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Vacation rentals with a pool in Osa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Osa

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

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Top guest favorite
The exterior view captures a modern home set amid lush greenery and tropical plants. A covered porch with seating invites relaxation, while the nearby pool is bordered by palm trees. A gravel pathway leads to the entrance of the home, enhancing the peaceful ambiance.
Bungalow in Uvita
5 out of 5 average rating, 113 reviews

The Sutton - Mountain House

Welcome to the Mountain House at The Sutton. This is one of three boutique style homes on the property. The home is surrounded by the jungle and all of its glorious nature. Rent one for you and that special someone or all three for a group villa experience with the convenience of private accommodations. Each unit has its own covered patio equipped with a kitchenette for those relaxing breakfast in bed mornings. The property shares a rancho perfect for communal meal preparation and dining overlooking the pool, sun deck and tropical garden.

Guest favorite
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 in Provincia de Puntarenas
4.94 out of 5 average rating, 143 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 favorite
Ranch in Osa
4.95 out of 5 average rating, 239 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
Villa in Playa Uvita
4.99 out of 5 average rating, 138 reviews

Tropical Spa - Ocean view - Asian Inspired

• No check out rules! • Pool+sauna+bathtub with ocean view • Back up system for up to 3 hrs • Indian Antique furniture and Balinese art • 180º ocean views from every room • the house is consist of 2 levels: upstairs is the main residence (2b/2bth) and downstairs is studio-apartment with it's own laundry and kitchen • 7 minutes to the beach • Fully stocked and equipped kitchen • Napoleon Grill+wooden deck with sofa • Gate • AC in every bedroom and living room • Security cameras • Carport

Luxe
Villa in Uvita
4.93 out of 5 average rating, 102 reviews

Villa Art / Art Villas

Discover Art Villa, where breathtaking ocean views meet the vibrant rainforest and bold contemporary design. Perched above the jungle, relax in a serene canopy setting surrounded by lush gardens, and savor every moment as the sea peeks through the rainforest below. Disconnect from the city while staying fully connected with our high-speed fiber-optic internet. Just 1 km from the main road and the beach Your ultimate rainforest escape awaits,where every sunrise and sunset is a masterpiece.

Top guest favorite
A panoramic view showcases lush greenery set against a vast ocean horizon. The sky features soft clouds, and the vegetation includes tall trees and tropical plants, emphasizing the natural beauty of the surrounding landscape.
Home in Puntarenas Province
4.96 out of 5 average rating, 108 reviews

Casa Flores - Stunning ocean view home

Please note; All ceiling fans have been replaced, new TV, new screens & showers serviced. Enjoy the sounds of the jungle and a spectacular ocean view only minutes away from the beaches. Located in Escaleras almost 1000 feet above the coast keeping the temps down at night and the view amazing. Minutes away from one of the best restaurants in the area but still feel secluded in the jungle life with sloths, several kinds of monkey and toucans too. 4x4 recommended to reach this gorgeous view.

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.

Top guest favorite
A panoramic view of the South Pacific coastline features lush greenery and a vibrant sea. Tropical plants frame the landscape, while a terracotta-roofed villa stands out amid the scenery. Soft white clouds drift across a blue sky, enhancing the tranquil atmosphere.
Home in Provincia de Puntarenas
4.88 out of 5 average rating, 133 reviews

Ocean view villa, big infinity pool

Escape to a tropical paradise at Sol to Soul. Nestled in a small gated community on a lush hillside overlooking the South Pacific this recently updated villa has a unique panoramic view of the jungle and ocean. Dubbed “Million Dollar View” it is a 2 bedroom, 2.5 bathroom private villa, steps from Dominicalito Beach and Poza Azul waterfall with a fabulous big infinity pool. There are lots of great activities to do nearby, but save some time to enjoy a sunset. Pura Vida!

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, 126 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 modern one-story house features a spacious outdoor terrace with a private illuminated pool surrounded by tropical landscaping. Comfortable loungers and an umbrella are positioned nearby, inviting relaxation. The home's design blends seamlessly with its lush surroundings, enhancing the connection to nature.
Home in Uvita
4.93 out of 5 average rating, 241 reviews

Casa Tres Arboles, Honeymoon Studio, Ocean view

Casa Tres Arboles is the ideal place for honeymooners, couples and nature lovers. It is situated on a ridge above Uvita and combines the best and most beautiful of the region: You have a great view over the famous Whale Tail in the Pacific Ocean and can see with the naked eye every morning whether the tide allows an early visit to the beach. Reserve the early evenings for spectacular sunsets. The pool is private. A 4x4 car is highly recommended.

Top guest favorite
An infinity pool is framed by a pergola, overlooking lush greenery and the expansive ocean view. The vibrant blue water reflects the clear sky, creating a serene and inviting atmosphere in this outdoor space.
Home in Dominicalito
4.96 out of 5 average rating, 138 reviews

Luxury home, lovely ocean views, pool, min to Domi

Gorgeous rental in the exclusive Las Olas neighborhood, overlooking the famous South Pacific beaches of Dominical, Playa Hermosa and Dominicalito. Stunning sunsets, 180-degree ocean views from every room, infinity pool, high-speed fiber Internet, and quick (4 minute!) access to the beach. Relax in the infinity pool while listening to the ocean waves. Or take advantage of endless adventure options within a few minutes drive.

Popular amenities for Osa rentals with a pool

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