Checked In but Never Checked Out: Airbnbs or Staycations You’ll Think About for Weeks

Some places stay with you long after checkout—not because you left something behind (though maybe you did), but because they unlocked a new version of peace, romance, or chaos-free living you didn’t know you needed. These Airbnbs? They’re that. From heated jacuzzis to coconut tree-studded hideaways, these five listings deserve permanent residency in your headspace.
Photo Source: Airbnb
Casitas de San Vicente
📍Indang, Cavite
Spain, but make it a quick drive from Manila. Casitas de San Vicente brings old-world charm with a terracotta-tiled courtyard, colonial details, and a dipping pool made for long afternoons. The space is lush, private, and surprisingly quiet—the kind of spot where you accidentally soft-launch your new era.
Photo Source: Airbnb
Ananda Cabin at EzrA
📍Tagaytay
This is what happens when mid century design meets barefoot luxury. Warm wood interiors, a heated jacuzzi, and a private butler, all in breezy Tagaytay. Bonus: floating breakfast is included. You’re not leaving until checkout (and emotionally, not even then).
Photo Source: Airbnb
Villa Samaia
📍Bantayan Island, Cebu
This isn’t your usual resort island fantasy. It’s quieter, softer, more thoughtful. Think: tropical resort-chic interiors, your own pool, and coconut trees swaying overhead like they’re trying to hypnotize you into extending your stay (again).
Photo Source: Airbnb
Balai Cinco
📍Silang, Cavite
Balai Cinco is where your weekend barkada getaway becomes a full-blown main character moment. The massive villa is designed for big crews, bigger meals, and even bigger pool days. Did we mention the sprawling garden, full kitchen, and that clean, sleek Filipino-modern look? All that’s missing is your playlist.
Photo Source: Airbnb
Pahuwayan
📍Davao City
Somewhere between the hills and the clouds is this peaceful little escape in Davao. Pahuwayan is what happens when Balinese calm meets Filipino warmth: concrete + wood textures, an outdoor lounge deck, and a plunge pool with serious view. If you’re craving a reset, this is it.
Thumbnail Source: Airbnb
