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Holiday 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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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.
Flat in Urbanización Castro
4.97 out of 5 average rating, 173 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
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.
Guest house in San Rafael
4.99 out of 5 average rating, 109 reviews

Treetop Casita @ Earth and Sky - Costa Rica

This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super fast WIFI and a standing desk provides working travelers an ideal set up. The full kitchen is precisely stocked with everything you need to eat well on your stay. Even the shower has sweeping views.

Top guest favourite
Apartment in Rohrmoser
4.94 out of 5 average rating, 333 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
Flat in Santa Ana
4.89 out of 5 average rating, 113 reviews

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. 🌿

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
4.89 out of 5 average rating, 131 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Welcome to Casa Gaudi! You will find our 3 bedroom/3.5 bath one story house is a perfect, tropical vacation getaway in a secluded area surrounded by nature & yet close to the city & airport It is disabled ready with wide, step free hallways & ramps with a roll-in shower & pool lift It is perfect for your family and friends, with amenities for all ages: crib & toys for toddlers, board games, tree swing & lots of space to explore and fast wifi Send us a message with your questions!

Top guest favourite
Apartment in Alajuela
4.94 out of 5 average rating, 232 reviews

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

The condo has 2 bedrooms, a living room, dining room, kitchen, 2 bathrooms, and is located 2 miles from SJO Airport. Additionally, you’ll be just 2 minutes away from City Mall and Walmart. • Airport Transfer Available (at an additional cost) • 24/7 security • Pool • Gym • Coworking space • High-speed internet • Clubhouse • Parking You'll find in the apartment coffee, a fully equipped kitchen, AC units (in the bedrooms and living room), TV, king-size bed, and full-size bed.

Guest favourite
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.
Flat in Ulloa
4.92 out of 5 average rating, 177 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.

Top guest favourite
Flat in Ulloa
4.96 out of 5 average rating, 142 reviews

Comfort & Style Near SJO Airport +Pool & Mtn Views

CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

Top guest favourite
Flat in San Rafael de Escazú
4.9 out of 5 average rating, 125 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, restaurants, CIMA Hospital and pharmacy. We are close to the main roads to the beaches, downtown and Juan SantaMaría airport. This penthouse has beautiful views of the mountains and surrounding hills from all its spaces. Modern style design. Each space has everything you need for a very comfortable stay.

Top 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
4.92 out of 5 average rating, 115 reviews

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!

Guest favourite
The loft features a spacious bed adorned with neutral bedding and decorative pillows. A wooden mezzanine area with a hammock is above, while wooden stairs offer access. Soft lighting is cast from bedside lamps, complementing nautical-themed artwork on the walls.
Loft in Santa Ana
4.98 out of 5 average rating, 287 reviews

ARANJUEZ LOFTS - Nautical Loft #7

Enjoy a nautical experience, the favorite of kids and young adults... Our Nautica Loft #7, is one of our 15 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.

Superhost
A spacious living area is illuminated by natural light, featuring a modern grey sofa and armchair, complemented by decorative pillows. A wooden coffee table in the center holds a decorative bowl. Large glass doors lead to an outdoor space, connecting the interior with nature.
Loft in San Rafael de Escazú
4.9 out of 5 average rating, 237 reviews

Luxury 3-BR Condo in the heart of everything!!!

3 bedrooms / 2 level apartment (300 sq meters), lots of natural light, spacious, with very comfortable areas, and with amazing views. Located in the best area in San Jose. Walking distance to amazing restaurants and boutiques; 50 meters away from Multiplaza Escazu Mall and the Intercontinental Hotel.

Popular amenities for Guachipelín rentals with a pool

When is the best time to visit Guachipelín?

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Avg. price$182 SGD$180 SGD$123 SGD$114 SGD$119 SGD$128 SGD$122 SGD$123 SGD$123 SGD$102 SGD$128 SGD$133 SGD
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Quick stats about holiday rentals with a pool in Guachipelín

  • Total holiday rentals

    Explore 20 holiday rentals in Guachipelín

  • Nightly prices starting at

    Guachipelín holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Guachipelín holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guachipelín rentals

  • 4.9 Average rating

    Guachipelín stays are highly rated by guests – averaging 4.9 out of 5!