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Holiday rentals with a pool in Guapiles

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Guapiles

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

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Guest favourite
Flat in Cinco Esquinas
4.78 out of 5 average rating, 9 reviews

Awesome pool, PentHouse in downtown.

El apartamento se encuentra cerca del centro de San José a 20 minutos del Aeropuerto Internacional y 2 horas de playas como Jaco y Puntarenas, esta en el piso 12 (penthouse) y cuenta con un doble sistema de filtración de agua, dos diferentes proveedores de internet, un escritorio standing desk y aire acondicionado portátil. El condominio cuenta con seguridad 24/7 y muchas amenidades para su entretenimiento Por motivos de seguridad y reglas internas del condominio, NO se permiten visitas. Gracias

Superhost
Home in La Colonia
4.88 out of 5 average rating, 16 reviews

11bed & 5washroom house with natural swimming pool

Escape to nature, our home has 4 bedrooms, 11 beds and capacity for 14 people. Ideal for couples, families, events up to 50 people. Enjoy spacious green areas, bbq areas and a cozy living space. the back of the property consists of a shared natural swimming pool, the front of the property features a fire pit area for roasting marshmallows there also is a play area for preteens, for teens & adults we offer a basket ball area for some 1v1, lots of space in the back to kick around a soccer ball

Top guest favourite
A spacious deck is framed by sleek metal supports, providing panoramic views of the surrounding landscape. Lush greenery is visible in the foreground, while the sky is adorned with fluffy clouds. Potted plants and a smooth stone pathway lead into the inviting outdoor space.
Villa in Turrialba
4.97 out of 5 average rating, 138 reviews

Stunning Views • Complete Privacy • Adventures

Escape to one of Costa Rica’s most breathtaking private retreats—just less than 2 hrs from San José Airport (SJO). Set on lush mountain grounds with a waterfall, pool, and stunning panoramic 180° views, this peaceful haven offers total privacy, modern comforts, and space to unwind. Surrounded by tropical fruit trees and nature, it’s perfect for both relaxation and adventure. There are lots of fun activities nearby for the whole family. Unplug, recharge, and experience an unforgettable stay.

Guest favourite
A textured stone wall forms the backdrop, with a sturdy wooden door prominently displayed. A simple wooden bench sits against the wall beside a small table draped in a floral tablecloth. Potted plants add greenery, contributing to the inviting outdoor space.
Flat in Guacimo
4.79 out of 5 average rating, 187 reviews

A warm atmosphere surrounded by nature

Apartamento tipo estudio con entrada independiente, baño privado, 2 camas individuales y la posibilidad de colocar un colchón de aire adicional. Ubicado en una zona llena de naturaleza , hermosos paisajes, cataratas y ríos. Por su ubicación es el lugar ideal de descanso si viene o va para las playas del Caribe, Tortuguero, si se dirige a la zona de la Fortuna, Volcán Arenal. El apartamento es pequeño ideal para un máximo de 3 personas, contamos con piscina ecológica de agua 100% natural.

Guest favourite
The living area features a wall-mounted flat-screen TV above a wooden panel with shelves. A plush white couch is positioned next to a round coffee table, with natural light streaming through sheer white curtains that frame the balcony doors.
Apartment in Cinco Esquinas
4.98 out of 5 average rating, 83 reviews

Centrally located 1BDR modern apt (views+pool)

Embrace comfort in this centrally-located 1-bedroom condo, just 15 minutes from San José. From the 12th floor, enjoy stunning sunrise views over the city and mountains. The interior boasts high-speed WiFi, state-of-the-art kitchen appliances, elegant decor, and a plush bed for ultimate relaxation. The building offers an impressive array of amenities, including a semi-Olympic pool, saunas, gym, co-working space, fire pits, game room, and rooftop terraces with panoramic urban views.

Guest favourite
Flat in Guapiles
4.94 out of 5 average rating, 17 reviews

Private cabin with pool near the Corinto River #2

Disfruta de una suite privada con dormitorio, baño y cocina equipada con todas las comodidades. El espacio cuenta con aire acondicionado, ducha y todo lo necesario para una estancia cómoda. También podrás disfrutar de amplias zonas verdes y piscina compartida con otros huéspedes, rodeado de vegetación y aves que crean un ambiente tranquilo para conectar con la naturaleza. El ingreso a la propiedad cuenta con portón eléctrico y cámaras de seguridad para mayor tranquilidad.

