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Holiday rentals with a pool in Santa Cruz

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Cruz

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Palmilla
4.8 out of 5 average rating, 15 reviews

Malva House, Palmilla, Santa Cruz

Casa Malva is a refuge surrounded by vineyards perfect for disconnecting from the urban rhythm and reconnecting with what really matters, offering more than 700 m² that combine modern comfort with rural charm. It has 9 rooms, a large kitchen, a quincho, a swimming pool and a pickleball court, designed to be enjoyed with friends, family or corporate groups. Just 2.5 hours from Santiago, and minutes from the best vineyards in the valley, a unique experience of nature, gastronomy and rest awaits you.

Guest favourite
An outdoor area features a shaded seating space beneath a wooden pergola, surrounded by lush greenery. A blue swimming pool is visible in the background, with comfortable furniture arranged for relaxation. The space is enhanced by vibrant plants and a varied landscape.
Guest house in Santa Cruz
4.95 out of 5 average rating, 55 reviews

Exclusivity, Security, Tranquility, Privacy

Olvídate de las preocupaciones en este gran alojamiento: Es un Oasis de Tranquilidad, Seguridad y Exclusividad. Ideal Parejas solas o con hijos Completísima Cabaña;Cama 2Plazas+2 camas singles, Aire Condicionado,TV,Wifi,Encimera, Refrigerador,Microondas,Hervidor,Ollas,Vajilla,Utensilios,jugueraTé,Café,Comedor Inter y Exterior Piscina,Tinaja🔥Quincho, Asador, mobiliario,Lindo Jardín,Árboles,Reposeras. CercanoViñas,Museos,Restaurantes,Lugares con Encanto,Historia y Tradición Chilena. Starlink 📶

Guest favourite
Cottage in Millahue
5 out of 5 average rating, 10 reviews

Casa Maly, Millahue de apalta

Casa de campo ubicada en el hermoso Valle de Apalta, reconocido destino turístico, a solo metros de Viña Montes y su destacado restaurante Fuegos de Apalta. Ubicada en un sector tranquilo, ideal para disfrutar en pareja. La casa cuenta con: Estacionamiento Piscina Amplio patio Dos bicicletas para recorrer el valle A solo 15 minutos en vehículo del Casino de Colchagua, en Santa Cruz. En el interior encontrarás: 🛏 Una habitación 🍽 Cocina completamente equipada 🚿 Baño con agua caliente

Top guest favourite
A unique cabin structure with a rounded design is surrounded by lush greenery. A wooden swing chair hangs from the side, inviting relaxation. Natural sunlight casts soft shadows, enhancing the tranquility of the outdoor space filled with diverse plants and shrubs.
Cabin in Cunaco
5 out of 5 average rating, 35 reviews

Apfel Cabins

Escape to the tourist cabins that have innovative architecture and are fully equipped and located in the commune of Santa Cruz, in the Colchagua Valley. Discover comfort in the middle of a unique, natural, country setting, immersed in an apple orchard and near the Chimbarongo estuary. We are 20 minutes from downtown Santa Cruz and close to the Valley's tourist attractions and the great vineyards. Access to the cabins is by a rural road, unpaved and accessible for any vehicle.

Guest favourite
A charming two-story house is set amidst lush greenery and landscaped gardens. The exterior features a combination of stone and stucco with a tiled roof, and large windows allow natural light to brighten the interior. Surrounding trees enhance the tranquil atmosphere.
Home in Santa Cruz
4.89 out of 5 average rating, 18 reviews

Provençal-style house

Keep it simple at this peaceful and centrally-located place. Cozy and bright country house, with an unbeatable location on the Colchagua Wine Route, just minutes from Plaza de Santa Cruz and the Museum. Close to restaurants and main vineyards. It has four bedrooms, one of them en suite, 3 bathrooms, a living room, a dining room, and two living rooms. A large garden with fruit trees, a gazebo, and a swimming pool. You can order breakfast or barbecue service separately.

