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Holiday rentals with a pool in Guápiles

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Guápiles

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

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An open, modern living space features a round wooden dining table surrounded by black chairs. A brown leatherette sofa is positioned against a white wall with recessed lighting. A glass-enclosed area is visible in the background, accompanied by a kitchenette equipped with a microwave and storage.
Flat in Barrio Escalante
4.9 out of 5 average rating, 540 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

Top guest favourite
A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.
Flat in Uruca Centro
4.98 out of 5 average rating, 115 reviews

Cozy Morpho Stay + tour tips/ AC / Parking /Center

Relájate y disfruta una experiencia con estilo Japandi. Escucha los pájaros y contempla las montañas al amanecer, vive los mejores atardeceres y una increíble vista nocturna, todo desde nuestro balcón! Ubicado en nueva y lujosa torre con modernas amenidades a tan sólo 10 min de teatros, museos y parques emblemáticos de la capital. Además puedes ir caminando o en bicicleta al parque de La Sabana o el Estadio Nacional. Con fácil acceso a la autopista, la cual te llevará en 25 min al aeropuerto

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
4.98 out of 5 average rating, 120 reviews

Private Eco-Luxury Mountain Villa • Stunning Views

Escape to one of Costa Rica’s most breathtaking private retreats—just 1.5 hours from San José International Airport. 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
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, 127 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 favourite
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.95 out of 5 average rating, 115 reviews

Cheerful private 4-Bedroom Villa. Heated pool A/C

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $30 per extra guest beyond that. Come dive into city life.

Top guest favourite
A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.
Flat in Uruca Centro
4.95 out of 5 average rating, 128 reviews

Best View, Luxury, Full Amenities, Nearby Airport

Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

Top guest favourite
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.
Flat in Mata Redonda
4.97 out of 5 average rating, 128 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 favourite
A modern two-story cabin is set amid lush greenery. Large windows invite natural light, while a wooden exterior complements the surrounding forest. A welcoming entryway features a simple design, enhancing the serene atmosphere of the property.
Cottage in Turrialba
4.91 out of 5 average rating, 177 reviews

Estancia Natural con Vista Panorámica en Turrialba

Bienvenidos a Estancia Refugio, tu oasis de tranquilidad en medio de la exuberante naturaleza de Turrialba, Costa Rica. Nuestra cabaña es el lugar perfecto para desconectar del bullicio diario y reconectar con lo esencial. English: Welcome to Estancia Refugio, your oasis of tranquility in the midst of the lush nature of Turrialba, Costa Rica. Our cabin is the perfect place to disconnect from the daily hustle and reconnect with the essence of our being.

Top guest favourite
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.
Apartment in Rohrmoser
4.96 out of 5 average rating, 550 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

Top guest favourite
A rooftop area features a heated pool with a reflective surface, surrounded by modern lounge chairs. The skyline of the city is visible in the background, contrasting against twilight clouds, while a group of people can be seen enjoying the view.
Flat in San Pedro
4.92 out of 5 average rating, 237 reviews

Couples Focused Magnificent Studio Apartment

FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Guest favourite
A cozy living space is filled with natural light, featuring a gray sofa adorned with decorative cushions. A round coffee table sits in front of the sofa, surrounded by indoor plants. In the background, a dining area is visible with a table and yellow chairs, next to a wall-mounted television.
Flat in Mata Redonda
4.93 out of 5 average rating, 200 reviews

Breathtaking Mountain View Apt.

Vive la experiencia de hospedarte en un apartamento único en el piso 29 de torre Secrt Sabana , con una vista panorámica impresionante de las montañas de San José , a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***

Guest favourite
An outdoor pool spans the edge of a rooftop, offering panoramic views of the city and surrounding mountains at sunset. Sun loungers are positioned along the pool's edge, and elegant handrails provide access to the water's inviting surface.
Flat in Curridabat
4.91 out of 5 average rating, 128 reviews

Chic Bohemian Loft

Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.

Popular amenities for Guápiles rentals with a pool

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Quick stats about holiday rentals with a pool in Guápiles

  • Total holiday rentals

    Explore 40 holiday rentals in Guápiles

  • Nightly prices starting at

    Guápiles holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 520 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 Guápiles holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guápiles rentals

  • 4.7 Average rating

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

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