Guest favourite
The cabin is illuminated at night, showcasing a warm exterior glow. A fire pit is positioned in the foreground, surrounded by stones. The entrance features large windows and a wooden terrace, with nearby trees providing a natural setting.
Cabin in La Villalobos
4.95 out of 5 average rating, 60 reviews

Cabin in forest/pools/ranch

Cabin for 8 people with all amenities, surrounded by nature and an hour from the capital. Quiet, calm, spacious, comfortable, isolated place, with total privacy, next to the forest, with two swimming pools (children and adults), campfire area, large ranch (120m2) fully equipped with electrical appliances for cooking, it also has a wood-burning stove, ample parking space, fruit trees, small soccer field. In the middle of a beautiful sound and visual environment.

Superhost
A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.
Apartment in San José
4.91 out of 5 average rating, 110 reviews

Fully-Eq. 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.

Superhost
An open living space features a modern couch facing a wall-mounted television. Natural light enters through a glass door that leads to a small balcony. A dining area with four chairs and a kitchen island is visible, along with a bowl of fruit on the counter.
Flat in Cinco Esquinas
4.75 out of 5 average rating, 24 reviews

Beautiful 4th floor brand new apartment

Welcome to our stylish one-bedroom apartment in Tibás. The apartment comfortably sleeps up to 4 people and it is the perfect home base for tourists, business travelers, and people relocating to the area. The apartment complex has many amenities including a swimming pool, gym, co-working space and game room. There is a parking space designated for you inside the building with no additional cost if you need one. Public transportation stops are nearby.

Guest favourite
A natural swimming pool is surrounded by lush greenery and rocks, creating a serene atmosphere. A waterfall feature adds to the ambiance, while hammocks and seating areas are visible nearby, inviting relaxation in a tranquil outdoor setting.
Home in Puerto Viejo de Sarapiqui
4.87 out of 5 average rating, 97 reviews

House in Sonidos del Bosque

Conserve yourself in a unique stay where you will only hear nature. It is located on a property of 10000m2, it aims to make your visit as relaxing as possible. It is the perfect retreat to disconnect. It has a 100% natural pool and streams with fish. Easy to get to top attractions in the area. It has: House equipped for 7 people and independent apartment for 4 people. Ideal for those looking for privacy, comfort and tranquility.

Top guest favourite
The cabin features a bright turquoise roof, surrounded by dense green foliage. A welcoming porch is visible, with a small seating area. Two cars are parked in front of the cabin, providing easy access. The overall setting reflects a harmonious connection with nature.
Home in Guapiles
4.96 out of 5 average rating, 54 reviews

Cabin with private river access

Discover Cabaña Río Blanco! Cabin with private access to the river! More than a stay, it’s a peaceful retreat embraced by Braulio Carrillo National Park. Located in Río Blanco in Guápiles, Limón, this hidden gem invites you to relax, reconnect, and enjoy a trail that leads straight to the river. Perfect for sharing special moments with family or friends and living an unforgettable experience surrounded by nature.

Superhost
Flat in Cinco Esquinas
4.65 out of 5 average rating, 17 reviews

11th Floor Haven | Pool, Gym, Parking & Views

- 11th-floor apartment in San José's heart: city views, cool breezes, resort-style living - Pool, gym, tennis court, rooftop, BBQ, co-working space, game room & pet park, all yours - In-unit washer/dryer + fully equipped kitchen, everything you need - 24/7 security, private parking, and a building designed around your comfort - Quiet, balanced, and hosted with care. Ready when you are!

Popular amenities for Guapiles rentals with a pool

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Quick stats about holiday rentals with a pool in Guapiles

  • Total holiday rentals

    Explore 40 holiday rentals in Guapiles

  • Nightly prices starting at

    Guapiles holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 620 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Guapiles holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guapiles rentals

  • 4.7 Average rating

    Guapiles stays receive an average rating of 4.7 out of 5 from guests

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