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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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Top guest favourite
Flat in San José
5 out of 5 average rating, 9 reviews

SECRT Escalante · 19th Floor · View + Parking

Modern apartment in the heart of Barrio Escalante, a top dining area in San José. Apartment 1907 on the 19th floor offers city views, 1 bedroom with queen bed and AC plus sofa bed in living room, 1 bathroom and . Building with 20+ amenities: pool, gym, coworking and social areas. Private parking inside the building included. Ideal for couples, business travelers and tourists. Due to the central location, occasional city noise may be heard. Fast 300 Mbps WiFi, self check-in and 24/7 security.

Superhost
A modern kitchen area features sleek cabinetry and stainless steel appliances. A cozy green sofa is positioned beside a circular dining table with white chairs. Natural light emanates from large windows, accentuating the contemporary decor and artistic wall elements.
Apartment in Bella Vista
4.77 out of 5 average rating, 227 reviews

The Gourmet Terrace & Coffee View w/AC

Newly renovated space, located in the heart of the city. Barrio Escalante will not only show you one of most iconic & trendy neighborhoods of San José, it is also one of the greatest gastronomical places in the San José. If you like the experience of walking around, discovering amazing places to have Breakfast & Brunch, or a good lunch, or having cocktails in one of the highest rooftops in town or grabbing a late dinner with great music & wine, in a distinctive environment. This is for you.

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, 136 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 queen bed with a plush gray headboard is dressed in a striped red, black, and white quilt. Coordinating pillows are arranged on the bed, while a small decorative plush rests nearby. A black curtain is partially drawn to the left, with air conditioning visible above.
Flat in San José
4.88 out of 5 average rating, 106 reviews

Bö Escalante 507

Stylish, Calm, Relax at this peaceful and centrally located studio apartment within Barrio Escalante. Zona Rosa de San José, just steps from this building, there are shops, restaurants, bars, cafes, theme stores, varied cuisine, and nearby you will have museums, parks, malls, cinemas, in short, it has an unbeatable location, in the center of everything. You can get around by car, bus, train, or taxi to other places, everything in the area is walkable, in one of the safest areas of the city.

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.

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

Chill, Relax & Enjoy in a 11 bed 5 washroom house

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 beautiful relaxing river, 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

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, 95 reviews

House in Sonidos del Bosque

Consiéntete en una estancia única donde solo escucharás la naturaleza. Se encuentra en una propiedad de 10000m2, tiene como objetivo conseguir que tu visita sea lo más relajante posible. Es el refugio perfecto para desconectarte. Cuenta con una piscina 100% natural y riachuelos con peces. Fácil acceso a las principales atracciones de la zona. Cuenta con: Casa equipada para 7 personas y apartamento independiente para 4 personas. Ideal para quienes buscan privacidad, confort y tranquilidad.

Guest favourite
A modern kitchen with sleek dark cabinetry and stainless steel appliances is complemented by barstools with yellow upholstery. The cozy living area includes a light-colored sofa and a decorative table, with a vase of flowers adding a touch of color. Natural light fills the space.
Flat in San José
4.96 out of 5 average rating, 127 reviews

Chic Escape in Trendy Barrio Escalante

Live Like a Local in the Heart of San José Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San José’s trendiest cultural and gastronomic district. Whether you’re here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Jose’s major attractions and some of the citie’s best restaurants

Guest favourite
Flat in Guapiles
4.94 out of 5 average rating, 16 reviews

cabaña privada con piscina cerca del Río Corinto#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.

Top guest favourite
Flat in San José
4.95 out of 5 average rating, 112 reviews

Warm studio in Barrio Escalante

Experience Barrio Escalante, the city's most vibrant and gastronomic area. This apartment combines elegance and comfort, offering you an ideal space to rest after exploring unique restaurants, cafes and bars, all just steps from your door. All on the 13th floor with a beautiful view of the best sunsets and without neglecting the possibility of having access to highways that connect with other nearby tourist destinations, such as volcanoes, mountains and beaches.

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, 107 reviews

Fully-Eqpd 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
A modern living area features a flat-screen TV mounted on a textured stone wall. A wooden entertainment console holds decorative items, including a statue and a lamp. A potted plant adds a touch of greenery, complementing the surrounding decor.
Flat in Bella Vista
4.87 out of 5 average rating, 278 reviews

Gorgeous sunsets at charming apartment in downtown

We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of ​​San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi 500 mbps, and parking included.

Popular amenities for Guapiles rentals with a pool

When is the best time to visit Guapiles?

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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 $13 SGD 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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