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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
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
4.94 out of 5 average rating, 151 reviews

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.

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
4.98 out of 5 average rating, 124 reviews

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.

Top Guest favourite
Farm in Osa
4.96 out of 5 average rating, 248 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.

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
4.98 out of 5 average rating, 114 reviews

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.

Top Guest favourite
Home in Zancudo
4.98 out of 5 average rating, 128 reviews

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.

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
4.98 out of 5 average rating, 165 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.

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
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.

Guest favourite
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, 103 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.

Top Guest favourite
The modern home is showcased at twilight, with warm lights illuminating the open design. An inviting infinity pool reflects the structure's sleek lines. Hammocks drape from supports, enhancing the tranquil ambiance of this jungle retreat.
Home in Savegre
4.96 out of 5 average rating, 177 reviews

Luxury Oceanview Villa | Private Infinity Pool

Experience the best of Costa Rica from your private hilltop retreat. Wake to birdsong and jungle wildlife, watch Blue Morpho butterflies drift by, and unwind in your infinity pool with sweeping ocean views. This gated 2-bedroom, 2-bath villa near Manuel Antonio and Dominical offers A/C, fast Wi-Fi, a fully equipped kitchen, and open-air living designed to immerse you in nature. Minutes from beaches, waterfalls, surfing, and incredible wildlife.

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
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...)

Guest favourite
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, 208 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.

Popular amenities for Peninsula de Osa rentals with a pool