Holiday rentals with a pool in Guápiles

Apartment in Barrio Escalante

A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.

4.9 out of 5 average rating, 547 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

4.98 out of 5 average rating, 121 reviews

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

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.

4.98 out of 5 average rating, 120 reviews

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

Private Mountain House • Stunning Panoramic 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.

Apartment in Urbanización Castro

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.

4.96 out of 5 average rating, 139 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.

4.95 out of 5 average rating, 118 reviews

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

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.

Apartment in Uruca Centro

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.

4.92 out of 5 average rating, 138 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!

Apartment in Mata Redonda

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.

4.97 out of 5 average rating, 138 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.

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.

4.96 out of 5 average rating, 119 reviews

Urban Jewel on the 30th Floor; SECRT

Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in the Wonderland*. Designed with warm floor and light decor, it has a private bedroom, closet, and working space. Fully equipped kitchen with essentials included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. All you need for a unique and comfortable stay. Parking $15 additional

4.85 out of 5 average rating, 142 reviews

The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.

Loft in Rohrmoser

Art Loft - Luxurious Apt QBO Building, Rohrmoser

Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.

4.91 out of 5 average rating, 178 reviews

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

Estancia Natural con Vista Panorámica en Turrialba

Welcome to Estancia Refugio, your oasis of tranquility amidst the lush nature of Turrialba, Costa Rica. Our cabin is the perfect place to disconnect from the daily bustle and reconnect with the essentials. English: Welcome to Estancia Refugio, your oasis of tranquility in the middle 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.

4.93 out of 5 average rating, 245 reviews

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.

Apartment in San Pedro

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 .

4.96 out of 5 average rating, 564 reviews

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.

Condo in Rohrmoser

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Popular amenities for Guápiles rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 27 reviews

The spacious living area features a neutral-toned sofa facing a wooden coffee table. A woven area rug anchors the seating space. Natural light filters through large windows, illuminating indoor plants and a dining table set for several guests. Modern light fixtures hang above.

Home in San Pablo

Relaxing House in Condo Costa Rica

Home in San Rafael de Santa Cruz

A panoramic view of the lush valley is captured under a sky filled with soft clouds. The foreground features a green lawn surrounded by diverse vegetation, highlighting the natural landscape and tranquility of the environment.

4.88 out of 5 average rating, 26 reviews

Casa Nara - Verbena, Turrialba

5 out of 5 average rating, 8 reviews

The exterior of the house features a covered porch area with two brown chairs positioned on a grassy lawn. The patio is enhanced by umbrellas, providing shaded seating options. The property is surrounded by low-maintenance shrubs and greenery, contributing to the relaxed outdoor atmosphere.

Home in La Colonia

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

4.96 out of 5 average rating, 47 reviews

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

Cabaña Río Blanco: Cabin with private river access

Home in concepcion San rafael

A modern two-story home is nestled on a hillside, surrounded by lush greenery. Large glass windows and a spacious balcony are featured, providing ample natural light. The vibrant blue sky adds to the inviting atmosphere of the property.

4.76 out of 5 average rating, 17 reviews

La Parada House

Home in Puerto Viejo de Sarapiqui

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.

4.86 out of 5 average rating, 69 reviews

House in Sonidos del Bosque

5 out of 5 average rating, 11 reviews

An outdoor dining area features a wooden table draped with a light blue cloth, surrounded by colorful chairs. In the background, a seating arrangement is visible with four wicker chairs and striped cushions. Sunlight brightens the space, showcasing the nearby swimming pool.

Home in Bejuco District

Playa Bejuco Condominium 243

4.89 out of 5 average rating, 83 reviews

An inviting infinity pool is surrounded by lush greenery and offers views of the landscape. A shaded seating area is visible nearby, furnished with comfortable chairs and a table, providing a perfect spot for relaxation and outdoor dining.

Home in Turrialba

Volcano Views-close to hiking-waterfalls-kayaking

Condo rentals with a pool

Condo in Barrio Escalante

An outdoor terrace is illuminated softly by wall fixtures, offering a vantage point over a sprawling cityscape at night. A seating area with two chairs and a small table can be seen, surrounded by greenery, creating a serene and inviting space.

