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Holiday rentals with a pool in Santa Rosa

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Santa Rosa

  • Total holiday rentals

    Explore 1,600 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 75,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    600 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 480 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wifi availability

    1,570 of Santa Rosa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa rentals

  • 4.8 Average rating

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

Top-rated rentals with a pool in Santa Rosa

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

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Guest favourite
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.96 out of 5 average rating, 140 reviews

Cheerful private 4-Bedroom Villa. Heated pool A/C

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

Top guest favourite
Two wooden chairs are positioned on a deck, facing a stunning landscape of lush green hills under a colorful sky. The view encompasses rolling mountains, with a misty ambiance adding to the tranquility of the scene.
Villa in San Mateo
4.93 out of 5 average rating, 350 reviews

Luxury Jungle Villa - Exquisite, Private, Serene

Located just one hour from San Jose airport, Chilanga Costa Rica is the perfect place to start or finish your vacation. Spend some time to slow down, unwind and reconnect with nature. Ceibo is our private, spacious luxury villa with double occupancy. We offer a swimming pool with incredible views, jungle yoga and 10 KM of walking trails. Super fast Starlink 250 Meg wifi allows you to "work from the jungle." Our cooks provide you with amazing meals made from local and farm ingredients. Visit!

Guest favourite
An expansive infinity pool reflects the sky, merging seamlessly with the lush green landscape and distant mountains. The stone patio surrounding the pool adds a natural touch, enhancing the serene ambiance. Verdant trees frame the view, contributing to the tranquil setting.
Home in Atenas
4.83 out of 5 average rating, 142 reviews

Luxury Castle, Infinity Pool & Jaw Dropping Views!

The Luxury Castle is centrally located allowing you to take in the most tourist attractions while staying in a dream home for a great price! Close to the airport, the city center, parks, public transport, the beach, and art and culture. You’ll love the Luxury Castle because of the view from the pool, location, rooftop patio deck, the ambiance, the climate (Best in the World) and the detail in the designing and building of the house.There are many amazing restaurants in town with great prices.

Top guest favourite
Flat in Escazu
4.98 out of 5 average rating, 142 reviews

Escazú Studio w/ pool, nature & spectacular views

A Cozy, Stylishly appointed Studio, tucked into a 2-Acre Estate w/ one of the most Breathtaking Views in Costa Rica. It is sanctuary for Value-Conscious Solo Travelers, Digital Nomads, Medical Tourists or a Romantic Get Away. "Earth & Sky - Costa Rica" has 3 Boutique Listings and features a Sparkling Heated Saltwater Pool, Bright Gardens and Beautiful Terraces. The "Sugar Shack" is our most Budget Friendly space - peaceful and private, but minutes away from popular restaurants and shopping.

Top guest favourite
A scenic view is captured from the property, showcasing lush greenery and rolling hills that extend towards the distant coastline. The sky is expansive, featuring soft clouds and bright blue hues, while a thatched structure stands nearby, complementing the natural surroundings.
Cabin in Jesús
4.94 out of 5 average rating, 145 reviews

Tierra Vital Atenas - Villa 2

Bienvenidos a Tierra Vital, tu refugio en la montaña. Relájate en nuestra piscina, disfruta del jacuzzi con vistas impresionantes o vive la emoción de nuestra red voladora. Ubicados a solo 35 minutos del aeropuerto y 10 minutos del centro de Atenas, ofrecemos tranquilidad y comodidad en un solo lugar. Disfruta de un paseo al hermoso río cercano, revitalízate con nuestras clases de yoga, o relájate con un masaje. Nuestro rancho con BBQ es ideal para momentos inolvidables en la naturaleza.

Guest favourite
Flat in Santa Ana
4.9 out of 5 average rating, 136 reviews

Peaceful Urban Escape • 1BR

✨ Welcome to Peaceful Urban Oasis — your cozy modern retreat of comfort and style! ✨ Relax in our bright one-bedroom apartment with pool, gym, and beautiful and tranquil garden. Enjoy super-fast WiFi, cable TV, a full kitchen, and in-unit laundry. Located in a safe, vibrant neighborhood within walking distance of restaurants, supermarkets, pharmacies, and shops — yet tucked away in a quiet area for restful nights. Perfect for business travelers, solo adventurers, couples, and families. 🌿

