
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.

Escazú "Treetop Casita"~ Panoramic Views ~ No Fees
This Modern Loft-Style Casita with a Private Terrace is perched above a Safe, Upscale Escazu Neighborhood and owns one of the most Spectacular Views in Costa Rica. An expertly designed space with countless creature comforts, everything is brand new and high end. 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. Refresh and relax in the Sparkling Salt Water Pool with Waterfall.

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!

Private Spacious Villa w/ Pool & Views near SJO
Villa Cielo Grande is our main house and the crown jewel among our four villas. Here’s what makes it truly exceptional: - A private villa spacious enough for families or groups. (3 BR, 3 BA. 11 guests). -Enjoy exclusive access to your own private pool and BBQ area. - Access to patios, beautiful gardens, and a charming gazebo. - Proximity to SJO airport, grocery stores, restaurants, and the City Mall. - Perfect temperatures, creating an ideal retreat for relaxation and exploration.

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!

New Studio 2,5 miles Airport
Welcome to our charming studio! This space has been designed to make you feel at home from the moment you walk in. With its open layout and stunning double-height windows, you'll enjoy spectacular natural light throughout the day and unforgettable views of the mountains and the city. Imagine waking up each morning to the fresh breeze and a changing landscape: from the first rays of sunlight illuminating the mountains to the city lights twinkling at dusk.

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.

Exclusive Tuscan Mansion in CR
Our Italian-Styled mansion is nestled among a lush mango-tree forest in gorgeous Santa Ana only 20min from airport. Features: - Indoor Pool (Heating Upon Request $100 extra per day and requires 24 hours of heating prior to use) - 6 Bedrooms - 6 Bathrooms - Large Living Areas - 5 min from highway 27 to beaches & rainforests - 15 min from Escazu and CIMA Hospital - 24/7 armed security - Huge Green Areas Heavenly!

Casa Delios, Luxury Near the Airport, Private Pool
Relax with the whole family at this peaceful place to rest inside a gated community with all the amenities needed for a pleasant and restful stay. We guarantee a outstanding service and that we will deliver our house to fullfil your expectations. This house is in a gated community with a 24/7 maintenance and security. We hope to have the great pleasure to host you and your family and friends!

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi
Welcome to Casa Verde 💚✨— a modern, cozy apartment perfect for resting after a long flight or exploring Costa Rica. 🛏️ 2 bedrooms with private bathrooms 🏊 Pool & gym 🅿️ Free parking 🛫 7 min from SJO Airport 🍳 Fully equipped kitchen ❄️ A/C 👨🏻💻 Fast Wi-Fi Ideal for couples, families, or business travelers seeking comfort, style, and a quiet, elegant place to relax with a glass of wine.
Popular amenities for Guapiles rentals with a pool
House rentals with a pool

House w/Infinity Pool • Near Downtown Turrialba

4BR Casa Peces Santa Ana, Indoor Pool & Sauna !

11bed & 5washroom house with natural swimming pool

Volcano suite - Near airport

Cabin with private river access

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Villa Bugambilia: Large colonial villa with pool.

House in Sonidos del Bosque
Apartment rentals with a pool

Condo-SJO Airport-AC-Security-Parking

Concrete Jungle Experience 25th Floor Secrt Sabana

Luxury Apartment, San José, La Sabana, Del Lago

Urban Jewel on the 30th floor; SECRT

Alicia's Garden Apartment at Secrt

Industrial 2BR perfect location w/AC + sunset view

The Gourmet Terrace & Coffee View w/AC

Charming Apartment w A/C Near to the Int. Airport
Other holiday rentals with a pool

Guacima Escondida Standard Room

Nebulae - Water Cube Suite & YogaDeck

SECRT Escalante · 19th Floor · View + Parking

House for 5 people with pool and nature #4

20th floor king bed apartment with A/C San José

Brand new cosy loft. 3 min from SJO airport

Luxury 2-Story Penthouse with Private Jacuzzi

Apartment in Babylon Nunciatura Rohrmoser CR
When is the best time to visit Guapiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £57 | £49 | £57 | £55 | £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 £8 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
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- Rentals with pools Costa Rica
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- Multiplaza Escazú
- Parque Central
- La Cruz del Monte de la Cruz
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- Children’s Museum
- City Mall Alajuela
- Río Agrio Waterfall
- Plaza de la Cultura
- San Jose Central Market
- La Paz Waterfall Gardens
- Multiplaza Curridabat
- Jade Museum
- Parque Nacional
- Basilica De Nuestra Señora De Los Ángeles





