
Vacation rentals with a pool in San Jose
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Jose
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for San Jose rentals with a pool
House rentals with a pool

Love Nest in Uvita | 180° Ocean Views

Casa Luna FULL HOUSE sleeps 10 w/ Private Pool

Casa Libelula ! Private pool, gated community

Romantic Luxe Oceanview 5 Acre Estate - Concierge

Finca Totoro, Trails and Nature

Casa Palmeras Sea View Vacation Home

Summer Special! Your escape into the jungle!

Manuel Antonio Beachfront! Private Pool 2 bedroom
Condo rentals with a pool

URBN-Escalante apartment with parking

Concrete Jungle Experience 25th Floor Secrt Sabana

Luxury Apartment, San José, La Sabana, Del Lago

Full Equipped Studio with AC and King Bed

Urbn Escalante Downtown View

Luxury SkyView Apartment 2BR

Comfortable apartment in upscale neighborhood

Modern & bright Studio at ARBOREA Flats Santa Ana
Other vacation rentals with a pool

WoodRechelle:Cozy, Elegance

Amazing Penthouse in San José

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Modern 2BR Jungle Villa | Pool + Wildlife Views

Eco Modern Apartment with views + AC/Parking

Urban Lux Stay w/ Mountain View w AC+Pool+Parking

Aura-Cozy Apt Near Airport&Sabana-AC-Free Parking

Brand new cosy loft. 3 min from SJO airport
Destinations to explore
- Hotel rentals San Jose
- Fitness-friendly rentals San Jose
- Rentals with an EV charger San Jose
- Loft rentals San Jose
- Smoking-friendly rentals San Jose
- House rentals San Jose
- Cottage rentals San Jose
- Bungalow rentals San Jose
- Rentals with a kayak San Jose
- Rentals with outdoor seating San Jose
- Bed and breakfasts San Jose
- Rentals with a hot tub San Jose
- Rentals with lake access San Jose
- Family-friendly rentals San Jose
- Pet-friendly rentals San Jose
- Tiny house rentals San Jose
- Earth house rentals San Jose
- Villa rentals San Jose
- Rentals with beach access San Jose
- Rentals with a washer and dryer San Jose
- Campsite rentals San Jose
- Apartment rentals San Jose
- Rentals with a firepit San Jose
- Dome rentals San Jose
- Serviced apartment rentals San Jose
- Condo rentals San Jose
- Treehouse rentals San Jose
- Rentals with a patio San Jose
- Beachfront rentals San Jose
- Guesthouse rentals San Jose
- Townhouse rentals San Jose
- Rentals with a home theater San Jose
- Waterfront rentals San Jose
- Rentals with a fireplace San Jose
- Aparthotel rentals San Jose
- Shipping container rentals San Jose
- Nature eco lodge rentals San Jose
- Chalet rentals San Jose
- Boutique hotel rentals San Jose
- Private suite rentals San Jose
- RV rentals San Jose
- Ski-in/ski-out rentals San Jose
- Rentals with breakfast San Jose
- Beach house rentals San Jose
- Rentals with a sauna San Jose
- Cabin rentals San Jose
- Luxury rentals San Jose
- Farmstay rentals San Jose
- Rentals with pools Costa Rica
- Things to do San Jose
- Food and drink San Jose
- Nature and outdoors San Jose
- Sports activities San Jose
- Art and culture San Jose
- Things to do Costa Rica
- Wellness Costa Rica
- Sports activities Costa Rica
- Nature and outdoors Costa Rica
- Food and drink Costa Rica
- Tours Costa Rica
- Sightseeing Costa Rica
- Art and culture Costa Rica