Top 10 Group Houses & Large Holiday Homes near Florence
Ranking updated on 2026-10-18
Organising a trip for a large group near Florence is one of travel's great pleasures — and one of its great logistics puzzles. Whether you are planning a landmark birthday, a destination wedding in the Tuscan countryside, a corporate seminar away from city distractions, or a multi-generational family reunion, the hills within an hour and a half of Florence offer exactly what large groups need: private villas with gardens, centuries-old farmhouses surrounded by olive groves and Chianti vineyards, and swimming pools to gather around at the end of a long day exploring hilltop villages. The combination of world-class food, wine, and scenery makes this one of Europe's most sought-after destinations for group travel.
As of 9 September 2026, CasaGiga lists 19 properties in this zone, of which 1 is available for instant online booking. The largest house sleeps up to 20 guests. Properties sit on average 23 km from Florence's historic centre — well within an easy drive or minivan ride. Across all 3,158 verified guest reviews, the average rating stands at 4.7 out of 5. Rental prices start from €73 per person per night, making a private villa genuinely competitive with hotel rooms once you factor in shared kitchens, private pools, and the freedom of having an entire property to yourselves.
Our ranking places online-bookable houses first because instant confirmation matters most to large groups coordinating across time zones, then orders the remainder by a combined score of verified guest rating and review volume, while hosts who actively relay this ranking on their own website earn priority placement — a transparent signal of genuine engagement with the CasaGiga community.
The area in numbers
The ranking
1CasaGiga 96 (Firenze)
📍 Firenze, Toscana · 22 km
👥 14 guests4.4★ (102 reviews)🏡 VillaA villa set 22 km from Firenze, sleeping up to 14 guests across 5 bedrooms — one of the rare CasaGigas in this zone you can book directly online. Rated 4.4 stars across 102 reviews, it offers genuine group scale with a city-close location, from €73 per person.
⚡ Bookable onlinefrom 73 € / person / nightSee this CasaGiga →
2CasaGiga 3793 (Arezzo)
📍 Arezzo, Toscana · 29 km
👥 14 guests4.6★ (155 reviews)🌳 EstateA 14-guest estate in the Arezzo area, around 29 km from Florence, with a solid rating of 4.6 from 155 reviews. Priced from €53 per person, it's one of the more accessible options for a large group gathering in this zone. Reservations are handled on request rather than instantly online.
On requestfrom 53 € / person / nightSee this CasaGiga →
3Agriturismo Casa Pietraia
📍 Città Metropolitana di Firenze, Toscana · 27 km
👥 0 guests5.0★ (106 reviews)🌻 Provencal farmhouseAgriturismo Casa Pietraia is a farmhouse in the Florentine metropolitan area, 27 km from the city, with a perfect 5.0 rating earned across 106 reviews. Online booking is not available; contact the property directly to enquire about capacity and dates.
On requestSee this CasaGiga →
4Farmhouse La Sala
📍 Città Metropolitana di Firenze, Toscana · 19 km
👥 0 guests5.0★ (50 reviews)🌻 Provencal farmhouseFarmhouse La Sala sits just 19 km from Florence — the closest property to the city in this selection. It holds a perfect 5.0 rating across 50 reviews. Online booking is not offered; reach out directly to confirm availability for your group.
On requestSee this CasaGiga →
5Farmhouse Colle
📍 Poggio Alla Croce, Toscana · 16 km
👥 18 guests4.9★ (313 reviews)🌻 Provencal farmhouseFarmhouse Colle, near Poggio alla Croce, is just 16 km from Florence and sleeps up to 18 guests. Its 4.9 rating across 313 reviews — the highest review count in this selection — reflects a long and consistent track record. Direct contact is required to check availability.
On requestSee this CasaGiga →
6Podere Campriano Winery/ Cooking class
📍 Città Metropolitana di Firenze, Toscana · 21 km
👥 0 guests4.9★ (72 reviews)🌻 Provencal farmhousePodere Campriano combines winery visits and a cooking class with farmhouse accommodation, 21 km from Florence in the Florentine metropolitan area. It carries a 4.9 rating across 72 reviews. Online booking is not available; contact the property directly for group enquiries.
