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

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, 156 reviews

Top guest favorite

Home in Puntarenas

Luxury Ojochal Home with Ocean and Mountain Views

Located on the first ridge of Ojochal on absolute privacy, this luxury retreat offers breathtaking views of the Pacific. Relax in a master suite with a soaking tub that opens to ocean breezes, or unwind in a hammock with panoramic views. This modern home, built in 2020, combines nature with luxury, featuring A/C, a private pool, and a fully stocked kitchen. With easy access to top dining spots, as gorgeous beaches, it’s the perfect blend of convenience and seclusion for your Costa Rican escape.

4.79 out of 5 average rating, 90 reviews

Top guest favorite

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 favorite

A modern home features large glass sliding doors, seamlessly connecting the indoor living space to a private pool and expansive backyard. Lush greenery surrounds the property, highlighting the tranquil outdoor area. The sky is bright with wispy clouds, creating an inviting atmosphere.

Home in Uvita

Lovely House with private pool in Uvita

This stylish place to stay is perfect for small groups or family trips. With its large backyard and private pool, makes it the perfect place to relax and enjoy your trip in the privacy of your own home. Grill up some food with your favorite cold beverage by the pool, enjoy the open views of the large field behind the house. Don’t be surprised if you get some visits from our diverse wildlife that we have here in Costa Rica, including howler monkeys, toucans, macaws, and the occasional sloth.

4.96 out of 5 average rating, 147 reviews

Top guest favorite

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, in the heart of 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 vegetation. On the estate: swimming pool, private waterfall, lookout point facing the Pacific, ranch, and 12,000 m² of nature where monkeys, toucans, coatis, and other wild animals can join the show. A true tropical retreat between jungle and ocean.

4.98 out of 5 average rating, 130 reviews

Guest favorite

The exterior of the house features large glass windows and doors, allowing natural light to fill the living space. A private pool is situated in front, bordered by a neatly maintained lawn. The roof extends outward, providing shade and a modern touch.

Home in Uvita

Love Nest in Uvita | 180° Ocean Views

Introducing Choza De Amor, nestled high above Bahia Ballena in Uvita, our brand-new home boasts breathtaking 180° views of the South Pacific coastline. This beautiful house offers complete privacy and serenity, making it the perfect escape for couples seeking peace, relaxation, and romance. Enjoy all the amenities you need for a comfortable stay. It is truly one of the best spots in Costa Rica for sunset chasers, and we invite you to experience the beauty of this unique paradise.

4.85 out of 5 average rating, 145 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 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

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.

4.93 out of 5 average rating, 246 reviews

Guest favorite

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

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.

4.96 out of 5 average rating, 213 reviews

Top guest favorite

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

Top guest favorite

An inviting outdoor area features a pool with a mosaic-tiled surface, reflecting the surrounding greenery. Lounge chairs are positioned at the pool edge, offering a relaxing spot. Open sliding doors provide a view into a spacious living area, seamlessly connecting indoor and outdoor spaces.

Villa in Uvita

Pura villa! Between sky and sea!

Beautiful house nestled in the mountains 10 minutes (by car, 4x4 required) from the village of Uvita. Close to Marino Ballena Park, beaches, grocery stores, restaurants, cafes, etc. This house has a fully equipped kitchen, sitting area, fiber optic internet, terrace and infinity pool with 180-degree sea views. One of the best views in the area! A place where life is good.

4.99 out of 5 average rating, 106 reviews