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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
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
4.96 out of 5 average rating, 139 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, $35 per extra guest. Cleaning included. Come dive into city life.

Superhost
A spacious bed is positioned against a wooden accent wall, creating a warm atmosphere. Two bedside tables hold decorative lanterns, providing soft illumination. Neutral-toned pillows complement the bedspread, while a colorful wall art piece adds a touch of character to the room.
Flat in Escalante
4.9 out of 5 average rating, 598 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

Guest favourite
The cabin is illuminated at night, showcasing its large deck and expansive windows. Surrounding trees add to the natural setting, while distant city lights twinkle below, creating a serene atmosphere against the darkened sky.
Cabin in La Suiza
4.97 out of 5 average rating, 132 reviews

Mountain Dreams Viewpoint and Cabin

Wake up to birds chirping and the views of the Turrialba Volcano, overlooking the city of La Suiza at an elevation of 1200 feet. Our new mountainous cabin includes: • Free Wi-Fi • Smart TV’s • Sleeps 21 • Fully geared kitchen for 21 people • Balcony • Free pool • Private waterfall • Free tilapia fishing • 2 charcoal grills • Fire pit (wood included) • Fruit trees • Butterfly gardens The location is 2 hours from the capital, San Jose, with property size of 9000 m and cabin size of 250 m sq.

Guest favourite
A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.
Apartment in Mata Redonda
4.94 out of 5 average rating, 359 reviews

Charming Apartment w A/C Near to the Int. Airport

Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico

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 Mata Redonda
4.97 out of 5 average rating, 190 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.
Bungalow in San Rafael
4.99 out of 5 average rating, 126 reviews

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

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
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.

Superhost
A modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.
Apartment in Rohrmoser
4.91 out of 5 average rating, 467 reviews

City ​​view, A/C near the airport, 1903

It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

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, 270 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***

Top guest favourite
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.
Villa in Provincia de Heredia
4.94 out of 5 average rating, 171 reviews

Casa Maria

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; low humidity, the perfect temperature during the day, and a little chilly at night - no AC needed

Top guest favourite
A living area features a large flat-screen TV mounted on a deep green wall. A soft gray sofa is positioned in front of a low coffee table with decor items. A tall plant adds greenery, and a glass door invites natural light from outside.
Apartment in Desamparados
4.96 out of 5 average rating, 112 reviews

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

Welcome to Casa Verde 💚✨— a modern, cozy apartment perfect for resting after a long flight or exploring Costa Rica. 🛏️ 2 bedrooms with private bathrooms 🏊 Pool & gym 🅿️ Free parking 🛫 7 min from SJO Airport 🍳 Fully equipped kitchen ❄️ A/C 👨🏻‍💻 Fast Wi-Fi Ideal for couples, families, or business travelers seeking comfort, style, and a quiet, elegant place to relax with a glass of wine.

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 £8 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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