Holiday rentals with a pool in Osa Peninsula

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Top-rated rentals with a pool in Osa Peninsula

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Guest favourite

Villa in Savegre de Aguirre

4.87 out of 5 average rating, 140 reviews

Modern Rainforest Escape in Escaleras

Casa Capung is nestled in the lush rainforest mountains of Costa Rica’s southern Pacific coast, conveniently located between Dominical and Uvita in the upscale area of Escaleras. This tropical-modern 2 bedroom 2 bath villa offers plenty of natural light, indoor/outdoor living space and views of both the jungle slopes and southern coastline. A perfect place for couples, honeymooners and families who desire relaxing in modern comforts with close proximity to beaches, waterfalls and town amenities.

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Home in Puerto Jiménez

4.89 out of 5 average rating, 47 reviews

CASA ARENOSA | On the Beach +Plunge Pool!

Welcome to Casa Arenosa! A beach-meets-jungle, open air, eco-style, tropical, beach house! Casa Arenosa is ON Backwash Beach, has a refreshing cold-plunge pool & is surrounded in the beauty of the Osa's pristine rainforest. Be entertained by watching 4 kinds of endangered monkeys play in the trees, scarlet macaws flying overhead, and blue morphs flitting by. Relax & chill. Or go for swim, hike & explore waterfalls galore... It's perfect for both nature-loving couples & families! Pure Vida!

Superhost

Villa in Provincia de Puntarenas

4.93 out of 5 average rating, 100 reviews

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.

Top Guest favourite

Home in Savegre de Aguirre

4.96 out of 5 average rating, 123 reviews

2BR Ocean Sunset + Jungle View, Infinity Pool & AC

Gated 2BD/2 bath home with an ocean & jungle view infinity pool. Open concept design allows for seamless outdoor/ indoor living with views stretching through the jungle to the islands of Manuel Antonio. Fully equipped with AC, high speed wifi, hot water, 55’ TV & kitchen. Home is 10 minutes from multiple beaches + situated in between Dominical (20 mins) & Manuel Antonio National Park (45 mins) *San Jose Airport (SJO): 3 hour drive or longer based on traffic & weather. *Quepos Airport 25 mins.

Guest favourite

Farm in Osa

4.95 out of 5 average rating, 206 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.

Top Guest favourite

Home in Uvita

4.99 out of 5 average rating, 108 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

Villa in Playa Uvita

4.98 out of 5 average rating, 106 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 • Finished in August, 2022 • 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

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Villa in Tres Rios

4.83 out of 5 average rating, 439 reviews

Award Winning Pura Vida Ecolodge. Very Private

Beautiful & very private eco-luxury retreat near South Pacific Coast (4hr drive with 4WD car) from Juan Santamaria International Airport. Our unique & stunning location offers guests panoramic sea views & hangs dramatically over the jungle canopy. Romantic getaway, nature lovers & adrenalin junkies paradise! We’re proud to be a 1% For the Planet Member, giving 1% of our annual revenue back to local environmental nonprofits working on conservation projects for both our people and our planet.

Top Guest favourite

Villa in Dominical

4.96 out of 5 average rating, 134 reviews

Modern 1 bedroom villa with pool - Casa Perla

Drift off to sleep, and awaken to the gentle babble of a nearby rainforest creek, distant ocean waves, and tropical birds in resplendent tree tops. This modern but cozy 1bd/1ba comes with all kitchen essentials, BBQ, and a luxury bath featuring jungle views and double shower heads. Step outside and into the infinity-edge pool with customizable lighting and ocean views. Monkeys, sloths, toucans, coati’s, and waterfalls abound. Surround yourself with serene, vibrant, natural beauty.

Guest favourite

Home in Puerto Jiménez

4.93 out of 5 average rating, 152 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

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 hot water, a UV filtered water system, wifi and a brand new dipping pool off of the deck.

Guest favourite

Home in Provincia de Puntarenas

4.87 out of 5 average rating, 119 reviews

Ocean view villa, big infinity pool

Escape to a tropical paradise at Sol to Soul. Nestled in a small gated community on a lush hillside overlooking the South Pacific this recently updated villa has a unique panoramic view of the jungle and ocean. Dubbed “Million Dollar View” it is a 2 bedroom, 2.5 bathroom private villa, steps from Dominicalito Beach and Poza Azul waterfall with a fabulous big infinity pool. There are lots of great activities to do nearby, but save some time to enjoy a sunset. Pura Vida!