
Vacation rentals with a pool in San Jose Province
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Top-rated rentals with a pool in San Jose Province
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Scenic, 3BR Condo | Pool, Gym & 24/7 Security
Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking
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Cheerful private 4-Bedroom Villa. Heated pool A/C
For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.
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SEP & OCT Special! Your Private Jungle Escape!
Are you planning to come to Costa Rica to escape into the jungle to become one with Mother Nature ? Well, look no further, this newly remodeled but true to its core Jungle Home offers just that & more. Indulge into the wilderness with a simple yawn & morning stretch that automatically catapults you into an active observer of Costa Rica's amazing biodiversity. Whether you are taking a shower, going for a swim, or having breakfast, keep your eyes peeled because the Monkeys, Macaws etc. are not far
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Manuel Antonio Beachfront! Private Pool 2 bedroom
Stay on the Beach! Breathe easy at Villa Air, a two-bedroom, two-full-bathroom villa on the cusp of Manuel Antonio's protected beach area. A short 80-meter walk to Playa Espadilla, the national park's accessible sands . Features a small private dipping pool, private living room, and kitchen. Indulge in included daily housekeeping and personalized concierge service, all included in the price! This is one of only around 8 houses inside the Manuel Antonio maritime zone, most houses are further!
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Jaspis - Achiote Design Villas
Indulge in luxury in tasteful minimalist villa designed by the internationally awarded Formafatal studio. This place is like a consistent cocktail of top design and pure nature. Casa JASPIS offers one of the most beautiful ocean view in the whole area, which you can admire directly from the bed or from the terrace with private dip pool. Our unique place consist of 2 villas. Each villa has a private plunge infinity pool, large terrace and fully equipped kitchen with appliances by Kitchen Aid.
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Villa Kañik - Condé Nast Traveller Luxury Retreat
Villa Kañik is celebrated for its unique and sustainable architecture, winner of the Luxury Lifestyle Awards 2023 and recently featured by Condé Nast Traveller as one of the Best Places to Go in Central America in 2026. Immersed in the heart of one of Costa Rica’s most enchanting rainforests, where the jungle meets the sea, the villa offers breathtaking ocean views and the soothing sounds of tropical nature. Come experience why our Villa continues to capture the attention of world travellers.
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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.
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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.
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*NEW* Luxury Condo | Stunning Views
Luxury condo with stunning views of the mountains & city. Just footsteps away from trendy coffee shops, bustling bars & over 50 restaurants. Located just 25 minutes from the airport. The building has 24/7 security, swimming pool & gym. This modern & professionally decorated condo offers a fully equipped kitchen, Full Size bed + a Queen pullout sofa bed. High Speed Wifi, AC & Smart TV’s in the bedroom & living room. This comfortable & cozy space truly feels like a home away from home.
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Casa Balcón: secluded, pool & amazing views
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.
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City view, A/C near the airport, 1903
It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.
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River View Retreat · Pool · 20 min to Airport
Relax to the sound of the river and birdsong, with sweeping views of nature in the heart of San José. Aura is a modern apartment in a brand-new luxury residential tower — 20 minutes from the airport, walking distance to La Sabana Park (San José's central park), the National Stadium, and the Convention Center. Superhost · Guest Favorite · ★5.0 from 80+ stays.
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Popular amenities for San Jose Province rentals with a pool
House rentals with a pool

4bdr | 180° Ocean View House on a Mountain
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Private Oceanview Villa | Infinity Pool & Views
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Villa Madom - modern stay by Marino Ballena
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Pacific Garden Villas Amazing Pool
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Casa Delios, Luxury Near the Airport, Private Pool
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4BR Casa Peces Santa Ana, Indoor Pool & Sauna!
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Casa Bamboo | Jungle Estate | Manuel Antonio
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Centrally Located Modern Home-AC & Pool!
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Condo rentals with a pool

Top Pick in La Sabana: Comfy & Spotless, San José
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Magical Penthouse in Prime Location+ Cima Hospital
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La Madriguera Serena/ SECRT Sabana.
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Modern apartment at gastronomic epicenter
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Fully equipped apartment in Nunciatura
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5 min from Airport | Transfer ($) | Pool | Gym
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Luxury & Comfy Apartment in San Jose, 30th floor.
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Sky Garden 1905 | Rooftop Pool • Gym • Cowork
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Tastefully Furnished Penthouse + Rooftop Pool
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Curated Luxury Stay on the 22nd Floor
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Lux Stay Near SJO Airport | Pool, Firepit & Views
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SECRT Escalante · 19th Floor · View + Parking
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Nebulae - Water Cube Suite & YogaDeck
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Luxury European Villa - Escazú
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Casa Bosque · Glass Villa & Private Pool
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Private Villa Oro Verde, luxury ocean view villa
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