
Holiday 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.

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.

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.

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.

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

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.

Pura villa ! Entre ciel et mer !
Magnifique maison nichée en montagne à 10 minutes (en voiture, 4x4 obligatoire) du village de Uvita. Près du parc Marino ballena, plages, épiceries, restaurants, cafés, etc. Cette maison dispose d’une cuisine entièrement équipée, d’un coin salon, internet fibre optique, d’une terrasse et d’une piscine à débordement avec vue à 180 degrés sur la mer. L’une des plus belle vue de la région! Un endroit où il fait bon vivre.

Casa Mamaluma, Private Oceanview retreat
A private jungle retreat with panoramic views over the South Pacific. Nestled within a lush jungle canopy, Casa Mamaluma offers a serene getaway surrounded by nature on a secluded 18,000 m² estate. Guests describe it as peaceful, private, and unforgettable. Located just 15 minutes up the mountain, the home combines total seclusion with easy access to pristine beaches, good dining, and the best of the coast.
Popular amenities for Osa rentals with a pool
House rentals with a pool

Private Villa & Pool - Ocean / Jungle views

Casa Tres Arboles, Honeymoon Studio, Ocean view

Modern 2BR Jungle Villa | Pool + Wildlife Views

Whale Tail View • Ocean view Villa • Sunset

Modern 2BD Jungle Escape | Panoramic Ocean View

Villa Wheatland del Pacífico | BOP - Costa Rica

Luxury Villa-Ocean View-Concierge-AC-Easy Access

Sombra de la Luna (4 wheel drive necessary)
Condo rentals with a pool

IDEAL LIVING 1

Uvita - Moana Village V2 Studio

Apartment with private pool

Pool | Fast WiFi | 10 min walk to Beach

Marisol- Ocean View Condo in Dominical

Penthouse: paronamical views of ocean and jungle

Private Apt/Pool/Laundry/Internet 500mbps

Ballena Escape Luxury Beach Dream Condo
Other holiday rentals with a pool

Veranera … ocean’s pacific view

Pool | Mountain Views | Concierge | AC | Sonos

Gema Escondida-Luxury and Private Villa

Luxury Ojochal Home with Ocean and Mountain Views

Villa de Claris, Summer Special Pricing

Gated Luxury+Waterfall+Ojochal+3 bedrooms+beaches

Modern Villa w/ World Class View Infinity Pool

2 BDRM Ocean & Mountain View Villa + Infinity Pool
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