
Holiday 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.

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!

On Beach Oceanfront Oasis | Private Pool, AC, WiFi
Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.

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

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.

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

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.

Casa Bella WiFi, A\C & Pool on the beach.
Casa Bella de Osa is a modern, stylish and spacious beach house! A large, 3 bedroom, 2 bathroom house with WiFi, pool, A/C (IN LOFT BEDROOM ONLY) and many lounging areas, outdoor tropical shower, high ceilings with fans, makes for the perfect holiday home. Within 2 minutes walk from the house is the most pristine palm lined beach in Costa Rica. It is hard to believe within this natural beauty you are only 10 minutes drive from the small regional airport town of Puerto Jimenez.

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!

Casa Tres Arboles - Mountain- and Ocean-View
Casa Tres Arboles is the ideal place for couples and nature lovers. It is situated on a ridge above Uvita and combines the best and most beautiful of the region: You have a great view over the famous Whale Tail in the Pacific Ocean and can see with the naked eye every morning whether the tide allows an early visit to the beach or whether you should rather hike up the mountain. The pool is private. A 4x4 car is highly recommended.
Popular amenities for Peninsula de Osa rentals with a pool
House rentals with a pool

Unique architecture. Beach & Jungle. Private Chef

Romantic Oceanview Jungle Retreat in Ojochal

Villa Madom, new villa close to PN Marino Ballena

Shaman House

Ojochal Sea View – Pickleball and Private Pool

Gated Luxury Jungle Villa with Ocean Views & Pool

Casa Dulce ~ Villa Terrones (Sweet House)

Casa Azul-Tropical Oasis Private Pool WiFi/AC/Bike
Apartment rentals with a pool

Digital Nomads/Pool/Laundry/Internet 500mbps

Apartment with private pool

IDEAL LIVING 1

Bridge House - Lookout Lodge in Drake Bay

SpectacularOceanViewJungle Condominium

Cielo Rojo Casita - Verde Mar Vista

Private Apt + Pool | Fast WiFi | Walk to Beach

Uvita - Moana Village V3 Studio
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Lodge Morpho @ Thoas Lodge Hotel

Casita Kaimana + Jungle + Pool + Surf + WiFi + AC

Jungle Paradise Large pool-Ocean & Wildlife Views

Hat and Shirts 4 Nature Lovers

Mountain View House with Private Pool.

Incredible mountain views 12 minutes to the beach

Dominical Casita w Ocean Views, Terrace, Kitchen

Casa Selva - Jungle Escape
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