Gambassi Terme

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Entertainment

Hair Dryer

Bathroom

Coffee Maker

Dishwasher

Freezer

Fridge

High Chair

Kitchen

Microwave

Oven

Stove

Toaster

Kitchen & Dining

Cot / Crib

Iron

Washing Machine

Bedroom & Laundry

Outdoor Pool

Private Pool

Swimming Pool

Wellness & Fitness

Wi-fi

Internet & Office

Air Conditioning

Central Heating

Heating & Cooling

Free Parking On Premises

Parking Available

Private Entrance

Parking & Access

Barbeque

Fenced Property

Garden

Outdoor Seating

Sun Loungers / Beach Chairs

Outdoor

Pets Allowed

Pets

Child Friendly

Other

Surround yourself with Tuscan vistas and the whole extended family, even the four-legged ones, at this gorgeous villa. Made up of four apartments with their own private entrances and living spaces, everyone will have room to stretch their legs. The private pool and lush gardens are well-equipped for alfresco living, boasting phenomenal views and space to dine under the sun or stars. We think you'll need a car here, as the remote location means you won't be able to rely on public transport to bring you to the doorstep. The charming town of Gambassi Terme is within walking distance, but for visiting lovely Tuscan towns like Montaione or Certaldo, it's definitely worth the drive.

Tuscan Vaults

Toiletries

Cooking Essentials

Kitchen Utensils

Ironing Board

Fireplace

Private Parking

Outdoor Shower

Patio / Terrace

You’ll find this rural retreat nestled between Siena and Florence. Perfect for families, it offers flexible accommodation with its bedroom layout, along with an extensive garden just perfect for little ones to tear around in to burn off some energy. And of course, taking centre stage is the private pool, just the spot to spend lazy hours cooling off in the Tuscan sun. There’s no oven here, but all the more reason to light the barbecue and enjoy some alfresco dinners with loved ones. 

Tuscan Musings

Library of Books

Baby Bath

Cafetiere

Kettle

Private Washing Machine

Black-Out Blinds

Cleaning Products

Drying Rack

Extra Pillows and Blankets

Hangers

Laundry Supplies

Vacuum Cleaner

Desk

Electricity Adaptors

Laptop Friendly Workspace

Multiple Sets of Keys

Balcony / Patio

Sun Umbrellas

Welcome Hamper

Nice to haves

This Tuscan farmhouse is in a peaceful spot, nestled among olive groves and vineyards. The home consists of two apartments, each with its own entrance, garden, and patio, so is a great choice for a group – you can holiday together and still enjoy your own space. Carefully restored, the farmhouse retains many original features and is filled with antiques. Also, who could fail to be impressed by those countryside views? We think they're best enjoyed from the two private pools. When it comes to exploring, you’ve got Colle Val d'Elsa and San Gimignano within easy driving distance, and if you want to get off the tourist trail, your host is happy to suggest some hidden gems.

Groves & Vines

Satellite / Cable TV

Dryer

Shared Pool

Free Parking

Mosquito Net

Carbon Monoxide Detector

Fire Extinguisher

Fusing Tuscan charm with contemporary design, this apartment nestled in a resort makes a fantastic base in the countryside. It's minimal, modern, and, most importantly, flooded with natural light. Pad out to the private terrace for drinks in the sunshine or stroll through the communal gardens to reach the shared swimming pool. Further afield, the towns of San Gimignano and Volterra provide plenty of opportunities for sightseeing, while the beaches of the Etruscan Coast are easily reachable within an hour's drive.

Stone & Linen

Smart TV

Espresso Machine

Self Check-in / Check-out

In the countryside just outside of the spa town of Gambassi Terme, this delightful villa looks out over the Volterra Hills. It’s peaceful and pretty, surrounded by typical Tuscan vegetation including cypresses, chestnuts, and olive trees. The well-kept garden – full of vibrant flowers and aromatic herbs – boasts a beautiful swimming pool, a lawn, and a gazebo for alfresco dining. The terrace is a splendid spot for sunset. Perfect for a couple of families travelling together, this home is spread between the farmhouse and the converted barn, so everyone can enjoy their own space.

