
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.

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.

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.

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 🐒🦥🌸🌞🌴🦋 🦜

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.

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

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!

Romantic Luxe Oceanview 5 Acre Estate - Concierge
You'll fall in love with Casa Mariposa's fabulous Pacific Ocean and rainforest views! This luxurious comfortable home sits on 5.5 acres of rain forest, 700' above sea level. Construction has begun in the neighborhood about 300-400 feet from the house and out of sight. We’re not certain what impact it may have, so we’ve adjusted our pricing and included a 20% discount in our nightly rate. Close to restaurants, tours, shops and beaches. 4x4 is required.

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.

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.

Casa Flores - Stunning ocean view home
Enjoy the sounds of the jungle and a spectacular ocean view only minutes away from the beaches. Casa Flores is 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.

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

Jungle Villa w/Ocean View, Wildlife & Private Pool

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

Casa Mazzola-Walk to the beach! 3 Bedroom house.

Gema Escondida-Luxury and Private Villa

¡Private Ocean View Retreat W/ Pool-Office-WiFi!

Villa Madom, new villa close to PN Marino Ballena

Casa Mar y Selva, stunning private ocean view home

Ocean View Villa With Pool and Spectacular Sunsets
Condo 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

Bridge House - Lookout Lodge in Drake Bay

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

NEW! 360° Private Oasis• Ocean Views• By the Beach

Pacific Infinity Estate

Luxurious, Gated and Private Villa Retreat

Villa Lucia, Private Pool, Deck, Stunning Views

Stunning Ocean View, Infinity Pool, OutdoorKitchen

Casa Selva - Jungle Escape

Villa Tití en Amapola Lodge

House 15 min from the beach with river access
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