Vacation rentals with a pool in Guapiles

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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 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 Escalante

4.91 out of 5 average rating, 505 reviews

Coffee-Inspired 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

An inviting outdoor space is highlighted by a refreshing pool surrounded by sun loungers and comfortable seating areas. Large glass doors offer a seamless view into the interior, while lush greenery provides a serene backdrop. The patio is ideal for enjoying the fresh air.

Home in San Cayetano de Venecia

4.97 out of 5 average rating, 172 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.

Top guest favorite

A modern cabin is nestled among lush greenery, featuring a sleek metal exterior. A spacious balcony is visible, complemented by two chairs and a small table. Warm lighting illuminates the interior, providing a glimpse of the cozy living space within.

Guesthouse in Los Mesen

4.99 out of 5 average rating, 149 reviews

Unique & secluded forest cabin with pool & trails

Retreat to the rainforest in a cosy, confortable and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the outdoors of the property with 4 acres of primary rainforest filled with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

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, 109 reviews

Costa Rica Mountain House Pool & Stunning Views

Escape to one of Costa Rica's most beautiful, off-the-beaten-path destinations, just 1.5 hours from San José International Airport. Our private retreat offers stunning 180-degree panoramic views, a private waterfall, a refreshing pool, many amenities, and expansive grounds filled with tropical fruit trees. Perfect for those seeking relaxation and adventure, this sanctuary allows you to unplug, unwind, and fully recharge in complete privacy. Book now for an unforgettable Costa Rican getaway!

Guest favorite

A modern outdoor terrace is highlighted by a private pool, surrounded by lush greenery and decorative stones. Comfortable seating is arranged nearby, while expansive glass doors reflect the beautiful sky and offer views of the picturesque mountains beyond.

Apartment in Ciudad Colón

4.92 out of 5 average rating, 119 reviews

Luxury New apartment! Infinity Pool! Adults only

Luxury Apartment with Private Pool and Stunning Mountain Views Escape to our brand-new, luxurious apartment, designed exclusively for adults. Nestled in a serene and safe mountain area, it offers breathtaking views and a quiet retreat. Enjoy your completely private pool on the spacious terrace, perfect for sunny days or peaceful evenings under the stars. Ideal for a romantic getaway or a chance to disconnect. Book now and experience comfort, privacy, and unforgettable views!

Superhost

Cottage in Turrialba

4.91 out of 5 average rating, 170 reviews

Natural Stay with Panoramic View in Turrialba

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 essentials. English: Welcome to Estancia Refugio, your oasis of tranquility in the midst 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.

Guest favorite

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

4.87 out of 5 average rating, 115 reviews

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.

Guest favorite

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

4.96 out of 5 average rating, 487 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 25min Parque metropolitano La Sabana: 1km Parqueo Privado

Guest favorite

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.

Apartment in San José

4.87 out of 5 average rating, 206 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, 318 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.

Guest favorite

A multi-story building showcases elegant architectural details under soft evening light. A large outdoor swimming pool is framed by palm trees and lounge areas, providing a serene focal point. Warm illumination gently highlights the structure's facade, enhancing its welcoming presence.

Apartment in Escazu

4.94 out of 5 average rating, 272 reviews

Breathtaking panoramic

Decorated by renowned local decorator. With spectacular panoramic views. Very bright space with ample room. Incredible amenities including heated swimming pool, sauna, gym, children’s play area and underground parking. Equipped with all appliances including dishwasher, automatic washer and dryer, stove, oven and microwave.

Guest favorite

An outdoor swimming pool is visible in the foreground, accompanied by several lounge chairs positioned nearby. The modern condo building is seen in the background, featuring multiple balconies and a landscaped area with greenery.

Loft in Alajuela

4.95 out of 5 average rating, 544 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.

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Popular amenities for Guapiles rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A serene outdoor view captures a vibrant landscape illuminated by soft garden lights at night. The distant city lights shimmer in the background, while a peaceful lawn and scattered trees frame the scene. The silhouette of the home blends into the tranquil environment.

Home in Santa Bárbara de Heredia

4.67 out of 5 average rating, 6 reviews

Casa Luna Bianchini - Enchanted Retreat

AnaRating, 5 stars4 months ago

The house has all the amenities one needs, with a beautiful location and view The super clean house extends everything in excellent condition to my family and I love a place full of peace and relaxing we felt very comfortable !! And the super attentive hosts for anything we needed very kindly !! 😃

Superhost

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

4.87 out of 5 average rating, 104 reviews

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

GerriccaRating, 5 stars1 month ago

Casa Peces is well maintained and comfortable. The home is spacious and the neighborhood was peaceful. The pool was perfect. It was very easy to communicate with both Martha and Jessica. I would absolutely stay at Casa Peces again on a future trip!

Guest favorite

Home in Guácima

4.89 out of 5 average rating, 36 reviews

Condo (For 6) SJO Airport, Parque Viva, Pool.

FreekRating, 5 stars1 month ago

It was very nice to stay here before we needed to go to the airport. Very clean house with modern furniture. Showers were great and my girlfriend never had better shampoo than over here.

