
Holiday rentals with a pool in Santa Rosa
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santa Rosa
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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 ✨

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.

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.

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.

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.

Art Loft - Luxurious Apt QBO Building, Rohrmoser
Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.

Treehouse on a Coffee Farm with Ocean View
Enjoy the authentic Costa Rican experience away from the tourist traps in a treehouse with beautiful natural views! The property is located in Atenas, just 45 minutes from San José International Airport, surrounded by rolling green hills and coffee farms and populated with plenty of wildlife. From our property, you can take in the views right from the pool, enjoy the best climate in the world, and spot a variety of animals.

Private villa with jacuzzi in Escazu
The Poolside Villa is a separate, private home located on our property.. The Poolside Villa has a deck, overlooking a beautiful garden and is only steps away from the shared pool and jacuzzi. Our property is located in the quiet neighborhood of Bello Horizonte, in the hills above Escazu. We are 15 minutes from San Jose, 15 minutes from the Escazu mall and Cima hospital, and 25 minutes from the international airport.

Architect's Apartment, 21st Floor, Amazing View
Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

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.

Fully equipped apartment in Nunciatura
One-bedroom Apartment completely equipped with a Queen bed and a queen sleeper sofa. With A/C. Beautiful neighborhood in the heart of the capital. The apartment is on the 4th floor, the same as most of the amenities. You can use the steam room and go back to get a glass of water or grab a drink from the refrigerator while you cook something in the BBQ area.

Hideout in downtown San Jose
Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Birdhouse in the sky,mountain retre

Casa de Colores, 2B/2B, Athens, Alajuela CR

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Finca Totoro, Trails and Nature

Casa Delios, Luxury Near the Airport, Private Pool

Casa Mercedes (Private pool & A/C)

3BR Home w/ AC & high speed internet near airport

Adults Only Waterfront Bungalow PRVT Pool/Fire Tub
Apartment rentals with a pool

3BR Home w/ AC & high speed internet near airport

AC and King Bed - Full Equipped Apartment

Luxury SkyView Apartment 2BR

Spectacular place

Alicia's Garden Apartment and Secrt

Modern & Cozy Apartment!

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces

Featured Apartment | 5 Stars Verified Reviews, AC
Other holiday rentals with a pool

Villa Plumeria – Hillside Oasis Near SJO Airport

Villa Turrú 401 equipped

Meraki Rohrmoser|Foodie Area+Flexible Check-In/Out

Peaceful apartment surrounded by nature. Santa Ana

Modern apartment with pool and view

Stylish High-Rise w/ Epic Views – Nunciatura

Upscale Bohemian Oasis in San José

Yellow Studio - Sabana - A/C
Quick stats about holiday rentals with a pool in Santa Rosa

Total holiday rentals
Explore 1,510 holiday rentals in Santa Rosa

Nightly prices starting at
Santa Rosa holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 68,410 verified reviews to help you choose

Family-friendly holiday rentals
660 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 490 rentals that welcome pets

Rentals with dedicated workspaces
1,130 properties have a dedicated workspace

Wifi availability
1,470 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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- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Tambor Beach
- Parque Nacional Manuel Antonio
- Los Delfines Golf and Country Club
- Poás Volcano National Park
- Parque Diversiones
- Monteverde Cloud Forest Reserve
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Irazú Volcano National Park
- Carara National Park
- Turrialba Volcano National Park
- La Cruz del Monte de la Cruz
- Children’s Museum
- Britt Coffee Tour
- Parque Viva
- Curú Wildlife Refuge
- Hotel Pumilio
- Playa Jacó




