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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
An open-concept common area features a spacious kitchen with dark cabinetry and a large wooden dining table. Warm lighting from hanging fixtures casts a cozy glow on the tiled floor. Large windows with flowing curtains allow natural light to illuminate the space, blending indoor and outdoor elements.
Home in Uvita
4.95 out of 5 average rating, 207 reviews

Private Villa & Pool - Ocean / Jungle views

Escape to a tranquil 43-acre retreat in Costa Rica, approx. 1000 feet above sea level w/stunning Pacific Ocean & jungle views. Enjoy open indoor-outdoor living, jungle sounds, a pool for lounging. Accessible by 4x4, it’s near beaches, waterfalls, gyms, stores, banks and restaurants. The host greets guests at arrival and can arrange tours, check availability and make reservations, ensuring a seamless experience. Perfect for nature lovers seeking relaxation and adventure 🐒🦥🌸🌞🌴🦋 🦜

Top guest favorite
Ranch in Osa
4.95 out of 5 average rating, 242 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.

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.

Top guest favorite
Home in Playa Zancudo
4.98 out of 5 average rating, 123 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.

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.

Top guest favorite
An infinity pool is situated on a sun-drenched terrace, overlooking the Pacific Ocean. Two lounge chairs are placed beside the pool, with lush greenery surrounding the area. The sky features soft clouds, enhancing the serene atmosphere of the setting.
Villa in Uvita
4.96 out of 5 average rating, 100 reviews

Luxury Designer villa Oceanview HR3 - Concierge

HERMOSA RETREAT 3.0 is a brand-new 3-bedroom, 3.5-bath luxury villa with breathtaking ocean views, sunsets, and fast fiber internet (up to 100 Mbps). Nestled in the jungle above Playa Hermosa in Uvita, it offers stunning vistas of the Pacific Ocean, the iconic Whale’s Tail Beach, and a refreshing ocean breeze. This villa is the perfect place to observe the incredible wildlife of this pristine region of Costa Rica. Yet, it’s just a 5-minute drive from downtown Uvita, on a paved road.

Guest favorite
A modern infinity pool is positioned overlooking the ocean, surrounded by lush greenery. Steps lead gently into the clear water, reflecting the cerulean sky. The serene landscape adds to the tranquil ambiance, encouraging relaxation and enjoyment of the surrounding environment.
Home in Puntarenas Province
4.9 out of 5 average rating, 122 reviews

2bdr | Breathtaking Uvita View with Private Pool

2bd 2ba modern home - on the mountain, in a rain forest overlooking the ocean! Located high above Uvita, you'll feel disconnected from it all, yet only 12min from downtown & FAST wifi! The 180° views will stop you in your tracks. And of course there’s a pool to cool off in while enjoying a timeless vacation on a 66 acre oasis in the clouds. So whether it be a coffee or tea, a glass of wine, a cold drink it will pair perfectly w/ a Costa Rican sunset. 25$ per extra guest per night

Top guest favorite
The image showcases a modern villa with a spacious infinity-edge pool extending into the lush surrounding landscape. Large glass windows reflect the vibrant natural light and provide views of the tropical greenery. The sleek architectural design blends harmoniously with the serene environment.
Villa in Dominical
4.96 out of 5 average rating, 163 reviews

Modern 1 bedroom villa with pool - Casa Perla

Drift off to sleep, and awaken to the gentle babble of a nearby rainforest creek, distant ocean waves, and tropical birds in resplendent tree tops. This modern but cozy 1bd/1ba comes with all kitchen essentials, BBQ, and a luxury bath featuring jungle views and double shower heads. Step outside and into the infinity-edge pool with customizable lighting and ocean views. Monkeys, sloths, toucans, coati’s, and waterfalls abound. Surround yourself with serene, vibrant, natural beauty.

Top guest favorite
A serene pool area is showcased, surrounded by lush greenery. Two lounge chairs are positioned near the edge of the pool, which reflects the sky and vegetation. Colorful towels are neatly arranged on the chairs, providing a welcoming touch to the tranquil setting.
Home in Uvita
4.97 out of 5 average rating, 127 reviews

Casa Palmeras Sea View Vacation Home

Casa Palmeras is a new house located in the beautiful mountains of Playa Hermosa on the Pacific coast of Bahía Ballena in Costa Rica. It has two bedrooms, a full bathroom, equipped kitchen, living room, dining room, terrace, beautiful pool, outdoor shower, laundry, covered parking and a beautiful patio with green areas. Just a 10-minute drive from Uvita and a 7-minute drive from Playa Hermosa. A very private, cozy and quiet place to relax and enjoy nature!

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, 200 reviews

Luxury Studio with Private Pool

Disfruta de los sonidos de la naturaleza en este pequeño oasis situado solo metros del centro de Uvita, cerca de los mejores restaurantes de la zona, playas, cataratas, bancos, farmacia, supermercados y comercio en general. El espacio cuenta con tres Moderno Studios con un estilo único que están idealmente diseñadas para parejas. Cuenta con todas las comodidades necesarias para pasar unos días de relajo y disfrutar de las bondades naturales de la zona.

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 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.

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 Ocean View 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.

Popular amenities for Peninsula de Osa rentals with a pool