Top guest favorite

Home in Poás

5 out of 5 average rating, 44 reviews

Beautiful home, great views, pool, near to airport

IngridRating, 5 stars2 months ago

Jorge is incredible, our flight from Panama to Costa Rica had mechanical difficulties so we didn't get to Costa Rico until 10:30 p.m. After picking up a rental (which I highly recommend if you are staying here) it was after midnight. We had some difficulty finding the house Jorge came out to meet us rather than just do directions. The house was very comfortable and the bathroom including the amenities were fabulous!

Guest favorite

A heated swimming pool is surrounded by a spacious lawn adorned with tropical plants. Lounge chairs are positioned near the pool, providing relaxation spots. String lights enhance the outdoor ambiance, while a shaded area offers umbrellas and a glimpse of the nearby greenery.

Home in Escazu

5 out of 5 average rating, 11 reviews

Large home, pool, and great view

AnwerRating, 5 stars4 weeks ago

Great place to stay .

Superhost

An outdoor terrace features a private swimming pool with a scenic view of the mountains and city below. A table with a bowl of assorted tropical fruits sits nearby, and two white lounge chairs are positioned around the pool, offering a relaxing space.

Home in Escazu

4.87 out of 5 average rating, 71 reviews

Heated pool 8 bedrooms 6 bathrooms 20 guests

TeshaRating, 5 stars3 months ago

I look to come back,we loved the place and all that was offered. The pictures really don't give the beauty of this place VERY VERY VERY OUTSTANDING I WILL BE BACK

Superhost

A private pool is surrounded by a well-maintained yard, featuring green grass and several trees. The house is visible in the background, with accessible outdoor space that invites relaxation. The pool area is equipped with a lounge chair, offering a tranquil spot for sunbathing.

Home in Alajuela

4.91 out of 5 average rating, 114 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

JacquelineRating, 5 stars1 month ago

Comfortable and family place to enjoy in peace

Guest favorite

The exterior of the house features a welcoming white front door, flanked by two windows. Well-maintained hedges line the path leading to the entrance, with a concrete walkway on one side. The bright blue sky complements the home's neutral exterior and red roof accents.

Home in San Rafael

4.81 out of 5 average rating, 57 reviews

Cozy summer house

GuillermoRating, 5 stars1 month ago

I loved staying in this place, it was quite comfortable, it had the essentials to live peacefully, it was in a condominium a little far away but quiet with a swimming pool, soccer field, exercise machines, enough space to walk. The house had a cozy terrace. Come back!

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Condo rentals with a pool

Guest favorite

A serene swimming pool is set against a clear blue sky, featuring modern lounge chairs positioned nearby. The water is a vibrant blue, complemented by sleek, white lounge chairs partially submerged at the pool's edge.

Condo in Curridabat

4.79 out of 5 average rating, 128 reviews

Apartment designed for your rest

JoseRating, 5 stars1 month ago

Great place and security...

Guest favorite

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.

Condo in Escalante

4.89 out of 5 average rating, 114 reviews

Stylish 1 BR w A/C, Private Terrace

LucasRating, 5 stars2 weeks ago

Excellent place to stay in San José!

Superhost

A shared pool is featured at the center of the outdoor area, surrounded by a well-kept garden. The modern building includes large glass doors that provide a view of the interior space. The smooth concrete patio enhances the poolside experience.

Condo in Alajuela

4.81 out of 5 average rating, 176 reviews

Condo apt - Near airport, Fully AC & Security

AmandaRating, 5 stars1 month ago

It was such a lovely stay. It was large and the bed was so comfortable. I’d always come here when flying in or out of SJO.

Guest favorite

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.

Condo in Mata Redonda

4.95 out of 5 average rating, 121 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

BasimRating, 5 stars5 days ago

Airbnb messed up the check-in times. It showed different check in times to me and the host. however the hosts were really helpful and let us check in earlier.

Guest favorite

A light-filled living area features a beige sofa adorned with decorative cushions and a small potted plant on a white coffee table. In the background, a modern kitchen is visible with wooden bar stools and reflective stainless-steel appliances. Colorful artwork hangs above the seating area.

Condo in Alajuela

4.83 out of 5 average rating, 103 reviews

Airport Condo Traveler's Haven!

FrankieRating, 5 stars4 days ago

The place was exactly what it was advertised. Me and my family had a good and comfortable stay. The beds were also very comfortable. It is very close to the airport and the City Mall which had a big food court with many options for reasonable prices if you’re trying to save a little. Me and my family had a great stay.

Guest favorite

A modern living space features a comfortable gray sofa and a stylish armchair. A dining table with black chairs is positioned next to large glass doors that open to a balcony. Natural light fills the room, highlighting the decorative rug and floral centerpiece.

Condo in Alajuela

4.84 out of 5 average rating, 122 reviews

Near SJO airport new apartment A C free parking

WillRating, 5 stars3 weeks ago

Excellent apartment in a good location. I give the communication and the accommodation a 10/10.

Guest favorite

A serene swimming pool is surrounded by lush greenery, featuring a variety of tropical plants. The clear water reflects the sky, enhancing the tranquil environment. Palm trees and vibrant foliage create a natural border around the pool area, inviting relaxation.

Condo in Rohrmoser

4.95 out of 5 average rating, 129 reviews

Comfortable apartment in upscale neighborhood

YinethRating, 5 stars2 weeks ago

We stayed for a week. The location of the property was very good for what we needed it for, close to everything. Everything was as described. Very good overall experience.

Superhost