
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$2,087 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 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.

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. 🌿

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.

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.

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.

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.

Beachfront Creta Suite | Private Hydro Spa Pool
Escape to a romantic loft with a private pool, surrounded by nature and just 20 meters from the sea. Located in Playa Hermosa, Jacó, within the National Wildlife Refuge, it is the perfect place to rest and reconnect. Relax in the private whirlpool and enjoy the sunset with the sound of the sea. With prior booking, access yoga classes, sauna (at extra cost) and a revitalizing cold bath.

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

Casa Delios, Luxury Near the Airport, Private Pool

CASA BARU New house - 2 min from the beach

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

Private Jungle Palace with Designer Pool

Luxury in your Home, private Pool and Jacuzzi.

2BR Whole Home ~Tranquil Beautiful Resort Setting

Spectacular Ocean View, Playa Hermosa, Jaco

Casa Harmony ON THE BEACH
Condo rentals with a pool

Industrial 2BR perfect location w/AC + sunset view

City view, A/C near the airport, 1903

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

Sky Garden 1905 | Cozy Stay & Rooftop Pool

Concrete Jungle Experience 25th Floor Secrt Sabana

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Fully equipped apartment in Nunciatura

Magical Penthouse in Prime Location+ Cima Hospital
Other vacation rentals with a pool

Treehouse on a Coffee Farm with Ocean View

Aranjuez Lofts - Patio Loft #5

Villa Kandelaria - A/C, Large Pool & Lush Gardens

Little Jungle Paradise

Ocean view luxury villa in gated community

Condo w/pool, A/C, gym & parking, 3mins to airport

Nebulae - Water Cube Suite & YogaDeck

Luxury European Villa - Escazú
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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





