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

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 a spectacular ocean view, an air-conditioned bedroom, a fully equipped kitchen, and access to a spa nestled in the vegetation. On the estate: a swimming pool, a private waterfall, a lookout point facing the Pacific, a ranch, and 12,000 m² of nature where monkeys, toucans, coatis, and other wild animals can join the show. A true tropical retreat between the jungle and the ocean.
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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.
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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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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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Oasis on the beach| Private Pool | AC
Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.
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Luxury Eco Home with Private Pool
This comfortable beach home is in the desirable Matapalo area of the Osa peninsula and within a day trip to the Corcovado Nacional Park. The house is 150 m from the Playa Carbonera, a 15 minute beautiful walk to Playa Pan Dulce and a 10 minute drive to Playa Matapalo beach. The home is completely off the grid, generating its power from solar, and has many modern conveniences including full size fridge, industrial stove, solar hot water, wifi and a brand new dipping pool off of the deck.
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Casa Dulce - Great for small families or couples
Come to our beautiful vacation home Casa Dulce, a super cool open-air rancho located on Playa Pan Dulce (the best sand beach in the area) in Matapalo on the scenic Osa Peninsula. Enjoy our private two-acre preserve, bring your family, friends or that special someone to slow down, take your life at a different pace, and see how much clearer everything is when you step back into the peace, quiet and privacy of what feels like another world. Please read about the access to the upstairs loft.
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4bdr | 180° Ocean View House on a Mountain
4bd 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 with a Costa Rican sunset. 25$ per extra guest per night
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Paradise Corcovado House
Elegant, with fine finishes, and spacious, this 3-bedroom house features AC, 2 bathrooms, a living room, kitchen, dining room, pool, and jacuzzi. Nestled amidst nature, it boasts incredible views of the Golfo Dulce and the Corcovado mountains, abundant bird and mammal wildlife, and complete privacy. Located 12 km from downtown Puerto Jiménez, our house has everything you need for an unforgettable stay. Breakfast is included in the price. 4x4 recommended, but not required.
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Award-Winning Eco-Luxury Retreat | Panoramic Views
Pura Vida Ecolodge: Award-winning eco-luxury sanctuary perched over the jungle canopy with unbeatable ocean views and breathtaking sunsets. 🌿 GREEN SEASON: Experience the rainforest at its most vibrant! Enjoy roaring waterfalls, active wildlife, and cozy evenings in your private jungle nest. As 1% For the Planet members, your stay supports local conservation. Disconnect off-grid, enjoy contrast hydrotherapy, and experience the pure soul of Costa Rica.
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Casa Amor:A Beautiful Accommodation Near the Ocean
Discover the charm of Casa Amor in the heart of Puerto Jiménez. Just a 3-minute walk from the main beach, this cozy property offers a refreshing shared pool and all the amenities to make you feel at home. Its excellent central location allows easy access to restaurants, supermarkets, and local services, ensuring a comfortable and memorable stay.
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Villa Madom - modern stay by Marino Ballena
Unique design villa with pool - just few minutes walk from Marino Ballena National Park. You’ve already chosen one of the most beautiful destinations for your vacation—now it’s time to pick the perfect place to stay. We offer you a brand-new and unique home that is truly one of a kind in this area.
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Popular amenities for Peninsula de Osa rentals with a pool
House rentals with a pool

Centrally Located Modern Home-AC & Pool!
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Unique architecture. Beach & Jungle. Private Chef
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Luxe Beach House in the Jungle
LocationFamilyQuiet

OSA Retreat Cabo Matapalo SurfSide Best Location
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CASA ARENOSA | On the Beach +Plunge Pool!
LocationFamilyHiking

Steps to the Beach and Pool!
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Modern 2BR Jungle Villa | Pool + Wildlife Views
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Casa Mar: Large Beachfront House
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Condo rentals with a pool

IDEAL LIVING 1
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Uvita - Moana Village V4
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Pool | Fast WiFi | 10 min walk to Beach
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Apartment with private pool
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Penthouse: paronamical views of ocean and jungle
FamilyLocationQuiet

Marisol- Ocean View Condo in Dominical
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Ocean-View Villa
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Lovely Cloud Forest Stay with Ocean Views
LocationFamilyPool
Other holiday rentals with a pool

Casa Jungua - Jungle Villa, Majestic Ocean Views
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Private Ocean & Jungle View Villa LARGE POOL
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Casa Azul, beach house with A/C wifi and pool
FamilyLocationHospitality

Casa Selvática Wildlife Happiness
LocationFamilyHospitality

Beach house. Sea view, pool & direct beach access
LocationPoolBeach

NEW! Panoramic Views-4 Suites-Pool-Jacuzzi-Luxury
LocationFamilyCondition

Jungle and Beach Retreat
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Beachfront Solar Villa · Pool · Surf at Your Door
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