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Vacation rentals with a pool in Santa Rosa

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Santa Rosa

  • Total vacation rentals

    Explore 1,600 vacation rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 75,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    600 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 480 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wi-Fi availability

    1,570 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!

Top-rated rentals with a pool in Santa Rosa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.
Apartment in Mata Redonda
4.85 out of 5 average rating, 334 reviews

15th Floor Apt / Amazing Views • 20 min to Airport

Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Top guest favorite
Two wooden chairs are positioned on a deck, facing a stunning landscape of lush green hills under a colorful sky. The view encompasses rolling mountains, with a misty ambiance adding to the tranquility of the scene.
Villa in San Mateo
4.93 out of 5 average rating, 348 reviews

Luxury Jungle Villa - 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!

Top guest favorite
A serene plunge pool captures reflections of the sky, with a gentle waterfall cascading into the water. Lush tropical plants frame the scene, while comfortable loungers invite relaxation. Expansive views of the mountains and sky create a tranquil backdrop.
Apartment in Escazu
4.98 out of 5 average rating, 141 reviews

Escazú Studio w/ pool, nature & spectacular views

A Cozy, Stylishly appointed Studio, tucked into a 2-Acre Estate w/ one of the most Breathtaking Views in Costa Rica. It is sanctuary for Value-Conscious Solo Travelers, Digital Nomads, Medical Tourists or a Romantic Get Away. "Earth & Sky - Costa Rica" has 3 Boutique Listings and features a Sparkling Heated Saltwater Pool, Bright Gardens and Beautiful Terraces. The "Sugar Shack" is our most Budget Friendly space - peaceful and private, but minutes away from popular restaurants and shopping.

Guest favorite
Apartment in Santa Ana
4.9 out of 5 average rating, 133 reviews

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. 🌿

Guest favorite
A large, inviting pool is surrounded by lush greenery and colorful plants. Comfortable lounge chairs are positioned under umbrella shade near the pool. A covered patio area with a dining setup is visible in the background amidst the vibrant garden setting.
Apartment in Ciudad Colón
4.88 out of 5 average rating, 119 reviews

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.

Top guest favorite
A contemporary cabin sits on a lush, green hillside, surrounded by trees and natural landscape. The structure features large glass windows, allowing for abundant natural light. The sun casts a warm glow over the scene, enhancing the serene and peaceful mountain setting.
Cabin in Santa Eulalia
4.96 out of 5 average rating, 112 reviews

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.

Guest favorite
A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.
Condo in Mata Redonda
4.94 out of 5 average rating, 207 reviews

Urban Jewel on the 30th floor; SECRT

Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra

Superhost
A modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.
Condo in Rohrmoser
4.9 out of 5 average rating, 473 reviews

City ​​view, A/C near the airport, 1903

It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

Top guest favorite
A scenic view is captured from the property, showcasing lush greenery and rolling hills that extend towards the distant coastline. The sky is expansive, featuring soft clouds and bright blue hues, while a thatched structure stands nearby, complementing the natural surroundings.
Cabin in Jesús
4.94 out of 5 average rating, 145 reviews

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.

Guest favorite
A wooden deck features several green chairs facing expansive views of the valley and mountains. The glass doors provide a seamless connection to the indoor space, with a backdrop of a bright, partly cloudy sky.
Cottage in San Isidro
4.83 out of 5 average rating, 327 reviews

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.

Top guest favorite
A cozy living space is filled with natural light, featuring a gray sofa adorned with decorative cushions. A round coffee table sits in front of the sofa, surrounded by indoor plants. In the background, a dining area is visible with a table and yellow chairs, next to a wall-mounted television.
Apartment in Mata Redonda
4.93 out of 5 average rating, 273 reviews

Breathtaking Mountain View Apt.

Vive la experiencia de hospedarte en un apartamento único en el piso 29 de torre Secrt Sabana , con una vista panorámica impresionante de las montañas de San José , a solamente 200 metros del Parque Metropolitano de la Sabana (mejor ubicación en San José) disfrutarás de sus más de 20 amenidades, te vas a cautivar por los detalles decorativos que verás en cada rincón. ***Aeropuerto Juan Santamaria a solamente 10 millas***

Guest favorite
The entrance of the mansion features a circular driveway enhanced by a central fountain, surrounded by landscaping and soft evening lighting. The façade showcases warm colors, with windows gently illuminated as the sun sets on the horizon.
Villa in San José
4.84 out of 5 average rating, 192 reviews

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!

Popular amenities for Santa Rosa rentals with a pool

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