
Holiday 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
4.94 out of 5 average rating, 105 reviews
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.
4.96 out of 5 average rating, 143 reviews
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
4.79 out of 5 average rating, 233 reviews
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.
4.94 out of 5 average rating, 155 reviews
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.
4.98 out of 5 average rating, 118 reviews
Luxury-Modern Design-Private-Gated-Pool Waterfall
The spectacular views of Manuel Antonio National Park, Matapalo Beach and on clear days you can see the Isla del Caño. Very few homes in the area are able to capture all of these landmarks from a single location. Enjoy the large swimming pool with waterfall, large and open concept kitchen-living room-dining area. Well equipped kitchen. Bedroom #1: King bed, A/C, bathroom, en suite bathroom Bedroom #2: Queen bed, A/C Bedroom #3: Suite across from the pool. King bed, A/C, en-suite bathroom
4.88 out of 5 average rating, 111 reviews
Mountaintop Mansion Huge Ocean View Manuel Antonio
Mountain Top Mansion in Manuel Antonio. Private pool, jacuzzi, amazing views, air conditioning, gated community, and outdoor showers. Designed by local world famous Architect, this house is the nicest three bedroom in the Manuel Antonio! House has a full kitchen, a big loft with amazing views, retractable glass wall on the ocean view side, so house opens and gets huge ocean breeze. 12 minutes to Manuel Antonio National Park and 5 minutes to Marina Pez Vela. When only the best will do!
4.99 out of 5 average rating, 199 reviews
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.
4.94 out of 5 average rating, 352 reviews
Tastefully Furnished Penthouse + Rooftop Pool
Lets chat for a FREE early check in 24/7 security extremely safe building and neighborhood Get up in the morning in this magnificent penthouse with the most magnificent view of Irazú and Barva Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing morning/sunset dip at the pool and workout in our fully equipped gym or grab a meal in one of the more than 80 restaurants in a 5 block radius following a nice pool table session
4.92 out of 5 average rating, 126 reviews
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.
4.99 out of 5 average rating, 165 reviews
Tierra Vital Athens - Villa 2
Welcome to Tierra Vital, your mountain retreat. Relax in our pool, enjoy the jacuzzi with stunning views or experience the thrill of our flying net. Located just 35 minutes from the airport and 10 minutes from downtown Athens, we offer tranquility and comfort in one place. Enjoy a walk to the beautiful nearby river, revitalize yourself with our yoga classes, or relax with a massage. Our ranch with BBQ is ideal for unforgettable moments in nature.
4.94 out of 5 average rating, 148 reviews
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.
5.0 out of 5 average rating, 104 reviewsPopular amenities for San Jose Province rentals with a pool
House rentals with a pool

Pacific Garden Villas Amazing Pool
4.95 out of 5 average rating, 171 reviews
Manuel Antonio Beachfront! Private Pool 2 bedroom
4.91 out of 5 average rating, 419 reviews
Villa Madom - modern stay by Marino Ballena
5.0 out of 5 average rating, 116 reviews
Casa Gaudi🦚Near SJO🦚Private Pool & King BD
4.9 out of 5 average rating, 136 reviews
Casa Delios, Luxury Near the Airport, Private Pool
4.92 out of 5 average rating, 126 reviews
Casa Bamboo | Jungle Estate | Manuel Antonio
4.97 out of 5 average rating, 179 reviews
Best location & wildlife viewing in Manuel Antonio
4.9 out of 5 average rating, 100 reviews
4BR Casa Peces Santa Ana, Indoor Pool & Sauna !
4.9 out of 5 average rating, 138 reviewsCondo rentals with a pool

Magical Penthouse in Prime Location+ Cima Hospital
4.89 out of 5 average rating, 244 reviews
Top Pick in La Sabana: Comfy & Spotless, San José
4.95 out of 5 average rating, 174 reviews
The Madriguera Serena/ SECRT Sabana.
4.93 out of 5 average rating, 142 reviews
Modern apartment at gastronomic epicenter
4.95 out of 5 average rating, 196 reviews
Sky Garden 1905 | Rooftop Pool • Gym • Cowork
4.94 out of 5 average rating, 108 reviews
Luxury & Comfy Apartment in San Jose, 30th floor.
4.96 out of 5 average rating, 219 reviews
5 min from Airport | Transfer ($) | Pool | Gym
4.95 out of 5 average rating, 314 reviews
Modern Cozy Apartment, Amazing Amenities
4.95 out of 5 average rating, 193 reviewsOther holiday rentals with a pool

Casa Balcón: secluded, pool & amazing views
4.95 out of 5 average rating, 120 reviews
15th Floor Apt/Amazing Views•20 min Airport+ Tours
4.84 out of 5 average rating, 356 reviews
Stylish Studio with Sky Bar & City Views
4.9 out of 5 average rating, 608 reviews
Hideout in downtown San Jose-Sergio
4.94 out of 5 average rating, 485 reviews
Luxury High-Rise | 16th Floor | La Sabana-San José
4.85 out of 5 average rating, 103 reviews
*NEW* Luxury Condo | Stunning Views
4.87 out of 5 average rating, 103 reviews
Casa Bosque · Glass Villa & Private Pool
4.95 out of 5 average rating, 86 reviews
Nebulae - Water Cube Suite & YogaDeck
4.95 out of 5 average rating, 40 reviewsDestinations to explore
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- Things to do Costa Rica
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