
Holiday rentals with a pool in Guapiles
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Top-rated rentals with a pool in Guapiles
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Sugar Shack @ Earth and Sky - Costa Rica
Tucked into the heart of a lush 2-acre Escazu Estate, this cozy, stylishly appointed 21 sq meter (216 sq foot) studio is ideal for the value-centric solo traveler, digital nomad or medical tourist seeking a quiet, safe refuge in an upscale neighborhood. The shared areas of the property offer a sparkling salt water pool, bright gardens and terraces with sweeping views. The Sugar Shack is close to everything, but perched above the hustle bustle below... a terrific home base for visits to San Jose.

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.

27th floor 2BR, Sunset View, A/C
Enjoy a stylish experience in this beautiful mid-century designer 2 Bedroom, 2 Bath with gorgeous views of San Jose located in trendy Barrio Escalante, gastronomic area with more than fifty restaurants, local and international. The apartment offers a living area, an open kitchen with all the modern amenities and quartz finishes , beautiful terrace showing spectacular sunsets, in-home washer/dryer, both bedrooms with AC, electric blackout blinds ..etc, located on the 27th floor.

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.

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.

Art Loft - Luxurious Apt QBO Building, Rohrmoser
Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

Casa Luna Bianchini - Enchanted Retreat

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

Large home, pool, and great view

Bachelors heaven with Heated pool 20 guests

Cabaña Río Blanco: Cabin with private river access

House in Sonidos del Bosque

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

Tico House Villa Complete
Condo rentals with a pool

Luxury Apartment, San José, La Sabana, Del Lago

Enjoy Barrio Escalante-Sjo

Modern/comfort great views 2Bath 2Bdr Escalante

30 mins SJO | Pool View | Premium Appt | Parking

Ponderosa Flat

Comfortable apartment in upscale neighborhood

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

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

Pacuare Mountain Lodge “Ranita”

Vistas del Paraíso Lodge

Las Colinas Glamping (Dome #3)

Modern Condo with Pool & Gym – Sabana SJ

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

18th Floor Stylish City Stay • Pool, AC & Rooftop

Art-Pamento in Downtown with AC-Pool-Parking

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 | $106 AUD | $106 AUD | $106 AUD | $102 AUD | $106 AUD | $106 AUD | $106 AUD | $106 AUD | $89 AUD | $89 AUD | $106 AUD | $106 AUD |
| 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 $42 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Guapiles holiday rentals include Wi-Fi 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
- Pre-Columbian Gold Museum
- San Jose Central Market
- Plaza de la Cultura
- Parque Central
- Río Agrio Waterfall
- National Theatre of Costa Rica
- City Mall Alajuela
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- Multiplaza Escazú
- Parque Nacional




