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House holiday rentals in Peninsula de Osa

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Top-rated house rentals in Peninsula de Osa

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Top Guest favourite
A newly-constructed oceanfront home is showcased with a modern design. The two-story structure features a spacious pool area surrounded by greenery. Multiple sliding glass doors provide access to each room, while a shaded balcony offers additional seating for relaxation.
Home in Puerto Jiménez
5 out of 5 average rating, 26 reviews

Luxe Beach House in the Jungle

Spectacular newly-constructed oceanfront home with beach access and private pool accommodates up to 7 guests (2 master bedrooms/3 bathrooms/3 single beds on main floor). Casa Cleo is a beautifully appointed, fully screened in home with a chef’s kitchen, high-speed wi-fi and UV triple-filtered water system. Enjoy a cocktail on our beach platform, take a surf lesson, float leisurely in the pool while observing endangered monkey species, or take a hike to nearby waterfalls. IG: @casacleocostarica

Guest favourite
A spacious bedroom features a king bed, complemented by bedside lighting and decorative plants. A large window allows natural light to brighten the room, while air conditioning provides comfort. Wood paneling on the ceiling adds warmth to the modern design.
Home in Puerto Jiménez
4.97 out of 5 average rating, 177 reviews

Casa Del Bambu

Casa del Bambu: A spacious home that features a king bed and A/C in the bedroom, a twin sofa bed and fans in the living room (extra twin upon request), two smart TVs, high-speed Starlink WiFi, a large bath with hot water tub/shower, and hot water in all faucets. Enjoy cooking in the fully equipped screened-in semi-outdoor kitchen and relax on the tranquil terrace surrounded by beautifully landscaped gardens, just a 5-minute drive to Puerto Jiménez for beaches, restaurants, banks, and amenities.

Guest favourite
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, 196 reviews

Private House & Pool - Whales Tail & 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 favourite
Home in Uvita
4.99 out of 5 average rating, 111 reviews

Romantic Luxe Oceanview 5 Acre Estate - Concierge

You'll fall in love with Casa Mariposa's privacy, tranquility and fabulous Pacific Ocean and rainforest views. This elegant, luxurious, gated, comfortable house on 5.5 acres of rain forest is 700 feet above sea level in a quiet community near Parque National Marino Ballena. Close to dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required. Message me to have our concierge arrange curated tours, private chef and spa services!

Top Guest favourite
A two-level lodge is situated amidst lush greenery, featuring a wraparound porch with a metal roof. A staircase leads to the upper level, while wooden chairs are arranged around a table on the lower patio. Natural stone pathways enhance the garden's tropical ambiance.
Home in Puerto Jiménez
5 out of 5 average rating, 11 reviews

OSA Retreat Cabo Matapalo SurfSide Best Location

Nestled in Cabo Matapalo, OSA Loft Retreat is a spacious two-level jungle getaway just minutes from Playa Pan Dulce & Backwash. Enjoy high-quality beds with plush pillows, a stocked kitchen, pool, BBQ, and fast Starlink WiFi. The loft is screened-in from the jungle, making it much more comfortable while still surrounded by rainforest — watch monkeys and macaws from your balcony. Perfect for families or groups seeking a private, off-grid retreat with adventure and wildlife at your doorstep.

Guest favourite
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
4.89 out of 5 average rating, 113 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 favourite
The exterior of the house features large glass windows and doors, allowing natural light to fill the living space. A private pool is situated in front, bordered by a neatly maintained lawn. The roof extends outward, providing shade and a modern touch.
Home in Uvita
4.85 out of 5 average rating, 107 reviews

Love Nest in Uvita | 180° Ocean Views

Introducing Choza De Amor, nestled high above Bahia Ballena in Uvita, our brand-new home boasts breathtaking 180° views of the South Pacific coastline. This beautiful house offers complete privacy and serenity, making it the perfect escape for couples seeking peace, relaxation, and romance. Enjoy all the amenities you need for a comfortable stay. It is truly one of the best spots in Costa Rica for sunset chasers, and we invite you to experience the beauty of this unique paradise.

