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Holiday rentals with a pool in San José

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San José

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Rental unit in Santa Ana

4.81 out of 5 average rating, 242 reviews

Stylish Apt AvalonE.AC, King

Elegante apto de un dormitorio y mezanine, finamente amoblado con todas las comodidades. Ascensor, AC, king, queen, black out. Excelente ubicación, condo con seguridad 24/7, piscina, gimnasio, jacuzzi, área de niños, wifi privado y en áreas comunes. Excelente para ejecutivos, parejas, facilidades para bebes (cuna, silla) y mascotas. Parada de bus y supermercado a 100mts, restaurantes, bancos, City Place Mall y otras atracciones a walking distance. Forum a 5min., Multiplaza y Av. Escazu a 10min.

Guest favourite

Rental unit in Santa Ana

4.97 out of 5 average rating, 30 reviews

Tranquil Oasis: 1BR Retreat

Experience tranquility in our one-bedroom retreat, where modern elegance meets comfort. Dive into the refreshing pool, savor outdoor delights with our barbecue, and stay fit in the on-site gym. Your cozy haven features super-fast WiFi, cable TV, full kitchen, and laundry stack. Ideal for business travelers, couples, solo adventurers, and families alike, this meticulously designed apartment offers contemporary charm and thoughtful amenities. Book at Tranquil Oasis now for your ultimate escape.

Guest favourite

Condo in Curridabat

4.85 out of 5 average rating, 144 reviews

MINT Apt 17th Floor View IFreses w/ Pool Wifi AC

Apartamento Studio en Curridabat cerca de restaurantes, museos y parques. Ideal para relajarse con una vista impresionante, un libro o una buena película. Contamos con internet de alta velocidad y con cocina equipada con todo lo necesario para estadias largas TVHD 55" con Netflix, Prime, HBO, Disney+ Parlante inteligente para poner tu música favorita y crear el ambiente que queras Amenidades *Piscina *Gimnasio *Sala de Cine *Play room *Cowork *Parqueo *Art Room Reserva ya!

Guest favourite

Condo in San Rafael

4.94 out of 5 average rating, 143 reviews

NEAR Airport/ Escazu /Great Views /King Bed + Pool

Very centrally located near Multiplaza Escazu. Although near many options for sightseeing, restaurants, bars, and shopping, the apartment complex is located in a quiet neighborhood 20 min from San Jose airport, we have a pool. If you’re looking for a comfortable, safe, and centrally located place to stay in the San José area, “Guachipilin de Escazú” is the perfect destination for you. It’s got all the charm Costa Rica has to offer, along with the conveniences of a modern city.

Guest favourite

Holiday home in La Garita

4.91 out of 5 average rating, 199 reviews

Hidden paradise in La Garita, with private pool

Relax with the whole family in our gated/Safe very private home at our Oasis in La Garita, enjoy our well kept gardens and private pool with water falls. We have 2 ranchos with large sitting areas with barbecue and partial mountain views that faces west to enjoy sunsets every night. Located just 20 min from San jose airport ,1 hour to Jaco beach or just a 45 min to Volcano Poas. Property is fully gated with private security to enter community and is very safe and peaceful.

Guest favourite

Condo in Curridabat

4.93 out of 5 average rating, 110 reviews

Arcade games, Best kitchen, Big Mirrors

Not only we have the best kitchen around (trust us on this one), but we are also here to help you get the most of your stay. Here you will find a modern and elegant space, tastefully decorated and equipped with everything you need to feel at home. You will be close to shopping centers, restaurants and hospitals. If you want to relax, you can take advantage of the incredible amenities that this place offers, such as a heated pool, a gym, work areas and much more.

Guest favourite

Serviced apartment in San Rafael de Escazú

4.9 out of 5 average rating, 175 reviews

Luxurious Apt-Cortijo Laureles- Views - Amenities

"This one of a kind Apartment offers a perfect combination of security, exclusivity and premium service. Couples, business travelers, small families, and people who enjoy the ultimate service, will enjoy staying in one of the most high-end neighbourhoods in San Jose next to restaurants nightlife, hospital CIMA, the airport, family-friendly activities, mall and country clubs, all within a walking range. You'll love: Modern Decor, amenities & security.

