
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$2,092 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.

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.
LocationFamilyWalkability

Your Family Vacation, Elevated by Nature
Welcome to Quinta La Regia, a private family retreat where nature, comfort, and genuine hospitality come together. Just 45 minutes from SJO International Airport, Quinta La Regia is surrounded by lush tropical flora, wildlife, mountains, and the breathtaking beauty of Costa Rica. Here, mornings begin with birdsong, afternoons invite you to slow down by the pool, and evenings end under unforgettable sunsets. But what makes Quinta La Regia truly special isn’t only the property- its our services.
ValueLocationKitchen

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!
ValueLocationOutdoor spaces

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.
ValueFamilyCleanliness

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.
FamilyLocationHospitality

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.
FamilyLocationAir conditioning

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.
ValueFamilyAccuracy

Beautiful Mountain Views with Pool & A/C near SJO
Escape to our luxurious Costa Rican sanctuary! Immerse yourself in mountain-view bliss at our modern home with a sparkling pool and exclusive clubhouse. Just 35-40 min from the SJO airport, discover the ultimate in comfort with six air- conditioned bedrooms, seven beds, two living rooms, and more. Marvel at breathtaking 270-degree mountain views. Unwind in privacy and serenity. Book now for an unforgettable tropical experience for you and your family in Costa Rica.
ValueFamilyParking

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.
LocationValueHiking

Guacima Escondida Standard Room
This charming second-floor apartment offers a peaceful retreat in a lush, green setting while keeping you close to all conveniences. Just 500 meters away, you’ll find local stores for your everyday needs, and the property includes a private parking space for your comfort. Inside, enjoy a private bathroom, a fully equipped kitchen, and ample storage with a closet. The apartment also features a TV and A/C to make your stay relaxing and enjoyable.
LocationValueParking

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.
FamilyLocationSleep quality

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD
LocationFamilyGrill

Casa de Colores, 2B/2B, Atenas, Alajuela CR
FamilyValueComfort

Heated Infinity Pool Villa, 6BR, 25 Min SJO
LocationValuePool

2BR Whole Home ~Tranquil Beautiful Resort Setting
ValueLocationHiking

Private Jungle Palace with Designer Pool
LocationFamilyAccuracy

Hacienda Paradiso · Green Season Rates - Family re
LocationValueIndoor spaces

Oceanfront 4BR 3.5 Bath Villa With Private Pool
ValueFamilyGetting around

Luxury in your Home, private Pool and Jacuzzi.
LocationValueCheckout
Condo rentals with a pool

Industrial 2BR perfect location w/AC + sunset view
LocationFamilyAccess

Magical Penthouse in Prime Location+ Cima Hospital
LocationFamilyLaundry

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

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

Sky Garden 1905 | Cozy Stay & Rooftop Pool
LocationValueLong stay

Alicia's Garden Apartment at Secrt
FamilyLocationCondition

La Madriguera Serena/ SECRT Sabana.
ValueFamilyParking

Fully equipped apartment in Nunciatura
ValueFamilyAmenities
Other vacation rentals with a pool

Casa Maria
LocationFamilyGetting around

Little Jungle Paradise
ValueLocationOutdoor spaces

Zibá Studio
LocationOutdoor spacesGetting around

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

SECRT Sabana 31st | A/C, Parking & View
ValueLocationView

Hideout in downtown San Jose-Sergio
FamilyLocationView

Peaceful Urban Escape • 1BR
FamilyLocationLaundry

Luxury Estate - Hacienda Vista a la Montaña
ValueLocationLayout
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- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- Monteverde Cloud Forest Reserve
- Tambor Beach
- Los Delfines Golf and Country Club
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Curú Wildlife Refuge
- Marina Pez Vela
- Poás Volcano National Park
- University of Costa Rica
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- Hacienda Alsacia Starbucks Coffee Farm
- Children’s Museum





