
Vacation rentals with breakfast in Siena
Find and book unique accommodations with breakfast on Airbnb
Quick stats about vacation rentals with breakfast included in Siena

Total vacation rentals
Explore 50 vacation rentals in Siena

Nightly prices starting at
Siena vacation rentals start at $56 CAD per night before taxes and fees

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Over 1,750 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Siena vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated accommodations with breakfast in Siena
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

Agriturismo Fattoria La Parita
Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Casa Dolce Toscana | Panoramic Suite & View
CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Domus Nannini - L' Angolo di Paradiso Spa
Sienese Charm & Private SPA in the Heart of Siena. Experience the perfect blend of Tuscan history and modern wellness in this apartment located in the heart of Siena's historic center. Recently renovated with modern comforts, enjoy peace and quiet thanks to triple-glazed acoustic windows that shut out the city noise. The apartment is fully equipped with air conditioning and central heating. Stay in the center of the action while enjoying the silence and luxury of a high-end retreat.
La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

2 ❤️ e 1 Yurta Glamping in Tuscany solo adulti
Romantico Glamping per adulti, nel cuore della campagna Toscana. Tenda Yurta di tipologia Silver 35mq + bagno interno privato 7mq + Jacuzzi a legna all'aperto privata* (*SUPPLEMENTO), veranda relax privata. Riscaldata in inverno e aria condizionata in estate. Cene con consegna direttamente alla Yurta, disponibili per un'esperienza ancora più gustosa (*SUPPLEMENTO*). - Parcheggio privato, WiFi - Cucina con frigorifero, microonde, (NO FORNELLI) + barbecue privato all'aperto.

La Casa di Nada Suite
From every window of my home, you can enjoy beautiful views of the Tuscan hills. The house is bright, welcoming and fully air-conditioned, with comfortable bedrooms and private bathrooms, a living room with fireplace and a fully equipped kitchen. Outside, a small hydromassage pool is refreshing in summer and heated in winter. On request, you can cook family recipes with us and enjoy an authentic experience in the heart of Chianti 🥂

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Popular amenities for Siena accommodations with breakfast
House rentals with breakfast

Casa "Il Campanile"

Casale nel Chianti - Tuscan Countryhouse

La villetta nel Chianti con piccola colazione

Private Cottage with Plunge Pool in Tuscan Estate

Casa Belmonte

Lovely downtown house with private garden

La Casa del Briga

Casetta Melograno - Cozy farmhouse in Chianti
Apartment rentals with breakfast

Casa Ricci Appartamento in palazzo del 1300

Il calore di un nido a due passi da Ponte Vecchio

La Chicchera, ground floor apt with panoramic view

Casa Irene

Florence 55mq Central Flat

La Casa di Elio

Al centro della Toscana

Romantic suite Via dei Calzaiuoli
Bed and breakfast rentals with breakfast

B&B Torre di Badia

B&B-Residenza d 'Epoca Le Aquile

Santa Croce Terrace - Holiday Home

Charming farmhouse B&B rooms

Sovestro Winery Estate

Agriturismo D&D Camera con vista e colazione

"Olmo Room" Romantic room with panoramic view

Buonenotti B&B
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 CAD | $214 CAD | $216 CAD | $244 CAD | $258 CAD | $237 CAD | $235 CAD | $242 CAD | $231 CAD | $237 CAD | $224 CAD | $226 CAD |
| Avg. temp | 5 °C | 6 °C | 9 °C | 12 °C | 16 °C | 21 °C | 23 °C | 24 °C | 19 °C | 14 °C | 9 °C | 5 °C |
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Things to do Siena
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- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
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