Guest favourite
A large, inviting pool is surrounded by lush greenery and colorful plants. Comfortable lounge chairs are positioned under umbrella shade near the pool. A covered patio area with a dining setup is visible in the background amidst the vibrant garden setting.
Flat in Ciudad Colón
4.88 out of 5 average rating, 119 reviews

Villa Kandelaria - A/C, Large Pool & Lush Gardens

Enjoy the experience of being surrounded by a lush garden full of colorful plants and palms. You will forget that you are close to the city when you stay in this one of a kind property. Enjoy the pool and ranch during your free time and you can even have fresh fruits off the trees. Villa KANDELARIA is a brand new unit perfect for the guest that needs to get away but still has nearby everything from the local health clinic, restaurants and grocery store. Perfect to work and enjoy paradise.

Top guest favourite
A contemporary cabin sits on a lush, green hillside, surrounded by trees and natural landscape. The structure features large glass windows, allowing for abundant natural light. The sun casts a warm glow over the scene, enhancing the serene and peaceful mountain setting.
Cabin in Santa Eulalia
4.96 out of 5 average rating, 112 reviews

Casa Balcón

Off-grid cabin in Costa Rica mountaintop. Disconnect from it all in this unique, secluded, off-grid home with spectacular views of the Central Valley and 4 of its surrounding volcanoes. Just a 40 minute drive from SJO airport and on the way to some of the most famous beaches, you can experience beautiful hiking trails, bird watching and taking a dip in the private pool, all in the comfort of this cabin which is completely powered by solar energy and supplied by well water.

Guest favourite
A modern home with large glass windows is positioned atop a hillside, surrounded by lush greenery. A sparkling pool occupies the foreground, while a landscaped area with palm trees and shrubs frames the space, leading up to the entrance of the house.
Villa in Grecia
4.95 out of 5 average rating, 109 reviews

Beautiful Mountain Views with Pool & A/C near SJO

Escape to our luxurious Costa Rican sanctuary! Immerse yourself in mountain-view bliss at our modern home with a sparkling pool and exclusive clubhouse. Just 35-40 min from the SJO airport, discover the ultimate in comfort with six air- conditioned bedrooms, seven beds, two living rooms, and more. Marvel at breathtaking 270-degree mountain views. Unwind in privacy and serenity. Book now for an unforgettable tropical experience for you and your family in Costa Rica.

Guest favourite
An aerial view reveals a private pool surrounded by lush greenery, with lounge chairs positioned nearby. The outdoor area is well-maintained, featuring pathways leading to the nearby buildings and shaded by mature trees.
Guest house in Guácima
4.93 out of 5 average rating, 196 reviews

Guacima Escondida Standard Room

This charming second-floor apartment offers a peaceful retreat in a lush, green setting while keeping you close to all conveniences. Just 500 meters away, you’ll find local stores for your everyday needs, and the property includes a private parking space for your comfort. Inside, enjoy a private bathroom, a fully equipped kitchen, and ample storage with a closet. The apartment also features a TV and A/C to make your stay relaxing and enjoyable.

Guest favourite
The entrance of the mansion features a circular driveway enhanced by a central fountain, surrounded by landscaping and soft evening lighting. The façade showcases warm colors, with windows gently illuminated as the sun sets on the horizon.
Villa in San José
4.84 out of 5 average rating, 193 reviews

Exclusive Tuscan Mansion in CR

Our Italian-Styled mansion is nestled among a lush mango-tree forest in gorgeous Santa Ana only 20min from airport. Features: - Indoor Pool (Heating Upon Request $100 extra per day and requires 24 hours of heating prior to use) - 6 Bedrooms - 6 Bathrooms - Large Living Areas - 5 min from highway 27 to beaches & rainforests - 15 min from Escazu and CIMA Hospital - 24/7 armed security - Huge Green Areas Heavenly!

Top guest favourite
An outdoor patio area is presented with a spacious table surrounded by black and white chairs. A small pool is visible in the corner, with textured walls and lights illuminating the space. The scene is complemented by greenery in the background.
Home in Río Oro
4.93 out of 5 average rating, 121 reviews

Casa Delios, Luxury Near the Airport, Private Pool

Relax with the whole family at this peaceful place to rest inside a gated community with all the amenities needed for a pleasant and restful stay. We guarantee a outstanding service and that we will deliver our house to fullfil your expectations. This house is in a gated community with a 24/7 maintenance and security. We hope to have the great pleasure to host you and your family and friends!

Popular amenities for Santa Rosa rentals with a pool

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