On requestSee this CasaGiga →
7Villa Poggio di Gaville
📍 Provincia di Arezzo, Toscana · 27 km
👥 0 guests4.8★ (189 reviews)🌻 Provencal farmhouseVilla Poggio di Gaville is a farmhouse in the Arezzo province, 27 km from Florence. Its 4.8 rating from 189 reviews reflects a well-established reputation among guests. Online booking is not available; reach out directly to check dates and confirm group capacity.
On requestSee this CasaGiga →
8Bio-Agriturismo La Ginestra
📍 Città Metropolitana di Firenze, Toscana · 20 km
👥 0 guests4.7★ (163 reviews)🌻 Provencal farmhouseBio-Agriturismo La Ginestra is a farmhouse with an organic farming focus, 20 km from Florence in the Florentine metropolitan area. It has earned a 4.7 rating across 163 reviews. Direct contact is needed to confirm availability, as online booking is not offered.
On requestSee this CasaGiga →
9Castellinuzza B&B
📍 Castellinuzza, Toscana · 25 km
👥 0 guests4.7★ (88 reviews)🌻 Provencal farmhouseCastellinuzza B&B is a five-bedroom farmhouse in the village of Castellinuzza, 25 km from Florence. It carries a 4.7 rating across 88 reviews. Contact the property directly to confirm availability and group details — online booking is not offered.
On requestSee this CasaGiga →
10A Casa di Dona
📍 Provincia di Siena, Toscana · 32 km
👥 0 guests4.7★ (101 reviews)🌻 Provencal farmhouseA Casa di Dona is a farmhouse in the Siena province, 32 km from Florence. It holds a 4.7 rating across 101 reviews, drawing guests from across the Florentine and Sienese territories. Online booking is not offered; contact the property directly to check availability.
On requestSee this CasaGiga →
How to Choose a Group House near Florence
Many listings show a maximum occupancy that counts every bed in the property — including sofa beds and foldout bunks not suited to adults travelling together. Before you book, ask how many bedrooms close with a private door and whether bathrooms are en-suite or shared. A house that sleeps 14 across five bedrooms will feel very different depending on the bathroom arrangement. The advertised capacity is a ceiling; comfortable occupancy for adult groups is often 20–30 percent lower.
Tuscany's farm estates sit in working countryside where neighbours — sometimes just metres away across a shared courtyard — are permanent residents. Most houses welcome celebrations but draw a clear line at amplified outdoor music after 23:00 or large uninvited guest lists. Read the house rules carefully before you commit: some properties allow private events with advance notice and an extra fee, while others prohibit all organised parties. A misunderstanding here can result in the loss of your security deposit or early termination of the stay.
Florence's Santa Maria Novella station and Peretola airport connect to the Chianti and Val d'Elsa by motorway, but most rural properties require a car for the final stretch. Budget for one or two minivan rentals if your group is flying in together — usually cheaper than taxis and far easier to coordinate. If the house has a pool, confirm whether children are joining: Italian regulations require specific fencing and safety measures, and it is worth checking in advance exactly what the property provides.
Security deposits for large group properties typically run between 20 and 30 percent of the total rental cost, held by bank transfer or credit-card pre-authorisation. Cancellation windows are stricter than for standard apartments — expect non-refundable terms 30 to 90 days before arrival. Group travel insurance covering cancellation is strongly recommended for parties of ten or more. Ask the host in writing before arrival what constitutes a damage claim, so there are no surprises when you hand back the keys.
By occasion
Birthday Celebrations
A milestone birthday deserves a proper setting: a private pool, a long table under the pergola, and a kitchen big enough for a caterer. CasaGiga 96 in Montespertoli is the only property in this zone available for instant online booking, which matters when 14 friends are trying to lock in dates across different calendars. Its five bedrooms and generous outdoor space make it a natural choice for a landmark celebration in the Florentine hills.
Weddings & Pre-Wedding Weekends
The Chianti countryside between Florence and Siena is one of Italy's classic wedding landscapes — stone farmhouses, cypress alleys, and golden afternoon light. Farmhouse Colle, outside Poggio alla Croce, accommodates up to 18 guests and carries a 4.9 rating across 313 reviews, making it one of the most trusted houses in the zone. It suits both the full wedding party and a more intimate pre-wedding weekend, with enough space to keep celebrations entirely private.
