
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.

The Sutton - Mountain House
Welcome to the Mountain House at The Sutton. This is one of three boutique style homes on the property. The home is surrounded by the jungle and all of its glorious nature. Rent one for you and that special someone or all three for a group villa experience with the convenience of private accommodations. Each unit has its own covered patio equipped with a kitchenette for those relaxing breakfast in bed mornings. The property shares a rancho perfect for communal meal preparation and dining overlooking the pool, sun deck and tropical garden.

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

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 • 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 Serena-Private pool- 800m from the beach.
Enjoy an unforgettable getaway in our house, located just 8 minutes from the beach. This fully private accommodation offers tranquility to relax, with a unique and cozy design that makes you feel at home. Enjoy a private pool and barbecue area. As hosts, we are always available to help with anything you need and ensure a worry-free stay. The house is near shops and restaurants, giving you the convenience of having everything within reach for an unforgettable experience by the sea.

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.

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!

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

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

Elegant house with a pool in the center of Uvita.

Casa Mamaluma, Private Ocean View retreat

Gema Escondida-Luxury and Private Villa

Villa de Claris, Summer Special Pricing

Villa Sana Vida Ocean View, Summer Special Pricing

Incredible mountain views 12 minutes to the beach

Private Ocean View Mountain Adventure Awaits
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

Jungle Villa w/Ocean View, Wildlife & Private Pool

Centrally Located Modern Home-AC & Pool!

Villa Temenos A sanctuary, renewal, return to self

Villa Del Mar 3-180° Ocean View Private Community

4 BDRM Uvita Villa w/ Infinity Pool & Ocean View

Fantastic Ocean View

Ojochal Sea View – Pickleball and Private Pool

Modern Jungle Mountain Villas B
Destinations to explore
- House rentals Osa
- Rentals with beach access Osa
- Smoking-friendly rentals Osa
- Hotel rooms Osa
- Villa rentals Osa
- Cabin rentals Osa
- Treehouse rentals Osa
- Pet-friendly rentals Osa
- Rentals with a fireplace Osa
- Tiny house rentals Osa
- Waterfront rentals Osa
- Boutique hotels Osa
- Rentals with a patio Osa
- Container rentals Osa
- Flat rentals Osa
- Tent rentals Osa
- Rentals with a washing machine and dryer Osa
- Bed and breakfasts Osa
- Luxury rentals Osa
- Rentals with a kayak Osa
- Rentals with breakfast Osa
- Rentals with a hot tub Osa
- Serviced apartment rentals Osa
- Guest house rentals Osa
- Holiday home rentals Osa
- Nature eco lodge rentals Osa
- Beachfront rentals Osa
- Rentals with lake access Osa
- Rentals with a firepit Osa
- Rentals with outdoor seating Osa
- Family-friendly rentals Osa
- Apartment rentals Osa
- Bungalow rentals Osa
- Rentals with pools Puntarenas
- Rentals with pools Costa Rica
- Things to do Osa
- Nature and outdoors Osa
- Things to do Puntarenas
- Sports activities Puntarenas
- Art and culture Puntarenas
- Nature and outdoors Puntarenas
- Tours Puntarenas
- Food and drink Puntarenas
- Sightseeing Puntarenas
- Things to do Costa Rica
- Art and culture Costa Rica
- Sightseeing Costa Rica
- Nature and outdoors Costa Rica
- Sports activities Costa Rica
- Tours Costa Rica
- Food and drink Costa Rica




