Vacation rentals with a pool in Osa

Villa in Savegre de Aguirre

An outdoor seating area features wooden furniture with vibrant cushions, surrounded by lush tropical greenery. A plunge pool glistens in the foreground, while a barbecue grill is positioned on the side. The backdrop showcases a stunning view of the sky with soft clouds.

4.88 out of 5 average rating, 162 reviews

2-BR Rainforest Villa w/ Pool & Ocean View

Casa Capung is nestled in the lush rainforest mountains of Costa Rica’s southern Pacific coast, conveniently located between Dominical and Uvita in the upscale area of Escaleras. This tropical-modern 2 bedroom 2 bath villa offers plenty of natural light, indoor/outdoor living space and views of both the jungle slopes and southern coastline. A perfect place for couples, honeymooners and families who desire relaxing in modern comforts with close proximity to beaches, waterfalls and town amenities.

Villa in Provincia de Puntarenas

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.

4.94 out of 5 average rating, 131 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.

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.

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 🐒🦥🌸🌞🌴🦋 🦜

4.99 out of 5 average rating, 119 reviews

Romantic Luxe Oceanview 5 Acre Estate - Concierge

You'll fall in love with Casa Mariposa's privacy, tranquility and fabulous Pacific Ocean and rainforest views. This elegant, luxurious, gated, comfortable house on 5.5 acres of rain forest is 700 feet above sea level in a quiet community near Parque National Marino Ballena. Close to dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required. Message me to have our concierge arrange curated tours, private chef and spa services!

4.92 out of 5 average rating, 220 reviews

Villa in Dominical

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.

Superhost

Villa in Tres Rios

4.82 out of 5 average rating, 458 reviews

Pura Vida Ecolodge. Your re-wilding experience

Pura Vida Ecolodge is an award-winning, private eco-luxury retreat. Located 4 hours from SJO on the South Pacific Coast. Dramatically hanging over the jungle canopy with panoramic sea views, our "re-wilding" sanctuary is perfect for romantic getaways, intimate family adventures and nature & adrenalin seekers alike. We’re Costa Rica's first Certified Ecolodge Member for 1% For the Planet, working with local environmental nonprofits on conservation projects for both our people and our planet.

4.98 out of 5 average rating, 127 reviews

A spacious outdoor deck features a comfortable gray sofa with pink cushions and a round wooden table. The area is surrounded by lush greenery, offering a tranquil view of the forest. A woven area rug adds warmth to the wooden floor.

Villa in Playa Uvita

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

The spacious infinity pool is illuminated at night, reflecting the modern house's architectural features. Open living areas with large glass doors seamlessly integrate indoor and outdoor spaces, highlighting a well-equipped kitchen visible in the background.

4.87 out of 5 average rating, 167 reviews

Pura Uvita - Whale's tail ocean view, modern home

Nestled in the mountains of Uvita with breathtaking views of the Whale’s Tail, this brand new house is surrounded by lush rainforest and is less than 2 miles away from town. Wake up to the sound of toucans and enjoy your breakfast on the open kitchen island. Open the living room’s sliding doors to enjoy the ocean breeze and expansive ocean views. Jump into the pool and soak in the beauty of Costa Rica’s southern coastline. Whatever you choose to do, you can’t go wrong with Pura Uvita!

Home in Puntarenas Province

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.

4.93 out of 5 average rating, 106 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

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.

4.97 out of 5 average rating, 121 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!