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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 $13 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!

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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Guest favourite
The outdoor area features a private infinity swimming pool with a waterfall, surrounded by wooden decking. Ample seating arrangements, including umbrellas for shade, can be seen alongside the pool, with large glass doors leading to the interior living space.
Villa in Jaco
4.93 out of 5 average rating, 123 reviews

Casa Hermosa Vista

Private, gated comunity in Playa Hermosa Jaco You might walk to the beach. Private security guard, nice green extensive gardens.Perfect for a great getaway, you will be able to stay with your family or a group of friends. The house includes the option of one master suite , double guest bethroom /office. Features a living social area with retractable glass doors for the open air experience, ample decks around the private infinity swimming pool with waterfall, fully equipped kitchen and BBQ grill

Top guest favourite
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, 344 reviews

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!

Top guest favourite
A panoramic view captures the vibrant sunset over the San Jose skyline, with colorful clouds reflecting hues of pink and orange. The city lights begin to twinkle, set against a backdrop of distant mountains and a bare tree’s silhouette in the foreground.
Bungalow in San Rafael
4.99 out of 5 average rating, 126 reviews

EscazĂş "Treetop Casita"~ Panoramic Views ~ No Fees

This Modern Loft-Style Casita with a Private Terrace is perched above a Safe, Upscale Escazu Neighborhood and owns one of the most Spectacular Views in Costa Rica. An expertly designed space with countless creature comforts, everything is brand new and high end. 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. Refresh and relax in the Sparkling Salt Water Pool with Waterfall.

Top guest favourite
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 JesĂşs
4.94 out of 5 average rating, 141 reviews

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 emoción 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 río cercano, revitalízate con nuestras clases de yoga, o relájate con un masaje. Nuestro rancho con BBQ es ideal para momentos inolvidables en la naturaleza.

Guest favourite
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.
Flat in Ciudad ColĂłn
4.88 out of 5 average rating, 117 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.

Guest favourite
A private infinity pool, framed by lush greenery, reflects the sky above. The blue tiles create a vibrant contrast against the natural surroundings, while the expansive views of the mountainous landscape stretch in the background under a cloudy sky.
Flat in Ciudad ColĂłn
4.93 out of 5 average rating, 165 reviews

Luxury New apartment! Infinity Pool! Adults only

Luxury Apartment with Private Pool and Stunning Mountain Views Escape to our brand-new, luxurious apartment, designed exclusively for adults. Nestled in a serene and safe mountain area, it offers breathtaking views and a quiet retreat. Enjoy your completely private pool on the spacious terrace, perfect for sunny days or peaceful evenings under the stars. Ideal for a romantic getaway or a chance to disconnect. Book now and experience comfort, privacy, and unforgettable views!

Top guest favourite
An infinity pool reflects the surrounding mountain vistas, flanked by a stone patio and decorative planters. A round stone feature is positioned on the lawn, complementing the tranquil outdoor atmosphere.
Villa in Atenas
5 out of 5 average rating, 106 reviews

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.

Guest favourite
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
4.95 out of 5 average rating, 109 reviews

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.

Guest favourite
Villa in Santa Ana
4.93 out of 5 average rating, 192 reviews

Vista Oro Luxurious Villa Heated Pool 360 Views

Luxurious Mansion , 5 bdrms with own bathrooms,7 wash rooms . Located in the hills of Santa Ana , 25 mins from SJO airport . Perfect spring like climate . 360 Spectacular Views , Gourmet Chef Kitchen, Quality cotton linings ,beds , towels and furnishings Heated Salt Spa Pool , On Site Help ,24 hrs Security, 10 mins Fine Dining , Supermarkets,Malls Entertainment , Private chef , Tours and driver services available .You will enjoy a Fantastic Memorable Vacation..Paradise.

Guest favourite
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, 326 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.

Guest favourite
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!

Top guest favourite
An outdoor patio area is presented with a spacious table surrounded by black and white chairs. A small pool is visible in the corner, with textured walls and lights illuminating the space. The scene is complemented by greenery in the background.
Home in RĂ­o Oro
4.92 out of 5 average rating, 119 reviews

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!

Popular amenities for Santa Rosa rentals with a pool

Destinations to explore

  1. Airbnb
  2. Costa Rica
  3. San Jose Province
  4. Santa Rosa
  5. Rentals with pools