San José Province rentals with pool

We found 292 rentals with pool — enter your dates for availability

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October 2025

November 2025

Explore San José Province rentals with pools

Premier Host

Million dollar view ! On the Beach , Private Tropical Paradise ,Tivives Playa

Sleeps 5 · 2 bedrooms · 3 bathrooms

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

Sleeps 9 · 4 bedrooms · 2+ bathrooms

Premier Host

Toucans, Mountains & Waterfalls! Jungle Villa, 5-8 BR, with full staff.

Sleeps 20 · 8 bedrooms · 5+ bathrooms

Premier Host

Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Sleeps 10 · 5 bedrooms · 4+ bathrooms

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Explore San José Province rentals with pools

Million dollar view ! On the Beach , Private Tropical Paradise ,Tivives Playa

Luxury Comfortable Villa, Outstanding Valley View!

Private Luxury Mountain Villa

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

Toucans, Mountains & Waterfalls! Jungle Villa, 5-8 BR, with full staff.

Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Find spaces that suit your style

Rentals with Pool in San José Province

Holiday Rental options in San José Province