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Holiday rentals in Santa Rosa

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Top-rated holiday rentals in Santa Rosa

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

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Top guest favourite
A lush tropical garden is seen, featuring a well-maintained lawn surrounded by diverse greenery. A small white table and chairs are positioned under the shade of trees, providing a quiet space for relaxation. The guesthouse is visible in the background, partially obscured by foliage.
Guest house in Santa Ana
4.93 out of 5 average rating, 67 reviews

Modern house, Lush Garden in the heart of the city

This newly constructed home, surrounded by a lush tropical garden is an oasis in Santa Ana town center. It is located in a quiet and safe área, short minutes driving to shops, restaurantes, office centers, hospitals and tourist attractions. Perfect for long stays, remote working, medical tourism, one day tours base and digital Nomads. Fast Wi-Fi and ethernet ports in-rooms and common areas. Enquire about the following services: Transfers Massages Yoga classes Private chef Salon services

Superhost
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.
Flat in San Rafael de Escazú
4.82 out of 5 average rating, 161 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 ✨

Top guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 270 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Top guest favourite
A large, inviting pool is surrounded by lush greenery and colorful plants. Comfortable lounge chairs are positioned under umbrella shade near the pool. A covered patio area with a dining setup is visible in the background amidst the vibrant garden setting.
Flat in Ciudad Colón
4.89 out of 5 average rating, 102 reviews

Villa Kandelaria - A/C, Large Pool & Lush Gardens

Enjoy the experience of being surrounded by a lush garden full of colorful plants and palms. You will forget that you are close to the city when you stay in this one of a kind property. Enjoy the pool and ranch during your free time and you can even have fresh fruits off the trees. Villa KANDELARIA is a brand new unit perfect for the guest that needs to get away but still has nearby everything from the local health clinic, restaurants and grocery store. Perfect to work and enjoy paradise.

Guest favourite
A contemporary kitchen area is visible, featuring a kitchen island with a stovetop. Shelves display glassware and decorative items. A cozy seating area is placed nearby, complemented by natural light filtering through sheer curtains. Greenery is suspended from the ceiling, adding a fresh touch.
Apartment in Mata Redonda
4.95 out of 5 average rating, 169 reviews

Modern Cozy Apartment, Amazing Amenities

Steps from La Sabana Metropolitan Park and the National Stadium, this modern, quiet 12th-floor apartment is ideal for couples and digital nomads. You’re minutes from downtown San José with easy access to restaurants, cafés, bars, and museums. Designed around a signature coffee bar—perfect for slow mornings, focused workdays, or a cozy night in. Check in anytime via the 24/7 lobby (quick registration), then enter with a digital door lock. Enjoy a dedicated desk and fast 196 Mbps Wi-Fi.

Guest favourite
A unique stone house is set against a hillside, surrounded by lush greenery. The structure features a modern angular design with a textured black exterior. The pathway leading to the entrance is bordered by vibrant vegetation, creating a harmonious blend with the natural landscape.
Farm stay in Santa Ana
4.83 out of 5 average rating, 52 reviews

Stone House, Endless Mountain Views in San Jose.

Come and discover our unique Costa Rican gateway - Stone House, covered by breathtaking natural beauty, offering a peaceful experience. Our cozy tiny house warmly invites you to relax and find serenity. Only a short drive from Santana town, you can leave the city behind and enjoy the calm of rural living. Take morning walks through our lovely gardens, sipping a cup of coffee, and immerse yourself in the tranquil surroundings. Welcome to your dream Costa Rican escape!

Guest favourite
The entryway is framed by wooden slats, creating a sense of privacy. A dark door, marked with the number three, is adorned with a simple wreath. Lush green plants are visible at the forefront, adding a natural element to the entrance.
Flat in Santa Ana
4.87 out of 5 average rating, 103 reviews

Santa Ana Apartment 3

Enjoy the warmth of this peaceful and centrally-located place. Located in the heart of Santa Ana, very close to shopping malls, movie theaters, food courts, hospitals, and others. Our location is perfect if you want to spend a few days in San José, whether for work or vacation. We have easy access to Route 27, which allows you to quickly enjoy the beaches of Costa Rica, as well as mountains, volcanoes, and other tourist areas of our country.

Guest favourite
A bright studio space features light-colored walls and a wooden ceiling. A spacious bed is situated in the foreground, with a small dining area and kitchen visible in the background. Natural light flows in through the window, enhancing the inviting atmosphere.
Flat in Escazu
4.95 out of 5 average rating, 301 reviews

KING BED/Cozy & private/Best location

✓ Top location: CIMA, Multiplaza, Goodness Dental, Distrito 4, McDonald’s, Starbucks y más. ✓ Parqueo Gratis ✓ Lavandería ✓ Aire Acondicionado A/C Studio#2 es un acogedor y encantador espacio diseñado para el deleite, descanso y disfrute de nuestros huéspedes y amigos, con un diseño vintage rústico busca hacer un homenaje y destacar los destinos turísticos y fauna costarricense cuidado siempre la funcionalidad del espacio.

Top 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, 179 reviews

Family-Friendly Mountain Farm Stay with Animals

Escape to our modern farm sanctuary in Costa Rica! This architectural gem blends seamlessly with nature, offering panoramic jungle views. Enjoy a unique farm-to-table experience with friendly animals, a veggie garden, and a fire pit. Perfect for families or couples seeking a tranquil retreat to reconnect with nature. The space is a fusion of modern design and local craftsmanship, creating a cozy, unforgettable escape.

Guest favourite
The chalet is positioned with a striking triangular roof, illuminated softly by outdoor lighting. Views of mountain silhouettes and a gradient sky at dusk can be seen in the background, enhancing the serene landscape surrounding the structure.
Cabin in Carit
4.88 out of 5 average rating, 172 reviews

Chalet Chubasco Lodge, Tarbaca, Aserri, Costa Rica

Chalet located in one of the most exclusive areas of Tarbaca de Aserrí, is a mountainous place with cold and humid weather, it is located near San José. It's a lovely stay, ideal for resting, getting out of the routine and breathing fresh air. It has an incredible view of much of the Central Valley and the charming mountains of the Santos area. Being a mountainous area we can be exposed to cold and windy climates 💨

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.
Flat in Santa Ana
4.97 out of 5 average rating, 181 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!

Guest favourite
An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.
Home in Río Oro
4.89 out of 5 average rating, 128 reviews

4BR Casa Peces Santa Ana, Indoor Pool & Sauna!

Casa Peces is located in nice neighbourhood, near to. the best private hospital, shopping centers, Gastronomic areas , theatres, hipódromos la Cañada as well just 60min from volcanos, water rafting Pacuare River and the best beaches of Costa Rica. Beautiful contemporary Style family town home in Rio Oro, Santa Ana, with 4BR, 3 baths and private indoor pool.

Popular amenities for Santa Rosa holiday rentals

Quick stats about holiday rentals in Santa Rosa

  • Total holiday rentals

    Explore 2,870 holiday rentals in Santa Rosa

  • Verified guest reviews

    Over 109,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,070 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 930 rentals that welcome pets

  • Holiday rentals with a pool

    1,510 properties feature pools

  • Rentals with dedicated workspaces

    1,860 properties have a dedicated workspace

  • Wifi availability

    2,760 of Santa Rosa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa rentals

  • 4.8 Average rating

    Santa Rosa stays are highly rated by guests – averaging 4.8 out of 5!

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