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Holiday rentals with a pool in Osa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Osa

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior view captures a modern home set amid lush greenery and tropical plants. A covered porch with seating invites relaxation, while the nearby pool is bordered by palm trees. A gravel pathway leads to the entrance of the home, enhancing the peaceful ambiance.
Bungalow in Uvita
5 out of 5 average rating, 109 reviews

The Sutton - Mountain House

Welcome to the Mountain House at The Sutton. This is one of three boutique style homes on the property. The home is surrounded by the jungle and all of its glorious nature. Rent one for you and that special someone or all three for a group villa experience with the convenience of private accommodations. Each unit has its own covered patio equipped with a kitchenette for those relaxing breakfast in bed mornings. The property shares a rancho perfect for communal meal preparation and dining overlooking the pool, sun deck and tropical garden.

Guest favourite
An outdoor seating area features wooden furniture with vibrant cushions, surrounded by lush tropical greenery. A plunge pool glistens in the foreground, while a barbecue grill is positioned on the side. The backdrop showcases a stunning view of the sky with soft clouds.
Villa in Savegre de Aguirre
4.88 out of 5 average rating, 160 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 favourite
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
4.94 out of 5 average rating, 127 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
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.
Farm in Osa
4.95 out of 5 average rating, 230 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
An aerial view captures a private saltwater plunge pool surrounded by vibrant tropical foliage. A sun lounger is positioned beside the pool, offering a serene space for relaxation. The stone pathway leads through the lush greenery, enhancing the tranquil environment.
Bungalow in Uvita
4.98 out of 5 average rating, 143 reviews

WATER@Mana Escape the Cold*PvtPool*Kitchen*AC*King

Enjoy the relaxed luxury in 1 of our 3 stand alone bungalows in the heart of Uvita. Featuring a King Bed, Fiber Optic, AC, Indoor/Outdoor Shower access & a well-appointed Kitchen. Take delight in spotting macaws, hummingbirds & dragonflies from your Private Patio or while taking a dip in your Private Salt Water Plunge Pool w/Sundeck & Loungers. We’re a 5 minute walk to the famous Whale’s Tail & are conveniently located near the best dining, surfing, yoga & adventures the SoZo has to offer.

Top Guest favourite
Home in Uvita
4.99 out of 5 average rating, 118 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, 457 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.

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, 120 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.

Top Guest favourite
A panoramic view of the South Pacific coastline features lush greenery and a vibrant sea. Tropical plants frame the landscape, while a terracotta-roofed villa stands out amid the scenery. Soft white clouds drift across a blue sky, enhancing the tranquil atmosphere.
Home in Provincia de Puntarenas
4.88 out of 5 average rating, 130 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!

Top Guest favourite
A serene pool area is showcased, surrounded by lush greenery. Two lounge chairs are positioned near the edge of the pool, which reflects the sky and vegetation. Colorful towels are neatly arranged on the chairs, providing a welcoming touch to the tranquil setting.
Home in Uvita
4.96 out of 5 average rating, 114 reviews

Casa Palmeras Sea View Vacation Home

Casa Palmeras is a new house located in the beautiful mountains of Playa Hermosa on the Pacific coast of Bahía Ballena in Costa Rica. It has two bedrooms, a full bathroom, equipped kitchen, living room, dining room, terrace, beautiful pool, outdoor shower, laundry, covered parking and a beautiful patio with green areas. Just a 10-minute drive from Uvita and a 7-minute drive from Playa Hermosa. A very private, cozy and quiet place to relax and enjoy nature!

Guest favourite
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
4.95 out of 5 average rating, 176 reviews

Luxury Studio with Private Pool

Disfruta de los sonidos de la naturaleza en este pequeño oasis situado solo metros del centro de Uvita, cerca de los mejores restaurantes de la zona, playas, cataratas, bancos, farmacia, supermercados y comercio en general. El espacio cuenta con tres Moderno Studios con un estilo único que están idealmente diseñadas para parejas. Cuenta con todas las comodidades necesarias para pasar unos días de relajo y disfrutar de las bondades naturales de la zona.

Top Guest favourite
A modern home with a spacious patio overlooks a private pool. Lounge chairs are positioned around the pool, surrounded by lush greenery and tropical plants. The structure features a sleek design, with large windows allowing natural light to fill the interior.
Home in Uvita
4.99 out of 5 average rating, 124 reviews

Walk to Envision · Jungle Private Pool & Garden

Welcome to The Lost Lemon 🌿 Your peaceful jungle escape awaits. This charming 2-bedroom home with A/C is conveniently located in the middle of Playa Hermosa, complete with a private pool for total relaxation. Stroll 20 minutes to the beach or stay in and enjoy the tranquility of lemon trees, bananas, pineapples, and lush greenery. Enhance your stay with yoga or a soothing massage, or simply lounge poolside and let the jungle calm your soul.

Popular amenities for Osa rentals with a pool

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