Countryside Classic01
Casa LiliaChianti · 8 guests · 4 bedrooms
From €4,500 / week
Panoramic view · Olive grove
Pool: Its own fenced saltwater pool (9 × 4 m, 1.3 m deep) in a private garden
Villas in Tuscany with private pools.
All 39 villas here have a pool for their own guests. Most pools open from May to late September and heated ones from April to October; sizes range from the classic 8 × 4 metres to 25-metre infinity pools. For children or an autumn stay, we confirm fencing, opening dates and heating for your dates.
39 villas
Historic Estate02
Villa San BartolomeoMontepulciano · 12 guests · 6 bedrooms
From €13,125 / week
Spa · Infinity pool
Pool: 25-metre outdoor infinity pool
Historic Estate03
Villa LenkaLucca & Garfagnana · 14 guests · 7 bedrooms
From €15,000 / week
Fully staffed · Private chef
Pool: Private floodlit pool (20m × 10m)
Countryside Classic04
Villa AgrestoCastiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Spa · Heated pool
Pool: Heated private pool and outdoor Jacuzzi
Countryside Classic05
Villa ElleSiena · 24 guests · 12 bedrooms
From €13,503 / week
Panoramic view · Pizza oven
Pool: Private pool, 16 m
Restored Borgo06
Borgo BernardiniLucca & Garfagnana · 24 guests · 12 bedrooms
From €23,200 / week
Fully staffed · Private chef
Pool: Private floodlit pool (18m × 8m)
Countryside Classic07
Villa OlivieraCastiglion del Bosco · 6 guests · 3 bedrooms
From €77,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Infinity pool · Heated pool
Pool: Heated infinity pool
Historic Estate08
Casale di Sant'AndreaCortona · 12 guests · 7 bedrooms
From €20,700 / week
Private chef · Infinity pool
Pool: Private heated infinity pool (12 × 6 m, 1.4–2.4 m deep)
Countryside Classic09
Villa MatteucciLucca & Garfagnana · 14 guests · 7 bedrooms
From €12,000 / week
Fully staffed · Private chef
Pool: Private floodlit pool (12m × 6m); private lake
Countryside Classic10
Villa Casa del FiumeCastiglion del Bosco · 8 guests · 4 bedrooms
From €70,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Pizza oven
Pool: Heated private pool
Countryside Classic11
Casa dell'ErtaChianti · 14 guests · 7 bedrooms
From €7,810 / week
Spa · Infinity pool
Pool: Private fenced infinity pool (11 × 4 m, 1.4 m deep, chlorine-free)
Wellness Estate12
Tenuta La BarricaiaVal d'Orcia · 26 guests · 13 bedrooms
From €22,344 / week
Spa · Infinity pool
Pool: Private infinity pool (15 × 5 m)
Countryside Classic13
Villa BiondiCastiglion del Bosco · 10 guests · 5 bedrooms
From €112,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Working vineyard
Pool: Heated private pool
Historic Estate14
Borgo delle VigneChianti · 22 guests · 9 bedrooms
From €11,160 / week
Heated pool · Cinema room
Pool: Private 12 x 7m heated pool, salt-water chlorination, Roman-step entrance
Wellness Estate15
Villa Il CelleseChianti · 19 guests · 10 bedrooms
From €59,500 / week
Private chef · Spa
Pool: Two pools: a long outdoor pool looking over the vineyards to Castellina in Chianti
Historic Estate16
Villa CastellaroChianti · 13 guests · 7 bedrooms
From €8,500 / week
Private chef · Heated pool
Pool: Private pool (15 × 7 m, 1.2–1.4 m deep) in the olive grove, heatable on request
Historic Estate17
Villa CastelloCastiglion del Bosco · 6 guests · 3 bedrooms
From €84,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Infinity pool · Heated pool
Pool: Heated infinity pool
Countryside Classic18
Casa PernicellaChianti · 6 guests · 3 bedrooms
From €3,870 / week
Infinity pool · Heated pool
Pool: Private heatable saltwater infinity pool (10.35 × 3.5 m, 1.4 m deep)
Historic Estate19
Casale GherardiChianti · 18 guests · 9 bedrooms
From €20,300 / week
Working vineyard · Panoramic view
Pool: Infinity pool
Countryside Classic20
Villa del FattoreLucca & Garfagnana · 15 guests · 8 bedrooms
From €15,000 / week
Private chef · Frescoed interiors
Pool: Private floodlit pool (16m × 8m)
Countryside Classic21
Villa ChiusaCastiglion del Bosco · 8 guests · 4 bedrooms
From €94,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Infinity pool · Heated pool
Pool: Heated infinity pool
Historic Estate22
Villa Poggio d'OroMontalcino · 24 guests · 12 bedrooms
From €30,730 / week
Panoramic view
Pool: 15-metre pool
Countryside Classic23
