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 $13 SGD 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

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

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!

LocationFamilyBeach

4.93 out of 5 average rating, 353 reviews

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

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.

ValueLocationCleanliness

4.83 out of 5 average rating, 142 reviews

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.

Bungalow in San Rafael

Escazú Treetop Casita: Panoramic Views & Pool

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

LocationFamilyAccuracy

4.99 out of 5 average rating, 149 reviews

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

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.

LocationValueNearby

4.94 out of 5 average rating, 148 reviews

Guest favourite

Flat in Santa Ana

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. 🌿

ValueLocationGetting around

4.9 out of 5 average rating, 144 reviews

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

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.

LocationFamilyParking

4.99 out of 5 average rating, 109 reviews

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

Casa Balcón: secluded, pool & amazing views

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.

LocationFamilyCheckout

4.95 out of 5 average rating, 120 reviews

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

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.

LocationFamilyKitchen

4.93 out of 5 average rating, 207 reviews

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

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.

FamilyValueIndoor spaces

4.99 out of 5 average rating, 161 reviews

Guest favourite

A private home is set in a lush garden, featuring a swimming pool framed by potted plants. The patio area is visible, offering seating arrangements with a covered terrace, showcasing the inviting outdoor space for relaxation and dining.

Villa

Casa Maria

Welcome to your own private oasis in Costa Rica! This beautiful home is in a guarded community that backs to an 18-hole golf course and includes a pool and a lovely private guest cottage, "La Casita". This home is also located in the Mesa Central area of Costa Rica, which is known for its fantastic weather; low humidity, the perfect temperature during the day, and a little chilly at night - no AC needed

ValueFamilyAmenities

4.94 out of 5 average rating, 175 reviews

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

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!

LocationFamilyAmenities

4.92 out of 5 average rating, 126 reviews

Guest favourite

An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.

Home in Río Oro

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

LocationValuePool

4.9 out of 5 average rating, 138 reviews