Chestnut & Stone

Temperature Control

Free Parking On Street

Stair Gates

Set in the rolling Tuscan hillsides, with the towers of nearby San Gimignano in full view, the setting of this hilltop farmhouse is one-of-a-kind. Inside, the quietly elegant interiors allow the window's vistas to sing, and the mezzanine desk space will be handy for anyone planning to work. The other thing we love is the pool, and those established gardens and shady loggia for alfresco mealtimes are another perk. Location-wise, the medieval village of Certaldo Alto is a four-kilometre drive for evening meals and to pick up essentials. And when you're ready to hit the Tuscan city hotspots, jump on the train at Certaldo – you'll be there in no time.  

Gateway to Tuscany

Single-Level Home

If you’re seeking peace and quiet in the Tuscan countryside, this farmhouse surrounded by olive groves and vineyards is just the ticket. While the traditional interiors won’t be everyone’s cup of tea, we think they’re part of the charm. Outside, there’s a private garden overlooking the landscape, a shaded terrace for dining, and a small private pool. Although the rural location means having a car is essential here, you’re within easy driving distance of Certaldo and Emploi should you fancy embarking on a day trip.


Tuscan Mirage

Beach / Pool Towels

Smoke Detector

In the hills overlooking the charming Tuscan village of Montaione, this two-bedroom villa is ready to welcome guests to an authentically Italian summer escape. With its modern interiors and comforting decor, guests will be charmed by the living and sleeping arrangements here – but the real highlight lies in the exterior. A large pool with sun loungers and umbrellas, multiple outdoor sofas and an idyllic alfresco dining table combine to make outdoor living a delightful experience here. When you’re ready to explore, Montaione is minutes away – from here you can plan excursions to San Gimignano, Volterra and San Vivaldo.

 The Hills of Montaione

Desk / Workplace

Safe

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior. Neutral colours inside contrast with the spectacular frescoed walls. We love the Rococo-style cherub fresco above the bed, lending the room a celestial aura. There is plenty of space to relax in the large open plan living area, and the fully stocked kitchen is perfect for practising your Italian home cooking. 

Certaldo Alto is a charming walled Medieval town, home to winding cobbled streets, picturesque churches, family run restaurants, and sprawling views of the verdant Tuscan countryside. It is 35km from Florence, making a day trip to the city easy. While you are there, be sure to sample some of the excellent wines from the region. After a day of exploring, kick back on the sofa in your opulent living room, before retreating to the serene calm of the bedroom for a perfect night’s sleep. With its romantic setting and unbeatable location, this would be the perfect getaway for couples. 

Fairytale in Fresco

Bathtub

Parking On Premises

You’ll find this villa nestled on a resort alongside two other homes, surrounded by landscaped gardens that are perfect for making the most of the Tuscan sun. Granted, its traditional interiors may not be everyone’s cup of tea, but the location makes it easy to explore some of the area's most iconic towns. The private terrace is just the spot for alfresco breakfasts, and when the sun is high in the sky, you can sunbathe or swim in the communal pool. Location-wise, it’s around an eighteen-minute drive to the beautiful hilltop town of San Gimignano, or you can visit Gambassi Terme, just 5 kilometres away, for some authentic Italian cuisine and a spa experience. 

A Tuscan Adventure

Flooded with light, courtesy of the arched windows, this home is perfect for a couple’s getaway. Traditional in style, the main thing missing here is an oven – but isn’t that the perfect excuse to dine out on fine Italian cuisine instead? Outdoors, you’ll find generous gardens and a swimming pool, shared with the other residents, just perfect for soaking up the Tuscan sun. Ready to venture out? We recommend a trip to San Gimignano. Its famous towers are a must-see in the area, while the local restaurants will cater to your dinner needs. 

