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Vacation rentals with a pool in Peninsula de Osa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Peninsula de Osa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Ranch in Osa
4.96 out of 5 average rating, 246 reviews

Finca Manglar-boat, horses, pool, tours included

FM is a private oasis that is perfect for adventurous families who want to explore the wonders of the Osa Peninsula. This luxury, rustic rainforest retreat allows you to escape from the hustle and bustle of everyday life and enjoy the peace and tranquility of nature. The property boasts spectacular gardens, abundant wildlife, and FREE guided tours, including fishing, beach visits, mangrove tours, tubing, horseback riding, kayaking, waterfall hikes, and relaxation by the indoor or outdoor pool.

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Superhost
Villa in Tres Rios
4.83 out of 5 average rating, 464 reviews

Award-Winning Eco-Luxury Retreat | Panoramic Views

Pura Vida Ecolodge: Award-winning eco-luxury sanctuary perched over the jungle canopy. Rated 5 stars for the "most breathtaking sunsets in CR" and "unbeatable ocean views"—perfect for romance & family adventures. 🌿 COSTA RICA'S GREEN SEASON: The rainforest is at its most vibrant! Experience lush waterfalls & wildlife. As 1% For the Planet members, your stay supports local conservation. Disconnect off-grid in our organic jungle nest. Book your sanctuary and experience the soul of Costa Rica.

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Top guest favorite
Home in Zancudo
4.98 out of 5 average rating, 126 reviews

Beachfront Oasis | Private Pool, AC, WiFi

Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.

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Top guest favorite
A private pool is surrounded by lush greenery and features inviting blue water. A ranch structure with a terrace is situated nearby, providing a shaded area for relaxation. Two lounge chairs are positioned on the grass adjacent to the pool, offering scenic views of the landscape.
Place to stay in Ojochal
4.98 out of 5 average rating, 164 reviews

Absolutely private room and pool with ocean views

Terra Foc is a completely private one room space. The hotel has a private pool exclusively for the guests of this room. Next to the pool there is a "ranch" with kitchen and terrace also private. The views of ocean and mountain and the isla del caño, are spectacular from everywhere in the property. Most of our guests have called our place paradise, and it has been featured in a novel as such... There are five unique beaches from 5 to 25 minutes away, and we are 400m away from the waterfall.

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Guest favorite
A two-story beach home is surrounded by lush tropical foliage, featuring a sturdy green roof and wooden accents. The spacious front yard is landscaped with vibrant plants, creating a serene atmosphere. Entryways are framed by flourishing vegetation, providing a natural setting.
Home in Matapalo
4.9 out of 5 average rating, 116 reviews

Luxury Eco Home with Modern Amenities and Pool

This comfortable beach home is in the desirable Matapalo area of the Osa peninsula and within a day trip to the Corcovado Nacional Park. The house is 150 m from the Playa Carbonera, a 15 minute beautiful walk to Playa Pan Dulce and a 10 minute drive to Playa Matapalo beach. The home is completely off the grid, generating its power from solar, and has many modern conveniences including full size fridge, industrial stove, solar hot water, wifi and a brand new dipping pool off of the deck.

FamilyLocationOutdoor spaces

Guest favorite
A modern house showcases large glass walls that offer an unobstructed view of the surrounding greenery. The structure's wooden accents complement the natural setting. A spacious deck is visible, alongside a shimmering pool reflecting the building's exterior under soft evening light.
Home in Puerto Jiménez
4.93 out of 5 average rating, 14 reviews

Paradise Corcovado House

Elegant, with fine finishes, and spacious, this 3-bedroom house features AC, 2 bathrooms, a living room, kitchen, dining room, pool, and jacuzzi. Nestled amidst nature, it boasts incredible views of the Golfo Dulce and the Corcovado mountains, abundant bird and mammal wildlife, and complete privacy. Located 12 km from downtown Puerto Jiménez, our house has everything you need for an unforgettable stay. Breakfast is included in the price. 4x4 recommended, but not required.

