Cottage vacation rentals in Siena

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Siena

Guests agree: these cottages are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Cottage in Città della Pieve

5 out of 5 average rating, 23 reviews

Grove Cottage, Immersed in nature & close to town

Bordering Tuscany with spectacular sweeping views across forests and olive groves through the Tiber Valley towards the Apennine mountains the spacious, luxury cottage and large, landscaped garden are private and tranquil, yet only a short walk from the historic, lively town centre. Famed for its palazzo's, churches, frescos, restaurants, artisan stores, cookery schools & festivals. Here days can be spent relaxing in nature or exploring the regions famed hilltop towns, vineyards or thermal spas.

Guest favorite

Cottage in San Bartolomeo a Quarate

4.92 out of 5 average rating, 142 reviews

FAETOLE typical Tuscan country house near FLORENCE

My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!

Top guest favorite

The historical Villa di Geggiano is surrounded by lush gardens and vineyards, displaying elegant landscaping. Its stone façade and terracotta roof harmonize with the rolling hills in the distance. A gravel driveway leads to the entrance, providing access to the serene countryside ambiance.

Cottage in Geggiano

4.99 out of 5 average rating, 131 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Guest favorite

A salt-water pool is surrounded by privacy hedges, offering a serene setting for relaxation. Lounge chairs are positioned nearby, with clear blue skies overhead. The pool area is bordered by potted plants, adding greenery to the peaceful atmosphere.

Cottage in Capannori

4.91 out of 5 average rating, 45 reviews

@collecottage

@collecottage is AirBnB as it was intended. Located near the village of Colle di Compito. The cottage is very private, protected from view by hedges. Conveniently located just 30 km from Pisa airport, the cottage makes a great home base for various day trips: 14.5 km to Lucca; 39 km to the beach of Viareggio; Florence or Volterra are an hour away. There is a bus stop a short walk from the cottage and the nearest train stations are Altopascio (12km), Lucca(15km) & Pontedera (16km).

Top guest favorite

The outdoor patio features a rustic wooden table with two chairs, accompanied by a lounge area with cushions and a hammock. Natural stone walls complement the bamboo roof, while a large green glass vase adds a touch of color. Lush greenery surrounds the space.

Cottage in Vetulonia

4.89 out of 5 average rating, 101 reviews

La Quercia ~ rustic nature retreat & endless views

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has various unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Superhost

Cottage in Bagno A Ripoli

4.89 out of 5 average rating, 44 reviews

The Cottage

The Cottage Florence .. così si realizzano i sogni. La cornice è dorata, la posizione dominante, centrale, indispensabile a volte per trovarsi emozionalmente sopra alla quotidianità e vivere un ambiente che pone la propria persona ed il proprio spirito come su di un altipiano. Vedere ad occhi aperti il paesaggio e le sensazioni di pace e di controllo che questo evoca con tutto il necessario ed il superfluo a portata di mano e tutto è panoramico sulla città di Firenze

Guest favorite

The country cottage is surrounded by tall trees and lush greenery, softly illuminated at dusk. The rustic stone exterior features warm light emanating from the windows, highlighting the tranquil setting in the Tuscan countryside. A wooden fence outlines the property, enhancing its privacy.

Cottage in Ponte Feccia

4.95 out of 5 average rating, 165 reviews

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Superhost

The charming cottage is set against a backdrop of lush greenery, featuring a natural stone facade and a tiled roof. A swimming pool is visible in the foreground, accompanied by sun loungers and umbrellas, while well-maintained gardens and trees surround the property.

Cottage in Radicofani

4.84 out of 5 average rating, 128 reviews

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

Guest favorite

Cottage in Capannori

4.81 out of 5 average rating, 206 reviews

Lovely cottage in the park of a Renaissance Villa

Classica casa colonica di due piani totalmente indipendente inserita nel parco di una villa lucchese del '500, villa Galliani. La casa è stata interamente ristrutturata e ha a disposizione un parcheggio con un giardino privato. Si trova nella zona della ville lucchesi, tra i vigneti con le uve per la produzione del vino Doc delle Colline Lucchesi e gli oliveti da cui si ricava l'olio extravergine d'oliva Dop di Lucca.

Guest favorite

Cottage in Casole d'Elsa (SI)

4.85 out of 5 average rating, 132 reviews

Modern Eco House among flowers & olives with pool

New independent eco-house in rural setting, away from the crowds between Florence and Siena. This is an annex building on a family run olive farm surrounded by unspoilt Tuscan countryside. Plenty of shaded outdoor space, barbecue, stunning views, fantastic sunsets and big night skies. We are an official agriturismo, there are two other independent apartments on the olive farm that share the pool and private parking.

Guest favorite

A charming cottage is surrounded by lush green grass and decorative plants. The rustic brick exterior features large windows framed with climbing vines. A cozy seating area on a tiled porch offers a relaxing view of the garden and the inviting countryside.

Cottage in Montagnano

4.93 out of 5 average rating, 125 reviews

Charming cottage in Tuscany

Charming cottage located on a hill with 360-degree views. An oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ Area Inside there is a bedroom with a French bed, a living room with a sofa bed, a bathroom, a kitchenette and an indoor and outdoor dining area. Ideal for couples and families with one/two children. Crib available

Guest favorite

Cottage in Montespertoli

4.98 out of 5 average rating, 40 reviews

COTTAGE for up to 9 people/WIFI/AIR-CO/SWIM-POOL

The cottage is made of 2 units that may sleep all together up to 9 people in 4 bedrooms, 4 bathrooms, 2 kitchens fully equipped, 2 large livingrooms with freplace, 2 private gardens with table and chairs to relax or eat open-air. Internet WIFI. FREE AIR-CONDITIONING everywhere inside the cottage!!!