Heart of Tuscany

Pod Coffee Machine

Amid scenic landscapes on the Tuscan hillside, the façade of this home resembles a countryside castle. Meanwhile, the interiors and amenities are just as impressive. With huge expansive terraces and a private swimming pool, taking in views across the valley can be enjoyed at every opportunity. Inside, antique furniture lends a historic lived-in atmosphere that, despite a traditional aesthetic, offers comfort and practicality. From here, you can easily walk into the village of Lano. Meanwhile, the picturesque walled mountain town of Volterra is just over half an hour away by car. 



The Lago Sky

Heated Pool

Nestled in the heart of Tuscany, this villa offers breathtaking views of the Val d'Elsa. A former barn dating back to 1620, expect to find plenty of character touches inside – we're talking 5-metre high ceilings, wooden beams, and even fossil shells contained in the external walls. Outside, the panoramic terrace is perfect for alfresco wining and dining. There's also a heated pool, where you can float the afternoon away and admire the scenery. Explore nearby medieval towns like San Gimignano, indulge in local delicacies with private chefs and cooking classes – your host can arrange them for a fee – and create unforgettable memories in this Tuscan paradise.

Elsa's Outlook

Just a short drive from historic San Gimignano and its iconic towers, this apartment is a delightful base for six. It’s on a complex in a stunning position close to vineyards and olive groves, and the views of the surrounding hills are breathtaking. You’ll have access to the shared pool, which is perfect for cooling off when the temperature climbs. The apartment is typically Tuscan in style, so you can expect exposed wooden beams and tiled floors. It’s rustic and full of charm. 

Ancient Hills

The shared swimming pool takes centre stage at this Italian home. Surrounded by vineyards and olive trees, you’ll be treated to views of the Tuscan hills from the poolside. You’ll also have your own private garden area with a table and chairs – the perfect spot to enjoy an alfresco espresso in the morning or a sundowner in the evening. The traditional decor inside won’t be to everyone’s tastes, but we love the beamed ceilings and imposing fireplace here. The home is surrounded by 300 hectares of unspoiled nature, so there are plenty of opportunities for hiking on your doorstep, and if you want a slice of history, the medieval town of San Gimignano is within easy driving distance.

Tuscan Days

Ceiling Fans

Balcony

An extremely spacious Tuscan-style villa surrounded by acres of olive trees and vineyards, this place is ideal for exploring the countryside – and with its fairytale Italian charm, makes a very dreamy retreat too. 

Graze on a slice of local delicacy Torta Pistocchi beneath one of the many light gazebos scattered around and take in the idyllic views, before strolling across terracotta floors towards the pool. Nearby, you’ll find a brick barbecue just perfect for grilling up a delicious Tuscan steak and more than enough places inside and out to dine in style too. You’ll be spoilt for choice for verdant terraces to roam around, as well as cosy viewing stations dotted across the grounds.

If you’re keen to explore the surrounding area, there’s a range of wineries and vineyards within a ten-minute drive away, plus some stunning historical sights, such as the church Pieve di Santa Maria a Chianni, and the curious Medieval village of Certaldo.


Venus & Adonis

Hot Tub

Breakfast Included

This stunning Tuscan villa is perfect for groups of family or friends looking to unwind in style. The villa is tucked away in the beautiful Tuscan countryside, surrounded by trees and greenery so it feels a million miles from the hustle and bustle. Yet when you want to dine out or embark on a tour, you need only drive 8 kilometres to reach historic San Gimignano. There’s plenty to keep you entertained at the villa, too, with a private pool and a pergola that’s ideal for alfresco dining. Your host can even organise a private chef for you, so all you have to do is sit back, relax, and enjoy.

The Noble Hour

Situated in the heart of Tuscany, this home offers a peaceful retreat for families and friends. Set within beautiful gardens, there’s a private pool, shaded alfresco dining area and wonderful views over the countryside, as well as a slide and trampoline for the kids. Inside this home, there’s a traditional charm, with wooden beams and terracotta tiles. When you want to explore, this place is just a short drive from the town of Castelfiorentino – this home promises an unforgettable Tuscan experience.

