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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 1,600 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 75,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    600 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 480 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wifi availability

    1,570 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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Top guest favourite
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.96 out of 5 average rating, 141 reviews

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

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

LocationFamilyDecor

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, 351 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!

LocationFamilyQuiet

Guest favourite
An expansive infinity pool reflects the sky, merging seamlessly with the lush green landscape and distant mountains. The stone patio surrounding the pool adds a natural touch, enhancing the serene ambiance. Verdant trees frame the view, contributing to the tranquil setting.
Home in Atenas
4.83 out of 5 average rating, 142 reviews

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.

LocationValueWalkability

Top guest favourite
A modern outdoor space is illuminated at night, featuring a glowing plunge pool with a waterfall. Colorful lights create an inviting ambiance. Comfortable seating is arranged under eaves, with plants adding a natural touch. The expansive view of the twinkling lights in the valley is visible.
Bungalow in San Rafael
4.99 out of 5 average rating, 136 reviews

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

FamilyLocationAmenities

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 Jesús
4.94 out of 5 average rating, 146 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.

LocationValueKitchen

Guest favourite
Flat in Santa Ana
4.91 out of 5 average rating, 138 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. 🌿

LocationValueBathroom

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 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.

ValueFamilyHot tub

Top guest favourite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Flat in Mata Redonda
4.97 out of 5 average rating, 200 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

ValueLocationKitchen

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, 114 reviews

Casa Balcón

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.

ValueLocationHeating

Guest favourite
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.
Apartment in Rohrmoser
4.9 out of 5 average rating, 483 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.

LocationValueDecor

Guest favourite
An indoor pool is framed by vibrant green walls and a wooden ceiling. Comfortable lounge chairs in light green surround the pool. A hammock is elegantly positioned nearby, while an open sliding door reveals a spacious living area with cozy seating and organized shelving.
Home in Río Oro
4.9 out of 5 average rating, 135 reviews

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.

LocationValueHospitality

Top guest favourite
A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.
Serviced apartment in Mata Redonda
4.94 out of 5 average rating, 470 reviews

Hideout in downtown San Jose-Sergio

Inspired in the magical world of Alice in Wonderland, this brand new uniquely stylized apartment is a jewel. It is very conveniently located in downtown San Jose: 10 min from the National Theater and multiple eating venues, 90 min from the beach and very accessible by public transportation. Amazing views from the 21st floor and just waiting for you.

ValueFamilyGetting around

Popular amenities for Santa Rosa rentals with a pool

Destinations to explore