
Holiday rentals in Macchiascandona
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Macchiascandona
Guests agree: these stays are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!
ValueLocationOutdoor spaces
4.93 out of 5 average rating, 294 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
FamilyValueView
4.92 out of 5 average rating, 628 reviews
Melograno 4 Apartment Querciolaie
Delightful apartment in the Querciolaie agriturismo, immersed in the tranquility and greenery of the Maremma countryside, just 14 km from the beautiful beaches of Castiglione della Pescaia and the main tourist destinations in the area. The property is surrounded by a large equipped garden, convenient parking and a beautiful shared swimming pool, where you can relax and enjoy the surrounding view. The apartment is ideal for a family with children but cannot accommodate more than three adults (+14)
FamilyLocationAccess
5.0 out of 5 average rating, 14 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.
FamilyLocationTV
4.99 out of 5 average rating, 155 reviews
Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
LocationFamilyTV
4.97 out of 5 average rating, 252 reviews
Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.
LocationValueAccuracy
5.0 out of 5 average rating, 118 reviews
Just a Short Walk from the Sea - Villa San Michele
Behind the centuries-old pine forest of Marina di Grosseto lies Villa San Michele, set in the typical Maremma countryside, yet just a short distance from the sea, which is only 2 km away. The villa is surrounded by a large garden .The apartment in question has an area of 250 square meters, spread over two floors: on the first floor, you'll find the living area, dining room, kitchen, and a large veranda, while the upper floor comprises the sleeping area with 3 double bedrooms and 3 bathrooms.
LocationFamilyAmenities
4.91 out of 5 average rating, 22 reviews
Casa Pineta Elba, a short walk from the sea
Casa Pineta is immersed in umbrella pinewood trees in front of the beautiful sandy beach of Campo beach. The center of the village is within walking distance while a 1-minute path in the woods will get you under your umbrella by the sea! Casa Pineta is immersed in a maritime pine forest in front of the beautiful sandy beach of Marina di Campo. The center of the village is a few minutes' walk away, while 50 steps in the car-free pine forest will take you under your umbrella by the sea!
ValueLocationWalkability
5.0 out of 5 average rating, 44 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
FamilyLocationPool
4.98 out of 5 average rating, 108 reviews
Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.
ValueFamilyParking
4.95 out of 5 average rating, 144 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.
LocationValueAir conditioning
4.95 out of 5 average rating, 190 reviews
Spacious Flat just 15 Minutes from the Sea
Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.
ValueLocationSleep quality
5.0 out of 5 average rating, 36 reviewsPopular amenities for Macchiascandona holiday rentals
Other great holiday rentals in Macchiascandona

Agriturismo Marrucheti 82 South Apartment
ValueFamilyPets
5.0 out of 5 average rating, 47 reviews
Luxury Villa in Chianti • Private Natural Pool
ValueLocationSleep quality
5.0 out of 5 average rating, 32 reviews
Design loft with private SPA in Tuscany
LocationValueSleep quality
5.0 out of 5 average rating, 77 reviews
Beach House Giannella w/ direct access to the sea
FamilyValueHot tub
4.82 out of 5 average rating, 99 reviews
Cipressini 2 - pool and amazing views
FamilyLocationParking
5.0 out of 5 average rating, 68 reviews
Luxury penthouse with a view of Piazza del Campo
LocationFamilyAmenities
5.0 out of 5 average rating, 23 reviews
Buriano apartment in an ancient medieval village
LocationWifiDecor
4.97 out of 5 average rating, 39 reviews
L'Apparita del Peruzzi | Villa | Private Pool & AC
FamilyLocationQuiet
5.0 out of 5 average rating, 22 reviewsDestinations to explore
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