Tuscan Olive Grove

Tucked away in the countryside, surrounded by vineyards and olive trees, this apartment is the rural retreat you’ve been searching for. Sure, its traditional style may not suit everyone. In addition, the kitchen is basic – so don’t expect to be whipping up huge family feasts. That said, it’s all the more reason to indulge in delicious local cuisine – just head to San Gimignano. And, with a communal swimming pool and gardens, this home is the perfect place for basking under the Tuscan sun in pure peace. 

Marble & Olives

Exercise Equipment

This former schoolhouse is tailor-made for a Tuscan family getaway. Sure, the traditional style inside may not suit everyone, but we’re confident the outdoor space will be a hit with all. After all, what’s not to love about a private pool, countryside views and sun-dappled terraces? With a grocery shop, bar and restaurant in Iano village, within walking distance of the home, you can pick up some local produce or wine and dine out with ease. And for jaunts further afield, Pisa and Siena – both must-visits – are a day trip away. 

Schoolhouse Soul

Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace. Its traditional style may not tick everyone’s boxes, and there’s no oven here, but with San Gimignano a short drive away, dining out is sure to be on the menu – as is a visit to the town’s famous towers.

Sunset in the Hills

Nestled in a restored farmhouse in the heart of the Tuscan countryside, this apartment is the perfect place to immerse yourself in nature. Tailor-made for two, the traditional interiors may not suit everyone, but the classic four-poster bed is sure to bring a smile to anyone’s face. With no oven here, the kitchen is best suited to light bites – but all the more reason to dine out locally on Italian cuisine. On days not spent lounging by the communal pool, a visit to nearby San Gimignano to see the iconic towers is a must.

Stone & Vine

Surrounded by vineyards and olive trees in the Tuscan countryside, this apartment ensures a restful stay for a family or a group of friends. We loved the traditional features, particularly the exposed stone walls and the timber beams. Outside, there’s a dining table and chairs for alfresco lunches and a communal swimming pool for keeping cool in the summer. You’ll need to hire a car for stress-free exploring – the medieval city of Siena is less than an hour’s drive away.


A Touch of Tuscany 

DVD Player

Board Games

Games Room

Wine Cooler

Wine Cellar

Luxury Bedding

Herb Garden

If you've ever imagined the quintessential Tuscan villa, this luxurious home in the hills between Florence and the sea is about as perfect as they come. Approached by a private drive lined with Mediterranean cypress trees, it's a breathtaking sight set among prime Tuscan countryside. Built around 1900 and fully restored in recent years, it's now a regal country home surrounded by glorious grounds of around three hectares, with wheat fields, olive groves, cypresses and flower borders.

The stunning views are best enjoyed from the many balconies and terraces, or from the beautiful infinity pool with its built-in hot tub, while other fabulous perks outside include the vegetable garden, chicken coop and children's treehouse, along with outdoor table tennis, a five-a-side football pitch and private fishing lake. 

Inside, it's a traditional and elegant home, with classical furnishings and tasteful decor. We love the period features like the terracotta floors, beamed ceilings, archways and fireplace, while the pretty country kitchen is enough to make any keen cook smile. The bedrooms are all romantic and comfortable, dressed with antique furniture and each boasting its own bathroom. Plus, there's an extensive wine cellar and, if you're a fitness fan, there's even a fully equipped gym in the nearby building.

If you don't feel like cooking, there's an on-site chef who can be hired to take care of it for you or you can arrange for some Tuscan cooking classes – paired with excellent local wine. Just a few minutes' drive from the hamlet of Iano, the location is perfect for reaching the art cities of Florence, Pisa, Siena and Lucca or medieval towns like Volterra and San Gimignano, while keen hikers and mountain bikers will love the surrounding hills. And for a day at the beach, the coast and places like Livorno are less than an hour away by car.



