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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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Superhost
Apartment in Rohrmoser
4.83 out of 5 average rating, 108 reviews

Green Sky, Parking, WIFI, Pool, Gym, Jacuzzi

Alójate en una de las torres más exclusivas en San José, con amenidades de lujo, como el sky pool, sunset firepit, cloud jacuzzi, garden gym, yoga space, coworking área, entre otras. El apto esta ubicado en Rohrmoser en una zona muy segura, cerca de restaurantes, cafeterías, parques, a 5minutos del Estadio Nacional y el Parque la Sabana, a tan solo 20 minutos del Aeropuerto Juan Santa María El apartamento está diseñado con un estilo tropical cálido muy característico de Costa Rica y sus playas.

Guest favourite
A large swimming pool is surrounded by a well-maintained grassy area, with several benches positioned around its perimeter. Palm trees provide shade, while a shallow area and a spa are integrated into the pool design. Nearby structures exhibit a cohesive architectural style.
Home in San Rafael
4.78 out of 5 average rating, 202 reviews

3BR Home w/ AC & high speed internet near airport

RENEWED July 2025! This house has been specially set for the most comfortable stay for guests, within a gated & secure community, AC in each bedroom, parking under garage roof, 300-500 MB fiber optic high speed internet, all you need at walking distance just outside main gate of condominium including convenience store, ATMs, 8 restaurants, drug store, beauty salon and spa, dentist, physical therapy, phone shop, paid gym, Padel. Pool within condo and a small lake with ducks to walk & see sunset.

Superhost
A spacious bedroom features a large bed with a blue throw and decorative pillow, complemented by wooden nightstands with lamps. Bright light shines through large windows leading to a sunlit terrace. A colorful wall art piece adds a touch of interest to the neutral decor.
Apartment in San Rafael de Escazú
4.82 out of 5 average rating, 161 reviews

Cozy and Spacious in Prime Escazu+Views+Pool+AC

🌟 Stunning & Spacious 1BR/1BA Condo! Perfect for medical tourism, remote work, business, or family stays, in the most exclusive area of Escazú! Enjoy breathtaking Central Valley & mountain views 🌄, just minutes from Multiplaza Mall, top dining, pubs, shops & artisanal cafés. 🚗 Private parking, 24/7 security, elevator & stairs. Plus, relax with a pool, gym & lightning-fast 100Mbps WiFi! 💻🏊‍♂️💪 Cozy comfort & convenience—experience it all and leave your journey with us !- AC in master BR ✨

Top Guest favourite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Apartment in Urbanización Castro
4.97 out of 5 average rating, 157 reviews

Urban Modern Apartment - Roof Top Pool

Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Top Guest favourite
Condo in Rohrmoser
4.93 out of 5 average rating, 321 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

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.
Apartment in Ciudad Colón
4.89 out of 5 average rating, 105 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.

Guest favourite
The living room features large windows offering expansive city views. A stylish, beige tufted couch and two plush orange chairs are arranged on a richly patterned area rug. Modern lighting fixtures enhance the contemporary design, while dark cabinetry provides functional storage.
Condo in Rohrmoser
4.96 out of 5 average rating, 582 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Superhost
A modern living area features a spacious gray sofa adorned with a vibrant yellow pillow. A large flat-screen TV is mounted on the wall above a wooden media console. The sleek kitchen is visible in the background, showcasing stainless steel appliances and a marble countertop.
Condo in Uruca
4.9 out of 5 average rating, 137 reviews

Flofy Apartment - Pool - Parking - Security

Discover this cozy 1 bedroom 1 bathroom apartment in San José. Equipped with 2 65" 4K Smart TVs, A/C in the bedroom, a fully stocked kitchen, and a large balcony perfect for relaxing with city views. Enjoy the luxury facilities, including a 17-meter-long pool and a gym. The condominium offers 24/7 security and parking for 1 vehicle. Conveniently located near important areas of San José and the airport.

Guest favourite
A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.
Condo in Rohrmoser
4.87 out of 5 average rating, 146 reviews

Fully equipped apartment in Nunciatura

One-bedroom Apartment completely equipped with a Queen bed and a queen sleeper sofa. With A/C. Beautiful neighborhood in the heart of the capital. The apartment is on the 4th floor, the same as most of the amenities. You can use the steam room and go back to get a glass of water or grab a drink from the refrigerator while you cook something in the BBQ area.

Guest favourite
A cozy bedroom features a spacious bed with crisp white linens and a chocolate-colored decorative throw. Two bedside tables flank the bed, equipped with lamps. A large window allows natural light to illuminate the room, revealing views of lush greenery outside.
Loft in Santa Ana
4.98 out of 5 average rating, 305 reviews

Aranjuez Lofts - River Loft # 1

Sleep to the sound of a river... Our River Loft #1 is one of our 12 Aranjuez Lofts located in Santa Ana. In a beautiful property with shared large garden and pool. Conveniently located upon walking distance to Santa Ana downtown, and to supermarkets, restaurants, movie theaters and much more.

Guest favourite
Condo in Mata Redonda
4.9 out of 5 average rating, 233 reviews

Skyline Loft 22nd Fl | Panoramic Views · San José

Wake up 22 floors above San José with an uninterrupted 180° view of La Sabana Park, the Central Valley mountains, and the city skyline. This modern skyline loft pairs hotel-level comfort with the freedom of a private apartment—perfect for business trips, staycations, or digital-nomad escapes.

Guest favourite
A comfortable gray sofa is positioned in the living space, adorned with a light-colored throw blanket. The wall features a colorful artwork of buildings, and a floor lamp stands nearby. A dining area with stools is visible in the background.
Apartment in Mata Redonda
4.93 out of 5 average rating, 141 reviews

Apartment in San José Sabana, with A/C

Enjoy the simplicity of this quiet and central accommodation, in the most beautiful area of Costa Rica, near La Sabana Park, the National Stadium, Escazú, Heredia and 30 minutes from the airport. It has a GYM, swimming pool and coworking areas, and themed areas.

Popular amenities for Santa Rosa rentals with a pool

Quick stats about holiday rentals with a pool in Santa Rosa

  • Total holiday rentals

    Explore 1,510 holiday rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 68,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    660 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 490 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,130 properties have a dedicated workspace

  • Wi-Fi availability

    1,470 of Santa Rosa holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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