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.

1 of 1 pages1 / 1

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, 152 reviews

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: Pacific & spa in the heart of the jungle

Wake up facing the Pacific Ocean, surrounded by tropical nature. Designed for 2 people, Veranera offers a private terrace with spectacular ocean views, an air-conditioned bedroom, a fully equipped kitchen and access to a spa nestled in the greenery. On the estate: a swimming pool, a private waterfall, a lookout point facing the Pacific, a ranch and 12,000 m² of nature where monkeys, toucans, coatis and other wild animals can put on a show. A true tropical haven between the jungle and the ocean.

4.98 out of 5 average rating, 124 reviews

Top Guest favourite

Farm 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, 116 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. 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.

4.83 out of 5 average rating, 464 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, 129 reviews

Top Guest favourite

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

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.

4.98 out of 5 average rating, 165 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 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.

4.9 out of 5 average rating, 116 reviews

Top Guest favourite

A spacious open-air rancho is surrounded by lush tropical landscaping. The thatched roof provides shade over a wooden deck, inviting relaxation outdoors. Vibrant greenery and flowering plants contribute to the serene and natural setting, ideal for enjoying the peace of the Osa Peninsula.

Home in Puerto Jiménez

Casa Dulce - Great for small families or couples

Come to our beautiful vacation home Casa Dulce, a super cool open-air rancho located on Playa Pan Dulce (the best sand beach in the area) in Matapalo on the scenic Osa Peninsula. Enjoy our private two-acre preserve, bring your family, friends or that special someone to slow down, take your life at a different pace, and see how much clearer everything is when you step back into the peace, quiet and privacy of what feels like another world. Please read about the access to the upstairs loft.

4.89 out of 5 average rating, 83 reviews

Guest favourite

A tranquil pool sits within a landscaped area, surrounded by wooden lounge chairs. The sky displays a gradient of warm colors as the sun sets over the horizon, with lush greenery framing the scene. The pool's clear water reflects the vibrant hues, enhancing the serene ambiance.

Home

4bdr | Home | 180° View | Pool & Wi-Fi

4bd 3ba 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, 124 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

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