
Holiday houses in Reggello
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Reggello

Total holiday rentals
Explore 10 holiday rentals in Reggello

Nightly prices starting at
Reggello holiday rentals start at $106 NZD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
10 of Reggello holiday rentals include Wi-Fi access

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

4.9 Average rating
Reggello stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Reggello
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 agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
LocationValueEV charging
4.93 out of 5 average rating, 294 reviews
La casa del Grillo, on the Tuscan hill
The "Grillo" house is located in the beautiful Tuscan hills, close to restaurants, and "The Mall" outlet. You'll appreciate the landscapes, the cool summer, and nature. The house is suitable for couples, large families and furry friends. A 5-minute walk to the center of Reggello and a 25-minute drive to Florence. The house is close to wonderful panoramic views, restaurants, and the "The Mall" outlet. You'll love the quiet, the cool summer, and the nature. The house is perfect for families, couples, and pets. It is 25 minutes away from Florence
LocationValueDecor
4.85 out of 5 average rating, 131 reviews
Relaxing Holiday near Florence
located in Tuscany, halfway between Florence and Arezzo, an area that is appreciated all over the world for its climate and the beauty of the hilly landscape, that enables visitors to spend a unique and Relaxing Holiday in the Countryside in Italy. Located 500m above sea level and next to the ancient woods of Vallombrosa, The house dominates the valley of the river Arno and the Chianti hills, with its famous Olive Trees and Vineyards. The price does not include the heating and the tax that must be paid on the spot.
ValueLocationCondition
4.88 out of 5 average rating, 117 reviews
Stone farmhouse, exclusive private pool
Podere Montebono is located in the hills of Reggello, just 30 kilometers from Florence. Ideal for reaching art cities and natural sites. The farmhouse is isolated on a hill, immersed in nature, surrounded by olive trees, a garden, and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. Barbecue area. Total privacy.
ValueLocationAccuracy
4.96 out of 5 average rating, 195 reviews
-Il Fienile- Apartment in Reggello
Apartment in a portion of a villa, Podere Piazza di Sopra, in Reggello. The Fienile has two floors with a private entrance: a living room, two double bedrooms, one single bedroom, and one bathroom on the upper floor, and a full bathroom with shower in the ground-floor bedroom. The apartment has a private garden and a shared panoramic park with centuries-old olive trees, as well as a beautiful panoramic swimming pool shared with other guests. All this will make your stay magical.
LocationFamilyIndoor spaces
4.76 out of 5 average rating, 71 reviews
The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.
LocationFamilyView
4.99 out of 5 average rating, 227 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.
LocationFamilyGetting around
4.98 out of 5 average rating, 108 reviews
Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.
LocationValueHiking
4.99 out of 5 average rating, 516 reviews
Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
ValueLocationAir conditioning
4.96 out of 5 average rating, 139 reviews
Cozy panoramic view on Chianti countryside escape
Large and bright rooms,kitchen with view, panoramic loggia.Large fenced garden. At 25 km from Florence, 7 km from S.Ellero RAILWAY STATION ,you are in Florence in half an hour. At 12 km from THE MALL (Leccio) for fashion lovers. We are at 508 meters above see level and higher up the green forest of Vallombrosa. Indipendent entrance. You need a car to reach us.The road is paved.We live next door.The cost of heating is not included in the price.
LocationFamilyAccuracy
4.95 out of 5 average rating, 165 reviews
Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
FamilyLocationAccess
4.88 out of 5 average rating, 230 reviews
A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
FamilyValueNearby
4.95 out of 5 average rating, 222 reviewsPopular amenities for Reggello holiday rentals
Other great holiday rentals in Reggello

Private Villa "Forre 563 "
LocationFamilyCheck-in
5.0 out of 5 average rating, 34 reviews
Cabin in the woods in Tuscany with exclusive bathtub
FamilyLocationAmenities
5.0 out of 5 average rating, 60 reviews
Andromeda III room for 2 with private bathroom
BreakfastDecorBathroom
5.0 out of 5 average rating, 3 reviews
Villa Rio di Luco
LocationValueComfort
4.77 out of 5 average rating, 100 reviews
Barn
ValueFamilyHospitality
5.0 out of 5 average rating, 55 reviews
The Sleeping Lions House Vi sentirete come a casa
LocationAccuracyWi-Fi
4.95 out of 5 average rating, 21 reviews
Il Palazzaccio
FamilyLocationKitchen
5.0 out of 5 average rating, 13 reviews
Exclusive Tuscan Villa with Private Pool
FamilyLocationIndoor spaces
4.88 out of 5 average rating, 41 reviewsDestinations to explore
- 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
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Autodromo Enzo e Dino Ferrari
- Boboli's Garden
- Stadio Artemio Franchi
- Medici Chapel
- Basilica of Santa Croce





