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Vacation rentals with a pool in Peninsula de Osa

Find and book unique homes with a pool on Airbnb

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.

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Top guest favorite
An open-concept common area features a spacious kitchen with dark cabinetry and a large wooden dining table. Warm lighting from hanging fixtures casts a cozy glow on the tiled floor. Large windows with flowing curtains allow natural light to illuminate the space, blending indoor and outdoor elements.
Home in Uvita
4.95 out of 5 average rating, 207 reviews

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 🐒🦥🌸🌞🌴🦋 🦜

Top guest favorite
Ranch in Osa
4.96 out of 5 average rating, 247 reviews

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.

Superhost
Villa in Tres Rios
4.83 out of 5 average rating, 464 reviews

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.

Luxe
The spacious living area features large glass windows offering ocean views and natural light. Two white sofas are positioned around a wooden coffee table on a light-colored rug, while a woven pendant light complements the wooden ceiling. Lush greenery is visible through the windows.
Villa in Dominical
4.98 out of 5 average rating, 112 reviews

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.

Top guest favorite
Home in Zancudo
4.98 out of 5 average rating, 128 reviews

Beachfront Oasis | Private Pool, AC, WiFi

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.

Top guest favorite
Villa in Uvita Beach
4.99 out of 5 average rating, 141 reviews

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

Top guest favorite
A private pool is surrounded by lush greenery and features inviting blue water. A ranch structure with a terrace is situated nearby, providing a shaded area for relaxation. Two lounge chairs are positioned on the grass adjacent to the pool, offering scenic views of the landscape.
Place to stay in Ojochal
4.98 out of 5 average rating, 164 reviews

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.

Guest favorite
A two-story beach home is surrounded by lush tropical foliage, featuring a sturdy green roof and wooden accents. The spacious front yard is landscaped with vibrant plants, creating a serene atmosphere. Entryways are framed by flourishing vegetation, providing a natural setting.
Home in Matapalo
4.9 out of 5 average rating, 116 reviews

Luxury Eco Home with Modern Amenities and 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.

Guest favorite
An infinity pool is situated on a sun-drenched terrace, overlooking the Pacific Ocean. Two lounge chairs are placed beside the pool, with lush greenery surrounding the area. The sky features soft clouds, enhancing the serene atmosphere of the setting.
Villa in Uvita
4.96 out of 5 average rating, 103 reviews

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.

Top guest favorite
Home in Uvita
4.99 out of 5 average rating, 122 reviews

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.

Guest favorite
A private outdoor area features a small plunge pool surrounded by natural greenery. A hammock hangs from the ceiling, and a dining table with two chairs is positioned nearby. The space is accented by wooden decking and an open kitchen area.
Place to stay in Uvita
4.96 out of 5 average rating, 204 reviews

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.

Top guest favorite
An inviting outdoor area features a pool with a mosaic-tiled surface, reflecting the surrounding greenery. Lounge chairs are positioned at the pool edge, offering a relaxing spot. Open sliding doors provide a view into a spacious living area, seamlessly connecting indoor and outdoor spaces.
Villa in Uvita
4.99 out of 5 average rating, 106 reviews

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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