Temperatures are cooling, and it's a great time to come out on top – the rooftop, that is. These BoutiqueHomes are ready to show you some cottony clouds, sparkling skylines and new points of view that will inspire you to reach higher.
FORTE SEA HOUSE, SICILY, ITALY
Feeling above it all is easy at this former fisherman's house in the UNESCO-designated heart of Syracuse. With two living spaces surrounding a rooftop terrace, it was designed for lovers of golden hours, sea breeze and crisp glasses of white.
The sheltered rooftop terrace and pool of this restored 17th-century stone dwelling is a bit of a wonderful anomaly in the area. No wonder it was nominated by Archilovers among the 1,000 best projects in the world.
CASA CAIADAS - OPEN HOUSE, ÉVORA, PORTUGAL
This three-story guest house in vibrant Arraiolos is crowned with a large perch for enjoying the year-round sunny weather. From its sparkling blue pool, you can see one of Alentejo's most iconic images: a blanket of terracotta roofs ascending toward the sky.
Bring your bathing suit and enjoy a dip on the sunnier side of things, while taking in the lovely sea views of the Algarve at this strikingly minimalist design villa. Its geometrically composed rooftop is a drone's (and vacationer's) dream.
IMEROVIGLI VILLA, SANTORINI, GREECE
Saying this villa has sea views seems to be putting it mildly: its milky-white rooftop juxtaposed with the sapphire water and caldera views are jaw-dropping reminders of Mother Nature's indelible handiwork.
TOLO HOUSE, CERVA, PORTUGAL
We love a home that unfolds along the earth, and this holiday rental in Portugal takes magnificent shape doing so. In fact, with its peaceful outdoor terraces, rambling gardens and glowing plunge pool, we'd follow it anywhere.
For more remarkable rooftops, first floors, basements, and even gardens, browse our collection of vacation home rentals and small hotels here.