Smoking friendly vacation rentals in San Gimignano

Apartment in San Gimignano

A vibrant square is depicted, featuring medieval buildings with distinct stone facades. Several people are seen walking through the area, with tables and umbrellas set up for outdoor dining. The historical architecture, including tall towers and archways, forms a significant backdrop.

4.95 out of 5 average rating, 115 reviews

San Gimignano casa centro storico

The apartment, located in the heart of the historic center of San Gimignano, overlooks the main square of the Duomo, where the three most important medieval buildings overlook. The Collegiate Cathedral of Santa Maria Assunta, the Old Palazzo del Podestà and the Palazzo del Com The Collegiate Church built in the 12th century, the Palazzo del Popolo from the picturesque courtyard that preserves works of considerable importance. We also see the main tower. winter period the cost of heating is extra

Outdoor spacesQuietBathroom

4.94 out of 5 average rating, 160 reviews

A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.

Condo in Scandicci

“Le Scalette,” Florentine Hills

The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.

Outdoor spacesQuietLong stay

4.96 out of 5 average rating, 128 reviews

Home in Montescudaio

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

BackyardOutdoor spacesHeating

4.95 out of 5 average rating, 288 reviews

An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.

Cottage in Monteriggioni

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

QuietOutdoor spacesParking

4.92 out of 5 average rating, 275 reviews

The rustic building features a warm ochre facade and a classic tiled roof. An expansive oak tree provides shade to the outdoor seating area, which includes wooden chairs and a small table. Lush greenery surrounds the property, contributing to the tranquil rural setting.

Farm stay in Simignano

Casa al Gianni - Fig

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Outdoor spacesBackyardKitchen

Apartment in San Gimignano

A wooden table set on a small balcony is adorned with two glasses of water and a striped table runner. In the background, a view of ancient towers is visible against a partly cloudy sky, framed by greenery and flowers.

4.95 out of 5 average rating, 186 reviews

Rina's Balcony overlooking San Gimignano

Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

BackyardOutdoor spacesWalkability

4.97 out of 5 average rating, 117 reviews

Home in Siena

Relay moderno a Siena

This elegant accommodation, just 5 km from the center of Siena, is close to the city and Chianti. Suitable for couples who love relaxation, families and sportsmen (perfect starting point for Chianti tours). The accommodation includes two double bedrooms and a study room with sofa bed, two bathrooms with shower and a half bathroom. Large and free parking, garden with solarium space, grass soccer field, guarded and covered shelter for bicycles.

Outdoor spacesQuietHospitality

Home in Tavarnelle Val di Pesa

The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.

4.96 out of 5 average rating, 326 reviews

Casa Al Poggio in Chianti Shire

Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!

Outdoor spacesQuietBiking

4.97 out of 5 average rating, 125 reviews

The open living space features a spacious gray sectional sofa with accent lighting reflecting off the textured brick arch ceiling. A flat-screen TV is mounted on the wall, and a decorative sculpture rests on a stylish table, enhancing the modern design.

Loft in Radicondoli

Il Frantoio - Charming Loft in the old town

This elegant and spacious Loft “Il Frantoio”, with a living area of 160 m², is located in the old town of the medieval village Radicondoli. The open space kitchen and livingroom area is designed to give a high comfort and reminds us the ancient function of this bluilding that was the oil mill of the comunity. The Loft was recently completly restored with a high focus on comfort and best quality materials.

QuietOutdoor spacesHospitality

Vacation home in Dimezzano

4.89 out of 5 average rating, 315 reviews

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment

Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.

Outdoor spacesQuietCondition

Farm stay in Castelfranco di sopra

4.89 out of 5 average rating, 334 reviews

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Outdoor spacesQuietHospitality

Castle in Barberino Tavarnelle

An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.

4.88 out of 5 average rating, 126 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

QuietOutdoor spacesComfort

Popular amenities for San Gimignano smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

4.98 out of 5 average rating, 187 reviews

A spacious bedroom features a large bed with a patterned duvet cover, wooden headboard, and ample natural light. Decorative wall art and an antique wardrobe enhance the space. A chair and a small folding table are positioned nearby, while terracotta tiles and exposed wooden beams add character.

Apartment in Florence

Antica Leopolda - new listing, same hospitality!

Outdoor spacesQuietAccuracy

Apartment in Castel San Gimignano

An outdoor seating area is presented, featuring a large table surrounded by wooden chairs under a shaded umbrella. Two lounge chairs are positioned on the grassy lawn, with a panoramic view of the surrounding hills and a clear blue sky in the background.

4.77 out of 5 average rating, 117 reviews

Girasole large apartment in a Tuscan village

Outdoor spacesQuietPool

Apartment in Colle di Val d'Elsa

A bright room features turquoise walls and wooden beamed ceilings. A colorful patterned bedspread covers a spacious bed. A circular wall adds architectural interest, while a flat-screen TV is mounted nearby. A wooden table with snacks is positioned close to the window, which is framed by sheer curtains.

4.91 out of 5 average rating, 255 reviews

Francigena'sHouse.Heart of Tuscany.Strategic place

QuietHospitalityAccess

4.82 out of 5 average rating, 156 reviews

An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.

Apartment in Florence

At the top faboulous terrace Florence

Outdoor spacesQuietKitchen

4.82 out of 5 average rating, 115 reviews

Apartment in Poggibonsi

From "Jack and Adriana."

QuietBikingBathroom

4.94 out of 5 average rating, 248 reviews

A modern kitchen area is shown, featuring overhead cabinets and a gas stove alongside a tiled backsplash. A dining table with six chairs is positioned near a window, allowing natural light to enter. Decorative curtains add a touch of color to the space.

