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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
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 favorite
An open-concept common area features a spacious kitchen with dark cabinetry and a large wooden dining table. Warm lighting from hanging fixtures casts a cozy glow on the tiled floor. Large windows with flowing curtains allow natural light to illuminate the space, blending indoor and outdoor elements.
Home in Uvita
4.95 out of 5 average rating, 207 reviews

Private Villa & Pool - Ocean / Jungle views

Escape to a tranquil 43-acre retreat in Costa Rica, approx. 1000 feet above sea level w/stunning Pacific Ocean & jungle views. Enjoy open indoor-outdoor living, jungle sounds, a pool for lounging. Accessible by 4x4, it’s near beaches, waterfalls, gyms, stores, banks and restaurants. The host greets guests at arrival and can arrange tours, check availability and make reservations, ensuring a seamless experience. Perfect for nature lovers seeking relaxation and adventure 🐒🦥🌸🌞🌴🦋 🦜

Top guest favorite
Ranch 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.

Guest favorite
Villa in Dominical
4.92 out of 5 average rating, 240 reviews

Dominical White Water View, close to the beach

Experience the best location in Dominical, where the rainforest meets the ocean! Enjoy amazing white water views from each & every room. This villa offers a unique combination of spectacular views, easy access from the highway, 2 minutes from the nearest beach & 5 minutes to shops, restaurants & amenities of Dominical, all within a secure gated neighborhood surrounded by lush rainforest. We are located 40 min from Manuel Antonio, 15 min from Marino Ballena, and 3 1/2 hours from SJ Airport.

Top guest favorite
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 favorite
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
4.9 out of 5 average rating, 124 reviews

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

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
4.98 out of 5 average rating, 124 reviews

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.

Top guest favorite
Home in Uvita
4.99 out of 5 average rating, 122 reviews

Oceanview Private Escape ~ Pool, BBQ & Garden

Beginning at the gate, the garden at this beautiful property is breathtaking. You will love Casa Mariposa's privacy, ocean and rainforest views. This home offers the perfect combination of convenience, comfort, and natural beauty. A luxurious home on 5.5 acres of rain forest is 700 feet above sea level, and close to Parque National Marino Ballena, dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required.

Guest favorite
A covered terrace with a thatched roof provides a relaxing dining space. A round table is surrounded by four metal chairs, adorned with blue dishes. Lush greenery and an ocean view create a serene backdrop, while rolling hills add a natural touch to the scenery.
Home in Dominicalito
4.92 out of 5 average rating, 154 reviews

Spectacular Ocean View Villa!

Talk about Location, Location, Location! Surfside Villa Dominicalito is uniquely located on a lush terraced hillside with a breathtaking 180 degree white wash view where you can watch the birds and monkeys all day. Surfside Villa Dominicalito is located inside the gated community of Canto del Mar (Song of the Sea) which many regard as the “best location in town.” It is a 10-minute walk to Playa Dominicalito and minutes from shopping, restaurants, and tourist attractions.

Guest favorite
A cozy living area features built-in seating with orange cushions, complemented by natural woven lampshades. Large glass doors provide views of lush greenery, creating a seamless connection with the outdoor environment. The space is accented by a modern kitchen area and artistic wall decor.
Bungalow in Uvita
4.92 out of 5 average rating, 344 reviews

Stylish Open Living, Pool & View

Escape to The Orange House Uvita, a private Uvita sanctuary. Enjoy stylish open-plan living, a unique garden bathroom, and an infinity pool on our 2.5-acre estate. Perfect for honeymooners & nature lovers seeking privacy and tranquility, amidst vibrant wildlife. Stay connected with 100 Mbps fiber internet. Centrally located for easy access to Marino Ballena National Park, stunning beaches, and Uvita's charming town. Your luxurious Costa Rican hideaway awaits

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