4.9 out of 5 average rating, 136 reviews

Stylish 1 BR w A/C, Private Terrace

A cozy living area is presented with a plush sofa featuring an orange throw. A neon sign reading 'WELCOME TO THE CONCRETE JUNGLE' illuminates a green wall adorned with plants. A doorway leads into one of the two bedrooms, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 167 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Condo in Barrio Escalante

An open studio layout is visible, featuring a dining table set for two, with blue plates and glassware. A comfortable sofa and a workspace with a chair are included. A neatly organized kitchen area is present, along with a glimpse of the bedroom area behind sliding doors.

4.86 out of 5 average rating, 245 reviews

URBN-Escalante apartment with parking

4.86 out of 5 average rating, 135 reviews

A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.

Condo in Rohrmoser

Fully equipped apartment in Nunciatura

A city skyline is viewed at night, showcasing illuminated buildings and the distinctive architecture of a nearby stadium. The lights of the city create a vibrant atmosphere against the dark sky, emphasizing the scenic urban landscape.

4.88 out of 5 average rating, 183 reviews

AC and King Bed - Full Equipped Apartment

A modern living area features large glass windows with mountain and city views. Natural light illuminates space, highlighting a comfortable sofa, a glass coffee table, and a decorative plant. A dining area with a wooden table and upholstered chairs is also visible.

4.92 out of 5 average rating, 190 reviews

Stunning Cozy Flat w/ Mountain Views+Wi-Fi + Gym

The image captures a serene pool area surrounded by lush greenery, offering views of the city skyline and distant mountains. Bright blue skies provide a natural backdrop, while two green chairs are positioned nearby for relaxation.

4.94 out of 5 average rating, 186 reviews

30 mins SJO | Pool View | Premium Appt | Parking

4.84 out of 5 average rating, 182 reviews

A poolside area features two modern lounge chairs placed partially submerged in clear water, inviting relaxation. Surrounding the pool, several additional lounge chairs and a dining table can be seen. Potted plants add a touch of greenery to the space.

Condo in Curridabat

Perfect City Sunset Retreat 18th floor

Other holiday rentals with a pool

5 out of 5 average rating, 7 reviews

Apartment in Guapiles

Quizarrá Lodge. Family, to relax. #2

Apartment in Mata Redonda

An oval-shaped pool is surrounded by wooden decking, featuring a gentle incline leading to the water. Colorful striped lounge chairs are placed around the pool, with greenery visible in the background and a multi-story building partially in view.

4.89 out of 5 average rating, 150 reviews

SECRT Sabana Apt Steps to Pool, Gym And Views!

5 out of 5 average rating, 42 reviews

A modern studio is displayed with a cozy sleeping area featuring a spacious bed. A dining table is set with elegant glassware and decorative elements. Large windows allow natural light to brighten the room, complemented by soft curtains. A wall-mounted TV completes the inviting atmosphere.

Loft in Barrio Escalante

Apartment in EscalanteOlive Loft 14th

4.78 out of 5 average rating, 172 reviews

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.

Apartment in Guacimo

A warm atmosphere surrounded by nature

4.79 out of 5 average rating, 53 reviews

A circular swimming pool is surrounded by a wooden fence, complemented by vibrant yellow foliage. Lush greenery is visible in the background, framing the scene with tropical plants and palm trees, creating a secluded outdoor space for relaxation.

Cottage in Siquirres

Quinta Sandoval Pool, Forest, River, Remote Work

5 out of 5 average rating, 22 reviews

A refreshing swimming pool is surrounded by a lush green lawn and landscaped greenery. The pool area is complemented by a modern building with large glass windows, allowing natural light to fill the space. Outdoor seating is visible nearby, enhancing the inviting atmosphere.

Dome in Sitio Mata

Resort Renacer & Glamping Coco | Spa | Swimming Pool

4.89 out of 5 average rating, 94 reviews

A spacious house with a red tile roof is framed by lush greenery and surrounded by a large open area. The building features a blend of stone and wood materials, with expansive windows that allow natural light to fill the interior. A bright blue sky dotted with clouds serves as the backdrop.

Farm stay in Turrialba

Casa Lajas - farm experience, pool natural water.