Corporate Retreats & Seminars
Tuscany has a long tradition of mixing business with the pleasure of the table. Podere Campriano, situated in the Città Metropolitana di Firenze, pairs accommodation with a working winery and on-site cooking-class facilities — a ready-made programme for teams that want structured daytime sessions and a memorable shared dinner in the evening. For groups seeking focused off-site time without the sterility of a conference hotel, a rural farmhouse within 30 minutes of Florence is a practical and memorable alternative.
Multi-Generational Family Reunions
Reuniting three generations under one roof calls for generous indoor spaces, a pool the children can use freely, and shaded outdoor areas where older guests can sit in comfort. Agriturismo Casa Pietraia, in the Città Metropolitana di Firenze, holds a rare 5.0 rating across 106 reviews, suggesting hosts who attend to detail. Farmhouse La Sala, also in the metropolitan area and rated 5.0 from 50 reviews, is another strong candidate — both offer the unhurried setting that turns a family reunion into a lasting memory.
Frequently asked questions
What does it cost to rent a house near Florence for 20 people?+
The cheapest property in our Florence zone starts at €73 per person per night, which for a group of 20 means a nightly house rate of around €1,460. Actual costs vary by season, number of nights, and amenities included. Booking mid-week or in shoulder season — May, early June, or September — typically brings prices down 15–25 percent compared with peak July and August.
Can we host a party or play music at the house?+
Most rural properties near Florence welcome celebrations but set firm rules on outdoor amplified music — 23:00 is a common curfew, and some hosts prohibit PA systems entirely. Organised events with outside guests often require written approval and an additional fee or insurance. Always read the house rules before booking and confirm your plans in writing with the host to avoid losing your security deposit.
How does CasaGiga build its Top 10 ranking?+
The ranking is computed nightly. Houses that accept instant online bookings come first, because large groups need confirmed reservations quickly. The remainder are ordered by a combined score of verified guest rating and total review count. Hosts who display the CasaGiga ranking on their own website also earn a priority placement, which rewards transparency and active participation in the platform.
How do I book one of these houses?+
CasaGiga 96 in Montespertoli supports direct online booking with instant confirmation. For all other properties, enquire through CasaGiga: send your dates, group size, and any specific requirements, and the host will typically respond within 24–48 hours. For large groups, enquire as early as possible — especially for summer weekends and the September harvest period, when availability moves quickly.
Do we pay a tourist tax on top of the rental price?+
Yes. Tuscan municipalities levy a tourist tax (tassa di soggiorno) collected separately from the rental, usually in cash on arrival. Rates vary by municipality and accommodation category — typically €1.50 to €4.00 per person per night. For a group of 15 staying five nights, budget an additional €100–300. Confirm the exact figure with your host before arrival.
Is there a minimum number of nights for group bookings?+
Most large group properties near Florence require a minimum stay of five to seven nights in high season (June–August) and three to five nights in shoulder and low season. Some hosts set a flat seven-night minimum for all of July and August. Shorter stays are occasionally possible for last-minute slots — always worth asking, but do not rely on it when planning a group trip well in advance.
What time is check-in, and can a large group arrive late?+
Standard check-in is between 15:00 and 19:00 at most Tuscan rural properties. Late arrivals — past 20:00 — should always be arranged in advance, as hosts often live off-site and need to plan accordingly. For groups arriving by several vehicles, coordinate a single arrival window rather than a staggered one; handing over keys and walking a large group through the property takes considerably more time than a solo check-in.
What happens if our first-choice house becomes unavailable?+
Availability can change between your enquiry and the host's reply, especially in high season. If your preferred property is taken, CasaGiga will suggest comparable alternatives in the same zone. Keep a second choice ready before you start negotiating. For peace of mind, complete the booking as quickly as possible once you receive a confirmed quote — large group slots disappear faster than individual apartments.
How this ranking is made
CasaGiga's ranking is computed nightly from live booking data: online-bookable properties are listed first, then all remaining houses are ranked by a weighted score combining verified guest rating and total review volume. Hosts who display this ranking on their own website receive a priority placement bonus, creating a transparent feedback loop between CasaGiga, its partners, and future guests.
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