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

Condo in Mata Redonda

4.95 out of 5 average rating, 112 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Welcome to Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown San Jose and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Guest favorite

An outdoor swimming pool is framed by a modern building, reflecting the clear sky above. The pool features ladder access and is surrounded by a wooden deck, creating a relaxing environment. Soft lighting along the perimeter hints at evening use.

Loft in California

4.91 out of 5 average rating, 110 reviews

Precioso loft piscina, gym y excelente ubicacion

Disfrute de una experiencia elegante en este lugar céntrico de San José, a poca distancia de los lugares más modernos, históricos y turísticos. Disfruta tranquilamente de un apartamento a estrenar con todo lo necesario para tu estancia. Tendrás un supermercado frente al edificio, pero también bares y restaurantes en Barrio Escalante. Acceso a excelentes amenidades: Gimnasio, 2 albercas, área de BBQ, firepit al aire libre, sala de cine, roof garden para disfrutar de vistas únicas de San José.

Guest favorite

An exterior jacuzzi sits adjacent to a swimming pool, surrounded by natural stone features. The vibrant blue water is complemented by lush green plants, creating a serene atmosphere. Water flows gently from the rock formation into the pool, enhancing the tranquil setting.

Villa in La Uruca

4.92 out of 5 average rating, 159 reviews

Georgeus Villa, pool, additional jacuzzi, A/C

Hermosa Villa privada, amplia, hasta para 16 personas, de las pocas villas con Aire Acondicionado en la zona, Piscina y Jacuzzi, (servicio con costo adicional), Wifi de alta velocidad, elegantemente decorada, terraza, jardines, cocina totalmente equipada, amplia estancia y céntricamente ubicada en hermosa zona residencial, privacidad y tranquilidad. Estacionamiento privado para tres autos. Localizada en Heredia a 15 minutos del aeropuerto y 20 minutos de San José. La piscina no es temperada.

Top guest favorite

Villa in Turrialba

4.98 out of 5 average rating, 107 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!

Superhost

A private balcony offers expansive views of the surrounding cityscape, framed by a sleek glass railing. Comfortable seating arrangements, including two lounge chairs and a coffee table, are positioned on a smooth wooden floor. Three woven pendant lights hang above, adding an element of design.

Apartment in Sabana

4.84 out of 5 average rating, 141 reviews

Sabana San José Downtown- Pool/AC/King bed

Welcome to our spacious and family-friendly apartment in the heart of San Jose! Our beautifully designed space is perfect for up to six people and features two comfortable bedrooms, a fully equipped kitchen, and a private balcony. Our building offers a pool, gym, and great coworking area, . We're located just a short drive from the airport and offer easy access to all of the city's top attractions. Book your stay today and experience the best of San Jose!

Guest favorite

The exterior of a modern apartment building is showcased, featuring multiple floors with large windows. A serene swimming pool is prominently placed in the foreground, surrounded by palm trees and a spacious deck area lit by warm evening lights.

Apartment in San Rafael de Escazú

4.91 out of 5 average rating, 196 reviews

Luxurious Apt-Cortijo Laureles- Views - Amenities

"This one of a kind Apartment offers a perfect combination of security, exclusivity and premium service. Couples, business travelers, small families, and people who enjoy the ultimate service, will enjoy staying in one of the most high-end neighbourhoods in San Jose next to restaurants nightlife, hospital CIMA, the airport, family-friendly activities, mall and country clubs, all within a walking range. You'll love: Modern Decor, amenities & security.

Guest favorite

A long, rectangular outdoor swimming pool is framed by a textured stone wall. The crystal-clear water reflects the surrounding architecture and vegetation, creating a calm atmosphere for relaxation. Sun loungers are positioned neatly along the edge, inviting guests to unwind in a serene environment.

Condo in Rohrmoser

4.92 out of 5 average rating, 139 reviews

Luxury, comfort and strategic location San José

Experimenta el lujo en este apartamento en el piso 10, con 2 habitaciones, 2 baños, cocina, sala y lavandería. Disfruta de las impresionantes vistas al Parque del Café y la ciudad desde tu ventana. Este refugio urbano de lujo también te brinda acceso a más de 10 comodidades en el edificio, incluyendo una piscina y un gimnasio. Además, cuenta con 1 espacio de estacionamiento para tu comodidad. ¡Una experiencia única te espera!

Superhost

A rooftop pool area is visible, featuring a long lap pool with clear water reflecting the sky. Lounge chairs line the pool edge, offering views of the surrounding cityscape. The area includes minimalist landscaping with potted plants enhancing the open space.

Condo in Curridabat

4.84 out of 5 average rating, 168 reviews

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

Enjoy a unique stay in this stylish apartment with a panoramic view and prime location. Fully equipped with air conditioning, a complete kitchen, Smart TV, and blackout curtains for maximum comfort. Exclusive amenities: ✔ Pool for relaxation ✔ Game room for entertainment ✔ Private cinema for an immersive experience ✔ Coworking space for a productive stay Perfect for business or leisure trips. Book now and enjoy the experience!

Guest favorite

An outdoor rooftop pool is highlighted, featuring a sleek modern design with lounge chairs positioned alongside. The pool's water reflects the surrounding skyline and mountain views under a partly cloudy sky. Glass railings provide an unobstructed perspective of the scenic backdrop.

Loft in Curridabat

4.87 out of 5 average rating, 217 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

Guest favorite

A serene outdoor landscape features a private pool surrounded by lush green grass and plants. A spacious deck offers seating options, while the villa structure is visible nearby. The pathway leads to a private entrance, enhancing the tranquil environment of the property.

Villa in Escazu

4.9 out of 5 average rating, 348 reviews

Private villa with jacuzzi in Escazu

The Poolside Villa is a separate, private home located on our property.. The Poolside Villa has a deck, overlooking a beautiful garden and is only steps away from the shared pool and jacuzzi. Our property is located in the quiet neighbourhood of Bello Horizonte, in the hills above Escazu. We are 15 minutes from San Jose, 10 minutes from the Escazu mall and Cima hospital, and 25 minutes from the international airport.

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

4.95 out of 5 average rating, 265 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

A refreshing swimming pool is situated adjacent to modern architecture, reflecting a blend of concrete and vibrant colors. String lights overhead add a touch of warmth, while a mural featuring abstract shapes enhances the outdoor atmosphere, creating an inviting space for relaxation.

Apartment in Escalante

4.9 out of 5 average rating, 205 reviews

Amazing Private Terrace Flat A/C+Pool+Gym+100MB

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.