
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.

Casa Cecilia: Gem of the Pacific!
CHECK FOR LAST MINUTE RATES! The house is located in the development of Escaleras hills, in the heart of the Costa Ballena! Its fenced property guarantees security and privacy; an electric gate introduces to the parking area. The open living room-kitchen faces the terrace and infinity pool, on a breath-taking view on the Pacific Ocean. BBQ area with magnificent Ocean view. All bedrooms have A/C. Walking distance from a brand new high-end restaurant, organic grocery store, coffee shop and spa

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.

Villa Kañik - Condé Nast Traveller Luxury Retreat
Villa Kañik is celebrated for its unique and sustainable architecture, winner of the Luxury Lifestyle Awards 2023 and recently featured by Condé Nast Traveller as one of the Best Places to Go in Central America in 2026. Immersed in the heart of one of Costa Rica’s most enchanting rainforests, where the jungle meets the sea, the villa offers breathtaking ocean views and the soothing sounds of tropical nature. Come experience why our Villa continues to capture the attention of world travellers.

Casa Flores - Stunning ocean view home
Please note; All ceiling fans have been replaced, new TV, new screens & showers serviced. Enjoy the sounds of the jungle and a spectacular ocean view only minutes away from the beaches. Located in Escaleras almost 1000 feet above the coast keeping the temps down at night and the view amazing. Minutes away from one of the best restaurants in the area but still feel secluded in the jungle life with sloths, several kinds of monkey and toucans too. 4x4 recommended to reach this gorgeous view.

Luxury Designer villa Oceanview HR3 - Concierge
HERMOSA RETREAT 3.0 is a brand-new 3-bedroom, 3.5-bath luxury villa with breathtaking ocean views, sunsets, and fast fiber internet (up to 100 Mbps). Nestled in the jungle above Playa Hermosa in Uvita, it offers stunning vistas of the Pacific Ocean, the iconic Whale’s Tail Beach, and a refreshing ocean breeze. This villa is the perfect place to observe the incredible wildlife of this pristine region of Costa Rica. Yet, it’s just a 5-minute drive from downtown Uvita, on a paved road.

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 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!

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.

Stylish New House, Private Pool
Enjoy a stylish experience at this centrally-located place, in the heart of Uvita but far enough away to give you a calm relaxing stay. Casa Luna is minutes away from resturants and shops and the famous "Whale Tale" natuarally formed reef thats part of Marino Ballena National Park. Sit back and relax with your favorite cold beverage poolside with your friends and family, while grilling on our gas BBQ. Casa Luna is sure to satisfy your vacation needs!

Casa Mamaluma, Private Ocean View retreat
A private jungle retreat with panoramic views over the South Pacific. Nestled within a lush jungle canopy, Casa Mamaluma offers a serene getaway surrounded by nature on a secluded 18,000 m² estate. Guests describe it as peaceful, private, and unforgettable. Located just 15 minutes up the mountain, the home combines total seclusion with easy access to pristine beaches, good dining, and the best of the coast.
Popular amenities for Osa rentals with a pool
House rentals with a pool

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

Oceanview Designer Villa | Private Chef Option

Villa Sana Vida Ocean View, Summer Special Pricing

Private Ocean View Mountain Adventure Awaits

Modern 2BD Jungle Escape | Panoramic Ocean View

Ocean view villa, big infinity pool

Casa Guanacaste in downtown Uvita.

Whale Tail View • Ocean view Villa • Sunset
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

Pool | Fast WiFi | 10 min walk to Beach

Uvita - Moana Village V2 Studio

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

3 BDRM Villa w/ Pool Excellent Uvita Location

Private Ocean & Jungle View Villa LARGE POOL

Gema Escondida-Luxury and Private Villa

Villa de Claris, Summer Special Pricing

Selva Serena - Pacific Whale 10

CHEF Included Heated Hot Tub, Sauna, 6 Bed Villa

Luxury Villa-Ocean View-Concierge-AC-Easy Access

Nefrit - Achiote Design Villas
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