
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.

Treetop Casita @ Earth and Sky - Costa Rica
This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super fast WIFI and a standing desk provides working travelers an ideal set up. The full kitchen is precisely stocked with everything you need to eat well on your stay. Even the shower has sweeping views.

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.

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

Comfort & Style Near SJO Airport +Pool & Mtn Views
CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

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.

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***
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

Cabaña Río Blanco: Cabin with private river access

House in Sonidos del Bosque

Luxury Townhouse (8p max)-Pool & Fitness-Escazu

Tico House Villa Complete

Playa Bejuco Condominium 243
Apartment rentals with a pool

Concrete Jungle Experience 25th Floor Secrt Sabana

30 mins SJO | Pool View | Premium Appt | Parking

Modern/comfort great views 2Bath 2Bdr Escalante

Luxury SkyView Apartment 2BR

Comfortable apartment in upscale neighborhood

Industrial 2BR perfect location w/AC + sunset view

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

The Gourmet Terrace & Coffee View w/AC
Other holiday rentals with a pool

Pacuare Mountain Lodge “Ranita”

Loft with a balcony, panoramic view, and private parking

Vistas del Paraíso Lodge

Nebulae - Water Cube Suite & YogaDeck

SECRT Escalante · 19th Floor · View + Parking

House for 5 people with pool and nature #4

Chic Apt in San Jose w/2Beds, View, Pool, Gym #07

Renacer & Glamping Coco Resort | Spa | Pool
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £57 | £57 | £57 | £54 | £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 |
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 £23 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
Destinations to explore
- San José Holiday rentals
- San Andrés Holiday rentals
- Tamarindo Holiday rentals
- Playa Santa Teresa Holiday rentals
- Puerto Viejo de Talamanca Holiday rentals
- Jaco Holiday rentals
- La Fortuna Holiday rentals
- Managua Holiday rentals
- Uvita Holiday rentals
- Boquete Holiday rentals
- Playa del Coco Holiday rentals
- Liberia Holiday rentals
- Rentals with lake access Guapiles
- Rentals with a firepit Guapiles
- Rentals with a patio Guapiles
- Smoking-friendly rentals Guapiles
- Flat rentals Guapiles
- Family-friendly rentals Guapiles
- Rentals with outdoor seating Guapiles
- House rentals Guapiles
- Rentals with a washing machine and dryer Guapiles
- Rentals with breakfast Guapiles
- Rentals with a hot tub Guapiles
- Cabin rentals Guapiles
- Pet-friendly rentals Guapiles
- Rentals with pools Limon
- 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
- Children’s Museum
- Catarata del Toro
- Pre-Columbian Gold Museum
- San Jose Central Market
- Britt Coffee Tour
- Parque Central
- City Mall Alajuela
- Multiplaza Escazú
- Plaza de la Cultura
- Río Agrio Waterfall
- Basilica De Nuestra Señora De Los Ángeles
- Multiplaza Curridabat
- La Paz Waterfall Gardens




