For travelers who move by feeling, farm to table meals, and the gentle rhythm of the hills.
The Best Vacation Rentals in Tuscany for 2026, Curated by The Revel Stay
Our edit of the best vacation rentals in Tuscany is shaped by the land itself, a region where slow living still feels instinctive. These stays invite you into a gentler rhythm, from restored farmhouses wrapped in olive trees to contemporary villas framed by vineyard light. Expect terracotta tones, linen textures, seasonal cooking, and gardens that draw you outside from morning to dusk. Each home offers its own sense of presence, a place to breathe deeper and settle into something quieter. This is Tuscany held close, thoughtful, rooted, and deeply felt.
01. Tuscan Haven
Near Siena, Tuscany
2 guests // 1 bedroom // 2 beds // 2 bathrooms
Why this stay stands out
Light pours through the glass pavilion and stretches across stone floors that once belonged to a 12th century watchtower. Tuscan Haven feels sculpted by both history and horizon, a quiet perch above olive groves and winding hillsides. The contemporary lines of the pavilion soften into the landscape, creating a gentle balance between old and new. With views that shift in tone throughout the day, this villa offers one of the best vacation rentals in Tuscany for travelers drawn to stillness, architecture, and open sky.
Life inside this home
The rhythm here is unhurried. Slide open the glass walls and let the breeze move through the room as the hills settle into view. Afternoons drift easily between the oxygen cleaned pool and shaded corners of the terrace, each one offering a slightly different way to feel close to the land. Evenings are quiet, marked by soft light on the tower’s stone and a sense of being tucked away from the world. It is a place that invites presence rather than plans.
A landscape made intimate
02. Beautiful tuscan country house
Buonconvento, Tuscany
8 guests // 5 bedrooms // 5 beds // 3 bathrooms
Why this stay stands out
Terracotta floors, timber beams, and soft country light shape the character of this restored farmhouse, known locally as Poggio dell’amore. The house sits gently among olive trees and open fields, with long views rolling toward the Crete Senesi. Its rooms are simple and thoughtful, designed with warm textures and handcrafted details that feel true to place. The garden flows into a wide pool set on a small rise, a calm vantage point for taking in the landscape. It is one of the best vacation rentals in Tuscany for travelers who want space, quiet, and an authentic sense of rural life.
Life inside this home
Days fall easily into a quiet rhythm here. Gather in the open ground floor to cook, read, or drift between the garden and the shaded dining table under the oaks. The bedrooms carry a soft hush, each one touched by morning light and faint countryside sounds. Afternoons are often spent near the pool, where the hills move slowly in and out of view. Evenings settle around shared meals, long conversations, and the feeling that time stretches just a little more generously in this corner of Tuscany.
A home made for lingering
03. Podere la Piscina Termale – RestArt
San Casciano dei Bagni, Tuscany
12 guests // 6 bedrooms // 7 beds // 6 bathrooms
Why this stay stands out
Stone walls, soft arches, and warm rural light define this restored Tuscan podere, set just outside San Casciano dei Bagni. The house unfolds across generous rooms, each one shaped by natural textures, handcrafted details, and a quiet sense of ease. Its thermal pool is fed by natural spring water between 38 and 40 degrees, creating a calm, mineral warmth that feels deeply restorative. With a gym, sauna, and two lounges anchored by a wide hearth, it is one of the best vacation rentals in Tuscany for slow days and unhurried gatherings.
Life inside this home
Life here moves gently. The morning air is cool on the terraces, and the scent of cypress drifts across the garden. Inside, the house carries a grounding stillness, whether you are lingering in the kitchen, reading by the fire, or slipping into the thermal pool as the hills turn gold. Even with a full group, the layout gives everyone space, moments of privacy, and long shared hours around the table. This is a home that invites you to settle in, rest, and stay a little longer.
A villa made for slowing
04. Architectural Narrative
Montisi, Tuscany
4 guests // 2 bedrooms // 2 beds // 2 bathrooms
Why this stay stands out
Set between olive groves and low green hills, this sculptor-designed conversion brings a rare architectural clarity to the Tuscan countryside. The former warehouse is now an open, light-filled retreat with crittall-style windows that frame vineyards and the distant silhouette of Montelifrè Castle. Textures are central here, from the cool stone fireplace to curated artworks placed with intention. Minimal bedrooms, crisp linens, and antique accents create a balance between past and present, making this one of the best vacation rentals in Tuscany for design-minded travelers seeking quiet beauty.
Life inside this home
Days unfold in a gentle rhythm. Sun collects on the terrace, drifting into the open living space through wide panes of glass. The long lap pool invites slow swims, while the sauna offers a warm pause before evenings spent around the fire. Wine bought in Montepulciano rests in the cellar until the moment feels right. Nothing is rushed. With views stretching across vineyards and ruined stone, this home encourages a sense of presence, as if the landscape itself is keeping time.
