
Holiday rentals with breakfast in Siena
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Siena

Total holiday rentals
Explore 50 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Siena holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Siena rentals

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

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
LocationValueWalkability
4.99 out of 5 average rating, 532 reviews
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
LocationFamilyDecor
4.88 out of 5 average rating, 342 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
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.
LocationValueWalkability
4.92 out of 5 average rating, 359 reviews
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
LocationFamilyHospitality
4.93 out of 5 average rating, 336 reviews
Domus Nannini - L'Angolo di Paradiso Spa (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.
ValueLocationNearby
4.95 out of 5 average rating, 147 reviewsLa Piazzetta - Cozy open space in the historic center of Montepulciano
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. Then go outside and admire the magnificent view of the 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, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.
LocationValueParking
5.0 out of 5 average rating, 514 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 352 reviews
CASA CHICCO
Casa Chicco, located a stone's throw from the center of Siena, is immersed in the regenerating silence of the Sienese hills. You can reach the historic center and Piazza del Campo in about 3 km. The structure has: ✔ Wifi ✔ Private entrance ✔ Private parking ✔ TV ✔ Garden with vineyard view ✔ 5 min from the center (by car) ✔ Linen and towels ✔ Chianti, Monteriggioni, Val d'Orcia nearby ✔ Essential for breakfast and lunch ✔ Wine tasting in the nearby La Lastra winery
FamilyValueCheck-in
4.85 out of 5 average rating, 200 reviews
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 🌷
ValueFamilyHospitality
4.87 out of 5 average rating, 217 reviews
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.
LocationValueAccuracy
4.95 out of 5 average rating, 185 reviews
Apartment in the historic center of Siena
The apartment is a bright 35 sqm attic in the historic center of Siena, just a 10-minute walk from Piazza del Campo. Quiet and welcoming, the house overlooks orchards and gardens that give the feeling of being in the countryside. The area is full of bars and stores and offers everything you may need. Our place is good for couples, solo adventurers, and business travelers, and lets you make the most of city life.
LocationValueComfort
4.91 out of 5 average rating, 99 reviews
Spedaletto Castle, Val d'Orcia, Pienza
The Castello di Spedaletto farmhouse is located in the building that once housed the granary of the ancient medieval castle and has been recently renovated in perfect balance between modernity and tradition: stone, bricks, exposed beams blend with the characteristic crystal and wrought iron staircase. The farmhouse consists of 5 double bedrooms with bathrooms and 2 apartments. Come, See, Live...
LocationFamilyAir conditioning
4.97 out of 5 average rating, 185 reviewsPopular amenities for Siena Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Casetta Melograno – Cozy farmhouse in Chianti
ValueLocationCheck-in
4.95 out of 5 average rating, 182 reviews
TREEhouse / casaBARTHEL
FamilyValueHeating
4.88 out of 5 average rating, 821 reviews
Tiny romantic tower on the hills of Florence
ValueFamilyAmenities
4.98 out of 5 average rating, 186 reviews
Casa Belmonte
FamilyValueHospitality
4.96 out of 5 average rating, 155 reviews
Lovely downtown house with private garden
FamilyLocationBreakfast
4.9 out of 5 average rating, 216 reviews
Delightful townhouse on the outskirts of Florence
LocationValueSleep quality
4.94 out of 5 average rating, 177 reviews
Private Cottage with Plunge Pool in Tuscan Estate
LocationConditionView
5.0 out of 5 average rating, 12 reviews
"Il Campanile" House
LocationFamilyIndoor spaces
4.95 out of 5 average rating, 22 reviewsApartment rentals with breakfast

House in a medieval tower with a view in Certaldo
LocationFamilyHeating
4.98 out of 5 average rating, 138 reviews
Casa Irene
ValueFamilyKitchen
4.96 out of 5 average rating, 257 reviews
La Casa di Elio
FamilyValueAir conditioning
4.98 out of 5 average rating, 126 reviews
La Chicchera, ground floor apt with panoramic view
FamilyLocationView
4.92 out of 5 average rating, 149 reviews
Casa Tatini your house in Chianti
ValueLocationBackyard
4.91 out of 5 average rating, 141 reviews
Classic two-room apartment
ValueFamilyHot tub
4.84 out of 5 average rating, 109 reviews
Casa Ricci Apartment in a 14th-century building
ValueFamilyBathroom
4.97 out of 5 average rating, 268 reviews
Romantic apartment in a quite place
FamilyValueWi-Fi
4.93 out of 5 average rating, 174 reviewsBed and breakfast rentals with breakfast

Casacenti B&B in Siena's historic centre, Double room
FamilyValueKitchen
4.94 out of 5 average rating, 190 reviews
Tenuta Sovestro Winery, Double room on the first floor
ValueFamilyBathroom
4.95 out of 5 average rating, 134 reviews
Buonenotti B&B, Room with a bed
LocationFamilyAccuracy
4.9 out of 5 average rating, 116 reviews
B&B-Residenza d'Epoca Le Aquile, Diamond Room.
LocationValueDecor
4.84 out of 5 average rating, 193 reviews
Casanova di Pescille in San Gimignano First floor.
LocationFamilyBathroom
4.93 out of 5 average rating, 434 reviews
Farmhouse at 10km from Florence (2)
LocationValueWi-Fi
4.95 out of 5 average rating, 406 reviews
"Olmo Room" Romantic room with panoramic view
LocationValueComfort
4.91 out of 5 average rating, 165 reviews
B&B Torre di Badia, Galileo Galilei Room
ValueLocationAmenities
4.97 out of 5 average rating, 159 reviewsWhen is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 AUD | $216 AUD | $218 AUD | $246 AUD | $260 AUD | $239 AUD | $237 AUD | $244 AUD | $233 AUD | $239 AUD | $226 AUD | $228 AUD |
| 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 |
Destinations to explore
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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
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do Siena
- Food tours Siena
- Cultural tours Siena
- Cooking Siena
- Tastings Siena
- Things to do Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Cultural tours Siena
- Art workshops Siena
- Outdoors Siena
- Dining Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Museums Tuscany
- Workouts Tuscany
- Art workshops Tuscany
- Food tours Tuscany
- Shopping and fashion Tuscany
- Dining Tuscany
- Performances Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Cultural tours Italy
- Flying Italy
- Tastings Italy
- Wildlife Italy
- Food tours Italy
- Museums Italy
- Performances Italy
- Wellness Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Landmarks Italy
- Architecture Italy
- Outdoors Italy
- Water sports Italy