Golden Hills

Courtyard

Nestled on the ancient walls of the watch tower in a restored farmhouse, this home promises a tranquil escape in the Tuscan countryside. With a communal swimming pool and gardens, it’s easy to make the most of the Mediterranean climate – and this apartment boasts a private patio and courtyard, too. The traditional interiors showcase the home’s past, and while there’s no oven here, you can whip up light bites in the kitchen. Locally, it’s a short drive to San Gimignano – perfect for dining out, and a visit to its famous towers is a must. 

A Tuscan Soul

Piano

Ping Pong Table

Tennis Court

Pool House

Hammock

Nestled away in the countryside outside the idyllic hilltown of San Gimignano, this extraordinary villa combines exquisite interior design and a sprawling collection of amenities to make for an address that is sure to win over even the most discerning of guests.

As you walk about the house for the first time, you might find it difficult to single out a favourite room. There's a timeless elegance to the dining room surrounded by floor-to-ceiling windows and centred around a grand piano, while the neighbouring kitchen is surprisingly modern in style and is sure to excite those with a culinary calling. 

And that's before we've even got around to the impressive grounds. On summer days, the swimming pool surrounded by leafy vegetation is sure to beckon, but there's also a wealth of peaceful spots out on the various terraces. As if that wasn't enough, guests are also blessed with a tennis court, which can be found about 500m from the home.

With this much to occupy you at the address, you just might never feel the need to leave, but San Gimignano – about 3km away – is well worth a visit. Don't just take our word, though –The historic centre is a UNESCO World Heritage Site. Both the cities of Siena and Florence are close enough to warrant a day trip, too.

One of the Greats

This charming apartment in Montaione is the perfect place to relax amid beautiful Tuscan countryside. The apartment is in a restored farmhouse and shares a heated pool in a panoramic position overlooking the valley. While some spaces are shared, you’ll have a private outside area – who fancies dining alfresco? The apartment is modern and attractive, with a muted colour palette that adds to the tranquillity. From this dreamy location, you can visit San Gimignano, Volterra, and San Vivaldo, as well as the beach. A renowned golf course is ten minutes away, and there are great mountain biking trails nearby. There’s something for everyone here. 

Oak & Almond

Changing Table

Blender

Accessible Parking

EV Charger

First Aid Kit

Dating back to the early 1800s, this former farmhouse is perfect for escaping the hustle and bustle of everyday life. Not only is it surrounded by beautiful countryside (check) and within easy reach of a whole host of wineries (double check), but it has plenty of outdoor space, with no shortage of loungers for kicking back and soaking up the glorious Tuscan sunshine. 

We could easily spend all day unwinding here – the traditional design features alone are enough to make us want to stay put – but we wouldn’t blame you if you wanted to get out and see what the rest of the region has to offer. Go for a stroll through the neighbouring vineyards or jump in the car and head into Gambassi Terme – an ancient town named after the area’s natural hot springs – to get a taste of local life. Or, if you’re starting to miss the sights and sounds of the city, take a day trip to Florence and indulge in a spot of sightseeing. Just don’t forget to snap a selfie with Michelangelo’s David.

Bacchus' Farmhouse

Outdoor Fireplace / Firepit

Outdoor Kitchen

Umbrellas

This villa is a bit of a mix, a meeting of Ibiza cool and traditional Tuscany. While only built in 2015, the home has borrowed from bygone eras with thick beamed ceilings, olive-green French doors, and a carved wooden fireplace. Pops of modernity come from stylish interior choices. We've not seen such an eclectic mix as the main bedroom with its wall-size photo of a forest, sandbags, and a monochrome print of a model. But, much like in the rest of the villa, it works. 

The living-dining room is pretty snug, with one sofa, but step outside, and there's plenty of room to play. Lazy days can be spent in the Italian sunshine, lounging by the pool or reading a book on one of the stone chairs in the garden. If things get a little warm, there are several shaded patios –one with a grey wicker sofa set and the second with a dining table. We suggest firing up the barbecue, pouring yourself a glass of something cold, and sitting back and relaxing.