Il FrantoioLucca & Garfagnana · 8 guests · 4 bedrooms
From €7,500 / week
Private chef · Olive grove
Pool: Private floodlit pool (8m × 4m, heatable on request)
Countryside Classic24
Villa GauggioleCastiglion del Bosco · 8 guests · 4 bedrooms
From €98,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Gym
Pool: Heated private pool
Countryside Classic25
Casale OlivaioChianti · 10 guests · 5 bedrooms
From €6,699 / week
Panoramic view · Olive grove
Pool: Private salt-chlorinated pool (about 12 × 6 m, up to 1.6 m deep)
Design Villa26
Podere MastrojanniMontalcino · 8 guests · 4 bedrooms
From €24,500 / week
Working vineyard · Pizza oven
Pool: 39 x 16 ft pool, its shape and tones echoing Sant'Antimo Abbey
Restored Borgo27
Casale La PergolaCastelfalfi · 6 guests · 3 bedrooms
From €84,000 / week
Pool: Private pool
Historic Estate28
Villa della CappellaCortona · 18 guests · 9 bedrooms
From €10,150 / week
Private chapel · Frescoed interiors
Pool: Private
Historic Estate29
Villa ControniLucca & Garfagnana · 24 guests · 12 bedrooms
From €22,000 / week
Fully staffed · Private chef
Pool: Private floodlit pool (18m × 8m), walled garden
Historic Estate30
Dimora Ghirlandaio EstateDimora Ghirlandaio · 37 guests · 20 bedrooms
From €91,000 / week
Fully staffed · Private chef
Pool: Outdoor pool
Countryside Classic31
Casa FaraoniaChianti · 6 guests · 3 bedrooms
From €3,870 / week
Panoramic view · Pizza oven
Pool: Private saltwater pool (9.7 × 2.7 m, 1.4 m deep)
Wellness Estate32
Tenuta Belvedere EstateChianti · 26 guests · 13 bedrooms
From €67,900 / week
Private chef · Spa
Pool: Private panoramic saltwater pool
Contemporary Masterwork33
Villa FarfallaLucca & Garfagnana · 14 guests · 6 bedrooms
From €19,000 / week
Private chef · Panoramic view
Pool: Panoramic pool (26m × 5m)
Countryside Classic34
Villa Sant'AnnaCastiglion del Bosco · 10 guests · 5 bedrooms
From €101,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Pool: Heated private pool
Countryside Classic35
Casale I BianchiCastelfalfi · 10 guests · 5 bedrooms
From €126,000 / week
Heated pool · Working vineyard
Pool: Private heated pool
Historic Estate36
Argentaia EstateMaremma · 18 guests · 9 bedrooms
Price on enquiry
Fully staffed · Private chef
Pool: Heated saltwater infinity pool, 30 × 5 m
Countryside Classic37
Villa StabbiCastiglion del Bosco · 11 guests · 6 bedrooms
From €108,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Panoramic view
Pool: Heated private pool
Countryside Classic38
Villa OddiCastiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Pool: Heated private pool, outdoor Jacuzzi and a tennis court
Countryside Classic39
Villa AlbaCastiglion del Bosco · 6 guests · 3 bedrooms
From €63,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool
Pool: Heated private pool
Compare private pools at four Tuscany villas
These descriptions come from the current villa catalogue. Use them to shortlist, then confirm the remaining details for your dates.
Villa San Bartolomeo
Montepulciano · Sleeps 12 · 6 bedrooms
- Published pool details
- 25-metre outdoor infinity pool with panoramic lounge, plus an indoor pool heated to 38°C with hydromassage in the private wellness centre
- What to confirm
- Confirm outdoor heating separately from the heated indoor pool, plus seasonal opening dates and wellness access.
Villa Elle
Siena · Sleeps 24 · 12 bedrooms
- Published pool details
- Private pool, 16 m
- What to confirm
- Request pool width, depth, entry details and heating arrangements; the published length does not answer these questions.
Villa Controni
Lucca & Garfagnana · Sleeps 24 · 12 bedrooms
- Published pool details
- Private floodlit pool (18m × 8m), walled garden
- What to confirm
- Confirm pool access and any separate enclosure. A walled garden does not establish a fenced pool.
Villa della Cappella
Cortona · Sleeps 18 · 9 bedrooms
- Published pool details
- Private, set within a 7,000 sqm fenced park, with a jetted jacuzzi alongside
- What to confirm
- Request pool dimensions, heating details and photographs of the pool boundary. The fenced park is not confirmation of a pool fence.
Planning a gathering? Our large-villa comparison looks at bedroom layouts, en-suite bathrooms and spaces to eat together.
