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.

4.84 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 ✨

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.

4.97 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.

4.95 out of 5 average rating, 243 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.

4.91 out of 5 average rating, 141 reviews

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

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...

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, 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.

Apartment in Ciudad Colón

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.

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!

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.

4.91 out of 5 average rating, 150 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

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.

4.91 out of 5 average rating, 118 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.

4.9 out of 5 average rating, 111 reviews

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

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.

Apartment in San Rafael de Escazú

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.

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.

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, 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

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, 132 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.

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, 31 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

4.88 out of 5 average rating, 115 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, 6 reviews

Green Escape with Style

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

Superhost

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

4.9 out of 5 average rating, 119 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

4.95 out of 5 average rating, 19 reviews

Home in Ulloa

5 beds | SJO | Fast Internet | Heredia |

5 out of 5 average rating, 22 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

4.92 out of 5 average rating, 126 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

4.85 out of 5 average rating, 164 reviews

A cozy sleeping area features a spacious bed with a light-colored linen, complemented by a vibrant orange towel as an accent. A study desk is positioned nearby, and a ceiling fan is installed for air circulation. Natural light is filtered through floor-to-ceiling windows, draped in soft curtains.

Condo in Ulloa

Studio: Pool, Security, Peace

Superhost

A cozy living area is presented with a plush sofa featuring an orange throw. A neon sign reading 'WELCOME TO THE CONCRETE JUNGLE' illuminates a green wall adorned with plants. A doorway leads into one of the two bedrooms, enhancing the inviting atmosphere.

Condo in Mata Redonda

4.91 out of 5 average rating, 154 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

4.88 out of 5 average rating, 178 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

4.91 out of 5 average rating, 121 reviews

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

Flofy Apartment - Pool - Parking - Security

A modern living space is presented, featuring a green sectional sofa with decorative pillows and a wooden accent chair. A small round table accompanies two chairs in the dining area. The kitchen is visible in the background, equipped with a refrigerator and various appliances.

4.95 out of 5 average rating, 147 reviews

Comfortable apartment in upscale neighborhood

4.93 out of 5 average rating, 302 reviews

Industrial 2BR perfect location w/AC + sunset view

4.93 out of 5 average rating, 119 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

4.9 out of 5 average rating, 113 reviews

A living area features a comfortable dark sofa adorned with patterned cushions. Two stylish armchairs are placed nearby, facing a low wooden coffee table. A television is positioned on a sleek media console, while large glass doors provide views of greenery outside.

Condo in Ulloa

Pura Vida - Close AirPort SJO - AC

Other vacation rentals with a pool

Condo in San Rafael de Escazú

A spacious living area is furnished with a plush blue sofa adorned with decorative pillows. A modern mirror hangs above a compact coffee table, which supports a clean arrangement of magazines and decor. Large windows allow natural light to brighten the space.

4.92 out of 5 average rating, 25 reviews

Santa Ana/Escazu, 20 min to SJO, 10 min to CIMA

Superhost

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.

4.73 out of 5 average rating, 26 reviews

New and cozy Apartamento

A bright studio unit features a spacious bed accompanied by a stylish sofa and ottoman. Natural light filters through sheer curtains, enhancing the ambiance. A round wall clock adds a touch of warmth, while a small coffee table holds a decorative item.

4.97 out of 5 average rating, 30 reviews

Dream Cariari

Apartment in San Rafael de Escazú

4.92 out of 5 average rating, 48 reviews

Casa Vintage Escazú: Design and Spacious Panorama

4.87 out of 5 average rating, 55 reviews

The exterior of the modern condominium features a sleek design with large glass panels and multiple balconies. A well-maintained pathway leads to the entrance, framed by neatly trimmed hedges and colorful flower beds.

Condo in Santa Ana

Best Location in Santa Ana - 2BR APT AC|Gym|Pool

5 out of 5 average rating, 21 reviews

A well-appointed bedroom features a spacious bed with neutral bedding, complemented by soft lighting from bedside lamps. A ceiling fan enhances airflow, while a large window and potted plant bring a sense of vitality. Ample storage is provided by dark wood closets, creating a serene atmosphere.

Condo in Santa Ana

Elegant and Modern apartment in Santa Ana Centro

Apartment in Uruca Centro

A sleek outdoor lounge area showcases modern seating arranged around a central table, framed by vertical black slats. A large pool is visible in the background, lined with sun loungers and shaded by umbrellas, surrounded by lush greenery.

4.96 out of 5 average rating, 47 reviews

Luxury High-Rise | 16th Floor | La Sabana-San José