
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.

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.

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.

WATER@Mana Escape the Cold*PvtPool*Kitchen*AC*King
Enjoy the relaxed luxury in 1 of our 3 stand alone bungalows in the heart of Uvita. Featuring a King Bed, Fiber Optic, AC, Indoor/Outdoor Shower access & a well-appointed Kitchen. Take delight in spotting macaws, hummingbirds & dragonflies from your Private Patio or while taking a dip in your Private Salt Water Plunge Pool w/Sundeck & Loungers. We’re a 5 minute walk to the famous Whale’s Tail & are conveniently located near the best dining, surfing, yoga & adventures the SoZo has to offer.

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.

PRANA Entire House in Bahia, Uvita, Costa Rica.
We are a FORMER yoga center. Come share our unique venue. It’s an unforgettable space with so many birds & butterflies. Mango trees & a ft salt water pool. Forget your worries in this spacious & serene space. The shala was converted into a house in June 2024. Hot water in shower only. * if you aren’t comfortable with self check in this is not the space for you. We ask that guests have five reviews all being five stars. Jan 21, 2026 new sliding glass doors will enclose the kitchen.

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.

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!

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..served daily.

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

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

Casa Mamaluma, Private Ocean View retreat

Private Villa Oro Verde, ocean view, luxury

Shaman House

Casa Selva - Jungle Escape

Unique Design- 3 Homes in one!

Bali Style Cabin with Ocean View, Pool & Yoga Deck
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

Sky blue 1

Villa Kila: Beach and Jungle 2 Bedroom Condo

SpectacularOceanViewJungle Condominium

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

Villa Natura, Ocean View, Private Pool

Villa Del Mar 3-180° Ocean View Private Community

Pura villa! Between sky and sea!

Nut House

Ojochal Sea View – Pickleball and Private Pool

Stylish 2BR Oasis w/ Pool, A/C, Near Uvita Beaches

Casa Flores - Stunning ocean view home

Casa Hacienda Jaguar
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