
Vacation rentals with a pool in Peninsula de Osa
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Top-rated rentals with a pool in Peninsula de 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 House & Pool - Whales Tail & 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!

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 • Finished in August, 2022 • 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

Award Winning Pura Vida Ecolodge. Very Private
Beautiful & very private eco-luxury retreat near South Pacific Coast (4hr drive with 4WD car) from Juan Santamaria International Airport. Our unique & stunning location offers guests panoramic sea views & hangs dramatically over the jungle canopy. Romantic getaway, nature lovers & adrenalin junkies paradise! We’re proud to be a 1% For the Planet Member, giving 1% of our annual revenue back to local environmental nonprofits working on conservation projects for both our people and our planet.

Dominical White Water View, close to the beach
Experience the best location in Dominical, where the rainforest meets the ocean! Enjoy amazing white water views from each & every room. This villa offers a unique combination of spectacular views, easy access from the highway, 2 minutes from the nearest beach & 5 minutes to shops, restaurants & amenities of Dominical, all within a secure gated neighborhood surrounded by lush rainforest. We are located 40 min from Manuel Antonio, 15 min from Marino Ballena, and 3 1/2 hours from SJ Airport.

Luxury Eco Home with Modern Amenities and Pool
This comfortable beach home is in the desirable Matapalo area of the Osa peninsula and within a day trip to the Corcovado Nacional Park. The house is 150 m from the Playa Carbonera, a 15 minute beautiful walk to Playa Pan Dulce and a 10 minute drive to Playa Matapalo beach. The home is completely off the grid, generating its power from solar, and has many modern conveniences including full size fridge, industrial stove, solar hot water, wifi and a brand new dipping pool off of the deck.

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!

Modern 1 bedroom villa with pool - Casa Perla
Drift off to sleep, and awaken to the gentle babble of a nearby rainforest creek, distant ocean waves, and tropical birds in resplendent tree tops. This modern but cozy 1bd/1ba comes with all kitchen essentials, BBQ, and a luxury bath featuring jungle views and double shower heads. Step outside and into the infinity-edge pool with customizable lighting and ocean views. Monkeys, sloths, toucans, coati’s, and waterfalls abound. Surround yourself with serene, vibrant, natural beauty.

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.

Luxury Jungle Villa | Pool & Manuel Antonio Views
Private 2 Bedroom, 2 Bathroom gated villa with infinity pool and breathtaking ocean + jungle views near Manuel Antonio. Enjoy seamless indoor–outdoor living, AC, fast Wi-Fi, Smart TV, and a full kitchen. Perfect for couples or families. Minutes from beaches, surf, and waterfalls. Let us take care of the details, we’re happy to arrange private chefs, in-home massages, grocery stocking, tours, and transportation so you can simply relax and enjoy your stay.
Popular amenities for Peninsula de Osa rentals with a pool
House rentals with a pool

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

Casa Komorebi

Casa de las Lapas. Monkeys & Macaws!

Jungle and Beach Retreat

Incredible mountain views 12 minutes to the beach

Costa Rican Modern Luxury - Casa Bella Mia

Spacious Oceanview Luxury Villa With Infinity Pool

Casa Bella WiFi, A\C & Pool on the beach.
Condo rentals with a pool

Apartamento con piscina privada

IDEAL LIVING 1

Condo avec vue 4 per. (1) - 2 lit Manuel Antonio

Big Ocean, Park View, Full Remodel top floor

Uvita - Moana Village V3 Studio

Apartamento #3 Hospedaje con acceso a piscina

New Private Apartment w/shared pool, bbq area. 3A

Howler Hideaway - Rainforest Paradise, 3 Bed, Pool
Other vacation rentals with a pool

Unique architecture, beach, wildlife. Private Chef

Mara Villa: Pacific Wonder!

Casa Vista Montaña con Piscina Privada.

Casa Flores - luxury ocean view home

New House In The Jungle With Pool & Oceanview!

Ocean View Villa With Pool and Spectacular Sunsets

Veranera … ocean’s pacific view

Paradise Corcovado House
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