Vacation rentals with a pool in Guápiles

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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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Guest favorite

A spacious swimming pool is framed by a wooden deck and surrounded by lush greenery. Colorful seating areas are arranged to the side, with decorative lighting strung overhead, creating a vibrant and inviting outdoor retreat.

Apartment in Barrio Escalante

4.9 out of 5 average rating, 533 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 favorite

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.

Condo in Mata Redonda

4.91 out of 5 average rating, 183 reviews

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

Amazing 2 BR Flat located in one of the most accesible location places in San Jose, La Sabana. Self Check-in Entry , Lots of amenities, ( Gym, Yoga, pool deck, etc) . Private parking space inside the gated community. Walking distance to La Sabana Park and lots of access to anywhere in the Country. This is also decorated with love to spend a warm stay 20 mins to Juan Santamaria Int. Airport. 10 mins to Multiplaza Mall in Escazu 10 mins to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Top guest favorite

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, 117 reviews

Stunning Views - Private Mountain Escape

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.

Top guest favorite

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.

Apartment in Urbanización Castro

4.97 out of 5 average rating, 118 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 favorite

A private heated pool reflects lights from the surrounding area, including a modern building in the background. An outdoor seating area with lounge chairs and a barbecue grill is visible, alongside potted plants enhancing the inviting space.

Villa in Mata Redonda

4.95 out of 5 average rating, 111 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 favorite

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.

Apartment in Mata Redonda

4.97 out of 5 average rating, 117 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.

Top guest favorite

An inviting rooftop pool area is depicted, overlooking a panoramic view of the city and mountains. Several lounge chairs are positioned along the pool's edge, providing a comfortable setting for relaxation. The water reflects the cloudy sky, creating a serene atmosphere.

Home in Curridabat

4.92 out of 5 average rating, 120 reviews

Smart loft in the heart of the city, A/C and Wi-Fi

Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Guest favorite

A modern living area features a plush tufted sofa adorned with colorful throw pillows. A glass coffee table sits atop a textured rug, with artistic decor elements present. A large window allows natural light to fill the space and offers a scenic view of the surrounding area.

Apartment in Mata Redonda

4.89 out of 5 average rating, 178 reviews

New Secret Sabana Studio 29th Floor Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

Top guest favorite

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

4.92 out of 5 average rating, 223 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 favorite

A dining area features a glass table surrounded by four wooden chairs, elegantly placed beneath a decorative wall art piece. A cozy seating space includes a light-colored sofa, complemented by a decorative plant and ample natural light flowing through large glass doors that lead to a balcony with city views.

Apartment in Bella Vista

4.87 out of 5 average rating, 231 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, and parking included.

Guest favorite

A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.

Apartment in Mata Redonda

4.95 out of 5 average rating, 354 reviews

Hideout in downtown San Jose

Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.

Top guest favorite

An artistic interior space features a large black dog sculpture, contributing to a contemporary design. A stylish chair with a quilted pattern sits beside a low table, while shelves display books and decorative items. Warm lighting adds a cozy touch to the vibrant atmosphere.

Apartment in Barrio Escalante

4.91 out of 5 average rating, 218 reviews

URBN Barrio Escalante Fully Equipped Private Patio

Our Terrace apartment is located in an exotic, Unique, Hip, Cool, and Relaxing High Rise 5 stars Resort Style Condo centrally located in the Gastronomic district of San Jose Costa Rica. the Resort Style Condo has it all! Pool, Gym, Co-working areas, 29th Story Terrace, Private Meeting Rooms, Theater Room, Laundry.