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Holiday rentals with a pool in Santa Rosa

Find and book unique homes with a pool on Airbnb

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
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, 339 reviews

Luxury Villa Ceibo - 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!

Superhost
A modern house features a large overhanging roof supported by stone columns. Expansive glass walls allow views of the lush surroundings, while a wooden deck and garden beds with potted plants are visible in the foreground, enhancing the connection to the outdoor environment.
Home in San José
4.89 out of 5 average rating, 203 reviews

Finca Totoro, Trails and Nature

Descubre un Refugio Natural Único en Atenas: Nuestra propiedad, situada en el corazón de la naturaleza costarricense, con una conexión directa con la historia. Aquí encontrarás un majestuoso árbol de ceiba de 800 años, un verdadero monumento natural que ha sido testigo del paso del tiempo. Este árbol imponente se alza como guardián de la propiedad, brindando sombra y serenidad a quienes lo visitan. Ven a experimentar la majestuosidad de este gigante, una experiencia que pocos pueden ofrecer.

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, 141 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
A panoramic view captures the vibrant sunset over the San Jose skyline, with colorful clouds reflecting hues of pink and orange. The city lights begin to twinkle, set against a backdrop of distant mountains and a bare tree’s silhouette in the foreground.
Guest house in San Rafael
4.99 out of 5 average rating, 115 reviews

Treetop Casita @ Earth and Sky - Costa Rica

This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super fast WIFI and a standing desk provides working travelers an ideal set up. The full kitchen is precisely stocked with everything you need to eat well on your stay. Even the shower has sweeping views.

Guest favourite
Villa in Santa Ana
4.94 out of 5 average rating, 190 reviews

Vista Oro Luxurious Villa Heated Pool 360 Views

Luxurious Mansion for a Fantastic price . Your Private Estate to enjoy,Located in the hills of Santa Ana , 25 mins from SJO airport . Perfect climate . 360 Spectacular Views Gourmet Chef Kitchen, Quality cotton linings ,beds , towels and furnishings Heated Salt Spa Pool , On Site Help ,24 hrs Security, Your Home in Paradise .10 mins Fine Dining , Supermarkets,Malls Entertainment , Private chef , Tours and driver services available .You will enjoy a Fantastic Memorable Vacation..Paradise.

Guest favourite
Flat in Santa Ana
4.9 out of 5 average rating, 118 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, 113 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
An infinity pool reflects the surrounding mountain vistas, flanked by a stone patio and decorative planters. A round stone feature is positioned on the lawn, complementing the tranquil outdoor atmosphere.
Villa in Atenas
5 out of 5 average rating, 105 reviews

Endless charm - Heart of the Central Valley

The beautiful Villa El Sueño is situated 8 minutes from the heart of Atenas and sits on a hill with expansive views of mountain ranges & the volcanoes of the central valley. It’s the perfect setting for a relaxing vacation and a great base for exploring the country. The house is a mix of Costa Rican hacienda and contemporary comfort. Carefully curated elements that are part of “Tico” culture and traditions have been incorporated to make this house a true Costa Rican experience.

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
4.95 out of 5 average rating, 104 reviews

Balcony House

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.

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, 134 reviews

Tierra Vital Athens - Villa 2

Welcome to Tierra Vital, your mountain retreat. Relax in our pool, enjoy the jacuzzi with stunning views or experience the thrill of our flying net. Located just 35 minutes from the airport and 10 minutes from downtown Athens, we offer tranquility and comfort in one place. Enjoy a walk to the beautiful nearby river, revitalize yourself with our yoga classes, or relax with a massage. Our ranch with BBQ is ideal for unforgettable moments in nature.

Guest favourite
A wooden deck features several green chairs facing expansive views of the valley and mountains. The glass doors provide a seamless connection to the indoor space, with a backdrop of a bright, partly cloudy sky.
Cottage in San Isidro
4.83 out of 5 average rating, 324 reviews

Beautiful Countryside Estate Villa · Valley View

This beautiful countryside villa, is located in a privilege location with panoramic views to Cartago Valley. We have a very big property about 2 hectares at your complete disposal, with pool, nice deck to overview the valley, inside chimney, bbq in the terrace and much more that is seating for you. The place has just been renew with new furnishings, and we have work hard to make it better so you can come and have a wonderful moments here.

Top guest favourite
A treehouse nestled among vibrant pink bougainvillea, overlooking lush greenery and distant mountains. The structure features a balcony where a person can be seen enjoying the view. Bright clouds add depth to the scenic backdrop of rolling hills.
Treehouse in Atenas
4.99 out of 5 average rating, 154 reviews

Treehouse on a Coffee Farm with Ocean View

Enjoy the authentic Costa Rican experience away from the tourist traps in a treehouse with beautiful natural views! The property is located in Atenas, just 45 minutes from San José International Airport, surrounded by rolling green hills and coffee farms and populated with plenty of wildlife. From our property, you can take in the views right from the pool, enjoy the best climate in the world, and spot a variety of animals.

Popular amenities for Santa Rosa rentals with a pool

Quick stats about holiday rentals with a pool in Santa Rosa

  • Total holiday rentals

    Explore 1,520 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 71,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 460 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,080 properties have a dedicated workspace

  • Wifi availability

    1,490 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!

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