Vacation rentals with a pool in Guachipelín

Apartment in San Rafael de Escazú

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.

4.83 out of 5 average rating, 157 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 ✨

Apartment in Urbanización Castro

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.

4.96 out of 5 average rating, 138 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.

4.93 out of 5 average rating, 310 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.

4.95 out of 5 average rating, 245 reviews

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

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.

4.94 out of 5 average rating, 181 reviews

A spacious mansion is positioned on a lush green landscape, featuring large arched windows and a red-tiled roof. The exterior is painted in soft tones, while vibrant greenery surrounds the structure, enhancing the serene atmosphere. The rolling hills and distant views create an inviting backdrop.

Villa in Santa Ana

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..

Apartment in Mata Redonda

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.

4.97 out of 5 average rating, 137 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.

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.

4.92 out of 5 average rating, 133 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.

Apartment in San Rafael de Escazú

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.

4.89 out of 5 average rating, 114 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.

4.85 out of 5 average rating, 142 reviews

The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.

Loft in Rohrmoser

Art Loft - Luxurious Apt QBO Building, Rohrmoser

Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.

Home in Provincia de Heredia

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.

4.93 out of 5 average rating, 161 reviews

Beautiful house with private pool

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; no humidity, very sunny (during the summer), the perfect temperature during the day, and a little chilly at night - no AC needed at all!

4.84 out of 5 average rating, 177 reviews

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

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!

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.

4.96 out of 5 average rating, 561 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

Popular amenities for Guachipelín rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 33 reviews

A modern outdoor area is presented with an inviting swimming pool surrounded by a spacious deck. Comfortable seating arrangements are visible, along with tropical plants framing the scene. The clear blue sky complements the sleek architecture of the home in the background.

Home in Ulloa

New 3BR Condo | by SJO Airport & Convention Center

4.89 out of 5 average rating, 122 reviews

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!

Home in Finca La Ponderosa

A modern structure featuring an infinity pool that blends seamlessly with the surrounding landscape. The pool's clear water reflects the cloudy sky, while the terrace provides access to the building. Lush greenery and trees are visible in the background, enhancing the serene atmosphere.

5 out of 5 average rating, 8 reviews

Green Escape with Style

4.9 out of 5 average rating, 121 reviews

The outdoor area features a private pool with steps and a ramp for accessibility. A covered terrace with seating overlooks the pool. Lush greenery surrounds the space, enhancing the natural atmosphere. A pool lift is visible, ensuring inclusivity for all guests.

Home in Alajuela

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

4.78 out of 5 average rating, 23 reviews

Home in Ulloa

5 beds | SJO | Fast Internet | Heredia |

5 out of 5 average rating, 23 reviews

An inviting dining area features a glass table surrounded by green upholstered chairs. The space is illuminated by a unique pendant light fixture. Large sliding glass doors open to a landscaped outdoor area, allowing natural light to fill the room.

Home in San Antonio

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

4.83 out of 5 average rating, 64 reviews

The exterior of the house features a welcoming white front door, flanked by two windows. Well-maintained hedges line the path leading to the entrance, with a concrete walkway on one side. The bright blue sky complements the home's neutral exterior and red roof accents.

Home in San Rafael

Cozy summer house

4.92 out of 5 average rating, 133 reviews

A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.

Home in Curridabat

Smart loft in the heart of the city, A/C and Wi-Fi

Condo rentals with a pool

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.

4.86 out of 5 average rating, 135 reviews

Fully equipped apartment in Nunciatura

4.94 out of 5 average rating, 155 reviews

An open-concept living space is showcased, featuring a dining table surrounded by chairs and a comfortable sofa nearby. A modern kitchen is visible with sleek cabinetry and stainless steel appliances. Large windows provide a view of the city skyline, while polished tiles complete the space.

Condo in Sabana

Luxury Apartment, San José, La Sabana, Del Lago

4.88 out of 5 average rating, 182 reviews

A city skyline is viewed at night, showcasing illuminated buildings and the distinctive architecture of a nearby stadium. The lights of the city create a vibrant atmosphere against the dark sky, emphasizing the scenic urban landscape.

Condo in Mata Redonda

AC and King Bed - Full Equipped Apartment

A spacious living area features a large gray sofa and a flat-screen TV mounted on the wall. Natural light floods the room through floor-to-ceiling windows, offering views of the surrounding cityscape. Houseplants are arranged on a sleek white entertainment unit, enhancing the inviting space.

4.88 out of 5 average rating, 109 reviews

Luxury SkyView Apartment 2BR

4.96 out of 5 average rating, 118 reviews

A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.

Condo in Mata Redonda

Joya Urbana on the 30th floor; SECRET

4.9 out of 5 average rating, 227 reviews

Condo in Mata Redonda

Skyline Loft 22nd Fl | Panoramic Views · San José

4.95 out of 5 average rating, 153 reviews

A bright living area features a comfortable sofa, a small dining table, and large glass doors that open to a lush garden. Natural light filters in through sheer curtains, accentuating the greenery outside. Houseplants are arranged decoratively within the space.

Condo in Alajuela

5 min from Airport | Transfer ($) | Pool | Gym

4.84 out of 5 average rating, 345 reviews

Condo in Ulloa

Comfort A/C and strategic location SJO Airport

Other vacation rentals with a pool

4.97 out of 5 average rating, 32 reviews

A tranquil pool reflects the night sky, illuminated softly by surrounding lights. Palm trees stand majestically nearby, casting shadows across the serene water. The scene captures a peaceful atmosphere, inviting guests to unwind by the poolside under the stars.

Condo in Río Oro

Artistic Place in Santa Ana 30min from SJO.

4.96 out of 5 average rating, 54 reviews

An aerial view reveals a spacious villa with a terracotta-tiled roof surrounded by lush greenery. The private pool glistens in the evening light, contrasting with the garden's vibrant foliage. Pathways lead invitingly through the landscape, enhancing the tranquil ambiance of the property.

Villa in San José

Luxury European Villa - Escazú

A stylish living area is presented, featuring a white sofa adorned with a leopard print pillow. A vibrant floral artwork hangs above, complemented by decorative plants on a unique wooden console. Elegant lighting and contrasting black and white curtains enhance the modern aesthetic.

5 out of 5 average rating, 25 reviews

SkyHigh Lux: SJO Dash | IG-Worthy | Shops

An open-concept living space features a contemporary kitchen island with seating. Modern wood cabinetry contrasts with white countertops. Light floods the area through large windows, illuminating a dining set and lounge area. A bedroom in the background is partially visible, inviting comfort.

4.74 out of 5 average rating, 27 reviews

New and cozy Apartamento

A light-filled living area features a plush cream-colored sofa paired with decorative cushions. A large flat-screen television is mounted on a sleek white media console. Floor-to-ceiling windows offer views of the outside, with soft curtains enhancing the serene atmosphere.

4.93 out of 5 average rating, 15 reviews

City Vibe Apartment in Downtown/Pool+Concierge

4.96 out of 5 average rating, 74 reviews

A bright living area is illuminated by large windows, offering views of the outdoors. A comfortable white sofa and a modern armchair are positioned around a stylish coffee table. A television is mounted on the wall, while a door leads to a bedroom.

Condo in Santa Ana

River view apartment, spacious & central /condo

A serene outdoor pool area is surrounded by lush greenery, with a modern deck featuring reclining lounge chairs. The pool reflects the blue sky above and offers a tranquil space for relaxation and enjoyment.

4.94 out of 5 average rating, 16 reviews

BeCariari Premium Studio | King bed | Gym | Pool