
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.

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.

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.

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!

Casa Mamaluma, Private Ocean View 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.

Luxury Studio with Private Pool
Enjoy the sounds of nature in this small oasis located just meters from downtown Uvita, close to the area's best restaurants, beaches, waterfalls, banks, pharmacy, supermarkets, and shops in general. The space has three Modern Studios with a unique style that are ideally designed for couples. It has all the necessary amenities to spend a few days relaxing and enjoying the area's natural benefits.

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.

Casa Luz | Wild. Quiet. Transformative.
Some places slow your nervous system before you even unpack. La Luz is one of them. Perched in the jungle hills above Dominical, wrapped in birdsong and filtered light, this is not a beach house — it's something rarer. A place designed to strip away the noise, return you to your senses, and remind you what stillness actually feels like.
Popular amenities for Osa rentals with a pool
House rentals with a pool

Private Villa & Pool - Ocean / Jungle views

2bdr | Breathtaking Uvita View with Private Pool

Stylish New House, Private Pool

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

Private Villa Oro Verde, ocean view, luxury
Apartment rentals with a pool

IDEAL LIVING 1

Pool | Fast WiFi | 10 min walk to Beach

Uvita - Moana Village V2 Studio

Apartment with private pool

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

Villa Kañik - Condé Nast Traveller Luxury Retreat

Pool | Mountain Views | Concierge | AC | Sonos

Gema Escondida-Luxury and Private Villa

Paradise Corcovado House

Luxury Ojochal Home with Ocean and Mountain Views

Luxury Oceanfront Villa with Infinity Pool -Uvita

*Private Modern Coastal Luxury* ~Pool+Waterfall!

Villa de Claris, Summer Special Pricing
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