
Vacation 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!

Finca Totoro, Trails and Nature
Descubre un Refugio Natural Único en Atenas: Nuestra propiedad, situada en el corazón de la naturaleza costarricense, con una conexión directa con la historia. Aquà encontrarás un majestuoso árbol de ceiba de 800 años, un verdadero monumento natural que ha sido testigo del paso del tiempo. Este árbol imponente se alza como guardián de la propiedad, brindando sombra y serenidad a quienes lo visitan. Ven a experimentar la majestuosidad de este gigante, una experiencia que pocos pueden ofrecer.

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.

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.

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.

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!

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 rentals with a pool
House rentals with a pool

CASA BARU New house - 2 min from the beach

“Villa Sanctuary”

Casa Libelula ! Private pool, gated community

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Nirvana House Close to the Airport and the Beaches

Mercedes House (Private pool & A/C)

Adults Only River Escape l PRVT Pool/FireTub/BBQ

Spectacular Ocean View, Playa Hermosa, JacĂł
Condo rentals with a pool

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

9.9 mill SJO | Pool View | Cozy Loft | Parking

Cosmopolitan SkyView AC 2BR-King bd Laundry-in

Urban Jewel on the 30th floor; SECRT

Flofy Apartment - Pool - Parking - Security!

Modern & Cozy Apartment!

Industrial 2BR perfect location w/AC + sunset view

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

Artist Loft at Arborea Flats Santa Ana

Cheerful private 4-Bedroom Villa. Heated pool A/C

Nebulae - Water Cube Suite & YogaDeck

the cabin & hiking

Green Escape with Style

Lux Stay Near SJO Airport | Pool, Firepit & Views

Villa Plumeria – Hillside Oasis Near SJO Airport

Luxury Estate - Mountain View Hacienda
Quick stats about vacation rentals with a pool in Santa Rosa

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

Nightly prices starting at
Santa Rosa vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

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

Family-friendly vacation rentals
610 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
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 vacation 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!
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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
- Parque Nacional Manuel Antonio
- Los Delfines Golf and Country Club
- Monteverde Cloud Forest Reserve
- Parque Viva
- Poás Volcano National Park
- Parque Diversiones
- CurĂş Wildlife Refuge
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Carara National Park
- Parque Nacional Los Quetzales
- Turrialba Volcano National Park
- University of Costa Rica
- La Cruz del Monte de la Cruz
- Playa JacĂł
- El Miro
- Multiplaza EscazĂş
- Nauyaca Waterfalls





