
Vacation rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
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 ﺩ.ﺇ37 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 guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in San Juan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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!

Studio with a beautiful view/ Amazing View Studio
Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

Family|Business Flat w/ 270° Mountain+City Skyline
Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Airport Apt/floor16 AC+Paking+Rooftop views +Tours
Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

Modern Urban Oasis 1BR | Pool & Gym | Near Stadium
Elevate your stay in this stylish 1-bedroom apartment in the heart of La Sabana. Perfect for professionals & travelers, it features a private balcony with stunning views, AC, and high-speed WiFi. Located in San José’s safest, most upscale district, you’re steps from the National Stadium & Sabana Park. Enjoy elite building amenities: a semi-Olympic pool, gym, and 24/7 security. ✨ Private bedroom + separate living ✨ 20 mins to SJO Airport ✨ Walk to gourmet dining Pura Vida luxury!

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.

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***

Hideout in downtown San Jose-Sergio
Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.

Curated Luxury Stay on the 22nd Floor
Bienvenido a una experiencia sofisticada y cuidadosamente diseñada en el corazón de URBN Escalante. Cada espacio fue pensado para ofrecer una experiencia cálida, refinada y llena de estilo, combinando decoración cuidadosamente seleccionada, acabados modernos y una atmósfera acogedora que hace sentir el apartamento verdaderamente especial.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

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

Authentic Costa Rican Luxurious Tropical Home

Tropical Nest | Modern Gated Home w/ Pool Near SJO
Condo rentals with a pool

Concrete Jungle Experience 25th Floor Secrt Sabana

Altamira Luxe Spacious with Pool and Amenities 403

Fully equipped apartment in Nunciatura

Urban Jewel on the 30th floor; SECRT

My Capital Refuge | 14th-Floor Apartment with A/C + Parking

Alicia's Garden Apartment at Secrt

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

The Gourmet Terrace & Coffee View w/AC
Other vacation rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

SECRT Escalante · 19th Floor · View + Parking

Escalante Relax 12th

Boho Apartment Rohrmoser | Pool Gym WiFi | Nova

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

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

Apartment in Babylon Nunciatura Rohrmoser CR

Penthouse Sky Lounge with Pool+Sauna+Gym
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ228 | ﺩ.ﺇ202 | ﺩ.ﺇ195 | ﺩ.ﺇ206 | ﺩ.ﺇ209 | ﺩ.ﺇ180 | ﺩ.ﺇ195 | ﺩ.ﺇ217 | ﺩ.ﺇ202 | ﺩ.ﺇ224 | ﺩ.ﺇ239 | ﺩ.ﺇ272 |
| 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 |
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- Rentals with a fire pit San Juan
- Fitness-friendly rentals San Juan
- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Parque Viva
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Carara National Park
- Parque Nacional Los Quetzales
- University of Costa Rica
- Turrialba Volcano National Park
- Playa Jacó
- Multiplaza Escazú
- City Mall Alajuela
- Britt Coffee Tour
- Children’s Museum
- Parque Central
- La Paz Waterfall Gardens
- Pre-Columbian Gold Museum
- El Miro
- Río Agrio Waterfall
- Catarata del Toro





