Vacation rentals with a pool in Guachipelín

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Guachipelín

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

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Guest favorite

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

4.84 out of 5 average rating, 154 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 ✨

Guest favorite

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, 124 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.

Guest favorite

A modern studio space is showcased with a double bed and a cozy seating area featuring a gray sofa. A wooden coffee table is placed centrally, complemented by stylish chairs. The kitchenette and dining area are visible, emphasizing an open layout with natural light.

Condo in Río Oro

4.95 out of 5 average rating, 243 reviews

Modern & bright Studio at ARBOREA Flats Santa Ana

Modern, clean and light studio with views to the trees and mountains. A rare gem in such a central city location. The studio is fully equipped with a double bed, luxury sheets and towels, full kitchen amenities, high speed Wifi and TV. A perfect place to rest, because it is quiet and peaceful, yet close to shopping, restaurants, airport and freeway. Arborea Flats is a new, modern condominium with great services like co-working spaces, gym and pool, and has a very hip, modern feeling.

Guest favorite

A serene swimming pool stretches alongside a lush garden, featuring tropical trees and neatly trimmed hedges. Sun loungers are positioned nearby, while a pool house is visible in the background under a clear blue sky.

Apartment in Santa Ana

4.91 out of 5 average rating, 141 reviews

NEAR Airport / Gardens + Pool/ King Bed

At just a 20-minute drive from the San Jose airport, this spacious apartment is centrally located within walking distance of the local market, restaurants, and stores. The area offers a variety of activities, such as ziplining, coffee tours, hiking to a waterfall etc. The lush tropical gardens surrounding the swimming pool provide a peaceful and relaxing setting for guests! Enjoy free high-speed internet, three smart TVs, AC, free parking, a washer and dryer, comfortable beds and more...

Top guest favorite

A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.

Apartment in Mata Redonda

4.97 out of 5 average rating, 125 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

Guest favorite

A private infinity pool, framed by lush greenery, reflects the sky above. The blue tiles create a vibrant contrast against the natural surroundings, while the expansive views of the mountainous landscape stretch in the background under a cloudy sky.

Apartment in Ciudad Colón

4.92 out of 5 average rating, 137 reviews

Luxury New apartment! Infinity Pool! Adults only

Luxury Apartment with Private Pool and Stunning Mountain Views Escape to our brand-new, luxurious apartment, designed exclusively for adults. Nestled in a serene and safe mountain area, it offers breathtaking views and a quiet retreat. Enjoy your completely private pool on the spacious terrace, perfect for sunny days or peaceful evenings under the stars. Ideal for a romantic getaway or a chance to disconnect. Book now and experience comfort, privacy, and unforgettable views!

Guest favorite

A living area features a spacious gray sofa adorned with several white pillows. A large flat-screen TV is mounted on the wall, displaying a close-up image of a flower. Two green plants in decorative pots enhance the area, complemented by a soft gray rug.

Apartment in Ulloa

4.91 out of 5 average rating, 151 reviews

Apt 6 miles SJO airport -Pool-Gated-AC-FreeParking

This is the perfect apartment for you An excellent starting point for your CR adventures conveniently close to free zones and office buildings -In a secure gated condominium with 24/7 security -10 minutes away from SJO International Airport and San Jose capital -4 shopping malls within 5 minute drive -Check in anytime with 24/7 availability -2 pools with stunning green spaces -A free gym is available for your workout needs. Diverse options for cafes, restaurants, and city life

Guest favorite

A spacious sleeping area features a large bed with crisp white linens and a deep blue blanket. A television is mounted on the wall opposite, while double-height windows offer views of the outdoors. A small balcony with two chairs is visible, enhancing the room's natural light.

Apartment in Ulloa

4.91 out of 5 average rating, 119 reviews

New Studio Near the Airport Hub

Welcome to our charming studio ! This space has been designed to make you feel at home from the moment you walk in. With its open layout and stunning double-height windows in each bedroom, you'll enjoy spectacular natural light throughout the day and unforgettable views of the mountains and the city. Imagine waking up each morning to the fresh breeze and a changing landscape: from the first rays of sunlight illuminating the mountains to the city lights twinkling at dusk.

Guest favorite

A spacious living area features a modern white sofa and a textured area rug beneath a glass coffee table. A dining table with dark chairs is visible in the background. A floral arrangement provides a focal point, while large windows frame views of the surrounding mountains.

Apartment in San Rafael de Escazú

4.88 out of 5 average rating, 112 reviews

Exclusive Penthouse with an excellent location

Penthouse located in an exclusive area in San Rafael de Escazu (Guachipelin). Close to important shopping areas such as Multiplaza, Banks, Banks, restaurants, CIMA Hospital and pharmacy. We are close to the main roads to the beaches, downtown and Juan SantaMaria airport. This penthouse has a beautiful view to the mountains and hills of its surroundings from all its spaces. Modern style design. Each space comes with everything you need for a very comfortable stay.

Guest favorite

The exterior of a modern apartment building is showcased, featuring multiple floors with large windows. A serene swimming pool is prominently placed in the foreground, surrounded by palm trees and a spacious deck area lit by warm evening lights.

Apartment in San Rafael de Escazú

4.91 out of 5 average rating, 207 reviews

Luxurious Apt-Cortijo Laureles- Views - Amenities

"This one of a kind Apartment offers a perfect combination of security, exclusivity and premium service. Couples, business travelers, small families, and people who enjoy the ultimate service, will enjoy staying in one of the most high-end neighbourhoods in San Jose next to restaurants nightlife, hospital CIMA, the airport, family-friendly activities, mall and country clubs, all within a walking range. You'll love: Modern Decor, amenities & security.

Top guest favorite

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, 543 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

Guest favorite

A modern living area features a plush tufted sofa adorned with colorful throw pillows. A glass coffee table sits atop a textured rug, with artistic decor elements present. A large window allows natural light to fill the space and offers a scenic view of the surrounding area.

Apartment in Mata Redonda

4.9 out of 5 average rating, 182 reviews

New Secret Sabana Studio 29th Floor Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB