
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.

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.

Bahia Ballena Villa Near Beach
Contemporary new villa with salt water pool nestled in the heart of Bahia Ballena Village. Steps away from shops, cafes and a 10 minute stroll to the entrance of the famous Whale Tail National Park beach entrance. Drink in the local vibe, take a tour - Whale and Dolphin Watching - ATV adventure - bird watching - beach and jungle horseback riding, hike to Nauyaca Waterfalls or play at the beach. After your day's adventures, enjoy a cold drink by the pool and kickback in our comfortable villa.

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.

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 🐒🦥🌸🌞🌴🦋 🦜

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.

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.

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

Romantic Luxe Oceanview 5 Acre Estate - Concierge
You'll fall in love with Casa Mariposa's privacy and fabulous Pacific Ocean and rainforest views. Surrounded by lush jungle and breathtaking views, this home offers the perfect combination of convenience, seclusion, comfort, and natural beauty. This 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.

2bdr | Breathtaking Uvita View with Private Pool
2bd 2ba modern home - on the mountain, in a rain forest overlooking the ocean! Located high above Uvita, you'll feel disconnected from it all, yet only 12min from downtown & FAST wifi! The 180° views will stop you in your tracks. And of course there’s a pool to cool off in while enjoying a timeless vacation on a 66 acre oasis in the clouds. So whether it be a coffee or tea, a glass of wine, a cold drink it will pair perfectly w/ a Costa Rican sunset. 25$ per extra guest per night

Casa Palmeras Vista al Mar Casa Vacacional
Casa Palmeras es una casa nueva ubicada en las hermosas montañas de Playa Hermosa en la costa pacífica de Bahía Ballena en Costa Rica. Cuenta con dos habitaciones, un baño completo, cocina equipada, sala, comedor, terraza, hermosa piscina, ducha exterior, lavanderia, parqueo techado y un hermoso patio con áreas verdes. A tan solo 10 min manejando de Uvita y a 7 min manejando de Playa Hermosa. ¡Un lugar muy privado, acogedor y tranquilo para relajarse y disfrutar de la naturaleza!

Casa Tres Arboles, Honeymoon Studio, Ocean view
Casa Tres Arboles is the ideal place for honeymooners, couples and nature lovers. It is situated on a ridge above Uvita and combines the best and most beautiful of the region: You have a great view over the famous Whale Tail in the Pacific Ocean and can see with the naked eye every morning whether the tide allows an early visit to the beach. Reserve the early evenings for spectacular sunsets. The pool is private. A 4x4 car is highly recommended.

Luxury home, lovely ocean views, pool, min to Domi
Gorgeous rental in the exclusive Las Olas neighborhood, overlooking the famous South Pacific beaches of Dominical, Playa Hermosa and Dominicalito. Stunning sunsets, 180-degree ocean views from every room, infinity pool, high-speed fiber Internet, and quick (4 minute!) access to the beach. Relax in the infinity pool while listening to the ocean waves. Or take advantage of endless adventure options within a few minutes drive.
Popular amenities for Osa rentals with a pool
House rentals with a pool

Casa Entreverde | Ocean & Jungle Views + Pool

Pura Uvita - Whale's tail ocean view, modern home

Gema Escondida-Luxury and Private Villa

Villa Madom, new villa close to PN Marino Ballena

Villa Sana Vida Ocean View, Summer Special Pricing

Spacious Oceanview Luxury Villa With Infinity Pool

Ocean View Villa With Pool and Spectacular Sunsets

Oceanview Jungle Villa w/ Private Waterfall
Apartment rentals with a pool

Sun, Surf and Nature Escape BEST OCEAN VIEWS

Private Apt/Pool/Laundry/Internet 500mbps

Apartment with private pool

IDEAL LIVING 1

Ballena Escape Luxury Beach Dream Condo

Private Apt + Pool | Fast WiFi | Walk to Beach

Uvita - Moana Village V3 Studio

Elan Ballena Beach: Change in Latitude 2BR Condo
Other holiday rentals with a pool

Uvita Beach, Walkable, Wellness, Perfection!

Private Ocean & Jungle View Villa LARGE POOL

Luxurious, Gated and Private Villa Retreat

Casa Futura - Whale's Tail view

Dominical Casita w Ocean Views, Terrace, Kitchen

Casa Selva - Jungle Escape

The Look of the Jaguar 360 Ocean & Mountain Views

Modern 2BD Jungle Escape | Panoramic Ocean View
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