
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.

Your San José Hideaway | Pool • Rooftop • A/C
Modern and comfortable apartment in Nunciatura, one of the most exclusive areas of Rohrmoser. Located in a 24-story building with rooftop, pool, jacuzzi, gym, coworking space, and 24/7 security. The apartment is bright and well designed, with a queen-size bed, A/C, smart TV, and fast Wi-Fi, perfect for relaxing or working remotely. Great for solo travelers or couples. I also stay here myself when I’m in town and love sharing it with guests who appreciate comfort, design, and a great location.

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 wifi allows you to "work from the jungle." Let our cook provide you with amazing meals made from local and farm ingredients. Come 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. Aquí 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.

Urban Modern Apartment - Roof Top Pool
Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

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.

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.

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.

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 Penthouse with an excellent location
Penthouse located in an exclusive area in San Rafael de Escazu (Guachipelin). Close to important shopping areas such as Multiplaza, banks, restaurants, CIMA Hospital and pharmacy. We are close to the main roads to the beaches, downtown and Juan SantaMaría airport. This penthouse has beautiful views of the mountains and surrounding hills from all its spaces. Modern style design. Each space has everything you need for a very comfortable stay.

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.
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

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

Casa Harmony ON THE BEACH

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Casa Morocco, Suite N4

Mercedes House (Private pool & A/C)

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

Adults Only Waterfront Bungalow PRVT Pool/Fire Tub

Smart loft in the heart of the city, A/C and Wi-Fi
Condo rentals with a pool

Concrete Jungle Experience 25th Floor Secrt Sabana

Urban Jewel on the 30th floor; SECRT

Luxury SkyView Apartment 2BR

Comfortable apartment in upscale neighborhood

Industrial 2BR perfect location w/AC + sunset view

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Charming Apartment w A/C Near to the Int. Airport

5 min from Airport | Transfer ($) | Pool | Gym
Other vacation rentals with a pool

Nebulae - Water Cube Suite & YogaDeck

the cabin & hiking

SECRT Escalante · 19th Floor · View + Parking

New San Antonio Escazu Unique Urban Townhouse

Modern Riverside Condo w/ terrace, pool & gym

Casa Guayabo

Balcony House

Beautiful country house with a pool.
Quick stats about vacation rentals with a pool in Santa Rosa

Total vacation rentals
Explore 1,510 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 68,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 490 rentals that welcome pets

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

Wi-Fi availability
1,470 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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- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Playa Blanca
- Tambor Beach
- Parque Nacional Manuel Antonio
- Los Delfines Golf and Country Club
- Poás Volcano National Park
- Parque Diversiones
- Monteverde Cloud Forest Reserve
- Parque Nacional Braulio Carrillo
- Marina Pez Vela
- 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
- Children’s Museum
- Nauyaca Waterfalls
- Catarata del Toro




