Some info is shown in its original language. Translate
Airbnb your place

Cottage holiday rentals in Reggello

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Reggello

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

1 of 1 pages1 / 1
Top Guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

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.

4.99 out of 5 average rating, 155 reviews
Guest favourite
A dining area features a dark wooden table with black chairs, adorned with a floral centerpiece. Light-colored stone walls and wooden beams create a rustic charm. A blue sofa with floral cushions is positioned against a large window, allowing natural light to fill the space.
Cottage in Quarate

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!

4.91 out of 5 average rating, 161 reviews
Guest favourite
A well-maintained garden features a green lawn surrounded by olive trees. Colorful flower pots with red blooms accent the space. A shaded seating area under a canopy provides a cozy spot for relaxation, with additional garden ornaments and a path leading through the landscape.
Cottage in Montespertoli

Casa del Sole nel Chianti

Tipica Casa di campagna Toscana in pietra con camino, ampio giardino, con parcheggio. In giardino troviamo un barbecue e forno a legna per la pizza. La casa è immersa tra i vigneti e uliveti del Chianti Classico In un piccolo borgo di campagna. Dista 4 km da San Casciano Val di Pesa, 20 km da Firenze, 22 km da San Gimignano e 40km da Siena. Uscita autostrada A1 Impruneta 8km, SGC Fi-Siena 3km. La casa dispone di tre camere da letto di cui una in dependance con bagno e accesso indipendente.

4.92 out of 5 average rating, 143 reviews
Top Guest favourite
Cottage in Castellina in Chianti

Cottage Cappero - Masseto In Chianti

MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Vittoria (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

4.97 out of 5 average rating, 115 reviews
Top Guest favourite
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.

4.95 out of 5 average rating, 298 reviews
Top Guest favourite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

4.98 out of 5 average rating, 218 reviews
Top Guest favourite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

4.96 out of 5 average rating, 198 reviews
Guest favourite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia

Country cottage C&M immerso nel verde love Tuscany

Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .

4.94 out of 5 average rating, 204 reviews
Guest favourite
Cottage in Sovicille

Lovely apartment with garden and views near Siena

At just 18km from Siena, the apartment is part of a traditional Tuscan farmhouse, Santa Barbara, tucked away in the scenic rolling hills of Tuscany. The uniquely positioned grounds dominate the valley, allowing for stunning views with the most enchanting sunsets, or sunrises for those early birds! The apartment allows for a relaxing and recharging break, as well as being in the perfect location to go out and explore.

4.9 out of 5 average rating, 162 reviews
Guest favourite
Two rattan chairs are positioned on a lush green lawn, overlooking rolling hills dotted with olive trees. The tranquil scene features views of a medieval town with distinctive towers, under a partly cloudy sky.
Cottage in San Gimignano

Countryside Cottage With View - Le Papere apt

The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany. A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.

4.88 out of 5 average rating, 139 reviews
Superhost
Cottage in Montespertoli

Chianti Barn with Pool and Vineyard View

🌿 DESCRIZIONE Fienile ristrutturato nel cuore del Chianti, immerso tra vigne e silenzio. A 20 min da Firenze, 45 da Siena, 50 da Pisa, comodo anche per Arezzo, Certaldo, San Gimignano e Vinci. Grandi finestre panoramiche, terrazza per barbecue, piccolo giardino privato e piscina condivisa. Ideale per chi cerca relax, natura e una base strategica per esplorare la Toscana.

4.79 out of 5 average rating, 290 reviews
Top Guest favourite
A warm dining area is illuminated by natural light streaming through large windows. A wooden table, adorned with a bowl of oranges, sits at the center, while nearby upholstered chairs offer a cozy seating option. Exposed wooden beams add character to the room.
Cottage in Montespertoli

Lovely countryhouse on Chiant hills

Lovely view on the valley, sweet relax in the smelling garden under a very old tree tasting a good wine and then to visit Firenze, Pisa, Siena only 30 km far from here and medieval castles,little churchs ,winery,across the beautiful Chianti road.....

4.93 out of 5 average rating, 285 reviews

Popular amenities for Reggello cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
A spacious area of well-kept grass is seen in the foreground, with a rustic Tuscan farmhouse in the background. The building features a tiled roof and multiple windows. Bare trees and some greenery surround the property, under a clear blue sky with scattered clouds.
Cottage in Sovicille

Da Simone, podere santi Lucia e Pietro

4.94 out of 5 average rating, 242 reviews
Guest favourite
A stone cottage is surrounded by lush greenery, featuring a rustic facade with wooden accents. Potted plants are placed near the entrance, and the roof is topped with a small chimney. A pathway of stones leads to the door, inviting guests to explore.
Cottage in San Gimignano

Romantic House in Tuscany with jacuzzi

4.96 out of 5 average rating, 85 reviews
Guest favourite
Cottage in Colle di Val d'Elsa

Cottage nel verde con jacuzzi privata e piscina

4.88 out of 5 average rating, 81 reviews
Guest favourite
A stone villa is surrounded by a lush green lawn, with a pathway leading to the entrance. Sun loungers are positioned nearby for relaxation. The landscape includes distant hills, complementing the serene outdoor environment.
Cottage in Reggello

Cottage indipendente con Spa Privata

4.94 out of 5 average rating, 16 reviews

Pet-friendly cottage rentals

Guest favourite
A rustic stone building is set amidst a large, green lawn dotted with olive trees. The facade features multiple windows with arched tops, reflecting the characteristic Tuscan architecture. Natural scenery and gentle hills in the background suggest a peaceful, rural atmosphere.
Cottage in Monteriggioni

Countryside, 10 min from Siena

4.84 out of 5 average rating, 289 reviews
Top Guest favourite
An outdoor terrace features wooden furniture arranged around a table, surrounded by greenery and potted plants. The wall of the holiday home, painted in a soft hue, is complemented by open wooden shutters and sliding glass doors leading into the interior.
Cottage in San Gimignano

Piccolo Cottage San Gimignano

4.95 out of 5 average rating, 174 reviews
Guest favourite
The exterior features a spacious garden surrounded by greenery, showcasing a variety of plants. A shaded area provides seating with lounge chairs and a large tree offers additional shade. The house structure is visible in the background, with large windows reflecting the landscape.
Cottage in Castelfranco Piandiscò

Villetta Belvedere

4.91 out of 5 average rating, 88 reviews
Guest favourite
A spacious bedroom features a comfortable bed, with natural light flowing in through a window that offers a glimpse of the surrounding greenery. Soft linens and a minimalist decor contribute to a serene and relaxing environment.
Cottage in Massa Sabbioni

Private Country House with swimming pool -Chianti

4.95 out of 5 average rating, 57 reviews
Guest favourite
A charming outdoor patio area is surrounded by olive trees, featuring comfortable seating arrangements. A stone wall complements the rustic architecture of the cottage, which is partially shaded by a white canopy. The area offers a peaceful view of the lush hillside.
Cottage in Bagno A Ripoli

The Cottage Florence

4.92 out of 5 average rating, 76 reviews
Superhost
A charming stone house is surrounded by lush greenery and a trellis adorned with climbing vines. The structure features rustic wooden doors and a sloped, tiled roof, while the outdoor area includes a shaded seating space. The landscape is serene, highlighting the natural beauty of the countryside.
Cottage in Sogna

House in Sogna

4.71 out of 5 average rating, 34 reviews
Superhost
Cottage in Bagno A Ripoli

Borgo Spedaletto 3 - Dolcevita Holiday

4.88 out of 5 average rating, 49 reviews
Superhost
A charming stone house with a wooden door is framed by neatly trimmed hedges. Potted flowers add a touch of color to the outdoor space, which features a small patio area with benches, inviting relaxation in the serene countryside.
Cottage in Pratovecchio - Stia

HOUSE IN TUSCANY, WITH POOL

4.77 out of 5 average rating, 43 reviews

Private cottage rentals

Guest favourite
The stone building features arched windows and a terracotta roof, nestled among green trees. A lavender-filled pathway leads to a patio with outdoor furniture. A parasol and sun loungers are visible, adding to the tranquil setting against a backdrop of rolling hills and a blue sky.
Cottage in Volterra

Podere Grignano, beautiful Tuscany.

4.94 out of 5 average rating, 108 reviews
Guest favourite
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

Affascinante cottage in Toscana

4.94 out of 5 average rating, 141 reviews
Superhost
A quaint outdoor dining area features a round table with rust-colored cushions and wooden chairs set on a grassy patch. The backdrop includes a charming brick structure with green-framed windows and warm lighting, surrounded by lush vines and greenery.
Cottage in Galluzzo

FARMERShouse/casaBARTHEL 15' from the City Center

4.83 out of 5 average rating, 175 reviews
Guest favourite
A bright living room is presented, featuring exposed wooden beams and a colorful woven rug. Two pink sofas provide comfortable seating, while a white fireplace adds a cozy touch. Natural light enters through a window, illuminating the neutral tones of the walls and furnishings.
Cottage in Figline e Incisa Valdarno

Historic Mill in the Countryside -Chianti Classico

4.83 out of 5 average rating, 132 reviews
Guest favourite
A modern eco-house features a wooden exterior with slatted design, surrounded by vibrant greenery and blooming flowers. A small patio is visible at the front, furnished with outdoor seating, complemented by a serene natural landscape under a clear blue sky.
Cottage in Casole d'Elsa

Peaceful modern eco house in the Tuscan hills

4.88 out of 5 average rating, 161 reviews
Guest favourite
The exterior of a charming yellow farmhouse is featured, with large arched windows framed by wrought iron. A spacious lawn is set with lounge chairs and a wooden table surrounded by trees, creating a serene outdoor space ideal for relaxation.
Cottage in Montespertoli

Chiantihouse with garden

4.88 out of 5 average rating, 169 reviews
Guest favourite
Cottage in Florence

Cottage tra Firenze e Fiesole - La Serra Sognante

5.0 out of 5 average rating, 17 reviews
Top Guest favourite
A charming stone house showcases a rustic design with wooden shutters and a balcony. The front porch features seating areas, surrounded by lush greenery and well-maintained gardens. An elegant pathway leads to the house, enhancing its countryside appeal.
Cottage in Villa A Sesta

CASA MARIA

5.0 out of 5 average rating, 20 reviews

Destinations to explore