
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

Mountaintop Mansion Huge Ocean View Manuel Antonio
Mountain Top Mansion in Manuel Antonio. Private pool, jacuzzi, amazing views, air conditioning, gated community, and outdoor showers. Designed by local world famous Architect, this house is the nicest three bedroom in the Manuel Antonio! House has a full kitchen, a big loft with amazing views, retractable glass wall on the ocean view side, so house opens and gets huge ocean breeze. 12 minutes to Manuel Antonio National Park and 5 minutes to Marina Pez Vela. When only the best will do!

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.

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.

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.

Casa Azul-Tropical Oasis Private Pool WiFi/AC/Bike
Casa Azul with Private Pool! is a very comfortable air conditioned house that sleeps 5 in orthopedic beds (2 Queen beds, 1 Individual). Fully equipped kitchen, large covered deck, tree house lookout lounge, lush gardens, on site caretakers & laundry service. Less than a 5 minute walk to the beach, river & surf. The house is in the ideal location with access to everything you need by foot or bike, free use of bikes and surfboards! Come relax in this private tropical oasis!

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.

Relaxing Jungle Private Pool & Garden
Welcome to The Lost Lemon 🌿 Your peaceful jungle escape awaits. This charming 2-bedroom home with A/C is conveniently located in the middle of Playa Hermosa, complete with a private pool for total relaxation. Stroll 20 minutes to the beach or stay in and enjoy the tranquility of lemon trees, bananas, pineapples, and lush greenery. Enhance your stay with yoga or a soothing massage, or simply lounge poolside and let the jungle calm your soul.
Popular amenities for Peninsula de Osa rentals with a pool
House rentals with a pool

Villa Madom, new villa close to PN Marino Ballena

Jungle and Beach Retreat

Casa Palmeras Sea View Vacation Home

Mountain Villa in Uvita with private pool

House 15 min from the beach with river access

CASA ARENOSA | On the Beach +Plunge Pool!

Sarah’s House | Birds of Paradise Uvita

Luxury Eco Home with Modern Amenities and Pool
Apartment rentals with a pool

Apartment with private pool

IDEAL LIVING 1

Private 1bed apt: wildlife, pool, tropical garden

Condo with view 4 people (1) – 2 beds Manuel Antonio

Big Ocean, Park View, Full Remodel top floor

Private Apt + Pool | Fast WiFi | Walk to Beach

Uvita - Moana Village V3 Studio

Apartment #3 Accommodation with pool access
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Modern New Home w/ Pool, A/C & Walk to Town

Gema Escondida-Luxury and Private Villa

Casa Uvita: Rainforest & Ocean View Eco-Home

Incredible mountain views 12 minutes to the beach

Hidden Villa Oasis with Panoramic Ocean Views

AIR@Mana Catch Your Breath PvtPool*AC*Kitchen*King

Dulce Olas

Modern Jungle Mountain Villas B
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