
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.

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.

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 Starlink 250 Meg wifi allows you to "work from the jungle." Our cooks provide you with amazing meals made from local and farm ingredients. Visit!

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.

Tierra Vital Atenas - Villa 2
Bienvenidos a Tierra Vital, tu refugio en la montaña. Relájate en nuestra piscina, disfruta del jacuzzi con vistas impresionantes o vive la emociĂłn de nuestra red voladora. Ubicados a solo 35 minutos del aeropuerto y 10 minutos del centro de Atenas, ofrecemos tranquilidad y comodidad en un solo lugar. Disfruta de un paseo al hermoso rĂo cercano, revitalĂzate con nuestras clases de yoga, o relájate con un masaje. Nuestro rancho con BBQ es ideal para momentos inolvidables en la naturaleza.

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.

Unique & peaceful forest cabin with pool & trails
Retreat to the rainforest in a cosy, secure and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the private trails of the property with 10 acres of primary rainforest with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

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.

Casa BalcĂłn
Off-grid cabin in Costa Rica mountaintop. Disconnect from it all in this unique, secluded, off-grid home with spectacular views of the Central Valley and 4 of its surrounding volcanoes. Just a 40 minute drive from SJO airport and on the way to some of the most famous beaches, you can experience beautiful hiking trails, bird watching and taking a dip in the private pool, all in the comfort of this cabin which is completely powered by solar energy and supplied by well water.

Beautiful Countryside Estate Villa · Valley View
This beautiful countryside villa, is located in a privilege location with panoramic views to Cartago Valley. We have a very big property about 2 hectares at your complete disposal, with pool, nice deck to overview the valley, inside chimney, bbq in the terrace and much more that is seating for you. The place has just been renew with new furnishings, and we have work hard to make it better so you can come and have a wonderful moments here.

Casa Delios, Luxury Near the Airport, Private Pool
Relax with the whole family at this peaceful place to rest inside a gated community with all the amenities needed for a pleasant and restful stay. We guarantee a outstanding service and that we will deliver our house to fullfil your expectations. This house is in a gated community with a 24/7 maintenance and security. We hope to have the great pleasure to host you and your family and friends!

Casa de Colores, 2B/2B, Atenas, Alajuela CR
Looking for relaxation? Casa de Colores is for you! Our Bali inspired villa is 2 1/2 acres of lush gardens and tropical fruit trees sitting along a tranquil flowing creek. We're 5 minutes from central Atenas, the town National Geographic hailed as having "the best weather in the world".
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Punta Leona, close to beach, AC, private pool.

“Villa Sanctuary”

Casa Libelula ! Private pool, gated community

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Finca Totoro, Trails and Nature

Nirvana House Close to the Airport and the Beaches

Casa Mercedes (Private pool & A/C)

PRVT Jungle Spa Retreat l Fire Tub/River/Privacy
Apartment rentals with a pool

COZY studio w/ Sky pool, AC, WIFI & GYM

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

Magical Penthouse in Prime Location+ Cima Hospital

Modern Cozy Apartment, Amazing Amenities

Joya Urbana en el piso 30; SECRT

Industrial 2BR perfect location w/AC + sunset view

5 min from Airport | Transfer ($) | Pool | Gym

Cosy Studio with View, HighSpeedWiFi & Parking
Other holiday rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

la cabaña & hiking

Green Escape with Style

Casa de montaña + piscina e impresionantes vistas

Lux Stay Near SJO Airport | Pool, Firepit & Views

Villa Panorama

Villa Plumeria – Hillside Oasis Near SJO Airport

Luxury Estate - Hacienda Vista a la Montaña
Quick stats about holiday rentals with a pool in Santa Rosa

Total holiday rentals
Explore 1,520 holiday rentals in Santa Rosa

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

Verified guest reviews
Over 71,850 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 460 rentals that welcome pets

Rentals with dedicated workspaces
1,080 properties have a dedicated workspace

Wifi availability
1,490 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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- Rentals with pools San Jose Province
- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Playa Blanca
- National Stadium of Costa Rica
- Tambor Beach
- Los Delfines Golf and Country Club
- Parque Nacional Manuel Antonio
- Monteverde Cloud Forest Reserve
- Parque Diversiones
- Parque Viva
- CurĂş Wildlife Refuge
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Turrialba Volcano National Park
- Playa JacĂł
- University of Costa Rica
- El Miro
- Multiplaza EscazĂş
- La Cruz del Monte de la Cruz
- Children’s Museum





