
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.

Chill, Relax & Enjoy in a 11 bed 5 washroom house
Escape to nature, our home has 4 bedrooms, 11 beds and capacity for 14 people. Ideal for couples, families, events up to 50 people. Enjoy spacious green areas, bbq areas and a cozy living space. the back of the property consists of a beautiful natural swimming pool, the front of the property features a fire pit area for roasting marshmallows there also is a play area for preteens, for teens & adults we offer a basket ball area for some 1v1, lots of space in the back to kick around a soccer ball

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.

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

Modern Urban Oasis 1BR | Pool & Gym | Near Stadium
Elevate your stay in this stylish 1-bedroom apartment in the heart of La Sabana. Perfect for professionals & travelers, it features a private balcony with stunning views, AC, and high-speed WiFi. Located in San José’s safest, most upscale district, you’re steps from the National Stadium & Sabana Park. Enjoy elite building amenities: a semi-Olympic pool, gym, and 24/7 security. ✨ Private bedroom + separate living ✨ 20 mins to SJO Airport ✨ Walk to gourmet dining Pura Vida luxury!

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!

Private cabin with pool near the Corinto River #2
Disfruta de una suite privada con dormitorio, baño y cocina equipada con todas las comodidades. El espacio cuenta con aire acondicionado, ducha y todo lo necesario para una estancia cómoda. También podrás disfrutar de amplias zonas verdes y piscina compartida con otros huéspedes, rodeado de vegetación y aves que crean un ambiente tranquilo para conectar con la naturaleza. El ingreso a la propiedad cuenta con portón eléctrico y cámaras de seguridad para mayor tranquilidad.

Nice apartment in Heredia
It is located 25 minutes from the airport, 5 minutes from Britt Coffee Tour, near the Barva Volcano, 10 minutes from Bosque de la Hoja, 5 minutes from downtown Heredia, 1km from the National University, 25 minutes from San Jose, a central, large and comfortable place. It is fully equipped, has high speed internet, close to free zones, has a beautiful view of the central valley, located in the mountains of Heredia, close to the best restaurants and supermarkets in the area

Altamira Luxe Spacious with Pool and Amenities 403
Welcome to our cozy accommodation in Condominio Altamira With beds for 8 people, our home is ideal for families. Equipped with all the necessary amenities, we offer you a comfortable and memorable stay. With space for 2 vehicles. Located in an excellent area of Heredia in the Altamira condominium, you will be close to everything you need to make the most of your stay. We look forward to welcoming you soon and you will have an unforgettable and comfortable experience!

Cabin in forest/pools/ranch
Cabin for 8 people with all amenities, surrounded by nature and an hour from the capital. Quiet, calm, spacious, comfortable, isolated place, with total privacy, next to the forest, with two swimming pools (children and adults), campfire area, large ranch (120m2) fully equipped with electrical appliances for cooking, it also has a wood-burning stove, ample parking space, fruit trees, small soccer field. In the middle of a beautiful sound and visual environment.

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces
Azenza Towers, Excellent location and security. 11th floor: excellent sunset view. 500 Mbps WiFi. VGA Monitor. 2 bedrooms, 2 bathrooms, 2 free covered garages 3 elevators 5 km from San José 7 km from Escazú 16 km from the International Airport 70 km from Pacific Beaches Close to major corporate centers in San José, Heredia and San José, as well as shopping malls, hotels and hospitals. Pool, yoga deck, gym, playground and work area. Roof Top.

House in Sonidos del Bosque
Conserve yourself in a unique stay where you will only hear nature. It is located on a property of 10000m2, it aims to make your visit as relaxing as possible. It is the perfect retreat to disconnect. It has a 100% natural pool and streams with fish. Easy to get to top attractions in the area. It has: House equipped for 7 people and independent apartment for 4 people. Ideal for those looking for privacy, comfort and tranquility.
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

Rancho Roca Fuerte. House sourrounded by nature

Hacienda Cacaotera in front of the forest

Caribbean Pearl Villa • Pool, Games & Relax

Casa Linda Vista – Turrialba

La Parada House

Beautiful house with pool in Heredia Centro

Tico House Villa Complete

Playa Bejuco Condominium 243
Apartment rentals with a pool

Modern 3BR Condo Family-Friendly

Fully-Eq. 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Metropolitan Hideaway•Prime Location•Fast Wifi•GYM

The Luxe Lounge on 16th Floor, Downtown W/AC

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

River view! & Cozy Apt. Central Modern Amenities

Comfort in Núcleo Sabana: Green view and pool

River View Cozy Apt | Near Airport + A/C & Parking
Other holiday rentals with a pool

Swimming pool, gym and co-working space in Sabana

Cabaña #4 con una cama - cabañas la Pochita

Work & Wander Suite: Pool + Gym + Sauna +Parking

Central Luxury: Balcony, Pool, Rooftop & Workspace

11th Floor Haven | Pool, Gym, Parking & Views

Beautiful 4th floor brand new apartment

Beautiful country house with a pool 🍃

Luxe Tropic Apartment in Downtown San Jose
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £55 | £48 | £55 | £53 | £55 | £55 | £55 | £55 | £46 | £46 | £55 | £55 |
| 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 £7 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
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- La Sabana Park
- National Stadium of Costa Rica
- Poás Volcano National Park
- Parque Diversiones
- Parque Nacional Braulio Carrillo
- Irazú Volcano National Park
- Parque Viva
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- Children’s Museum
- Parque Central
- City Mall Alajuela
- San Jose Central Market
- Catarata del Toro
- Britt Coffee Tour
- Hacienda Alsacia Starbucks Coffee Farm
- Multiplaza Escazú
- Jade Museum
- Pre-Columbian Gold Museum
- Río Agrio Waterfall
- Basilica De Nuestra Señora De Los Ángeles
- La Paz Waterfall Gardens
- Multiplaza Curridabat





