
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
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

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan SantamarĂa Int’l Airport (SJO).

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

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

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.

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!

Best location, cozy Apartment!
Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Warm studio in Barrio Escalante
Experience Barrio Escalante, the city's most vibrant and gastronomic area. This apartment combines elegance and comfort, offering you an ideal space to rest after exploring unique restaurants, cafes and bars, all just steps from your door. All on the 13th floor with a beautiful view of the best sunsets and without neglecting the possibility of having access to highways that connect with other nearby tourist destinations, such as volcanoes, mountains and beaches.

Amazing views SJO, Cozy, Equipped. 24/7 Concierge
Cozy apartment on the 18th floor of the modern "Cosmopolitan Tower". Enjoy amazing views, a peaceful and safe place. For your convenience parking is within the building. Enjoy the better quality coffee. Quite close to Juan SantamarĂa Airport. (SJO). Awesome amenities, great location, close to lovely parks, national stadium, a variety of restaurants, grocery store, banks, among other places. Enjoy it!

Boho Chic 1BR · Free Parking · Pool & Gym · Sabana
Boho-chic 1BR in the heart of La Sabana — free private parking, AC & fast WiFi. Ideal for couples, remote workers & medical-tourism stays. In San José's safest, most upscale district: steps from Sabana Park & the National Stadium, 20 min to SJO airport. ✨ Free parking + pool, gym & sauna ✨ Private bedroom + separate living ✨ Walk to gourmet dining & supermarket Pura Vida luxury!

ARANJUEZ LOFTS - Nautical Loft #7
Enjoy a nautical experience, the favorite of kids and young adults... Our Nautica Loft #7, is one of our 14 lofts in a beautiful property with shared large garden and pool. Conveniently located upon walking distance to Santa Ana downtown, and to supermarkets, restaurants, movie theaters and much more.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

Large home, pool, and great view

Casa de Colores, 2B/2B, Athens, Alajuela CR

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Villa Bugambilia: Large colonial villa with a swimming pool.

Lux Stay Near SJO Airport | Pool, Firepit & Views

Casa Maroneal

Casa Delios, Luxury Near the Airport, Private Pool
Condo rentals with a pool

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Urban Jewel on the 30th floor; SECRT

Ponderosa Flat

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

The Gourmet Terrace & Coffee View w/AC

5 min from Airport | Transfer ($) | Pool | Gym

Bohemian Apt IFreses! Pool, Wifi, Gym

Cosy Studio with View, HighSpeedWiFi & Parking
Other holiday rentals with a pool

Eco Nomad Work & Stay Apt with Pool/Wifi+Parking

Cosmopolitan Tower, Apartamento A/C 15 min Airport

Luxury apartment in Nunciatura

Nebulae - Water Cube Suite & YogaDeck

SECRT Escalante · 19th Floor · View + Parking

An oasis in the city, new apartment

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

River view! & Cozy Apt. Central Modern Amenities
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $88 AUD | $78 AUD | $75 AUD | $80 AUD | $81 AUD | $70 AUD | $75 AUD | $84 AUD | $78 AUD | $87 AUD | $93 AUD | $105 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 San Juan

Total holiday rentals
Explore 30 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $14Â AUD per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of San Juan holiday rentals include Wi-Fi access

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

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Parque Diversiones
- Parque Viva
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- Playa JacĂł
- University of Costa Rica
- El Miro
- Multiplaza EscazĂş
- La Cruz del Monte de la Cruz
- Children’s Museum
- City Mall Alajuela
- Britt Coffee Tour
- Parque Central
- RĂo Agrio Waterfall
- Hacienda Alsacia Starbucks Coffee Farm