Where architecture meets calm
05. The Farmhouse Cottage
Castellina in Chianti, Tuscany
8 guests // 4 bedrooms // 5 beds // 2 bathrooms
Why this stay stands out
Set among vines and olive trees just outside Castellina in Chianti, this restored farmhouse feels like the Tuscan countryside you imagine, only quieter. High ceilings, terracotta floors and twin stone fireplaces give the rooms a grounded warmth, while the covered terrace and private garden pull life outdoors. From the hilltop pool you look over ordered rows of vines and soft hills fading into blue. It is one of the best vacation rentals in Tuscany for travelers who value stillness and simple beauty.
Life inside this home
Days here stretch out gently. Light moves across the long kitchen table, past bowls of fruit and open bottles of local Chianti. Some hours belong to the pool, others to reading under the oaks while children drift between garden, terrace and fire pit. You can wander along the old Via Francigena straight from the drive, then return to a simmering pot on the stove. Evenings tend to gather on the balcony, where conversation lingers long after the sky turns dark.
Olive groves, firelight, deep calm
06. LaQuerciaEstate -Quintessential Italian Experience
Impruneta, Tuscany
8 guests // 4 bedrooms // 7 beds // 4 bathrooms
Why this stay stands out
La Quercia Estate carries the quiet beauty of a 17th century villa, paired with the ease of a modern retreat. Terracotta floors, timber beams and an old stone façade set the tone, while each bedroom brings contemporary comfort with soft palettes and thoughtful details. Outside, views open to rolling hills lined with olive trees and vines, and the saltwater pool sits just below a centuries old oak. It is one of the best vacation rentals in Tuscany for travellers seeking calm, craftsmanship and a deeper sense of place.
Life inside this home
Life unfolds slowly here. Mornings drift from the shaded porch to the garden, where the air is scented with rosemary and warm earth. Days often settle around the pool or under the oak, with long conversations and the sound of cicadas carrying across the hills. Evenings are for cooking together or welcoming a meal made with produce from the estate, followed by wine from the family vineyard. The atmosphere is gentle, intimate and rooted in the rhythm of the countryside.
Olive groves, quiet moments
07. Thermae
Hills outside Florence, Tuscany
4 guests // 2 bedrooms // 2 beds // 2 bathrooms
Why this stay stands out
Set in a sixteenth century building in the hills above Florence, Thermae feels part gallery, part sanctuary. Stone arches, vaulted ceilings and original brickwork frame a quietly futuristic interior, where lighting, sound and climate are all finely tuned. The heart of the home is the hidden pool, tucked beneath a trapdoor in the old vaults, glowing softly like a secret grotto. With long views over the countryside and easy access into the city, it captures what the best vacation rentals in Tuscany are really about, character and immersion.
Life inside this home
Life here flows between light and shadow. Mornings open in the vast living space as sun spills through tall windows and picks up the textures of stone and polished concrete. Afternoons lend themselves to slow hours in the thermal pool below, steam rising against the curved ceiling while the world stays far away. Evenings are for wandering out to nearby trattorie or staying in with music low and lights dimmed. It feels cinematic yet deeply private, like staying inside a story.
A cinematic Tuscan hideaway
08. The Olive Tint
Hills above Radda in Chianti, Tuscany
8 guests // 4 bedrooms // 4 beds // 4 bathrooms
Why this stay stands out
Set on a quiet hillside with long views over vines and olive groves, The Olive Tint brings together rustic architecture and a soft, contemporary ease. Stone walls, timber beams and lime-washed tones create a calming backdrop, while the infinity pool feels suspended above the landscape. The chef’s kitchen is designed for slow Tuscan cooking, its windows framing the countryside like a painting. It is a thoughtful base for families, and one of the best vacation rentals in Tuscany for those who want nature, space and quiet beauty.
Life inside this home
Days settle into an easy rhythm here. Light moves gently across the terrace, warming the stone underfoot as you drift between the pool and the shaded dining area. Inside, rooms feel grounded and serene, each one opening to glimpses of cypress and sky. Evenings often lead outdoors, where dinner is unhurried and the hills fade into soft blue. With the villages of Radda and Volpaia close by, life here balances seclusion with the simple pleasure of wandering out when you feel like it.
Olives, light and quiet moments
09. Borgometato – Oliveta
Metato, Versilia Hills, Tuscany
5 guests // 3 bedrooms // 3 beds // 2 bathrooms
Why this stay stands out
Perched high above the Versilia coastline, Oliveta feels like a small Tuscan dream pulled into focus. Stone walls, terracotta floors and timber beams are softened by linen sofas, warm lamplight and shelves of well loved objects. Terraced gardens spill down the hillside, with two small pools tucked under the olive trees and a panoramic hot tub that looks from valley to sea. It is one of the best vacation rentals in Tuscany for travellers who want mountain silence, long views and thoughtful design in equal measure.
Life inside this home
Life here follows the slope of the hill. Mornings start slowly on the pergola terrace, coffee in hand, watching light move across the valley and the distant strip of sea. Afternoons are for dipping in the stone pools, reading in the shade or walking up to greet the donkeys with apples. Evenings drift into long dinners outdoors, the village bell marking the hours while the garden gathers the scent of herbs and woodsmoke. At night, the hot tub becomes a quiet front row seat to the stars.
Mountain air, salt horizon, stillness
