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Vacation 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.

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Guest favorite
A tropical-modern villa is surrounded by lush landscaping, featuring a wooden deck with a plunge pool. Spacious glass doors open to blend indoor and outdoor living, with a comfortable lounge visible inside. Green hills and tropical vegetation create a serene backdrop.
Villa in Savegre de Aguirre
4.88 out of 5 average rating, 153 reviews

2-BR Rainforest Villa w/ Pool & Ocean View

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.

Top guest favorite
An expansive terrace with a private plunge pool is surrounded by lush tropical foliage. Floor-to-ceiling glass walls allow natural light to fill the living space, while stunning ocean views extend toward the horizon. The serene landscape integrates seamlessly with the minimalist villa design.
Villa in Provincia de Puntarenas
4.93 out of 5 average rating, 121 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 favorite
A wooden walkway leads through lush greenery, showcasing the vibrant rainforest. A hammock is suspended, inviting relaxation. An equestrian scene features a horse nearby, embodying the connection to nature. A man sits in a colorful boat, with serene water views, complemented by a glimpse of a tranquil pool area.
Ranch in Osa
4.95 out of 5 average rating, 224 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 favorite
Home in Uvita
4.99 out of 5 average rating, 112 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!

Superhost
The eco-lodge is nestled in a lush tropical setting, featuring a thatched roof and wooden balcony that offers views of the surrounding greenery. Sunlight filters through the trees, casting a warm glow on the exterior while various plants frame the building.
Villa in Tres Rios
4.82 out of 5 average rating, 451 reviews

Pura Vida Ecolodge. Your re-wilding experience

Pura Vida Ecolodge is an award-winning, private eco-luxury retreat. Located 4 hours from SJO on the South Pacific Coast. Dramatically hanging over the jungle canopy with panoramic sea views, our "re-wilding" sanctuary is perfect for romantic getaways, intimate family adventures and nature & adrenalin seekers alike. We’re Costa Rica's first Certified Ecolodge Member for 1% For the Planet, working with local environmental nonprofits on conservation projects for both our people and our planet.

Top guest favorite
A spacious outdoor deck features a comfortable gray sofa with pink cushions and a round wooden table. The area is surrounded by lush greenery, offering a tranquil view of the forest. A woven area rug adds warmth to the wooden floor.
Villa in Playa Uvita
4.98 out of 5 average rating, 112 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

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
4.89 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.

Top guest favorite
Lush greenery surrounds a serene landscape featuring a gentle stream and vibrant tropical plants. A rustic path is visible among the foliage, leading to a modern structure nestled within the natural setting. The tranquil ambiance highlights the beauty of the jungle retreat.
Home in Parrita
5 out of 5 average rating, 100 reviews

PRVT Waterfront Bungalow Pool/AC/FireTub/AdultOnly

Butterfly Bungalow at White Noise - An Adults Only Retreat Welcome to White Noise Butterfly Sanctuary & River Retreat — a one-of-a-kind jungle experience in the heart of Costa Rica and passion project turned living sanctuary, hand-built by Jenn and Danny from the ground up with heart, creativity, and purpose. What began as a dream to share the magic of the jungle has evolved into a retreat where guests can slow down, reconnect, and experience understated luxury immersed in nature.

Top guest favorite
The image showcases a modern villa with a spacious infinity-edge pool extending into the lush surrounding landscape. Large glass windows reflect the vibrant natural light and provide views of the tropical greenery. The sleek architectural design blends harmoniously with the serene environment.
Villa in Dominical
4.96 out of 5 average rating, 145 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 favorite
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 favorite
A covered terrace with a thatched roof provides a relaxing dining space. A round table is surrounded by four metal chairs, adorned with blue dishes. Lush greenery and an ocean view create a serene backdrop, while rolling hills add a natural touch to the scenery.
Home in Dominicalito
4.94 out of 5 average rating, 116 reviews

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.

Top guest favorite
Home in Playa Zancudo
4.98 out of 5 average rating, 103 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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