
Vacation 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.

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 Intâl 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 itâs 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.

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" âŠyou are a winner, and you deserve a night that brings you closer to that top level you deserve!

Chic Escape in Trendy Barrio Escalante
Live Like a Local in the Heart of San JosĂ© Welcome to our apartment in the vibrant and walkable neighborhood of Barrio Escalante. San JosĂ©âs trendiest cultural and gastronomic district. Whether youâre here to explore the city, enjoy delicious food or simply relax, this thoughtfully designed apartment offers the perfect balance of comfort, style, and local experience. You will find yourself at walking distance from San Joseâs major attractions and some of the citieâs best restaurants

Endless charm - Heart of the Central Valley
The beautiful Villa El Sueño is situated 8 minutes from the heart of Atenas and sits on a hill with expansive views of mountain ranges & the volcanoes of the central valley. Itâs the perfect setting for a relaxing vacation and a great base for exploring the country. The house is a mix of Costa Rican hacienda and contemporary comfort. Carefully curated elements that are part of âTicoâ culture and traditions have been incorporated to make this house a true Costa Rican experience.

Balcony House
Off-grid cabin in Costa Rica mountaintop. Disconnect from it all in this unique, secluded, off-grid home with spectacular views of the Central Valley and 4 of its surrounding volcanoes. Just a 40 minute drive from SJO airport and on the way to some of the most famous beaches, you can experience beautiful hiking trails, bird watching and taking a dip in the private pool, all in the comfort of this cabin which is completely powered by solar energy and supplied by well water.

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.

Beautiful Countryside Estate Villa · Valley View
This beautiful countryside villa, is located in a privilege location with panoramic views to Cartago Valley. We have a very big property about 2 hectares at your complete disposal, with pool, nice deck to overview the valley, inside chimney, bbq in the terrace and much more that is seating for you. The place has just been renew with new furnishings, and we have work hard to make it better so you can come and have a wonderful moments here.

Charming 30th Floor Apt, King Bed, AC, Parking
Cozy delightfully decorated Alice In Wonderland inspired apartment! Located on the 30th floor, our comfortable one-bedroom apartment boasts amazing views of the city. Safe building, central location, within walking distance from the National Stadium, La Sabana park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

Green Escape with Style

Casa GaudiđŠNear SJOđŠPrivate Pool & King BD

Luxury Home Athens Costa Rica

Lux Stay Near SJO Airport | Pool, Firepit & Views

Casa Delios, Luxury Near the Airport, Private Pool

Playa Bejuco Condominium 243

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

Concrete Jungle Experience 25th Floor Secrt Sabana

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

9.9 mill SJO | Pool View | Cozy Loft | Parking

Enjoy Escalante-Sjo Neighborhood

Comfort with A/C in the heart of La Sabana

Alicia's Garden Apartment at Secrt

The Gourmet Terrace & Coffee View w/AC

5 min from Airport | Transfer ($) | Pool | Gym
Other vacation rentals with a pool

Apartment in Escalante Olive Loft 14th

Nebulae - Water Cube Suite & YogaDeck

Modern Luxury Condo in La Sabana Pool, Gym & View

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

River View Retreat · Pool · 20 min to Airport

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

Luxury 2-Story Penthouse with Private Jacuzzi

Incredible modern industrial apt
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ïș©.ïș 228 | ïș©.ïș 202 | ïș©.ïș 195 | ïș©.ïș 206 | ïș©.ïș 209 | ïș©.ïș 180 | ïș©.ïș 195 | ïș©.ïș 217 | ïș©.ïș 202 | ïș©.ïș 224 | ïș©.ïș 239 | ïș©.ïș 272 |
| 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 vacation rentals with a pool in San Juan

Total vacation rentals
Explore 30 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at ïș©.ïșÂ 37 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of San Juan vacation 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 guestsâaveraging 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 Viva
- Parque Diversiones
- PoĂĄs Volcano National Park
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- University of Costa Rica
- Playa JacĂł
- La Cruz del Monte de la Cruz
- El Miro
- Multiplaza EscazĂș
- Childrenâs Museum
- City Mall Alajuela
- Parque Central
- Britt Coffee Tour
- La Paz Waterfall Gardens
- San Jose Central Market





