
Holiday rentals with a pool in Guapiles
Find and book unique homes with a pool on Airbnb
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 £8 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
Top-rated rentals with a pool in Guapiles
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

Escazú Treetop Casita w/ Panoramic Luxury Views
Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

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.

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.

Amazing View at 20th SJO Floor Loft! Parking&Pool
There is no better way to experience the beauty of San Jose than by sleeping in the heart of the city with a spectacular vista of the north of the capital. The landscape of the Irazú volcano on the horizon will be the perfect complement to enjoying the sunrise in your bed. This apartment is perfect to start your experience in Costa Rica, relax after a business trip, or spend a romantic night with your partner. All from a privileged area within a walking distance of restaurants and shops.

City view, A/C near the airport, 1903
It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

10th floor Apartment w/ Sky-Level Pool in San José
Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

Breathtaking Mountain View Apt.
Vive la experiencia de hospedarte en un apartamento único en el piso 29 de torre Secrt Sabana , con una vista panorámica impresionante de las montañas de San José , a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***

26th floor cozy apartment near a gastronomic area
Enjoy relaxing in a colorful space with a beautiful view! That's right, guests of this apartment will be able to enjoy stunning views of the surrounding mountains and the San José Valley from their very own living room and dining area. You'll of course be right within a convenient urban center, within walking distance to restaurants and beautiful attractions alike.

Hideout in downtown San Jose-Sergio
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.

Curated Luxury Stay on the 22nd Floor
Bienvenido a una experiencia sofisticada y cuidadosamente diseñada en el corazón de URBN Escalante. Cada espacio fue pensado para ofrecer una experiencia cálida, refinada y llena de estilo, combinando decoración cuidadosamente seleccionada, acabados modernos y una atmósfera acogedora que hace sentir el apartamento verdaderamente especial.
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

House w/Infinity Pool • Near Downtown Turrialba

11bed & 5washroom house with natural swimming pool

Volcano suite - Near airport

Cabin with private river access

Villa Bugambilia: Large colonial villa with pool.

Welcome to La Morada de Alina, overlooking the valley.

La Parada House

House in Sonidos del Bosque
Apartment rentals with a pool

9.9 mill SJO | Pool View | Cozy Loft | Parking

Urbn Escalante Downtown View

Urban Jewel on the 30th floor; SECRT

Alicia's Garden Apartment at Secrt

The Gourmet Terrace & Coffee View w/AC

Charming Apartment w A/C Near to the Int. Airport

Bohemian Apt IFreses! Pool, Wifi, Gym

Top Pick in La Sabana: Comfy & Spotless, San José
Other holiday rentals with a pool

Private cabin with pool near the Corinto River #2

Cheerful private 4-Bedroom Villa. Heated pool A/C

Nebulae - Water Cube Suite & YogaDeck

SECRT Escalante · 19th Floor · View + Parking

Couples Focused Magnificent Studio Apartment

Spacious Farmhouse with Pool & Exotic Gardens

Hide in the Nature of Turrialba

Modern Escalante Studio w/ Pool + Rooftop Terrace
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £57 | £49 | £57 | £55 | £57 | £57 | £57 | £57 | £48 | £48 | £57 | £57 |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
Destinations to explore
- Rentals with a patio Guapiles
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- House rentals Guapiles
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- Pet-friendly rentals Guapiles
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- Rentals with pools Limon
- Rentals with pools Costa Rica
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- Multiplaza Escazú
- Parque Central
- Hacienda Alsacia Starbucks Coffee Farm
- Children’s Museum
- La Cruz del Monte de la Cruz
- Britt Coffee Tour
- San Jose Central Market
- Río Agrio Waterfall
- City Mall Alajuela
- Plaza de la Cultura
- Multiplaza Curridabat
- La Paz Waterfall Gardens
- Jade Museum
- Basilica De Nuestra Señora De Los Ángeles
- National Theatre of Costa Rica





