
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.

The Sutton - Mountain House
Welcome to the Mountain House at The Sutton. This is one of three boutique style homes on the property. The home is surrounded by the jungle and all of its glorious nature. Rent one for you and that special someone or all three for a group villa experience with the convenience of private accommodations. Each unit has its own covered patio equipped with a kitchenette for those relaxing breakfast in bed mornings. The property shares a rancho perfect for communal meal preparation and dining overlooking the pool, sun deck and tropical garden.

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.

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.

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!

Private Ocean View Mountain Adventure Awaits
Escape to your private mountain paradise at Casa Vidrio, a cozy home designed for your comfort and equipped for all your needs. Located in a breathtaking setting, you'll embark on a 15-minute adventure to reach Casa Vidrio, with stunning views along the way. The property features an infinity pool and a spectacular view that will take your breath away. A 4x4 vehicle is REQUIRED to access the property. While the road is in good condition, Get ready for a unique mountain adventure!

Oceanview Private Escape ~ Pool, BBQ & Garden
Beginning at the gate, 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.

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.
Popular amenities for Osa rentals with a pool
House rentals with a pool

Casa Flores - Stunning ocean view home

Private Villa & Pool - Ocean / Jungle views

Love Nest in Uvita | 180° Ocean Views

Centrally Located Modern Home-AC & Pool!

Modern 2BR Jungle Villa | Pool + Wildlife Views

Selva Serena - Jungle Leopard 11

Whale Tail View • Ocean view Villa • Sunset

Modern 2BD Jungle Escape | Panoramic Ocean View
Condo rentals with a pool

IDEAL LIVING 1

Uvita - Moana Village V2 Studio

Pool | Fast WiFi | 10 min walk to Beach

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

Nefrit - Achiote Design Villas

Sombra de la Luna (4 wheel drive necessary)

Dominical Casita w Ocean Views, Terrace, Kitchen

Unique architecture. Beach & Jungle. Private Chef

2 BDRM Ocean & Mountain View Villa + Infinity Pool

Villa Wheatland del Pacífico | BOP - Costa Rica

Casa Guanacaste in downtown Uvita.

Paradise Corcovado House
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