Guest favourite

Villa in La Uruca

4.91 out of 5 average rating, 142 reviews

Georgeus Villa, pool, additional jacuzzi, A/C

Hermosa private villa, spacious, up to 16 people, of the few villas with Air Conditioning in the area, Pool and Jacuzzi, (service with additional cost), High speed Wifi, elegantly decorated, terrace, gardens, fully equipped kitchen, spacious stay and centrally located in beautiful residential area, privacy and tranquility. Private parking for three cars. Located in Heredia 15 min from the airport and 20 min from San Jose. The pool is not tempered.

Guest favourite

Condo in Rohrmoser

4.94 out of 5 average rating, 125 reviews

Luxury, comfort and strategic location San José

Experimenta el lujo en este apartamento en el piso 10, con 2 habitaciones, 2 baños, cocina, sala y lavandería. Disfruta de las impresionantes vistas al Parque del Café y la ciudad desde tu ventana. Este refugio urbano de lujo también te brinda acceso a más de 10 comodidades en el edificio, incluyendo una piscina y un gimnasio. Además, cuenta con 1 espacio de estacionamiento para tu comodidad. ¡Una experiencia única te espera!

Guest favourite

Loft in Curridabat

4.84 out of 5 average rating, 176 reviews

* Loft 18th Floor * King Size Bed * SuPERHOST *

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 ***

Guest favourite

Villa in Escazu

4.9 out of 5 average rating, 315 reviews

Private villa with jacuzzi in Escazu

The Poolside Villa is a separate, private home located on our property.. The Poolside Villa has a deck, overlooking a beautiful garden and is only steps away from the shared pool and jacuzzi. Our property is located in the quiet neighbourhood of Bello Horizonte, in the hills above Escazu. We are 15 minutes from San Jose, 10 minutes from the Escazu mall and Cima hospital, and 25 minutes from the international airport.

Guest favourite

Rental unit in Escazu

4.94 out of 5 average rating, 232 reviews

Breathtaking panoramic

Decorated by renowned local decorator. With spectacular panoramic views. Very bright space with ample room. Incredible amenities including heated swimming pool, sauna, gym, children’s play area and underground parking. Equipped with all appliances including dishwasher, automatic washer and dryer, stove, oven and microwave.

Holiday rentals for every style

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Villas

Luxurious estates for the ultimate escape

Popular amenities for San José rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Alajuela

4.78 out of 5 average rating, 51 reviews

Luxury House near to Juan Sant. Airport, Alajuela.

Guest favourite

Home in Ciudad Colón

4.89 out of 5 average rating, 38 reviews

Luxury Mansion Casa Om• Infinity Pool • Fast Wi-Fi

Home in Río Oro

4.86 out of 5 average rating, 91 reviews

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

Guest favourite

Home in Poás

5 out of 5 average rating, 27 reviews

Beautiful home, great views, pool, near to airport

Guest favourite

Home in Atenas

4.94 out of 5 average rating, 150 reviews

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

Guest favourite

Home in Alajuela

4.91 out of 5 average rating, 100 reviews

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Guest favourite

Home in Río Oro

4.9 out of 5 average rating, 69 reviews

Casa Delios, Luxury Near the Airport, Private Pool

Guest favourite

Home in San Rafael

4.82 out of 5 average rating, 45 reviews

Cozy cozy summer house summer house cozy

Condo rentals with a pool

Guest favourite

Condo in Alajuela

4.8 out of 5 average rating, 127 reviews

Condo near airport FULLY AC & Security

Guest favourite

Condo in Santa Ana

5 out of 5 average rating, 29 reviews

3 King beds, Pool, Gym, Remote-Work, Modern

Guest favourite

Condo in Río Oro

4.98 out of 5 average rating, 45 reviews

Cozy 1-Bedroom in Santa Ana W/ Pool Gym Patio BBQ

Condo in Heredia

5 out of 5 average rating, 5 reviews

Lovely secure 2- bedroom + futon condo with pool

Condo in Hatillo

4.84 out of 5 average rating, 19 reviews

2 Rooms Mountain view A/C in the Master Bedroom

Condo in San Rafael

4.79 out of 5 average rating, 53 reviews

2 Bedroom Condo with pool

Guest favourite

Condo in La Uruca

4.93 out of 5 average rating, 14 reviews

Deluxe Apt in Private Condo w/ Pool, Gym & Parking

Guest favourite

Condo in Guácima

4.93 out of 5 average rating, 121 reviews

Great apartment near the Airport with Air Condit.

Quick stats about holiday rentals with a pool in San José

Total rentals
1.5K properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
76K reviews
Family-friendly rentals
610 properties are a good fit for families
Pet-friendly rentals
520 properties allow pets
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace

Destinations to explore