
Holiday rentals with a pool in Osa
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Top-rated rentals with a pool in Osa
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Nefrit - 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. NEFRIT casa 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.
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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.
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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.
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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.
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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.
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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.
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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
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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.
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Casa Palmeras Sea View Vacation Home
Casa Palmeras is a new house located in the beautiful mountains of Playa Hermosa on the Pacific coast of Bahía Ballena in Costa Rica. It has two bedrooms, a full bathroom, equipped kitchen, living room, dining room, terrace, beautiful pool, outdoor shower, laundry, covered parking and a beautiful patio with green areas. Just a 10-minute drive from Uvita and a 7-minute drive from Playa Hermosa. A very private, cozy and quiet place to relax and enjoy nature!
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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.
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Casa Tres Arboles, Honeymoon Studio, Ocean view
Casa Tres Arboles is the ideal place for honeymooners, couples and nature lovers. It is situated on a ridge above Uvita and combines the best and most beautiful of the region: You have a great view over the famous Whale Tail in the Pacific Ocean and can see with the naked eye every morning whether the tide allows an early visit to the beach. Reserve the early evenings for spectacular sunsets. The pool is private. A 4x4 car is highly recommended.
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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.
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Popular amenities for Osa rentals with a pool
House rentals with a pool

Pura Uvita - Whale's tail ocean view, modern home
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Centrally Located Modern Home-AC & Pool!
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Spectacular Ocean View Villa!
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Casa Mamaluma, Private Ocean View retreat
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Newly Remodeled Grand Opening Pricing
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Villa Sana Vida Ocean View, Summer Special Pricing
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Private Villa Oro Verde, ocean view, luxury
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Modern 2BD Jungle Escape | Panoramic Ocean View
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Condo rentals with a pool

Sun, Surf and Nature Escape BEST OCEAN VIEWS
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Private Apt/Pool/Laundry/Internet 500mbps
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Apartment with private pool
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IDEAL LIVING 1
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Ballena Escape Luxury Beach Dream Condo
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Pool | Fast WiFi | 10 min walk to Beach
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Uvita - Moana Village V2 Studio
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Elan Ballena Beach: Change in Latitude 2BR Condo
BeachHospitalityAccess
Other holiday rentals with a pool

Casa Amigos - Breathtaking Luxe Ocean View Villa
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Luxury Villa, Panoramic Whale Tail & Ocean Views
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Private Ocean & Jungle View Villa LARGE POOL
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NEW! Panoramic Views-4 Suites-Pool-Jacuzzi-Luxury
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Luxury Ojochal Home with Ocean and Mountain Views
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Hidden Villa Oasis with Panoramic Ocean Views
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Ocean View Villa With Pool and Spectacular Sunsets
ValueFamilyLong stay

Luxury Villa-Ocean View-Concierge-AC-Easy Access
LocationFamilyBeach
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- Things to do Costa Rica
- Art and culture Costa Rica
- Tastings Costa Rica
- Water sports Costa Rica
- Wildlife Costa Rica
- Sports activities Costa Rica
- Art workshops Costa Rica
- Landmarks Costa Rica
- Sightseeing Costa Rica
- Nature and outdoors Costa Rica
- Outdoors Costa Rica
- Dining Costa Rica
- Tours Costa Rica
- Food and drink Costa Rica
- Cultural tours Costa Rica
- Food tours Costa Rica
- Cooking Costa Rica
- Workouts Costa Rica





