
Holiday rentals with a pool in Guápiles
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guápiles
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Núcleo Urbano: Modern Apt in Downtown San José
Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Well located, Safe w AC Laundry & Parking San José
Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Private Eco-Luxury Mountain Villa • Stunning Views
Escape to one of Costa Rica’s most breathtaking private retreats—just 1.5 hours from San José International Airport. 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.

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.

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.

Industrial 2BR perfect location w/AC + sunset view
Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

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.

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.

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.

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD
Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

Favorite apartment in the City
Modern and fully equipped apartment in one of the most central and vibrant areas of San José. The so-called heart of the capital offers countless walking areas, and is one of the most attractive spots for foodies and gastronomy enthusiasts, with countless cafes and restaurants within walking distance. This minimalist apartment is perfect for those looking for a comfortable space with the best amenities.
Popular amenities for Guápiles rentals with a pool
House rentals with a pool

Relaxing House in Condo Costa Rica

Casa Luna Bianchini - Enchanted Retreat

Casa Nara - Verbena, Turrialba

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

Cabaña Río Blanco: Cabin with private river access

La Parada House

House in Sonidos del Bosque

Playa Bejuco Condominium 243
Apartment rentals with a pool

URBN-Escalante apartment with parking

AC and King Bed - Full Equipped Apartment

Luxury SkyView Apartment 2BR

Urban Jewel on the 30th Floor; SECRT

Flofy Apartment - Pool - Parking - Security

Modern & Cozy Apartment!

Unique Apartment in a New and Modern Condominium

Modern apartment at gastronomic epicenter
Other holiday rentals with a pool

Apartment in EscalanteOlive Loft 14th

Unique Industrial Apt Near Airport in La Sabana

River view! & Cozy Apt. Central Modern Amenities

Aura-Cozy Apt Near Airport&Sabana-AC-Free Parking

Escondite en la Naturaleza de Turrialba

Luxury High-Rise | 16th Floor | La Sabana-San José

Luxury Nature Retreat with River View AC & Parking

Cabaña el Blanco, immerse yourself in nature.
When is the best time to visit Guápiles?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $97 SGD | $97 SGD | $97 SGD | $93 SGD | $97 SGD | $97 SGD | $97 SGD | $97 SGD | $82 SGD | $79 SGD | $97 SGD | $97 SGD |
| 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 Guápiles

Total holiday rentals
Explore 40 holiday rentals in Guápiles

Nightly prices starting at
Guápiles holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 520 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 Guápiles holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guápiles rentals

4.7 Average rating
Guápiles stays receive an average rating of 4.7 out of 5 from guests
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