
Holiday rentals with a pool in Santa Rosa
Find and book unique homes with a pool on Airbnb
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 $14 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 460 rentals that welcome pets

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

Wi-Fi availability
1,490 of Santa Rosa holiday rentals include Wi-Fi 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!
Top-rated rentals with a pool in Santa Rosa
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Treetop Casita @ Earth and Sky - Costa Rica
This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super fast WIFI and a standing desk provides working travelers an ideal set up. The full kitchen is precisely stocked with everything you need to eat well on your stay. Even the shower has sweeping views.

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.

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.

Balcony House
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.

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.

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.

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!

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, Athens, 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

Birdhouse in the sky,mountain retre

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

Mercedes House (Private pool & A/C)

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

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

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

Magical Penthouse in Prime Location+ Cima Hospital

9.9 mill SJO | Pool View | Cozy Loft | Parking

Urban Jewel on the 30th floor; SECRT

Alicia's Garden Apartment and Secrt

Industrial 2BR perfect location w/AC + sunset view

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

Nebulae - Water Cube Suite & YogaDeck

the cabin & hiking

Green Escape with Style

Lux Stay Near SJO Airport | Pool, Firepit & Views

Casa Guayabo

Villa Plumeria – Hillside Oasis Near SJO Airport

Luxury Estate - Mountain View Hacienda

Cosy Loft, 3 min from SJO airport, brand new
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- 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
- Curú 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 Jacó
- University of Costa Rica
- El Miro
- Multiplaza Escazú
- La Cruz del Monte de la Cruz
- Children’s Museum





