
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.

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 Holiday Getaway*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.

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

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.

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!

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

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.

Huge sunset ocean views from private jungle casita

Villa Madom, new villa close to PN Marino Ballena

Incredible mountain views 12 minutes to the beach

Casa Selva - Jungle Escape

Villa Selva at Alma Tierra Mar (Villa in the Jungle)
Apartment rentals with a pool

Sun, Surf and Nature Escape BEST OCEAN VIEWS

Mango Coliving Digital Nomads Apartment - 500mbps

Apartment with private pool

IDEAL LIVING 1

Sky blue 1

SpectacularOceanViewJungle Condominium

Modern Couple’s Apartment Near Marino Ballena

Uvita - Moana Village V2 Studio
Other holiday rentals with a pool

Kami Casita Number 2

Villa Temenos A sanctuary, renewal, return to self

Riverfront Villa w/Jacuzzi, Glass Wall, & Pool!

Pure View Villa private ocean view pool home

Modern Jungle Mountain Villas A

Villa Del Mar 3-180° Ocean View Private Community

Ojochal Sea View – Pickleball and Private Pool

Casa Flores - Stunning ocean view home
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