Apartment in Poggibonsi

In the center of Tuscany

QuietAir conditioningComfort

4.85 out of 5 average rating, 195 reviews

A sweeping view showcases rolling hills adorned with vineyards and olive trees. The distant mountains create a serene backdrop against the clear sky, while quaint homes are nestled among lush greenery, reflecting the tranquil landscape of the Siena countryside.

Apartment in Siena

CASA CHICCO

QuietBackyardDecor

Apartment in Monteriggioni

A well-lit living area features a dark sofa adorned with colorful cushions, accompanied by a sleek coffee table at the center. A flat-screen TV is placed on a minimalist shelf, while plants add greenery. Natural light streams in from large windows draped with sheer curtains.

4.96 out of 5 average rating, 437 reviews

Spacious Apartament

Outdoor spacesBackyardAmenities

Smoking friendly house rentals

4.93 out of 5 average rating, 113 reviews

A rustic stone farmhouse is surrounded by a lush green lawn. A stone barbecue is positioned in the foreground, alongside a staircase leading to a private entrance. The house features warm yellow walls with wooden shutters, complemented by ample trees and shrubs in the background.

Home in Pistoia

Casale Il Bramito

BackyardOutdoor spacesLocation

4.77 out of 5 average rating, 132 reviews

An outdoor swimming pool is framed by lush greenery and colorful umbrellas, providing shade for sun loungers arranged around the deck. Scenic hills can be seen in the background under a clear blue sky, creating a peaceful ambiance.

Home in Certaldo

Lovely apartment in Chianti region

Outdoor spacesQuietWifi

Home in Barberino Val d'Elsa

The image captures a scenic view of a well-maintained garden featuring a private pool and a barbecue area. The stone structure is adorned with a tiled roof, framed by lush greenery and rolling hills in the background. Soft clouds add to the tranquil atmosphere.

4.89 out of 5 average rating, 123 reviews

Ancient Barn in Chianti with Pool

QuietOutdoor spacesGrill

4.88 out of 5 average rating, 105 reviews

The stone building is situated beside a river, displaying multiple windows and a rustic facade. The clear water reflects the surrounding greenery, while large rocks line the riverbank, creating an inviting atmosphere. Various trees and foliage are visible, enhancing the natural setting.

Home in Vellano

the Rossino mill

QuietOutdoor spacesPets

Home in Strada In Chianti

4.97 out of 5 average rating, 111 reviews

“il colle” nice house surrounded by vineyard

QuietOutdoor spacesPool

4.84 out of 5 average rating, 156 reviews

A charming stone farmhouse is showcased, featuring traditional architecture with a tiled roof and multiple windows. A wheelbarrow filled with flowers is positioned on the grassy front lawn, complemented by potted plants and an outdoor light fixture, enhancing the rural setting.

Home in Quercegrossa

Farmhouse in Chianti, Siena Tuscany

QuietBackyardCondition

4.91 out of 5 average rating, 158 reviews

A spacious garden area is featured, framed by trees and manicured grass. A sun lounger is positioned beneath the shade of a tree. The building in the background showcases arched windows and red shutters, enhancing the outdoor setting.

Home in San Gimignano

Historic house in heart of Tuscany

Outdoor spacesQuietDecor

4.99 out of 5 average rating, 107 reviews

A welcoming entrance features a stone wall adorned with vibrant flower pots. A spacious patio leads to the home, complemented by a wooden bench and a picturesque natural landscape in the background, showcasing rolling hills under a clear sky.

Home in Casole d'Elsa

Casa Panorama

Outdoor spacesQuietLong stay

Smoking friendly condo rentals

4.93 out of 5 average rating, 131 reviews

A terrace is shown with a table set for dining, featuring a bottle of wine and glasses. Green plants line the edges, and rooftops are visible in the background under a clear blue sky, highlighting the surrounding architecture and creating a serene setting.

Condo in Santo Spirito

A lovely terrace in Santo Spirito with elevator

QuietOutdoor spacesHospitality

4.89 out of 5 average rating, 190 reviews

A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.

Condo in Siena

Panoramic attic in old town of Siena

QuietOutdoor spacesBathroom

Condo in Greve in Chianti

A charming outdoor setting features a wooden dining table and chairs beneath a large blue umbrella. Pink flowers bloom vibrantly in the foreground, adding color to the grassy area, while a rustic stone building stands in the background.

4.83 out of 5 average rating, 241 reviews

Simplicity in Organic Farmhouse Azzurro

Outdoor spacesQuietDecor

4.91 out of 5 average rating, 137 reviews

Condo in Centro

Duomo View • In the Heart of Florence

QuietAccuracyCheck-in

Condo in Castellina Scalo

A living area is seen with a light-colored sofa facing a flat-screen TV on a wooden unit. A glass coffee table is positioned in front of the sofa, and natural light filters through sheer curtains. A black chair and decorative items are present on shelves.

4.97 out of 5 average rating, 118 reviews

Above the Post Office

Outdoor spacesQuietValue

4.74 out of 5 average rating, 277 reviews

The image depicts a tranquil pool area surrounded by vibrant blooming flowers in pink shades. Poolside loungers are positioned beside an umbrella, with olive trees and green landscaping visible in the background, creating a serene outdoor space.

Condo in Poggibonsi

PODERE VAL DI GALLO CHIANTI SIENA

QuietOutdoor spacesNearby

4.86 out of 5 average rating, 129 reviews

A well-lit dining area features a wooden table set for four, accompanied by white chairs. A vase of flowers stands prominently at the center of the table. A compact kitchen refrigerator is positioned nearby, and a television is mounted on the wall, contributing to the inviting atmosphere.

Condo in Poggibonsi

Dina's House for 4 persons.

QuietBathroomWifi