Pool weather runs from May to September; see Tuscany in June for the season at its best, or when to come to compare seasons. For shoulder-season stays, read our October guide and confirm the villa’s pool arrangements for your dates.
Why the pool shapes a Tuscan villa holiday
In July and August, Tuscan afternoons regularly reach 32 to 35°C, and the pool is what makes those hours enjoyable. The day organises itself around it: a town or a winery in the morning, a long lunch, the afternoon at the water and dinner on the terrace as the light goes.
For a large party, look beyond the water itself: enough loungers and shade for everyone, a bathroom nearby and an easy route from the bedrooms. A generous pool does not guarantee that the whole group can sit comfortably around it.
Pool sizes, heating and access
Most Tuscan villa pools measure about 8 × 4 to 10 × 5 metres; a 6 × 3 metre pool looks fine in photographs but feels small with eight people around it. Several pools in this collection are far larger, from Villa Elle's 16 metres to Villa San Bartolomeo's 25-metre infinity pool. Ask for the width, depth and type of entry if laps or step access matter to your group.
Heating extends the season into April and October, but it is a separate question from the opening dates, and it can cost extra. Check whether heating applies to the outdoor pool or an indoor one, as at Villa San Bartolomeo, and whether it will be running during your stay.
For young children, the pool boundary matters more than the garden boundary. Villa della Cappella has a fenced park and Villa Controni a walled garden; neither description on its own means the pool is fenced, so we confirm gates and access with current photographs.
Where the pool villas are, region by region
Chianti has the widest choice of the classic family pool on a stone terrace among olives and vines. The Val d'Orcia is where pools become more dramatic, with infinity edges looking over open valleys. The Maremma pairs a private pool with beaches nearby, which suits mixed-age groups. Around Lucca, pools sit in walled gardens and parkland, and some are large: Villa Controni's is 18 × 8 metres.
Choose the area for the towns and activities on your itinerary, then compare the individual pools. Villa Controni is a Lucca-area option, Villa Elle a Siena-area base and Villa San Bartolomeo a stay near Montepulciano.
What to confirm before booking a villa with a pool
Pool cleaning is usually included, typically weekly, with more frequent service at larger estates. Send your dates, the number of guests and children's ages, and ask for the pool's length, width and depth, steps or ladder, opening dates, heating and any extra charges.
For an autumn stay, a heated or indoor pool and comfortable indoor living rooms matter as much as the view. For a birthday or family reunion, confirm dining capacity and event permission separately: a large pool terrace does not by itself mean an event is allowed.
By region: Chianti for the widest choice, the Val d’Orcia for infinity edges, the Maremma for pool and beach in one week, or villas near Lucca for walled-garden pools.
Frequently asked
- Are the pools private?
- Yes. Every villa on this page has a pool for its own guests; houses that share a pool are left off. On larger estates such as Castiglion del Bosco or Castelfalfi you may also have access to estate facilities, so confirm which pool is yours alone when you book part of an estate.
- When are the pools open?
- Most villa pools in Tuscany open from May to late September; heated pools usually extend the season from April into October. Opening dates are set by each villa, so confirm them for your stay, especially in April or October.
- Are the pools safe for young children?
- Some are fenced and some are not, so tell us the children's ages and we will shortlist accordingly. A fenced park or walled garden, as at Villa della Cappella and Villa Controni, is not the same as a fenced pool; we will send current photographs of the pool boundary and gates before you book. Children always need adult supervision around water.
- How big are the pools?
- The typical Tuscan villa pool is about 8 × 4 to 10 × 5 metres, comfortable for a group of eight to twelve. In this collection several are much larger: Villa Elle's pool is 16 metres, Villa Controni's 18 × 8 metres and Villa San Bartolomeo's outdoor infinity pool 25 metres. Where a listing gives only a length, ask for the width and depth.
- How warm is the water, and are any pools heated?
- Unheated pools in Tuscany are typically around 26 to 28°C by mid-July and noticeably cooler in May, June and late September. Heated pools make April and October swimmable; Villa San Bartolomeo also has a heated indoor pool alongside its outdoor infinity pool. Heating can carry an extra charge, so confirm which pool is heated and the cost for your dates.
- Which villas have a heated pool?
- 19 villas on this page list a heated pool: Villa San Bartolomeo, Villa Agresto, Villa Oliviera, Casale di Sant'Andrea, Villa Casa del Fiume, Tenuta La Barricaia, Villa Biondi, Borgo delle Vigne and 11 more. Heating makes April and October swimmable; ask whether it carries an extra charge for your dates.
- Which villas have an infinity pool?
- 10 villas on this page have an infinity pool: Villa San Bartolomeo, Villa Oliviera, Casale di Sant'Andrea, Casa dell'Erta, Tenuta La Barricaia, Villa Castello, Casa Pernicella, Casale Gherardi and 2 more.