- L'Antico Pozzo is a charming 15th-century townhouse in San Gimignano, with 18 romantic rooms, frescoed ceilings, four-poster beds, and courtyard breakfasts. Stay within the city walls and savor peaceful mornings before the town wakes.

Perched on a Tuscan hilltop with jaw-dropping views, San Gimignano is a UNESCO-listed gem known for its medieval towers, rich heritage, and romantic charm. It’s compact and atmospheric, which means hotels here tend to be boutique-style conversions—think elegant palazzos or cozy townhouses right in the historic center. For a more tranquil, countryside feel (and pools!), stay just outside town in beautifully restored villas and farmhouses. Whether you’re after luxury, charm, or family comfort, you’re covered here.
San Gimignano is all charm and atmosphere, with its stunning architecture, centuries-old palaces and churches filled with frescoes, and narrow, winding lanes that beg to be explored. There’s a gelateria so famous it draws crowds as big as any landmark, and the town’s packed with cozy cafes, lively bars, and inviting restaurants—perfect for settling in with an aperitivo as the world strolls past. While many just visit for the day, staying overnight lets you experience the town’s magic without the crowds, especially in the quiet, golden hours of morning and evening—and that’s when it truly shines.
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San Gimignano
A gorgeous Tuscan farmhouse B&B with its own vineyards and saffron farm. Four separate self-catering apartments occupy the farmhouse. Rustic-romantic rooms, infinity pool, tennis courts, and spectacular views of the surrounding countryside. Ideal for families and groups of friends.
San Gimignano (Tuscany)
15th Century restored townhouse with original terracotta floors, beamed ceilings and delicate frescoes throughout. Romantic bedrooms feature pastel color schemes, four posters and billowing drapes. Breakfast in bed or in the courtyard - a charming spot for romantics and local exploring.
San Gimignano
A beautiful hotel set on a Tuscan farm near San Gimignano. Rooms are tasteful and spacious with exposed wood beams and stone flooring. Lounge by the pool with vistas of sprawling Tuscan countryside or browse the vines and groves from which the hotel produces its delicious wine and olive oil.
San Gimignano
A private Tuscan estate and luxury haven set amid 750 acres of organic farmland. Sensitively restored throughout, bedrooms and suites feature original architectural details and traditional Tuscan style interiors plus stunning views. A magical spot for couples, weddings, and family holidays.
San Gimignano (Tuscany)
An eco-friendly vegan retreat tucked away in rural Tuscany. Rooms boast minimalist decor with a natural twist, featuring organic linens and sustainable materials. Guests can enjoy gourmet vegan cuisine, a serene pool, and vineyard views. A perfect slice of Italian paradise in a picturesque setting.