Guest favourite
A serene outdoor space is depicted featuring a small, inviting pool surrounded by lush green plants. Two lounge chairs with vibrant cushions are positioned nearby, complemented by natural bamboo fencing for privacy.
Home in Puerto Jiménez
4.93 out of 5 average rating, 156 reviews

Casa Bella WiFi, A\C & Pool on the beach.

Casa Bella de Osa is a modern, stylish and spacious beach house! A large, 3 bedroom, 2 bathroom house with WiFi, pool, A/C (IN LOFT BEDROOM ONLY) and many lounging areas, outdoor tropical shower, high ceilings with fans, makes for the perfect holiday home. Within 2 minutes walk from the house is the most pristine palm lined beach in Costa Rica. It is hard to believe within this natural beauty you are only 10 minutes drive from the small regional airport town of Puerto Jimenez.

Guest favourite
A rustic two-story beach house is nestled within the lush greenery of the rainforest. Elevated on stilts, the structure features a broad porch supported by wooden beams, surrounded by vibrant tropical plants and trees that enhance its natural setting.
Home in Puerto Jiménez
4.89 out of 5 average rating, 101 reviews

Wildlife Oasis: Surf, Rainforest, Animals!

Calling all nature enthusiasts and avid surfers! Our home is an absolute paradise, nestled in the lush rainforest, just 200 steps away from the Osa Peninsula's premier surf spot. The beach and Corcovado Park's proximity guarantees an abundance of wildlife sightings spot 4 types of monkeys, macaws, 2 sloth varieties, whales, armadillos, and much more! Welcome to Lapalandia, your ultimate tropical vacation destination, catering to all your needs. Enjoy nature's wonders with us!

Top Guest favourite
The modern home is showcased at twilight, with warm lights illuminating the open design. An inviting infinity pool reflects the structure's sleek lines. Hammocks drape from supports, enhancing the tranquil ambiance of this jungle retreat.
Home in Savegre de Aguirre
4.96 out of 5 average rating, 134 reviews

Luxury Jungle Villa | Pool & Manuel Antonio Views

Private 2 Bedroom, 2 Bathroom gated villa with infinity pool and breathtaking ocean + jungle views near Manuel Antonio. Enjoy seamless indoor–outdoor living, AC, fast Wi-Fi, Smart TV, and a full kitchen. Perfect for couples or families. Minutes from beaches, surf, and waterfalls. Let us take care of the details, we’re happy to arrange private chefs, in-home massages, grocery stocking, tours, and transportation so you can simply relax and enjoy your stay.

Guest favourite
A wooden dining table is set with fresh fruit, including papaya and watermelon, alongside bowls of colorful salad. Lush greenery and tropical plants create a vibrant backdrop, while the ocean can be glimpsed in the distance through the open outdoor space.
Home in Puntarenas Province
4.97 out of 5 average rating, 31 reviews

Casa Mar: Large Beachfront House

This spacious house is perfect for groups or families. Whether you want to simply relax, watch the sunrise over the ocean and immerse yourself in nature or fill your days with adventure, Casa Mar has everything you need. After waking to the Howler Monkeys, you can take a day trip to Corconvada National Park, surf the waves at Playa Pan Dulce, visit a chocolate farm, hook a trophy fish, zip-line through the rainforest canopy, or simply read a book in the hammock.

Top Guest favourite
An aerial view captures the vibrant greenery surrounding the property, with palm trees and lush vegetation leading to a calm turquoise sea. The sandy shoreline meets the ocean, reflecting the sunlight, while the swimming pool and house are nestled among the foliage.
Home in Playa Zancudo
4.98 out of 5 average rating, 100 reviews

Oceanfront Oasis: beach, private pool, AC & jungle

We are located in the idyllic tropical rainforest of the South Pacific Coast where the lush green jungle meets the blue pacific ocean. A region in Costa Rica that is regarded as one of the most biologically diverse places in the world. Zancudo is a sleepy village off the beaten path, unimpacted by mass tourism and crowds – yet supplying creature comforts with sodas, grocery shops, bars, eateries and plenty of activities for the solo traveler and families alike.

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