House holiday rentals in San Gimignano

4.96 out of 5 average rating, 156 reviews

An elegantly furnished living room features classic decor, including a chandelier and ornate details. Large windows offer views of the city's architectural highlights. Comfortable seating arrangements, including a tufted sofa and armchairs, are arranged around a glass coffee table, enhancing the room's inviting ambiance.

Home in Siena

Domus Nannini - Loggia Salimbeni SPA

Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

Home in San Filippo a Ponzano

The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.

Infinity pool in Chianti 1

Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

5.0 out of 5 average rating, 143 reviews

4.93 out of 5 average rating, 204 reviews

The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.

Home in Volterra

Podere Collina

Collina è un antico podere di pietra, la casa è circondata da campi e uliveti.Dispone di un ampio giardino con piscina e una terrazza dove poter svolgere piacevoli pranzi e cene. Sono disponibili un barbecue e mobili da giardino. La strada per arrivare alla casa nell'ultimo tratto non è asfaltata e non è quindi adatta per le macchine sportive o particolarmente basse. Il percorso si presta per piacevoli passeggiate di giorno, mentre di notte si consiglia l'uso dell'auto perchè non è illuminato.

A rustic kitchen features a wooden dining table with matching chairs, inviting guests to enjoy meals together. Sunlight filters through an open window with wooden shutters, illuminating the space. The kitchen is equipped with modern appliances integrated into dark cabinetry, blending functionality with traditional charm.

4.85 out of 5 average rating, 105 reviews

Un passo dalle torri

Brand new gem just outside the ancient walls of SAN GIMIGNANO, one of the most beautiful villages in the world and a UNESCO World Heritage site since 1990. Beautifully renovated with high-quality materials to offer a perfect balance of comfort and functionality, making it the ideal choice for those visiting the city for leisure or business. Strategic location to explore some of the most important cities and discover cultural, scenic, and gastronomic itineraries of the wonderful Tuscany!

The image showcases the exterior of an ancient stone building within the historical walls of San Gimignano. Sunlight illuminates the textured facade, highlighting the charming architectural details, including windows and balconies. A quiet pathway leads to the entrance, surrounded by greenery.

4.97 out of 5 average rating, 134 reviews

Casa Maurino

"Casa Maurino”, nel centro storico di San Gimignano, è un delizioso appartamento incastonato nelle antiche mura di cinta della città. Luogo ideale in cui trascorrere brevi soggiorni, immergendosi nella suggestiva atmosfera del borgo medioevale. Situato in posizione tranquilla e silenziosa con terrazzo panoramico sulle colline toscane per concedersi romantici momenti di relax. Ingresso indipendente da caratteristica scalinata in pietra, terrazzo panoramico. Adatto per coppie.

4.97 out of 5 average rating, 199 reviews

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

5.0 out of 5 average rating, 234 reviews

An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.

Home in Gambassi Terme

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.

Home in Barberino Tavarnelle

SuiteLouise.pool, Hot Tub,homeGym & private Garden

SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

4.91 out of 5 average rating, 128 reviews

4.96 out of 5 average rating, 147 reviews

Home in Montaione

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Home in Barberino Tavarnelle

La Casa di Nada Home

3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

4.87 out of 5 average rating, 217 reviews

4.99 out of 5 average rating, 321 reviews

A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.

Home in Fiesole

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

The kitchen and dining area is presented with green cabinetry and a white table set for six. A modern black refrigerator complements the space. Light fixtures hang above, and the wooden ceiling beams add warmth. A portion of the wall features decorative artwork.

4.94 out of 5 average rating, 200 reviews

Casa Aurora 100m from San Gimignano

JUST RENOVATED (JUNE 2021) located on the first floor of a building about 100 meters from the center. The apartment is equipped with Wifi with fiber, microwave oven, toaster, iron and ironing board, fans, sheets, blankets, towels, hairdryer, shower gel and more. The proximity to the town and the possibility of parking for free, make it very convenient. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Popular amenities for San Gimignano house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 115 reviews

Home in Greve in Chianti

Relax e charme tra le colline del chianti

4.94 out of 5 average rating, 118 reviews

A spacious bedroom features a large bed with a neutral bedspread and decorative pillows. A wooden headboard complements the light-coloured walls. A turquoise wardrobe stands against the wall, with a small table and lamp positioned nearby. Natural light fills the room, highlighting the terracotta flooring.

