
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.

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.

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.

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.

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.

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!

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

Casa Gaudi🦚Near SJO🦚Private Pool & King BD

CASA BARU New house - 2 min from the beach

Casa Mercedes (Private pool & A/C)

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

Luxury in your Home, private Pool and Jacuzzi.

“Villa Sanctuary”

Birdhouse in the sky,mountain retre

Private Jungle Palace with Designer Pool
Condo rentals with a pool

Industrial 2BR perfect location w/AC + sunset view

Charming Apartment w A/C Near to the Int. Airport

City view, A/C near the airport, 1903

La Madriguera Serena/ SECRT Sabana.

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

Urban Jewel on the 30th floor; SECRT

Magical Penthouse in Prime Location+ Cima Hospital

5 min from Airport | Transfer ($) | Pool | Gym
Other vacation rentals with a pool

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

Peaceful Urban Escape • 1BR

Golden View Cabin

Luxury New apartment! Infinity Pool! Adults only

Cosy Loft, 3 min from SJO airport, brand new

Lux Stay Near SJO Airport | Pool, Firepit & Views

Nebulae - Water Cube Suite & YogaDeck

the cabin & hiking
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- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- Tambor Beach
- Monteverde Cloud Forest Reserve
- Los Delfines Golf and Country Club
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Curú Wildlife Refuge
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- University of Costa Rica
- Carara National Park
- Turrialba Volcano National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz





