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.

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Guest favourite

An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.

Villa in Mata Redonda

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.

ValueLocationHospitality

4.96 out of 5 average rating, 142 reviews

Top Guest favourite

A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.

Condo in Mata Redonda

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

LocationValueCleanliness

4.94 out of 5 average rating, 103 reviews

Superhost

A spacious plunge pool is nestled within lush greenery, providing a serene environment. One person swims while another relaxes at the edge, surrounded by tropical plants. Soft, natural light filters through the foliage, enhancing the tranquil setting.

Home in Quepos

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

FamilyLocationTV

4.8 out of 5 average rating, 230 reviews

Guest favourite

An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.

Apartment in Mata Redonda

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.

ValueLocationCondition

4.97 out of 5 average rating, 198 reviews

Luxe

A modern architectural masterpiece is set amidst lush greenery. The structure features an expansive deck with lounge chairs, seamlessly blending indoor and outdoor living. A private pool is visible below, highlighting the tranquil surroundings and stunning natural landscape.

Home in Quepos

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!

LocationValueCheck-in

4.99 out of 5 average rating, 198 reviews

Top Guest favourite

Condo in Rohrmoser

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.

FamilyLocationCleanliness

4.94 out of 5 average rating, 351 reviews

Guest favourite

Apartment in Escalante

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

LocationFamilyWalkability

4.93 out of 5 average rating, 119 reviews

Guest favourite

Apartment in Escalante

*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.

LocationBeachDecor

4.87 out of 5 average rating, 100 reviews

Top Guest favourite

A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.

Apartment in Mata Redonda

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

LocationValueAmenities

4.97 out of 5 average rating, 204 reviews

Guest favourite

A contemporary cabin sits on a lush, green hillside, surrounded by trees and natural landscape. The structure features large glass windows, allowing for abundant natural light. The sun casts a warm glow over the scene, enhancing the serene and peaceful mountain setting.

Cabin in Santa Eulalia

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.

FamilyLocationQuiet

4.95 out of 5 average rating, 117 reviews

Guest favourite

A scenic view is captured from the property, showcasing lush greenery and rolling hills that extend towards the distant coastline. The sky is expansive, featuring soft clouds and bright blue hues, while a thatched structure stands nearby, complementing the natural surroundings.

Cabin in Jesús

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.

LocationValueQuiet

4.94 out of 5 average rating, 148 reviews

Top Guest favourite

Home in Savegre

Luxury Oceanview Villa | Private Infinity Pool

Experience the best of Costa Rica from your private hilltop retreat. Wake to birdsong and jungle wildlife, watch Blue Morpho butterflies drift by, and unwind in your infinity pool with sweeping ocean views. This gated 2-bedroom, 2-bath villa near Manuel Antonio and Dominical offers A/C, fast Wi-Fi, a fully equipped kitchen, and open-air living designed to immerse you in nature. Minutes from beaches, waterfalls, surfing, and incredible wildlife.

FamilyLocationBeach

4.96 out of 5 average rating, 178 reviews