
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.

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

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

Charming Apartment w A/C Near to the Int. Airport
Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo 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

Rabbit's Hole in Secrt Sabana
Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

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.

Exclusive Apartment in Downtown Costa Rica
This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Chic Escape in Trendy Barrio Escalante
Live Like a Local in the Heart of San José Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San José’s trendiest cultural and gastronomic district. Whether you’re here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Jose’s major attractions and some of the citie’s best restaurants

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

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.
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

Bachelors heaven with Heated pool 20 guests

Cabin with private river access

La Parada House

House in Sonidos del Bosque

Playa Bejuco Condominium 243

Smart loft in the heart of the city, A/C and Wi-Fi
Apartment rentals with a pool

Studio with a view, balcony and free parking · URBN

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Concrete Jungle Experience 25th Floor Secrt Sabana

Luxury Apartment, San José, La Sabana, Del Lago

Magical Penthouse in Prime Location+ Cima Hospital

Enjoy Barrio Escalante-Sjo

9.9 mill SJO | Pool View | Cozy Loft | Parking

Ponderosa Flat
Other holiday rentals with a pool

Cosmopolitan Tower, Apartamento A/C 15 min Airport

Private cabin with pool near the Corinto River #2

Nebulae - Water Cube Suite & YogaDeck

Modern Stay at Apart1508 — Secrt Escalante

SECRT Escalante · 19th Floor · View + Parking

Hide in the Nature of Turrialba

Linda Vista Cabin – Viewpoint between Mountains

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 | £56 | £48 | £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 £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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- Rentals with pools Costa Rica
- La Sabana Park
- National Stadium of Costa Rica
- Parque Diversiones
- Parque Viva
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- Multiplaza Escazú
- La Cruz del Monte de la Cruz
- Children’s Museum
- City Mall Alajuela
- Britt Coffee Tour
- Parque Central
- Río Agrio Waterfall
- Hacienda Alsacia Starbucks Coffee Farm
- San Jose Central Market
- Plaza de la Cultura
- La Paz Waterfall Gardens
- Multiplaza Curridabat
- Pre-Columbian Gold Museum
- Jade Museum
- Parque Nacional





