
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.

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!

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.

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.

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. 🌿

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.

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.

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.

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.

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.

Zibá Studio
Very close to Gran Área Metropolitana you can join us to take advantage of our big property surrounded by birds, monkeys, iguanas and butterflies, as well as our fruit trees. All this while you enjoy all of our facilities. We highly recommend renting a car, we are not near any public transportation options

Casa de Colores, 2B/2B, Athens, Alajuela CR
Looking for relaxation? Casa de Colores is for you! Our Bali inspired villa is 2 1/2 acres of lush gardens and tropical fruit trees sitting along a tranquil flowing creek. We're 5 minutes from central Atenas, the town National Geographic hailed as having "the best weather in the world".
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Casa Harmony ON THE BEACH

Private Jungle Palace with Designer Pool

CASA BARU New house - 2 min from the beach

Oceanfront 4BR 3.5 Bath Villa With Private Pool

“Villa Sanctuary”

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

2BR Whole Home ~Tranquil Beautiful Resort Setting

Nirvana House Close to the Airport and the Beaches
Condo rentals with a pool

Sky Garden 1905 | Cozy Stay & Rooftop Pool

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

Fully equipped apartment in Nunciatura

Magical Penthouse in Prime Location+ Cima Hospital

La Madriguera Serena/ SECRT Sabana.

Urban Jewel on the 30th floor; SECRT

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

Industrial 2BR perfect location w/AC + sunset view
Other vacation rentals with a pool

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

Ocean view luxury villa in gated community

Luxury European Villa - Escazú

Nebulae - Water Cube Suite & YogaDeck

the cabin & hiking

Beachfront Creta Suite | Private Hydro Spa Pool

Aranjuez Lofts - Patio Loft # 5

Condo w/pool, A/C, gym & parking, 3mins to airport
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- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- Monteverde Cloud Forest Reserve
- Tambor Beach
- La Sabana Park
- Los Delfines Golf and Country Club
- National Stadium of Costa Rica
- Parque Viva
- Curú Wildlife Refuge
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm





