A couple walking hand in hand in a narrow alleyway with old buildings, laundry hanging on the sides, and a street sign that reads 'Calle'.
Living room with wooden furniture, patterned tile floor, and vintage decor, including a glass-front cabinet, wall art, and a sofa with pillows and a fur throw.
Stone house with red-tiled roof and arched windows reflected in a swimming pool, surrounded by green trees and a wooden fence.
A dining area with a wooden table set with plates, glasses, and napkins, adjacent to a kitchen with a wooden countertop, modern appliances, and a window, under a ceiling with exposed wooden beams and hanging pendant lights, with a sofa and television in the background.
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Italy Accommodations

Luxury bedroom with gold accents, ornate black headboard, chandelier, vintage furniture, and patterned curtains.

Florence and Cortona Italy

Terrace with wrought iron table and chairs, wine bottle and glasses, potted plant, on a tiled rooftop overlooking tiled rooftops and distant landscape, with cloudy sky.

Florence Accommodations

  • Modern living room with a white sofa, orange pillows, a round dining table with four white chairs, and a decorative wall with tropical leaf and bird of paradise artwork.

    Casa Gianna

    1 Bedroom flat

    Details
  • A courtyard with trees, potted plants, and a stone walkway surrounded by yellow buildings and green foliage.

    Casa Arno

    2 Bedroom Flat

    Details
  • Modern living room with a gray sofa, red armchair, small round coffee table, dining table with chairs, and staircase with gold railing against wooden slat wall featuring framed artwork. Large window with curtains and contemporary lighting.

    Casa Siena

    1 Bedroom Flat with Sofa bed

    Details
  • Modern hotel room with a large bed, blue upholstered headboard, dark curtains, a flat-screen TV, wooden desk with a lamp, books, and decorative plants.

    Casa Camilla

    1 bedroom with sofa bed

    Details

Cortona Accommodations

One-bedroom homes

Two-bedroom homes

Three and four-bedroom homes

Private Villas

  • A bedroom with a large bed, bedside table with a vase and flowers, artwork of a sunset and building on the wall, and a balcony door showing trees outside.

    Villa Luisa

    3-bedroom villa with a sofa bed

    Details
  • Stone house with shutters and vines, outdoor dining table with umbrella, lounge chairs, garden, and trees in a rural setting.

    Villa Amara

    4-bedroom villa

    Details
  • A backyard with a swimming pool, lounge chairs with a large umbrella, and a lush green landscape with trees and hills in the background.

    Villa Massimo

    2-bedroom Villa

    Details
  • Villa Lorenzo

    Villa Lorenzo

    3-bedroom luxury villa

    Details
  • Aerial view of a backyard swimming pool with a stone patio, shaded loungers with umbrellas, flower pots, and green lawn surrounding the pool area.

    Villa Carlotta

    3-bedroom villa

    Details
  • View of a small swimming pool with lounge chairs, umbrellas, and a stone archway, surrounded by green bushes and trees on a hill, with houses and a playground in the background under a clear blue sky.

    Villa Mino

    3-Bedroom Villa

    Details
  • Living room with glass doors leading to outdoor patio with patio furniture, overlooking a scenic landscape of rolling hills and trees.

    Villa Gilda

    3-bedroom villa

    Details
  • Stone house with red-tiled roof surrounded by green trees and a well-maintained lawn, with a flower bed in the foreground and a clear blue sky.

    Villa Geno

    4-bedroom villa with private pool

    Details
  • A rustic stone house with wooden shutters, surrounded by green trees and colorful potted flowers, viewed through an open wrought iron gate on a gravel driveway.

    Villa Domenica

    4-bedroom villa

    Details
  • Stone house with blue shutters and a green lawn, surrounded by trees and mountain hills in the background.

    Villa Paola

    4-bedroom luxury villa

    Details
  • Swimming pool with white lounge chairs and umbrellas, greenery on the side, rustic house in the background, blue sky with scattered clouds.

    Villa Collina

    4-bedroom villa

    Details

  • Villa Elisabetta

    4-bedroom villa

    Details
  • A large house with stone walls and large windows situated on a hillside, surrounded by trees and a well-maintained lawn, with a hot tub and outdoor seating in the yard.

    Villa Stella

    4 Bedrooms

    Details
  • A two-story house with a brick upper and white lower facade, surrounded by greenery including a cactus with yellow prickly pear fruits in the foreground. The house has brown shutters, a tiled roof, and an outdoor patio area with paving stones.

    Villa Emilia

    5-bedroom villa

    Details
  • Interior of a rustic dining room with a wooden table, chairs, a vintage armchair, a fireplace, hanging light fixtures, a vase with flowers, and an arched doorway.

    Villa Angelo

    6-bedroom villa

    Details
  • Stone house with red tile roof reflected in a pool, surrounded by green trees and a wooden fence under blue sky.

    Villa Santino

    6-bedrooms

    Details
  • A stone house with a balcony surrounded by greenery, purple and pink flowers, and two large trees with dark red leaves, under a blue sky with some clouds.

    Villa Rosa

    6-bedroom villa

    Details
  • Aerial view of a property with a large house with terracotta roof, surrounded by trees, with a swimming pool, a small white building, and a gravel driveway lined with tall cypress trees, set in a green and cultivated landscape.

    Villa Simonetta

    7-bedroom villa

    Details

  • Villa Lana

    5-bedroom Villa

    Details
  • A vibrant garden pathway with blooming roses, trees, shrubs, and a stone building under a clear blue sky.

    Villa Sebastiano

    7-bedroom villa

    Details
  • A rooftop outdoor patio with seating, tables, an umbrella, and views of a historic town with stone buildings under a cloudy sky.

    Villa Luna

    7-bedroom villa in central Cortona

    Details
  • Scenic view of a lush green hillside with scattered buildings, trees, and a swimming pool in the foreground, under a partly cloudy sky.

    Villa Giorgio

    8-bedroom villa

    Details