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

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, $35 per extra guest. Cleaning included. Come dive into city life.

Casa Lajas - farm experience, pool natural water.
Casa Lajas is 7 hectares farm located near the Guayabo monument. You are renting house 1, totally private. The property also has 2 more houses, a big farm, organic vegetable plot, a shared pool and food area, beautiful views, etc. This house is fully equipped, good internet and we also offer food service upon request (the price listed does not include any meal). Nearby you can visit Turrialba volcano, waterfalls, rivers, hikes, and the best traditional food, most of it, comes from the farm.

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.

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.

Family|Business Flat w/ 270° Mountain+City Skyline
Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

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!

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.

Charming Apartment w A/C Near to the Int. Airport
Bienvenido a este encantador y elegante apartamento. Con una decoración exquisita en el piso 24. Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala. La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico.

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 Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra

Natural Stay with Panoramic View in 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 hustle and bustle 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.

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 500 mbps, and parking included.
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

New 3BR Condo | by SJO Airport & Convention Center

Casa Luna Bianchini - Enchanted Retreat

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

Large home, pool, and great view

Cabaña Río Blanco: Cabin with private river access

House in Sonidos del Bosque

Tico House Villa Complete

Luxury Townhouse (8p max)-Pool & Fitness-Escazu
Apartment rentals with a pool

Stylish 1 BR w A/C, Private Terrace

Concrete Jungle Experience 25th Floor Secrt Sabana

Fully equipped apartment in Nunciatura

Enjoy Barrio Escalante-Sjo

Modern/comfort great views 2Bath 2Bdr Escalante

30 mins SJO | Pool View | Premium Appt | Parking

Luxury SkyView Apartment 2BR

Alicia's Garden Apartment at Secrt
Other holiday rentals with a pool

Las Colinas Glamping (Dome #3)

Nebulae - Water Cube Suite & YogaDeck

Apartment in safe area with balcony, A/C, pool, gym

SECRT Escalante · 19th Floor · View + Parking

El Quetzal Luxury Sabana Condo | Pool+Gym+30 AMEN

House for 5 people with pool and nature #4

Spacious Farmhouse with Pool & Exotic Gardens

Mountain Vista
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £56 | £56 | £56 | £54 | £56 | £56 | £56 | £56 | £47 | £47 | £56 | £56 |
| 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 |
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 £22 per night before taxes and fees

Verified guest reviews
Over 560 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
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- Rentals with pools Costa Rica
- La Sabana Park
- National Stadium of Costa Rica
- Poás Volcano National Park
- Parque Diversiones
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Catarata del Toro
- Children’s Museum
- Parque Central
- San Jose Central Market
- Pre-Columbian Gold Museum
- Plaza de la Cultura
- City Mall Alajuela
- Britt Coffee Tour
- Multiplaza Escazú
- Basilica De Nuestra Señora De Los Ángeles
- Multiplaza Curridabat
- Río Agrio Waterfall
- Rescate Wildlife Rescue Center




