
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.

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.

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.

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.

Touch the ocean- Gated community, 5 mins to Beach
This stunning villa, terraced on the hillside in a gated community, is the perfect home base for all your Costa Rican adventures. Just a SHORT WALK to the beach, you can surf world-class waves, hike through the lush jungle, visit a waterfall, or simply relax and soak in the breathtaking ocean views. Managed by a full-service property company, every detail is taken care of, allowing you to fully unwind. The sights and sounds at Canto Del Mar (Song of the Sea) will leave you truly awestruck.

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

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: a swimming pool, a private waterfall, a viewpoint overlooking 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 jungle and ocean.

4bdr | Home | 180° View | Pool & Wi-Fi
4bd 3ba 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

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.

Spectacular Ocean View Villa!
Talk about Location, Location, Location! Surfside Villa Dominicalito is uniquely located on a lush terraced hillside with a breathtaking 180 degree white wash view where you can watch the birds and monkeys all day. Surfside Villa Dominicalito is located inside the gated community of Canto del Mar (Song of the Sea) which many regard as the “best location in town.” It is a 10-minute walk to Playa Dominicalito and minutes from shopping, restaurants, and tourist attractions.

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

Casa Luz | Wild. Quiet. Transformative.

Shaman House

Newly Remodeled Grand Opening Pricing

Centrally Located Modern Home-AC & Pool!

Private Villa & Pool - Ocean / Jungle views

Luxury Ojochal Home with Ocean and Mountain Views

Private Villa Oro Verde, ocean view, luxury

Modern 2BD Jungle Escape | Panoramic Ocean View
Apartment 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

Private Ocean & Jungle View Villa LARGE POOL

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Pool | Mountain Views | Concierge | AC | Sonos

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

Modern Villa w/ World Class View Infinity Pool
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- Things to do Costa Rica
- Tastings Costa Rica
- Water sports Costa Rica
- Wildlife Costa Rica
- Art workshops Costa Rica
- Landmarks Costa Rica
- Outdoors Costa Rica
- Dining Costa Rica
- Cultural tours Costa Rica
- Cooking Costa Rica
- Workouts Costa Rica
- Food tours Costa Rica