Guest favourite
A charming rustic chalet is set against a backdrop of rolling hills. The exterior features wooden beams and large glass windows, allowing for plenty of natural light. A hammock, patio furniture, and decorative plants enhance the inviting outdoor space.
Cabin in Palmilla
4.96 out of 5 average rating, 54 reviews

Colchagua Chalet - Mosto Lodge

Chalet Colchagua, es un alojamiento rústico colonial inspirado en la región vinícola. Es ideal para sumergirse en el mundo de la viticultura, ya que se encuentra rodeado de viñedos, restaurantes y pura tranquilidad. En el exterior, se encuentran un quincho, una parrilla y una piscina compartida con el Chalet Colchagua. Centro Santa Cruz -25min Peralillo - 20min Jumbo - 25min Museo Cardoen - 25min Vino Bello - 20min Viu Manet - 25min Fuegos de Apalta - 30min

Superhost
Home in Santa Cruz
4.8 out of 5 average rating, 5 reviews

Loftindustrialcolchagua2

Disfruta una escapada en pareja en medio de viñedos Observa las estrellas al lado de un fogón Duerme en un viñedo y disfruta el campo chileno Paseos en caballo Paseo en bicicleta Desayuno campestre productos del campo Sumérgete en tu piscina privada mirando los viñedos Comparte con caballos ovejas gallinas Prepara tu asado en un quincho privado en medio de naranjos y vista viñedo Disfruta lo mejor del valle de Colchagua

Guest favourite
Two boutique cabins are surrounded by well-maintained gardens featuring gravel paths and greenery. A small seating area with white chairs is visible near a decorative barrel, while birch trees add to the serene outdoor ambiance.
Farm stay in Santa Cruz
4.93 out of 5 average rating, 27 reviews

Tiny Cabins N°2 (dos personas) incluye desayuno

Contamos con dos cabañas boutique premium matrimoniales para dos personas completamente equipadas , sin cocina , aire acondicionado, caja de seguridad , frigobar , secador de pelo , televisión satelita 42'l HD , wifi , asesoria turísticas cerca de restoranes y viñas de la zona . Además de una gran piscina y un excelente vino de bienvenida. INCLUYE DESAYUNO , sin servicio de mucama

Superhost
A wooden porch is lined with large glass windows, allowing for ample natural light. A few wicker chairs are positioned near vibrant flowering plants, while a grassy area extends towards distant hills, enhancing the overall serene landscape.
Home in Pichidegua
4.81 out of 5 average rating, 53 reviews

Casa de Campo

In a house in the middle of a field of mandarins and avocados. It has panoramic views of the valley, which offer incredible sunsets. It has an en-suite room with views and the rest of the beds are in a cabin on site, in the common area. It is a house designed to be together and enjoy with family or friends.

Top guest favourite
A spacious outdoor area is framed by tall palm trees, offering a lush green lawn. Two buildings are visible, with one featuring large glass doors and a covered porch. The other is a charming structure with a traditional roof, surrounded by well-maintained plants.
Home in Santa Cruz
4.97 out of 5 average rating, 100 reviews

Casa de Campo in Santa Cruz

Modern country house very close to Santa Cruz. 4 bedrooms, master bedroom en suite. Master and second bedroom with a double bed. In the second bedroom, the bed can be separated into two singles. Many walks and sights along the wine route. 5 kilometers from the square.

Top guest favourite
A modern cabin showcases sleek architectural lines with a flat roof and large windows. A welcoming entrance features a dark door framed by two small plants. Landscaped greenery surrounds the cabin, and a car is parked in the driveway, complemented by an outdoor air conditioning unit.
Cabin in Palmilla
4.98 out of 5 average rating, 64 reviews

Beautiful cabin steps away from Santa Cruz

This stylish place to stay is perfect for couples, located in a quiet setting, close to vineyards, supermarkets, just 10 minutes from downtown Santa Cruz. Cabin equipped with everything you need for a comfortable stay and for total rest at all times.

Guest favourite
An outdoor dining area is illuminated by string lights, featuring a rustic picnic table surrounded by comfortable seating. A fire pit offers warmth and a focal point in the space, complemented by a large palm tree nearby and lush green grass.
Home in Santa Cruz
4.81 out of 5 average rating, 160 reviews

Comfortable house with swimmingpool

In the middle of the wineyards under the smoke of Santa Cruz in the Colchagua valley, you find this country home with big private yard and swimmingpool. It has a terrace with a bbq and also an outside oven. Close to all the wineyard like Vui Manet.

Popular amenities for Santa Cruz rentals with a pool

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Avg. price$98 SGD$117 SGD$108 SGD$104 SGD$94 SGD$94 SGD$99 SGD$98 SGD$98 SGD$107 SGD$102 SGD$103 SGD
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Quick stats about holiday rentals with a pool in Santa Cruz

  • Total holiday rentals

    Explore 30 holiday rentals in Santa Cruz

  • Nightly prices starting at

    Santa Cruz holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Santa Cruz holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Cruz rentals

  • 4.8 Average rating

    Santa Cruz stays are highly rated by guests – averaging 4.8 out of 5!

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