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Holiday 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 favourite
Two sun loungers are positioned on a wooden deck, offering a view of the coastline and ocean. A round, woven table sits between them, complemented by a textured area rug. Lush greenery frames the scene, creating a serene outdoor space.
Villa in Osa

Veranera : Pacifique & spa au coeur de la jungle

Réveillez-vous face au Pacifique, au cœur de la nature tropicale. Pensée pour 2 personnes, Veranera offre une terrasse privée avec vue spectaculaire sur l’océan, une chambre climatisée, une cuisine entièrement équipée et l’accès à un spa niché dans la végétation. Sur le domaine : piscine, cascade privée, mirador face au Pacifique, rancho et 12 000 m² de nature où singes, toucans, coatis et autres animaux sauvages peuvent s’inviter au spectacle. Un véritable refuge tropical entre jungle et océan.

4.98 out of 5 average rating, 130 reviews
Top guest favourite
An expansive terrace with a private plunge pool is surrounded by lush tropical foliage. Floor-to-ceiling glass walls allow natural light to fill the living space, while stunning ocean views extend toward the horizon. The serene landscape integrates seamlessly with the minimalist villa design.
Villa

Jaspis - Achiote Design Villas

Indulge in luxury in tasteful minimalist villa designed by the internationally awarded Formafatal studio. This place is like a consistent cocktail of top design and pure nature. Casa JASPIS offers one of the most beautiful ocean view in the whole area, which you can admire directly from the bed or from the terrace with private dip pool. Our unique place consist of 2 villas. Each villa has a private plunge infinity pool, large terrace and fully equipped kitchen with appliances by Kitchen Aid.

4.94 out of 5 average rating, 155 reviews
Top guest favourite
Ranch in Osa

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.

4.96 out of 5 average rating, 250 reviews
Luxe
The spacious living area features large glass windows offering ocean views and natural light. Two white sofas are positioned around a wooden coffee table on a light-colored rug, while a woven pendant light complements the wooden ceiling. Lush greenery is visible through the windows.
Villa in Dominical

Villa Kañik - Condé Nast Traveller Luxury Retreat

Villa Kañik is celebrated for its unique and sustainable architecture, winner of the Luxury Lifestyle Awards 2023 and recently featured by Condé Nast Traveller as one of the Best Places to Go in Central America in 2026. Immersed in the heart of one of Costa Rica’s most enchanting rainforests, where the jungle meets the sea, the villa offers breathtaking ocean views and the soothing sounds of tropical nature. Come experience why our Villa continues to capture the attention of world travellers.

4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in Zancudo

Oasis on the beach| Private Pool | AC

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.

4.98 out of 5 average rating, 130 reviews
Guest favourite
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

Luxury Eco Home with Private 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.

4.9 out of 5 average rating, 116 reviews
Guest favourite
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

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

4.91 out of 5 average rating, 127 reviews
Guest favourite
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

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.

4.93 out of 5 average rating, 15 reviews
Superhost
Villa in Tres Rios

Award-Winning Eco-Luxury Retreat | Panoramic Views

Pura Vida Ecolodge: Award-winning eco-luxury sanctuary perched over the jungle canopy with unbeatable ocean views and breathtaking sunsets. 🌿 GREEN SEASON: Experience the rainforest at its most vibrant! Enjoy roaring waterfalls, active wildlife, and cozy evenings in your private jungle nest. As 1% For the Planet members, your stay supports local conservation. Disconnect off-grid, enjoy contrast hydrotherapy, and experience the pure soul of Costa Rica.

4.83 out of 5 average rating, 464 reviews
Guest favourite
An outdoor deck features a private hot tub, surrounded by a wooden fence and lush greenery. Large glass doors provide a view into a modern studio space. Sunlight filters through the trees, enhancing the natural setting.
Place to stay in Uvita

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.

4.96 out of 5 average rating, 213 reviews
Guest favourite
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

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...)

4.9 out of 5 average rating, 70 reviews
Top guest favourite
The modern home is set among lush greenery, featuring large glass doors that connect the indoor living space to a spacious deck. A private pool is visible, surrounded by tropical foliage, enhancing the serene atmosphere of the jungle landscape.
Home in Uvita

Modern 2BR Jungle Villa | Pool + Wildlife Views

Wake up to the sound of howler monkeys, sip coffee as toucans glide past your deck, and fall asleep under a canopy of stars. Casa Rebi is a design-forward 2BR/2BA hideaway perched above Uvita, created for couples or friends craving privacy, peace, and pure jungle magic. Every room opens to lush rainforest views, with indoor-outdoor living that feels both luxurious and deeply grounding.

4.98 out of 5 average rating, 92 reviews

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