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Villa Rosa in Boscorotondo
Sabina Avuri, tall and thin with dark hair pulled back in a ponytail, is one of the owners of this elegant and secluded dusty-pink villa on the twisting main road through the Chianti region. Her husband, Giancarlo, is a Tuscan straight from central casting, complete with open-necked shirts, trimmed moustache, wavy gray hair swept back from a proud forehead, precise facial expressions, and a thick Florentine accent. He spends his days managing their wine bar in Florence before making the half-hour drive home to help his wife prepare four-course dinners served on the back patio ($30). The villa was built by a French expat in the early 1900s, and many of the original elements remain: octagonal red and black stone floor tiles, little sitting rooms, and terra-cotta stoves that once warmed the rooms. The Avuris have added their own touches, including TV sets here and there, canopied beds under high ceilings, funky lamps and sconces made by a local design company, and a swimming pool on the hillside under a neighbor's grapevines. Rooms 2 and 4 have French doors that open onto massive terraces with views of the forested hills across the road. No. 7, on the top floor, has vaulted beams on the ceiling, soft blue washed walls, and small windows. In spring and fall, breakfast moves from the patio to the sunken cellars that once held barrels of vin santo, Tuscany's "holy wine," so sweet it's served for dessert. Doubles $115; $141 with terrace, with breakfast, open Easter--mid-November. On the main SR 222 road south of Panzano in Chianti, en route to Radda. 011-39/055-852-577, resortvillarosa.it.
Il Poderuccio
Don't be alarmed if there's no one around when you stroll across the lawn to the check-in desk. Chances are owner Giorgio Girardi is in the back tinkering with the tractor, while his wife, Renate, is in the gardens. Il Poderuccio lies just down the road from Sant'Angelo in Colle, a hilltop medieval village in the heart of Brunello wine country. Giorgio left an international banking career to restore this abandoned farm, and is proud to have strung vines along only half of his available acreage. Locals think he's crazy to limit his production of one of Italy's most famous--and famously expensive--red wines, but Giorgio prefers keeping the operation small enough to run single-handedly. Renate has filled six large guest rooms with thoughtful touches, such as mosquito screens (rare in Italy), plenty of towels (rare everywhere), and garlands of dried lavender perched on windowsills. There are pretty nooks throughout the property--benches under shade trees, a swimming pool in the olive grove, perfect stacks of wood. Breakfast is served in the sunny front porch in cool weather and during the summer shifts to the back patio with views straight out of a Renaissance painting--distant mountains above green and gold fields striped with vines and spiked with cypress trees. Doubles $109, with breakfast, open Easter--November. Near Montalcino, 011-39/0577-844-052.
Six More Secret Hotels: For When You Want the City Experience
If "countryside retreat" sounds to you like "stranded amid the vineyards," here are some great hotels in popular Tuscan towns.
Il Giglio, Montalcino
Rooms come with wrought-iron bed frames, beamed ceilings, and fabulous countryside views, all in the heart of the hilltown that serves as capital of the Brunello region. The best wine-tasting enoteca is in the crag-top castle just around the corner. Doubles $109, $126 with breakfast. Via Saloni 5, 011-39/0577-848-167, gigliohotel.com.
La Cisterna, San Gimignano
A series of ivy-clad stone buildings, backed by a piazza and its ancient well, hold 49 rooms, the best of which have views of the town's iconic towers and the rolling countryside. Doubles $105--$156, with breakfast. Piazza della Cisterna 23, 011-39/0577-940-328, hotelcisterna.it.
Le Cannelle, Fiesole
In an Etruscan hilltown 20 minutes from Florence by bus, Sara Corsi rents airy rooms with sleigh beds in an 18th-century convent restored by her father. Doubles $146, with breakfast. Via Gramsci 52, 54, 56, Fiesole. 011-39/0555-978-336, lecannelle.com.
Mueblé Il Riccio, Montepulciano
Modern rooms with minibars and A/C are 50 feet from the town's main Piazza Grande, which is lined with Renaissance palaces and wine-tasting cellars. Owners Giorgio and Ivana Caroti are inveterate travelers themselves; ask about countryside tours in one of Giorgio's classic cars. Doubles $109, breakfast $10 extra. Via Talosa 21, 011-39/0578-757-713, ilriccio.net.
Piccolo Hotel Etruria, Siena
The Etruria's rooms are rather bland yet functional, with A/C and the best location of any hotel in town: on a side alley a mere 164 feet from Siena's central Piazza del Campo. Doubles $103, breakfast $6 extra. Via delle Donzelle 3, 011-39/0577-288-088, hoteletruria.com.
Piccolo Hotel Puccini, Lucca
Owner Paolo Moncini is friendly and helpful, and his hotel has cozy rooms that are remarkably cheap considering they're across the street from Puccini's birthplace and half a block from the main piazza. Doubles $109, breakfast $5 extra. Via di Poggio 9, 011-39/0583-55-421, hotelpuccini.com.