Dove Wings

Foosball / Table Football

Nestled among the vineyards and olive groves of Chianti, this canary-hued 13th-century villa offers sweeping views as far as San Gimignano. Once a noble hunting lodge, it’s been lovingly restored with vaulted ceilings, terracotta floors and gilded paintings – plus modern comforts like air conditioning and daily maid service. One bedroom is named after Julia Roberts, a former guest, but the standout is the tower room with its own rooftop terrace. Outside, lush gardens surround a private pool and shaded terraces perfect for summer lunches. You’re on a working estate with wine, olive oil and honey for sale. And with Florence, Siena and hilltop villages all within easy reach, this is your gateway to the best of Tuscany.

Lady Julia

Tucked into the vine-covered Tuscan hills, this home promises an idyllic escape from day-to-day life. Sure, the traditional interiors may not be everyone’s cup of tea, but you’ll find everything needed for a comfortable stay here and plenty of room to spread out and relax. The outdoor space is sure to become a favourite for the whole group, with sun beds, alfresco dining spots, and a private pool to enjoy. Ready to explore the local area? We recommend a trip to Certaldo. Here, you can take the funicular up to the old walled settlement or dine out on authentic Italian cuisine to your heart’s content. 

Olive & Grace

This charming stone house used to be a mill, so if you're looking for somewhere with a bit of history, this might just be the place. It's surrounded by land with gardens, a football field, swings and a private pool. With a tranquil stream running around the exterior of the home, you'll feel truly connected to nature. The home is just outside Montaione, where you'll find a range of authentic bars and restaurants. After a day of exploring Tuscany's medieval villages, local vineyards and stunning hiking routes, head home and fire up the pizza oven for an authentic Italian dinner.

My Tuscany Beauty

Shared Washing Machine

Bicycles

Nestled on a fifty-acre resort in the heart of the Tuscan countryside, a stay in this home guarantees relaxation. The villa itself is comfortable for a family or group of friends, with traditional interiors and a private terrace for alfresco meals. For days when you don’t fancy venturing far, you can keep yourself entertained with a swim in the communal pool, a game of padel tennis, or a quick workout in the gym. Locally, a short drive takes you to Gambassi Terme, boasting thermal baths and archaeological ruins, or you can visit Montaione to dine out on authentic Tuscan cuisine. 

The Soul of Tuscany

Shared Dryer

If you’re seeking a tranquil oasis nestled amidst rolling hills and scenic countryside, this could be the home for you. Once the dream of Luciano Spalletti, a top-flight football manager, and now a reality, this 50-acre resort has serenity running through its core. The chalet itself is an ideal base for a family, and the views from the private terrace are something you’ll never tire of. With shared on-site amenities that include a swimming pool, padel tennis court, gym and a beautiful lake to stroll around, there will be no time for boredom here. Keen to explore further afield? Hop in the car to discover the cultural wonders of Pisa, Siena, and Florence, all within a 60 km radius.

Luciano's Dream

Juicer

Private Dryer

Gated Community

Wheelchair Access

Garden Games

The sprawling grounds of this Tuscan villa are home to woodland walks where you can spot birds, a big private pool for cooling dips and lots of different places to dine and unwind out in nature. Inside, the traditional decor won’t be for everyone – the kitchen feels a little dated, but it’s got everything you need for big group meals, and the ramshackle collection of sofas and armchairs is homely. There’s a ground-floor bedroom and bathroom adapted for accessibility, but the rest of the bedrooms are up a twisting stone staircase. Location-wise, it’s in the Chianti hills, surrounded by vineyards, and Florence is just a few kilometres away. 

The Hillside Escape

Situated in the heart of the Tuscan countryside, this home will tick all your holiday boxes if you’re seeking somewhere to truly switch off and unwind. We love the traditional style of the villa, and the enclosed terrace is just the spot for family dinners as you share stories over a bottle of wine. The resort boasts a padel tennis court, swimming pool and gym, so there’s plenty to occupy your time. When it comes to sightseeing, the nearby town of Montaione is perfect for a bite to eat, or you can jump in the car for a scenic day trip to Pisa, Siena or Florence, all 60km away.

My Heart Is in Tuscany

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