
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.

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.

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.

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.

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.

Couples Focused Magnificent Studio Apartment
FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

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***

20th floor king bed apartment with A/C San José
Welcome to my comfortable 2-bedroom apartment designed with your comfort in mind, located in the Secret Sabana tower with a strategic location, incredible views and amazing amenities available for you and your guests. Less than 5 minutes walking from La Sabana metropolitan park, super markets, restaurants and easy access to the most important routes of the capital. Only 30 minutes from the SJO airport!
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

House w/Infinity Pool • Near Downtown Turrialba

Casa Luna Bianchini - Enchanted Retreat

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

Volcano suite - Near airport

Large home, pool, and great view

Cabaña Río Blanco: Cabin with private river access

House in Sonidos del Bosque

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

Altamira Luxe Spacious with Pool and Amenities 403

Luxury Apartment, San José, La Sabana, Del Lago

30 mins SJO | Pool View | Premium Appt | Parking

Industrial 2BR perfect location w/AC + sunset view

The Gourmet Terrace & Coffee View w/AC

Modern apartment at gastronomic epicenter

Top Pick in La Sabana: Spotless & Comfy with A/C

Gratitude! Cozy apartment in Sky Garden.
Other holiday rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

Modern Stay at Apart1508 — Secrt Escalante

SECRT Escalante · 19th Floor · View + Parking

Cozy Secrt at 20´s

House for 5 people with pool and nature #4

River View Cozy Apt | Near Airport + A/C & Parking

Hide in the Nature of Turrialba

Linda Vista Cabin – Viewpoint between Mountains
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £55 | £55 | £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
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 a patio Guapiles
- Smoking-friendly rentals Guapiles
- Rentals with breakfast Guapiles
- Rentals with a hot tub Guapiles
- Family-friendly rentals Guapiles
- Flat rentals Guapiles
- Rentals with outdoor seating Guapiles
- Pet-friendly rentals Guapiles
- Rentals with a firepit Guapiles
- House rentals Guapiles
- Cabin rentals Guapiles
- Rentals with a washing machine and dryer Guapiles
- Rentals with lake access 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
- Hacienda Alsacia Starbucks Coffee Farm
- Jade Museum
- La Paz Waterfall Gardens
- Río Agrio Waterfall
- Plaza de la Cultura




