Holiday houses in Santa Ana

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Top-rated holiday rentals in Santa Ana

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A light-filled living area features a comfortable sofa adorned with cushions and a decorative rug. Art pieces grace the walls, while a glass sliding door opens to a balcony furnished with chairs, providing views of the surrounding greenery. A stylish coffee table and TV unit complete the space.

Apartment in Santa Ana

4.93 out of 5 average rating, 46 reviews

Upscale Bohemian Oasis in San José

Enjoy a refined experience at this recently updated property in a prestigious gated community in Santa Ana, famed for its dining scene. The interior now boasts a bohemian aesthetic combined with modern comforts, providing an immersive taste of Costa Rican culture. Facilities include a pool, gym, and sauna. The residence offers two elegantly furnished bedrooms, each with a terrace overlooking the mountains, perfect for morning coffee or evening drinks. Family haven with luxury and local charm.

Guest favourite

A spacious bedroom features a large bed with a blue throw and decorative pillow, complemented by wooden nightstands with lamps. Bright light shines through large windows leading to a sunlit terrace. A colorful wall art piece adds a touch of interest to the neutral decor.

Apartment in San Rafael de Escazú

4.83 out of 5 average rating, 157 reviews

Cozy and Spacious in Prime Escazu+Views+Pool+AC

🌟 Stunning & Spacious 1BR/1BA Condo! Perfect for medical tourism, remote work, business, or family stays, in the most exclusive area of Escazú! Enjoy breathtaking Central Valley & mountain views 🌄, just minutes from Multiplaza Mall, top dining, pubs, shops & artisanal cafés. 🚗 Private parking, 24/7 security, elevator & stairs. Plus, relax with a pool, gym & lightning-fast 100Mbps WiFi! 💻🏊‍♂️💪 Cozy comfort & convenience—experience it all and leave your journey with us !- AC in master BR ✨

Guest favourite

A modern glamping structure is set on a grassy hillside, surrounded by lush greenery and vibrant tropical plants. The building features a distinctive wooden frame and large windows, blending into the natural landscape under a partly cloudy sky.

Tent in Piedades

4.88 out of 5 average rating, 73 reviews

Tent in the mountains

“El Cielo” tent, an exclusive high-altitude retreat designed to give you a unique glamping experience. Located in the impressive Montaña del Sol, this space combines luxury and nature in perfect harmony. You'll be surrounded by the tranquility of nature, with sounds of the wind that will disconnect you from the noise of everyday life. Come and experience being literally in “El Cielo” (Heaven), where luxury and nature meet. We look forward to seeing you! It's only 30 minutes from the airport

Guest favourite

A modern studio space is showcased with a double bed and a cozy seating area featuring a gray sofa. A wooden coffee table is placed centrally, complemented by stylish chairs. The kitchenette and dining area are visible, emphasizing an open layout with natural light.

Condo in Río Oro

4.95 out of 5 average rating, 245 reviews

Modern & bright Studio at ARBOREA Flats Santa Ana

Modern, clean and light studio with views to the trees and mountains. A rare gem in such a central city location. The studio is fully equipped with a double bed, luxury sheets and towels, full kitchen amenities, high speed Wifi and TV. A perfect place to rest, because it is quiet and peaceful, yet close to shopping, restaurants, airport and freeway. Arborea Flats is a new, modern condominium with great services like co-working spaces, gym and pool, and has a very hip, modern feeling.

Guest favourite

Apartment in Santa Ana

4.91 out of 5 average rating, 79 reviews

Peaceful Urban Escape • 1BR

✨ Welcome to Peaceful Urban Oasis — your cozy modern retreat of comfort and style! ✨ Relax in our bright one-bedroom apartment with pool, gym, and beautiful and tranquil garden. Enjoy super-fast WiFi, cable TV, a full kitchen, and in-unit laundry. Located in a safe, vibrant neighborhood within walking distance of restaurants, supermarkets, pharmacies, and shops — yet tucked away in a quiet area for restful nights. Perfect for business travelers, solo adventurers, couples, and families. 🌿

Guest favourite

A modern house with a sleek black facade is set against a twilight sky. Warm light emanates from its windows, contrasting with the cool evening hues. Lush green grass surrounds the structure, enhancing its harmonious connection to nature.

Farm stay in San José

4.97 out of 5 average rating, 170 reviews

Family FarmStay: Animals, Nature & Mountain View’s

Staying at our farm is a chance to slow down and reconnect with nature. You’ll be surrounded by fruit trees, a veggie garden, and friendly animals like our goats, our sweet little donkey, Caramelo the pony, and even messenger pigeons—it’s a real show. The house sits in a beautiful spot with views that make you stop and stare. You can pick your own lettuce, walk through our little coffee plantation, and enjoy the simple. If your child sleeps with you, no need to count them as a guest.

