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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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Superhost
A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.
Apartment in Mata Redonda
4.94 out of 5 average rating, 198 reviews

Joya Urbana en el piso 30; SECRT

Sumérgete en la magia de este apartamento en el piso 30 de SECRT Sabana, inspirado en *Alicia en el País de las Maravillas*. Diseñado con decoración cálida de plantas y luces, cuenta con un dormitorio privado, clóset, y espacio de trabajo. Cocina totalmente equipada con básicos incluidos, y baño con amenidades. Disfruta vistas espectaculares y compra snacks, bebidas y artículos personales disponibles en el apartamento. Todo lo que necesitas para una estancia única y cómoda. Parqueo $15 adicional

Top guest favourite
A serene plunge pool captures reflections of the sky, with a gentle waterfall cascading into the water. Lush tropical plants frame the scene, while comfortable loungers invite relaxation. Expansive views of the mountains and sky create a tranquil backdrop.
Flat in Escazu
4.98 out of 5 average rating, 129 reviews

Sugar Shack @ Earth and Sky - Costa Rica

Tucked into the heart of a lush 2-acre Escazu Estate, this cozy, stylishly appointed 21 sq meter (216 sq foot) studio is ideal for the value-centric solo traveler, digital nomad or medical tourist seeking a quiet, safe refuge in an upscale neighborhood. The shared areas of the property offer a sparkling salt water pool, bright gardens and terraces with sweeping views. The Sugar Shack is close to everything, but perched above the hustle bustle below... a terrific home base for visits to San Jose.

Guest favourite
Flat in Mata Redonda
4.88 out of 5 average rating, 186 reviews

Rabbit's Hole in Secrt Sabana

Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

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, 183 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 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

Ambiente cálido rodeado de naturaleza

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.

Top guest favourite
A serene night view features a luminous pool surrounded by lush greenery, with tall palm trees framing the scene. The twinkling lights of the valley below create a captivating backdrop against the night sky, while a charming tiled roof adds a rustic touch.
Villa in Pilas, Alajuela Province,
4.93 out of 5 average rating, 225 reviews

Private Spacious Villa w/ Pool & Views near SJO

Villa Cielo Grande is our main house and the crown jewel among our four villas. Here’s what makes it truly exceptional: - A private villa spacious enough for families or groups. (3 BR, 3 BA. 11 guests). -Enjoy exclusive access to your own private pool and BBQ area. - Access to patios, beautiful gardens, and a charming gazebo. - Proximity to SJO airport, grocery stores, restaurants, and the City Mall. - Perfect temperatures, creating an ideal retreat for relaxation and exploration.

Guest favourite
The entrance of the mansion features a circular driveway enhanced by a central fountain, surrounded by landscaping and soft evening lighting. The façade showcases warm colors, with windows gently illuminated as the sun sets on the horizon.
Villa in San José
4.84 out of 5 average rating, 191 reviews

Exclusive Tuscan Mansion in CR

Our Italian-Styled mansion is nestled among a lush mango-tree forest in gorgeous Santa Ana only 20min from airport. Features: - Indoor Pool (Heating Upon Request $100 extra per day and requires 24 hours of heating prior to use) - 6 Bedrooms - 6 Bathrooms - Large Living Areas - 5 min from highway 27 to beaches & rainforests - 15 min from Escazu and CIMA Hospital - 24/7 armed security - Huge Green Areas Heavenly!

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, 105 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.

Guest favourite
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
4.89 out of 5 average rating, 132 reviews

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

Guest favourite
A bright sleeping area features a spacious bed with quality linens and a cosy sofa bed. Large windows allow natural light to fill the room, while views of greenery are visible outside. Neutral walls enhance a calm atmosphere, complemented by simple decor elements.
Loft in Alajuela
4.94 out of 5 average rating, 743 reviews

Cosy Loft, 3 min from SJO airport, brand new

Cosy loft in a condo with security and free parking. Swimming pool, gym and workspace are available on site. Idealy situated in Alajuela, just 3 minutes away from the airport, 2 minutes walk from one of the biggest mall in central america "citymall", perfect for shopping before leaving the country.

Superhost
A bright living space is illuminated by natural light coming through large windows, revealing a view of the city. A dining table with white chairs is positioned next to the windows. Colorful poufs and a wooden table add warmth to the modern decor.
Apartment in Mata Redonda
4.85 out of 5 average rating, 894 reviews

Modern/comfort top floor apt perfect view Sabana

This beautiful apartment is on the top floor of the building with a spectacular view of the city in which you can comfortably see on the balcony and just 400 meters from the Metropolitan park of La Sabana. *** Juan Santamaría International Airport (10 miles , 17minutes normal traffic)

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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