
Holiday rentals with a pool in Cinco Esquinas
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Top-rated rentals with a pool in Cinco Esquinas
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, 102 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, 142 reviews
15th Floor Apt/Amazing Views•20 min Airport+ Tours
San José with a modern apartment featuring panoramic views in the exclusive Núcleo Sabana complex. Fully equipped with 5G Wi-Fi, Smart TV, kitchen, and parking. Enjoy premium amenities, including a swimming pool, gym, sauna, lap lanes, multi-sport court, karaoke, and beautifully landscaped areas. Make the most of your stay with our exclusive one-day guided tours, designed to help you discover Costa Rica with ease. Conveniently located near La Sabana Metropolitan Park, the National Stadium & Rest
4.84 out of 5 average rating, 349 reviews
Luxury High-Rise | 16th Floor | La Sabana-San José
Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!
4.85 out of 5 average rating, 101 reviews
Top Pick in La Sabana: Comfy & Spotless, San José
Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.
4.95 out of 5 average rating, 173 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
4.94 out of 5 average rating, 116 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, 162 reviews
*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.
4.87 out of 5 average rating, 100 reviews
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.
4.97 out of 5 average rating, 204 reviews
SECRT Sabana 31st | A/C, Parking & View
Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!
4.98 out of 5 average rating, 118 reviews
The Madriguera Serena/ SECRT Sabana.
The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the green lung of the city. Its location is ideal for both business travellers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by transport. You'll be close to corporate centres, medical areas, stadiums and main access roads, without giving up a quiet and safe environment.
4.93 out of 5 average rating, 138 reviews
Fully-Eq. 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec
Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.
4.9 out of 5 average rating, 116 reviewsPopular amenities for Cinco Esquinas rentals with a pool
House rentals with a pool

Smart loft in the heart of the city, A/C and Wi-Fi
4.94 out of 5 average rating, 171 reviews
4BR Casa Peces Santa Ana, Indoor Pool & Sauna !
4.9 out of 5 average rating, 137 reviews
Casa Delios, Luxury Near the Airport, Private Pool
4.92 out of 5 average rating, 124 reviews
Casa Gaudi🦚Near SJO🦚Private Pool & King BD
4.9 out of 5 average rating, 136 reviews
Luxury in your Home, private Pool and Jacuzzi.
4.88 out of 5 average rating, 136 reviews
Heated Infinity Pool Villa, 6BR, 25 Min SJO
4.97 out of 5 average rating, 264 reviews
Vacation-Resort House 15 min from Arpt
4.79 out of 5 average rating, 105 reviews
The Woburn Studio –Secrt Escalante |A/C| Parking
4.89 out of 5 average rating, 9 reviewsCondo rentals with a pool

Industrial 2BR perfect location w/AC + sunset view
4.94 out of 5 average rating, 351 reviews
Modern apartment at gastronomic epicenter
4.95 out of 5 average rating, 196 reviews
City view, A/C near the airport, 1903
4.9 out of 5 average rating, 494 reviews
Luxury & Comfy Apartment in San Jose, 30th floor.
4.97 out of 5 average rating, 214 reviews
Concrete Jungle Experience 25th Floor Secrt Sabana
4.88 out of 5 average rating, 243 reviews
Charming Apartment w A/C Near to the Int. Airport
4.94 out of 5 average rating, 384 reviews
Studio with a view, balcony and free parking · URBN
4.88 out of 5 average rating, 283 reviews
Fully equipped apartment in Nunciatura
4.85 out of 5 average rating, 174 reviewsOther holiday rentals with a pool

Apartment in Escalante Olive Loft 14th
4.98 out of 5 average rating, 109 reviews
NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
4.96 out of 5 average rating, 168 reviews
Centrally located 1BDR modern apt (views+pool)
4.98 out of 5 average rating, 86 reviews
The Digital Nest | Smart Loft with Home Theater
4.92 out of 5 average rating, 24 reviews
Swimming Pool, BBQ & Children's Games Near Saprissa
4.88 out of 5 average rating, 24 reviews
Modern Stay Near Airport • Pool, Gym & Rooftop
4.95 out of 5 average rating, 43 reviews
Swimming pool, gym, rooftop & playground
4.85 out of 5 average rating, 27 reviews
Pool, Gym, Rooftop, Parking | San José Centro
4.96 out of 5 average rating, 26 reviewsDestinations to explore
- Jaco Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- University of Costa Rica
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- City Mall Alajuela
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- La Cruz del Monte de la Cruz