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Top guest favorite
Home in Uvita
4.99 out of 5 average rating, 122 reviews

Oceanview Private Escape ~ Pool, BBQ & Garden

Beginning at the gate, the garden at this beautiful property is breathtaking. You will love Casa Mariposa's privacy, ocean and rainforest views. This home offers the perfect combination of convenience, comfort, and natural beauty. A luxurious home on 5.5 acres of rain forest is 700 feet above sea level, and close to Parque National Marino Ballena, dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required.

ValueFamilyQuiet

Top guest favorite
The exterior of the cabin is showcased, featuring a welcoming porch with wooden furniture and a silver roof. Lush greenery surrounds the structure, with various tropical plants and a gravel pathway leading up to the entrance, offering a serene connection to nature.
Home in Puerto Jiménez
5.0 out of 5 average rating, 29 reviews

Best Location Cabo Matapalo Jungle Surfside Cabin

Nestled in Cabo Matapalo, Casa Pipeline at SurfsideLodge blends jungle adventure with modern comfort. 200 meters from Matapalo Beach. Just a 15 min walk to famous sandy Backwash Beach! Enjoy queen beds, a stocked kitchen, pool, BBQ, and reliable Starlink WiFi. Solar-powered with pure well water and hot showers, it’s clean, comfortable, and family-friendly. Watch monkeys & macaws from your balcony or book surf lessons with your local host.

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Top guest favorite
The property is surrounded by lush greenery, showcasing a modern house with a spacious balcony overlooking an infinity pool. Soft lighting illuminates the pool area, while loungers and seating arrangements invite relaxation. The house's design allows for seamless indoor-outdoor living.
Home in Coronado
4.98 out of 5 average rating, 189 reviews

Casa Mamaluma, Private Oceanview retreat

A private jungle retreat with panoramic views over the South Pacific. Nestled within a lush jungle canopy, Casa Mamaluma offers a serene getaway surrounded by nature on a secluded 18,000 m² estate. Guests describe it as peaceful, private, and unforgettable. Located just 15 minutes up the mountain, the home combines total seclusion with easy access to pristine beaches, good dining, and the best of the coast.

LocationFamilyHospitality

Guest favorite
The contemporary architectural structure features a unique design with bamboo elements, blending harmoniously with the surrounding nature. Soft lighting highlights the building's intricate angles, while lush greenery is visible around the base. A tranquil atmosphere is created by the interplay of natural materials and outdoor space.
Home in Puerto Jiménez
4.9 out of 5 average rating, 70 reviews

Unique architecture. Beach & Jungle. Private Chef

Casa Atrevida is an architect-designed house with a contemporary look. It is both in the heart of the jungle and on a beautiful almost deserted beach. It offers five bedrooms (each with bathroom), an open living room, a large kitchen / dining room, a hanging garden and a pool. To make the most of this privileged environment, a team offers hotel services (private chef, security, concierge, daily cleaning...)

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Guest favorite
A private outdoor area features a small plunge pool surrounded by natural greenery. A hammock hangs from the ceiling, and a dining table with two chairs is positioned nearby. The space is accented by wooden decking and an open kitchen area.
Place to stay in Uvita
4.96 out of 5 average rating, 203 reviews

Luxury Studio with Private Pool

Enjoy the sounds of nature in this small oasis located just meters from downtown Uvita, close to the area's best restaurants, beaches, waterfalls, banks, pharmacy, supermarkets, and shops in general. The space has three Modern Studios with a unique style that are ideally designed for couples. It has all the necessary amenities to spend a few days relaxing and enjoying the area's natural benefits.

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Top guest favorite
An inviting outdoor area features a pool with a mosaic-tiled surface, reflecting the surrounding greenery. Lounge chairs are positioned at the pool edge, offering a relaxing spot. Open sliding doors provide a view into a spacious living area, seamlessly connecting indoor and outdoor spaces.
Villa in Uvita
4.99 out of 5 average rating, 106 reviews

Pura villa! Between sky and sea!

Beautiful house nestled in the mountains 10 minutes (by car, 4x4 required) from the village of Uvita. Close to Marino Ballena Park, beaches, grocery stores, restaurants, cafes, etc. This house has a fully equipped kitchen, sitting area, fiber optic internet, terrace and infinity pool with 180-degree sea views. One of the best views in the area! A place where life is good.

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