Pinnacles National Park which includes wild flowers

San Benito County rentals with pool

We found 6 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore San Benito County rentals with pools

Showing deals for: 13 Feb - 16 Feb

Premier Host

Fantastic Vacation Retreat, Family Reunions , and Private Pool!

Sleeps 20 · 6 bedrooms · 6 bathrooms

for 3 nights, 1 home

AU$2,430 per night

includes taxes & fees

Premier Host

Stunning wine country estate with pool, vineyard, expansive vistas & more

Sleeps 20 · 8 bedrooms · 6 bathrooms

for 3 nights, 1 home

AU$3,147 per night

includes taxes & fees

Relax on the veranda with evening lights, vineyard views and unmatched comfort

Premier Host

Welcome to the Grand Fitz Place Wine Country 6BR Retreat • Pool, Hot Tub & Views

Sleeps 15 · 6 bedrooms · 5 bathrooms

for 3 nights, 1 home

AU$2,161 per night

includes taxes & fees

Premier Host

Private Villa W/ Pool/spa, GameBarn, 4300 sq ft- Perfect for families and large groups

Sleeps 45 · 9 bedrooms · 4 bathrooms

for 3 nights, 1 villa

AU$5,212 per night

includes taxes & fees

Relaxing getaway with stunning views - private grill, jacuzzi & pool

Sleeps 8 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$1,839 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore San Benito County rentals with pools

Fantastic Vacation Retreat, Family Reunions , and Private Pool!

Stunning wine country estate with pool, vineyard, expansive vistas & more

Spacious studio in Hollister

Welcome to the Grand Fitz Place Wine Country 6BR Retreat • Pool, Hot Tub & Views

Private Villa W/ Pool/spa, GameBarn, 4300 sq ft- Perfect for families and large groups

Relaxing getaway with stunning views - private grill, jacuzzi & pool

Find spaces that suit your style

Rentals with Pool in San Benito County

Holiday Rental options in San Benito County