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

Historic residence 30 minutes from Florence
FELCIOLINA is a historic rustic farmhouse dating back to the year 1000, set in the countryside and featuring a large terrace. It offers a wonderful way to experience Tuscany in total relaxation, just 30 minutes from Florence and the Chianti region. Ideal for families and groups of friends, the apartment is very spacious and includes a furnished terrace, a covered loggia, and an antique wood-fired oven. You will be welcomed with fresh fruit and fine local wine for an aperitif.
FamilyLocationView
5.0 out of 5 average rating, 90 reviews
Villa La Loggia 1.0
Villa La Loggia🌱 In the heart of Tuscany, just minutes away from major cities such as Florence, Arezzo and Siena, but immersed in the countryside, in a small and quiet village, Villa La Loggia offers a beautiful and spacious apartment. Entire apartment for exclusive use: • 1 bedroom 💕with private bathroom🚿 • 2 deck chairs + 1 umbrella in the shared pool🏖️ and all the amenities for a perfect overnight stay. Florence: 30 km/25 min Arezzo: 50km/40min Siena: 60km/60min
FamilyValueQuiet
4.97 out of 5 average rating, 101 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.
LocationValueAccess
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.
LocationFamilyCleanliness
4.98 out of 5 average rating, 107 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.
FamilyLocationParks
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.
FamilyLocationLong stay
4.96 out of 5 average rating, 139 reviews
Cabin in the woods in Tuscany with exclusive bathtub
You'll stay in a fantastic and exclusive wooden cabin nestled in a forest in a fabulous natural park in the Florentine hills. Twenty minutes from Florence and at the gates of Chianti, you can fully connect with nature while enjoying every comfort: the cabin is equipped with a large exclusive outdoor bathtub (unheated), air conditioning, kitchen, bathroom with hydromassage shower, large covered outdoor patio to dine or enjoy an aperitif from our farm.
LocationFamilyAmenities
5.0 out of 5 average rating, 59 reviews
Barn
Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.
LocationValueOutdoor spaces
5.0 out of 5 average rating, 55 reviews
VILLA with Pool - 3 Bedrooms (each with bathroom)
In the heart of the Florentine Chianti region, a few km from the Incisa-Reggello motorway exit and the big designer Outlet The Mall, stands Villa Luisa, a recently restored residence where past and present merge into a unique mix to guarantee guests maximum comfort. The property offers ideal accommodations for group stays or large families vacations. The outdoor swimming pool is a pleasant diversion on hot summer days.
LocationFamilyNearby
4.91 out of 5 average rating, 99 reviews
Andromeda III room for 2 with a private bathroom
The new rooms at Poggio 3 Lune are the result of a harmonious encounter between the past and the present. Historic furniture, full of charm and history, interacts with designer furnishings and modern details, creating unique, refined and welcoming spaces. The stay includes breakfast and entry to the swimming pool, so you can experience Poggio 3 Lune at any time of the day, amidst elegance, history and well-being.
HospitalityDecorBreakfast
5.0 out of 5 average rating, 3 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.
LocationFamilyCheck-in
4.95 out of 5 average rating, 221 reviews
Villa Beatrice with Exclusive Garden
This independent residence in Rignano spans two levels and is surrounded by a 2,500-square-meter private fenced park. The outdoor space is designed for autonomy and privacy, featuring a large table for al fresco dining and a six-person jacuzzi for exclusive use. Convenience is guaranteed by private parking for up to three vehicles located directly alongside the house.
FamilyLocationDecor
5.0 out of 5 average rating, 11 reviewsPopular amenities for Pian dell'Isola holiday rentals
Other great holiday rentals in Pian dell'Isola

Private Villa "Forre 563 "
FamilyLocationCleanliness
5.0 out of 5 average rating, 34 reviews
Casa Spiano
LocationPoolWalkability
5.0 out of 5 average rating, 10 reviews
Tuscan vineyard home. Near Florence
LocationValueDecor
5.0 out of 5 average rating, 73 reviews
Tuscan Villa Escape with Pool • Mhateria Relais
LocationFamilyCheck-in
5.0 out of 5 average rating, 6 reviews
Quercia Apartment
FamilyLocationKitchen
4.72 out of 5 average rating, 39 reviews
Il Palazzaccio
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 13 reviews
Exclusive Tuscan Villa with Private Pool
LocationFamilyPool
4.88 out of 5 average rating, 41 reviews
Romantic Room
LocationKitchenCheckout
4.87 out of 5 average rating, 68 reviewsDestinations to explore
- 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
- Porta Elisa
- Stadio Artemio Franchi
- Medici Chapel
- Basilica of Santa Croce