Home in Pievescola

Borgo Ripostena – n. 9 Frantoio

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.

Ancient Barn in Chianti with Pool

4.89 out of 5 average rating, 125 reviews

4.95 out of 5 average rating, 107 reviews

The kitchen area features wooden cabinetry and modern appliances, including a microwave and coffee maker. A round wooden table with simple chairs is surrounded by natural light from large windows, offering views of the surrounding vineyards.

Home in Greve in Chianti

Agriturismo Casa Giulia di Sopra

Home in Castellina in Chianti

A stone facade is viewed from a well-maintained garden, featuring lush green grass and neatly trimmed hedges. A wooden door is visible, leading into a charming interior, while the house's rustic architecture complements the serene landscape under a clear blue sky.

Explore Chianti from a Charming Stone House

4.98 out of 5 average rating, 123 reviews

4.96 out of 5 average rating, 137 reviews

Home in Montescudaio

Open space immerso nella natura

4.83 out of 5 average rating, 112 reviews

A large swimming pool is surrounded by a well-maintained garden. Sun loungers are arranged beside the pool, with a shaded area featuring seating. Lush greenery and tall trees create a serene backdrop, enhancing the outdoor space's tranquility.

Home in Montespertoli

Le Rose Apartment in Tuscany

4.88 out of 5 average rating, 821 reviews

A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.

Home in Galluzzo

TREEhouse/casaBARTHEL

Weekly house rentals

Home in San Casciano In Val di Pesa

A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.

Tramonto sul Chianti Classico

4.98 out of 5 average rating, 244 reviews

4.97 out of 5 average rating, 308 reviews

A shaded garden area features a hammock suspended from a tree and a round table with chairs, set against a backdrop of lush greenery and rolling hills. The panoramic view extends under a partly cloudy sky.

Home in Poggio San Marco

Charming converted Hayloft overlooking the Chianti Hills

4.95 out of 5 average rating, 512 reviews

An outdoor area features a quaint seating arrangement with a small table and four chairs, nestled under the shade of a rustic covered porch. Surrounding planters hold vibrant flowers, and a brick well adds charm to the lush green lawn.

Home in Cerreto Guidi

Casa del Giardino

Home in Castelnuovo Berardenga

A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.

La finestra del Chianti

4.9 out of 5 average rating, 136 reviews

4.98 out of 5 average rating, 222 reviews

A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.

Home in Siena

Secret Garden Siena

Home in Barberino Tavarnelle

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.

Casa Al Poggio in Chianti Shire

4.96 out of 5 average rating, 332 reviews

4.91 out of 5 average rating, 126 reviews

An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.

Home in Montespertoli

Costalmandorlo, rustico nel cuore della Toscana

5.0 out of 5 average rating, 29 reviews

Japandi apartment with a view!

Private house rentals

An outdoor dining area features a metal table adorned with a planter, surrounded by lush greenery. The skyline of medieval towers in San Gimignano is visible in the background against a clear blue sky.

4.99 out of 5 average rating, 90 reviews

Casa Margheri

4.97 out of 5 average rating, 30 reviews

The pool area is softly illuminated by garden lights, creating a serene atmosphere in the evening. Surrounding olive trees and tall cypress trees provide a natural backdrop, while blooming flowers add a touch of color. The pool's turquoise water invites relaxation.

Home in Certaldo

Casa La Selva

4.98 out of 5 average rating, 58 reviews

Tuscany stoned house with private pool

4.98 out of 5 average rating, 48 reviews

A tranquil outdoor space features a clear swimming pool surrounded by lush greenery. Tall cypress trees line the perimeter, offering natural shade. The gently rolling hills in the background create a serene landscape, illuminated by soft morning light.

Home in Montegufoni

Villa delle Ortensie

5.0 out of 5 average rating, 23 reviews

An aerial view captures the traditional Tuscan farmhouse surrounded by lush green hills and fields. The property features a newly constructed infinity pool and a tranquil pond, set against a backdrop of rolling countryside under a clear blue sky.

Home in Volterra

Charming Tuscan Villa with pool

4.96 out of 5 average rating, 27 reviews

Home in Siena

Private House for 4P- La Capanna Di Azzurra

5.0 out of 5 average rating, 7 reviews

Entire home in San Gimignano