Holiday rentals with a pool in Osa

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.

Family · Location · Cleanliness

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.

Location · Value · Cleanliness

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.

Location · Value · Solo travel

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.

Value · Family · Kitchen

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

Value · Location · Hiking

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.

Location · Value · Barbecue

4bdr | Home | 180° View | Pool & Wi-Fi

4bd 3ba 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

Location · Family · Getting around

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.

Family · Location · Pool

Centrally Located Modern Home-AC & Pool!

Centrally located, just a stone's throw away from amenities including grocery stores, a variety of restaurants, car rental, and pharmacies! Convenience is key, and this property is surrounded by multiple world-renowned beaches such as the Whales Tale, Playa Hermosa and Playa Dominical. The covered outdoor living area next to the pool is a perfect place to unwind with friends/family and stay cool in the tropical Costa Rica climate!

Location · Family · Quiet

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.

Value · Family · Outdoor spaces

Shaman House

Casa Chamana is a modern luxury home located only 2 minutes walking distance from one of the most amazing beaches in the Southern Pacific Zone of Costa Rica, the beach of the National Park Marino Ballena. Designed with high-end appliances, it has all the installations you need for a perfect stay. Book Casa Chamana and experience the most relaxing holidays possible!

Location · Family · Condition

Ocean view, close to beach & no 4x4 needed, luxury

🌅Welcome to Villa Unique, where convenience meets serenity. A stunning 4 bedroom with ocean views, located in Uvita about 5 min drive to town and a short drive to the coastal highway. No need for 4x4 paved road. Enjoy breathtaking panoramic views of the Pacific Ocean’s Whale Tail, crashing waves, and unforgettable sunsets. 🌿

Value · Location · Wi-Fi