
Holiday 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.

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

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!

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.

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

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

Ocean view villa, big infinity pool
Escape to a tropical paradise at Sol to Soul. Nestled in a small gated community on a lush hillside overlooking the South Pacific this recently updated villa has a unique panoramic view of the jungle and ocean. Dubbed “Million Dollar View” it is a 2 bedroom, 2.5 bathroom private villa, steps from Dominicalito Beach and Poza Azul waterfall with a fabulous big infinity pool. There are lots of great activities to do nearby, but save some time to enjoy a sunset. Pura Vida!

Stylish Open Living, Pool & View
Escape to The Orange House Uvita, a private Uvita sanctuary. Enjoy stylish open-plan living, a unique garden bathroom, and an infinity pool on our 2.5-acre estate. Perfect for honeymooners & nature lovers seeking privacy and tranquility, amidst vibrant wildlife. Stay connected with 100 Mbps fiber internet. Centrally located for easy access to Marino Ballena National Park, stunning beaches, and Uvita's charming town. Your luxurious Costa Rican hideaway awaits

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.
Popular amenities for Osa rentals with a pool
House rentals with a pool

Casa Serena-Private pool- 800m from the beach.

Huge sunset ocean views from private jungle casita

Private Ocean View Mountain Adventure Awaits

Shaman House

Private & Peaceful Immersion ~ Casa Rica w/Pool

NEW! Modern-Luxury-3 suites-pool-Ojochal-100MBPS

Sombra de la Luna (4 wheel drive necessary)

Stunning ocean & mountain views in Uvita!
Apartment rentals with a pool

Sun, Surf and Nature Escape BEST OCEAN VIEWS

Digital Nomads/Pool/Laundry/Internet 500mbps

Apartment with private pool

IDEAL LIVING 1

Bridge House - Lookout Lodge in Drake Bay

Villa Kila: Beach and Jungle 2 Bedroom Condo

SpectacularOceanViewJungle Condominium

Private Apt + Pool | Fast WiFi | Walk to Beach
Other holiday rentals with a pool

BALI's Sukabumi Infinity Edge Pool & Ocean Glimpse

Luxury Villa, Panoramic Whale Tail & Ocean Views

Authentic Jungle Casita, 1-BR, 1Km to the Beach

Villa Del Mar 3-180° Ocean View Private Community

Villa de Claris, Summer Special Pricing

Villa Vista de Osa

Hidden Villa Oasis with Panoramic Ocean Views

Fantastic Ocean View
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