
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.

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.

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.

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.

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.

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.

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

Veranera: Pacific & spa in the heart of the jungle
Wake up facing the Pacific, in the heart of tropical nature. Designed for 2 people, Veranera offers a private terrace with spectacular ocean views, an air-conditioned bedroom, a fully equipped kitchen, and access to a spa nestled in the vegetation. On the estate: swimming pool, private waterfall, lookout point facing the Pacific, ranch, and 12,000 m² of nature where monkeys, toucans, coatis, and other wild animals can join the show. A true tropical retreat between jungle and ocean.

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

Spectacular Ocean View Villa!

Casa Luz | Wild. Quiet. Transformative.

Villa Sana Vida Ocean View, Summer Special Pricing

Ocean view villa, big infinity pool

Pura Uvita - Whale's tail ocean view, modern home

Uvita-Walk to beach-Pool-AC-Fast internet-2Suites

Centrally Located Modern Home-AC & Pool!

Modern 2BR Jungle Villa | Pool + Wildlife Views
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

Dominical Adventure Treehouse!

Tropical Spa - Ocean view - Asian Inspired

Villa Wheatland del Pacífico | BOP - Costa Rica

Whale Tail View • Ocean view Villa • Sunset

Luxury Villa, Panoramic Whale Tail & Ocean Views

Río del Sol - Ocean & Mountain View w/ Infinity Pool

Casa Selvática Wildlife Happiness

Luxury Villa-Ocean View-Concierge-AC-Easy Access
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- Tastings Costa Rica
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- Cultural tours Costa Rica
- Food tours Costa Rica
- Cooking Costa Rica
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