Guest favourite

A private infinity pool, framed by lush greenery, reflects the sky above. The blue tiles create a vibrant contrast against the natural surroundings, while the expansive views of the mountainous landscape stretch in the background under a cloudy sky.

Apartment in Ciudad Colón

4.92 out of 5 average rating, 140 reviews

Luxury New apartment! Infinity Pool! Adults only

Luxury Apartment with Private Pool and Stunning Mountain Views Escape to our brand-new, luxurious apartment, designed exclusively for adults. Nestled in a serene and safe mountain area, it offers breathtaking views and a quiet retreat. Enjoy your completely private pool on the spacious terrace, perfect for sunny days or peaceful evenings under the stars. Ideal for a romantic getaway or a chance to disconnect. Book now and experience comfort, privacy, and unforgettable views!

Top Guest favourite

A private jacuzzi with hydromassage is positioned on a wooden deck, surrounded by lush greenery. Large glass walls of the igloo reveal a spacious sleeping area while showcasing a stunning sunset view over the mountains. Soft tones of the sky create a peaceful ambiance.

Ice dome in San José

4.98 out of 5 average rating, 145 reviews

Iglú Cristal: Magic and Comfort near the Falls

Cerquita del Cielo Glamping - Adults only Imagine sleeping under a million stars, in the midst of majestic nature and waking up to the sound of birds and waterfalls in a 100% sustainable glass igloo with solar energy and spring water Includes: -Round trip transportation from Santa Ana. Free wind turbine tour -Tour to the waterfalls. -Private BBQ area, equipped for cooking -Sunset viewpoint -Private tree net -Private Jacuzzi with whirlpool -Breakfast room service

Superhost

Apartment in Río Oro

5 out of 5 average rating, 4 reviews

Penthouse w/office•Lakeview,Pool

Spacious 2-bedroom, 2-bath penthouse in Avalon Country Club, Santa Ana. 110m2 , double size then other penthouses. Features a mezzanine office with 2 desks & A/C, fully equipped kitchen, 2 balconies, and elevator access. Each bedroom has A/C. Enjoy pool with views, gym, coworking space, tennis courts, playground & restaurant. Lake and mountain views, this stylish retreat offers both comfort and convenience. Gated community with 24/7 security.

Guest favourite

A private hot tub is set against a vibrant orange wall, surrounded by lush green plants. Soft lighting creates a warm atmosphere, highlighting smooth stones beneath the tub. The space includes a small seating area, inviting relaxation and rejuvenation.

Apartment in Escazu

4.96 out of 5 average rating, 432 reviews

Jacuzzi/King size bed/Top location

✓ Top Location:CIMA,Multiplaza,dental clinics,Intercontinental Hotel, and more. ✓NEW HotTub/jacuzzi ✓ Parqueo ✓ Sofá Cama (Queen Size) ✓ KING SIZE BED ✓ Lavandería compartida ✓ A/C ✓ 50 " Smart TV (NETFLIX-AMAZON, ETC) Apto#1: Moderno y acogedor,ubicación excelente, privacidad y comodidad para estadías cortas y largas, posee un sofa cama donde pueden dormir cómodamente 2 adultos, será un placer atenderlos durante su estadía.

Guest favourite

The entrance of the mansion features a circular driveway enhanced by a central fountain, surrounded by landscaping and soft evening lighting. The façade showcases warm colors, with windows gently illuminated as the sun sets on the horizon.

Villa in San José

4.84 out of 5 average rating, 177 reviews

Exclusive Tuscan Mansion in CR

Our Italian-Styled mansion is nestled among a lush mango-tree forest in gorgeous Santa Ana only 20min from airport. Features: - Indoor Pool (Heating Upon Request $100 extra per day and requires 24 hours of heating prior to use) - 6 Bedrooms - 6 Bathrooms - Large Living Areas - 5 min from highway 27 to beaches & rainforests - 15 min from Escazu and CIMA Hospital - 24/7 armed security - Huge Green Areas Heavenly!

Top Guest favourite

An open-concept living space features a wooden dining table with three matching stools. The area is complemented by a cozy seating arrangement with colorful cushions and a decorative rug. Wall art and natural light add warmth to the room, enhancing the inviting ambiance.

Apartment in Santa Ana

4.96 out of 5 average rating, 170 reviews

Beautiful apartment near San José

Welcome to my home! My house is situated only 5 min (by car) from the city center and it is surrounded by a beautiful garden and mountains. Located 35 min from SJO international airport and 10 mins to Route 27 makes it the perfect location without having to experience the buzz of the city. We always have coffee or tea and all condiments you can use while cooking :) Can't wait to meet you!