
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.

Vista Oro Luxurious Villa Heated Pool 360 Views
Luxurious Mansion for a Fantastic price . Your Private Estate to enjoy,Located in the hills of Santa Ana , 25 mins from SJO airport . Perfect climate . 360 Spectacular Views Gourmet Chef Kitchen, Quality cotton linings ,beds , towels and furnishings Heated Salt Spa Pool , On Site Help ,24 hrs Security, Your Home in Paradise .10 mins Fine Dining , Supermarkets,Malls Entertainment , Private chef , Tours and driver services available .You will enjoy a Fantastic Memorable Vacation..Paradise ENJOY

Sugar Shack @ Earth and Sky - Costa Rica
Tucked into the heart of a lush 2-acre Escazu Estate, this cozy, stylishly appointed 21 sq meter (216 sq foot) studio is ideal for the value-centric solo traveler, digital nomad or medical tourist seeking a quiet, safe refuge in an upscale neighborhood. The shared areas of the property offer a sparkling salt water pool, bright gardens and terraces with sweeping views. The Sugar Shack is close to everything, but perched above the hustle bustle below... a terrific home base for visits to San Jose.

Magical Penthouse in Prime Location+ Cima Hospital
If you are looking to stay in a great spacious Family-Business-Medical Visiting spot with amazing city and spectacular Mountains Views, in Escazu´s Prime Location,? THIS is your place! Close to dinning , 5 Minute Walking Distance to CIMA Hospital ( Best location to Medical - Dental - Pre Natal procedures. Business travelers will love easy highway access, local fusion restaurants and pubs, Entertainment and a bunch of Stores. Next to Avenida Escazu, on the 7th Floor, Elevator and Pool .

Luxury Castle, Infinity Pool & Jaw Dropping Views!
The Luxury Castle is centrally located allowing you to take in the most tourist attractions while staying in a dream home for a great price! Close to the airport, the city center, parks, public transport, the beach, and art and culture. You’ll love the Luxury Castle because of the view from the pool, location, rooftop patio deck, the ambiance, the climate (Best in the World) and the detail in the designing and building of the house.There are many amazing restaurants in town with great prices.

Luxury Villa Ceibo - Exquisite, Private, Serene
Located just one hour from San Jose airport, Chilanga Costa Rica is the perfect place to start or finish your vacation. Spend some time to slow down, unwind and reconnect with nature. Ceibo is our private, spacious luxury villa with double occupancy. We offer a swimming pool with incredible views, jungle yoga and 10 KM of walking trails. Super fast 30 meg wifi allows you to "work from the jungle." Let our cook provide you with amazing meals made from local and farm ingredients. Come visit!

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. 🌿

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.

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!

Endless charm - Heart of the Central Valley
The beautiful Villa El Sueño is situated 8 minutes from the heart of Atenas and sits on a hill with expansive views of mountain ranges & the volcanoes of the central valley. It’s the perfect setting for a relaxing vacation and a great base for exploring the country. The house is a mix of Costa Rican hacienda and contemporary comfort. Carefully curated elements that are part of “Tico” culture and traditions have been incorporated to make this house a true Costa Rican experience.

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.

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!

Aranjuez Lofts - Tree Loft #6
Enjoy a wonderful tree inside the loft... Our Tree Loft #6, which we built around a tree, is one of our 12 Aranjuez Lofts located in Santa Ana. In a beautiful property with shared large garden and pool. Conveniently located upon walking distance to Santa Ana downtown, and to supermarkets, restaurants, movie theaters and much more.
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

CASA BARU New house - 2 min from the beach

On top of Vista Atenas,Atenas. Alajuela Costa Rica

Casa Morocco, Suite N4

Nirvana House Close to the Airport and the Beaches

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

Mercedes House (Private pool & A/C)

Adults Only Waterfront Bungalow PRVT Pool/Fire Tub

Luxury in your Home, private Pool and Jacuzzi.
Apartment rentals with a pool

Luxury Apartment, San José, La Sabana, Del Lago

30 mins SJO | Pool View | Premium Appt | Parking

Modern Cozy Apartment, Amazing Amenities

Luxury SkyView Apartment 2BR

Urban Jewel on the 30th floor; SECRT

Ponderosa Flat

Comfortable apartment in upscale neighborhood

Charming Apartment w A/C Near to the Int. Airport
Other holiday rentals with a pool

Tranquility and beauty in Santa Ana No. 1

the cabin & hiking

Modern Studio | Balcony | Pool & Gym | Santa Ana

Condo with Pool View & Balcony

2BR Costa Rica Avalon Country Lake View and Comfort

Sixth Heaven Apartment (2 bedroom)

Modern Riverside Condo w/ terrace, pool & gym

Casa Guayabo
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
- Parque Nacional Manuel Antonio
- Tambor Beach
- 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
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Curú Wildlife Refuge
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Playa Jacó
- Catarata del Toro
- Children’s Museum




