
Vacation rentals with a pool in Osa
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Top-rated rentals with a pool in Osa
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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!

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 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!

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.

Private & Peaceful Immersion ~ Casa Rica w/Pool
Welcome to Casa Rica - Your Jungle Oasis Nestled in the heart of the lush jungle, yet only a stone's throw away from the bustling main road and Ojochal's renowned restaurants, Casa Rica is the perfect fusion of stunning nature and true serenity. Immerse yourself in the beauty of nature in this private gated community with included parking, just 3 minutes from the coastal highway, accessible without a 4WD vehicle, and central to numerous activities and mouthwatering cuisine.

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.

Casa Tres Arboles - Mountain- and Ocean-View
Casa Tres Arboles is the ideal place for 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 or whether you should rather hike up the mountain. The pool is private. A 4x4 car is highly recommended.

Luxury home, incredible ocean views, infinity pool
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

Centrally Located Modern Home-AC & Pool!

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

Elegant house with a pool in the center of Uvita.

Casa Botánica-walk to beach, big pool, shady patio

Kami Casita Numero 2

Peaceful Jungle Escape · Private Pool & Garden

Casa Chamana

New House In The Jungle With Pool & Oceanview!
Condo rentals with a pool

Mango Coliving Digital Nomads Apartment - 500mbps

Apartamento con piscina privada

IDEAL LIVING 1

Sky blue 1

Villa Kila: Beach and Jungle 2 Bedroom Condo

SpectacularOceanViewJungle Condominium

Modern Couple’s Apartment Near Marino Ballena

Uvita - Moana Village V3 Studio
Other vacation rentals with a pool

Jungle Villa w/Ocean View, Wildlife & Private Pool

Cozy Two Bedroom Home Uvita - Casa de la Serenidad

Villa Siempre, Ocean View, Private Pool

Pura villa ! Entre ciel et mer !

Finca Viva. Private, tranquil Jungle Oasis!

Vue mer Ojochal- PickleBall et Piscine privé

Casa Flores - Stunning ocean view home

Luxury 4 bedroom w/ Private Waterfall & Ocean View
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