Holiday rentals with a pool in Osa

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 🐒🦥🌸🌞🌴🦋 🦜

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.

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.

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.

Oceanview Luxury Garden Estate- Pool, BBQ, private

Beginning with the driveway to the house, 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.

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

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.

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.

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!

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

Casa Palmeras Vista al Mar Casa Vacacional

Casa Palmeras es una casa nueva ubicada en las hermosas montañas de Playa Hermosa en la costa pacífica de Bahía Ballena en Costa Rica. Cuenta con dos habitaciones, un baño completo, cocina equipada, sala, comedor, terraza, hermosa piscina, ducha exterior, lavanderia, parqueo techado y un hermoso patio con áreas verdes. A tan solo 10 min manejando de Uvita y a 7 min manejando de Playa Hermosa. ¡Un lugar muy privado, acogedor y tranquilo para relajarse y disfrutar de la naturaleza!

Luxury Studio with Private Pool

Disfruta de los sonidos de la naturaleza en este pequeño oasis situado solo metros del centro de Uvita, cerca de los mejores restaurantes de la zona, playas, cataratas, bancos, farmacia, supermercados y comercio en general. El espacio cuenta con tres Moderno Studios con un estilo único que están idealmente diseñadas para parejas. Cuenta con todas las comodidades necesarias para pasar unos días de relajo y disfrutar de las bondades naturales de la zona.