garden is a lovely spot to unwind, boasting a private pool and alfresco dining area. You can prepare meals in the pizza oven, or your host can arrange for a private chef to whip up an Italian feast. As for location, the Val d'Orcia is on your doorstep, with Pienza and Monticchiello both easily accessible by car.

Terracotta Roses

Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vistas over the Tuscan countryside and instead of a farm pond, there’s now a beautiful shared pool, which is a short walk through the communal gardens. When you fancy exploring the area – go for a hike in the Val di Chiana, discover the medieval hilltop town of Montepulciano, or spend the day at one of the beaches at Lake Trasimeno.

The Tuscan Vineyard

Electricity Adaptors

Workplace

Wheelchair Access

Meeting / Conference Rooms

Old collides with new at this secluded villa in the middle of the south Tuscan hills. Days can be spent hopping between the vineyards of the Val d’Orcia or day-tipping to the UNESCO village of Castiglione d'Orcia, a short drive away. This Tuscan farmhouse is surrounded by forest-clad hills, creating a beautiful view from the myriad terraces and patios where you can dine and recline. A private pool awaits for hot days and there’s a barbecue with a view. Oodles of space inside allows big groups to spread out – across the cosy farmhouse living room, the family snug and a vast chill-out room with a teepee and boho-style lounge areas. 

Artistic Retreat

If views are what you’re after, this home has got you covered. From the pool to the portico, it comes with plenty of spots to soak up the scenery while sipping a glass of wine from one of the local vineyards. The wrought iron bedframes and other traditional fittings inside won’t be to everyone’s taste, but even the most cosmopolitan of guests will love the wooden beams and terracotta floors that feature in all the rooms here. And if not, an alfresco meal on the terrace is sure to take their mind off it.

Golden Panorama

Amazon Prime

Netflix

Sonos

Streaming Services

Shared Washing Machine

Shared Dryer

Printer

Accessible Parking

This gorgeous house is nestled within the medieval hilltop village of Castelmuzio. The vibrant garden features cypress, fig, pomegranate and local flowers, with its own plunge pool and spaces for sunbathing and alfresco dining. There are three main suites, plus a single bedroom that shares an entrance and en-suite with one of the double rooms, making it ideal for families. It's a twenty-minute drive to the autostrada A1, and we do recommend hiring a car here if you're hoping to take a trip to the cities of Siena or Florence.

A Magic Touch

Parking On Premises

Basking in the Tuscan countryside, this home promises an escape from the daily routine. Sure, some of the bedrooms are a little bit of a squeeze, and the kitchen isn’t the biggest, but the home offers everything needed for a restful stay. Besides, with rolling countryside vistas and a private pool to cool off in, much of your time will be spent outdoors. Perfectly placed to explore the local areas by car, we’d recommend a trip to Pienza, just fifteen minutes away, to sample their famous Pecorino cheese. 

Beyond the Vines

Pool / Snooker Table

This stunning villa is surrounded by 32 hectares of woods, olive groves, and vineyards. It benefits from a fantastic location close to Tuscany, Umbria and Lazio, making it perfect for families and friends wanting to explore more of Italy. You can reach Siena in forty-five minutes and Rome in ninety – you’ll have your pick when it comes to exciting day-trips. There’s plenty to keep you occupied at the villa, too, with a private pool, barbecue, and billiards. Two guests will be sleeping in an adjacent cottage, which is ideal for a couple seeking more privacy. 

A Tuscan Legacy

When the evening sun hits the hills around these villas, you’ll understand why they call it “golden hour”. Glowing gold in the evening and emerald green at the peak of the day, there’s nothing but undulating countryside as far as the eye can see. Well, except for cedars standing sentinel all up the driveway to this old farm. Slip into the swimming pool and cool off from the heat of the day, and dry out on a lounger on the lawn. Outdoor dining is set up for the whole group at the long table beneath the veranda, where the view stretches for miles. Inside, the main house has been transformed into a modern haven, with a few traditional touches. Arched windows let in that stunning view and the wooden ceiling and staircase, plus thick timber beams in the lounge are reminiscent of the old country idyll. The most impressive spot has to be the dining room, where a banquet-length wooden table sits beneath a sleek archway in a statement of minimalism that wouldn’t look out of place in a monastery’s refectory. A smaller villa with its own kitchen houses two bedrooms, and there are three self-contained apartments too. This place is ideal for a big group that all appreciate their own space. 

Dolce Far Niente

Shared Pool

Situated on a private resort, this villa drops you in the heart of the Tuscan countryside to indulge in pure rest and relaxation. Set over two floors, there’s plenty of space for guests to spread out, plus an inviting private terrace to soak up the rural vistas. Cool off from the Italian heat in the seasonal communal pool, while a visit to the on-site wine bar is a must to taste some local delights. For an additional fee, you can also enjoy a delicious breakfast buffet, an Italian cooking class or a truffle hunting experience. 

Tuscan White

Traditional character and contemporary touches collide in this Castelmuzio townhome. Built into the ancient city wall, it has a sense of history and grandeur that we can't get enough of. A working fireplace divides the dining area from the kitchen, while cosy bedrooms beckon after a long day – our favourite is the top-floor suite with its clawfoot tub. Outside, a sun-kissed terrace is the perfect spot to enjoy a morning coffee. There's also a private plunge pool. As for location, you'll be in the heart of the Val d’Orcia. Florence, Siena, and other Tuscan gems are within driving distance.

Cypress & Fig

This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. 

Sunflower Hill

This restored farmhouse is situated on a family-owned estate of rolling hills, organic farmland, vineyards, and olive groves. From its hilltop position, it offers sweeping views of the surroundings and all the way to Montalcino. Buonconvento, one of the prettiest medieval villages in the region, is a short drive away, and Siena is slightly further afield. The outside space includes a private pool with sun loungers and deck chairs, as well as a bocce court and a ping-pong table. Inside, the villa blends traditional features like wooden beams with modern comforts and style. It’s an attractive home-from-home. 

A Tuscan View

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We selected the 3218 homes worth renting in this location

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Home spotlights in Lucignano d'Asso

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