Holiday rentals with a pool in Osa Peninsula

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Osa Peninsula

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Ranch in Osa

4.95 out of 5 average rating, 166 reviews

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.

29 Mar – 5 Apr

$318 SGD per night

Guest favourite

Home in Uvita, Osa

4.94 out of 5 average rating, 156 reviews

Stunning Casa Mar y Selva

Nestled on the edge of our private rainforest reserve, our luxurious and tranquil Selva y Mar house is a modern home designed by an award-winning American architect. It has an infinity edge swimming pool overlooking breathtakingly gorgeous 240 degree views of the Pacific Ocean and the famous Playa Marino Ballena (Whale’s Tail) while nestled within to the rainforest jungle where hearing and seeing exotic toucans, parrots, howler monkeys, sloths, hummingbirds and iguanas are a daily experience.

26 Sep – 3 Oct

$485 SGD per night

Guest favourite

Home in Osa

4.88 out of 5 average rating, 26 reviews

A Splash of Coastal Elegance

Welcome to Casa Citrina a home full of crystal energies and passion flowers. A place to soothe chronic fatigue and generate some good vibes. Truly a holiday for your soul, located at one of the most dramatic and unique places on the Costa Rican coast. The home is perched overlooking the Whale's Tail in a 12 acre jungle estate. Relax in the swimming pool or select your favorite essential oil and salts and soak in our outdoor bathtubs. Sunsets and wildlife with modern and accommodating details.

13–20 Nov

$624 SGD per night

Superhost

Villa in Tres Rios

4.82 out of 5 average rating, 395 reviews

Award Winning Pura Vida Ecolodge. Very Private

Beautiful & very private eco-luxury retreat near South Pacific Coast (4hr drive with 4WD car) from Juan Santamaria International Airport. Our unique & stunning location offers guests panoramic sea views & hangs dramatically over the jungle canopy. Romantic getaway, nature lovers & adrenalin junkies paradise! We’re proud to be a 1% For the Planet Member, giving 1% of our annual revenue back to local environmental nonprofits working on conservation projects for both our people and our planet.

14–21 Mar

$500 SGD per night

Superhost

Villa in Dominical

4.93 out of 5 average rating, 150 reviews

Dominical White Water View, walking to the beach

Best location in Dominical! 5 min walk to the beach, amazing white water views from each & every room. Where the rainforest meets the sea, 3 minutes from Dominical center, it offers a unique combination of spectacular views, walking distance to the beach, secure gated neighborhood surrounded by the rain forest, easy access from the highway, & close proximity to shops, restaurants & nightlife of Dominical. 40 min from Manuel Antonio, 15 min from Marino Ballena, 3 hours from SJ Airport.

23–30 Jul

$534 SGD per night

Guest favourite

Home in Puerto Jimenez

4.92 out of 5 average rating, 133 reviews

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.

11–18 Jul

$344 SGD per night

Guest favourite

Villa in Provincia de Puntarenas

4.96 out of 5 average rating, 104 reviews

Luxury Villa! 100 Mbps Pool/Hot Tub 5 min to town

Cielo Azul Villa is your luxurious, spacious 6500 sq. ft. ocean-view property, just 5 minutes from the amenity rich town of UVITA with 2 WD access to the villa! Your 5 bedroom (3 Kings 3 Queens) 8 bath Villa is perfect for your large family or group of friends with 100 Mbps WiFi through out. The moment you step inside, you'll be greeted by the cozy atmosphere and the amazing ocean-views. Take a dip in the ocean front pool or relax in the ENORMOUS hot tub (seats 12) Join us!

6–13 Oct

$678 SGD per night

Guest favourite

Guest suite in Rivas

5.0 out of 5 average rating, 109 reviews

Deluxe studio by the river

high end studio apartment /w a large deck overlooking the river. nestled in a lush tropical garden, with private river access and several ponds. take a dip or choose the plunge pool instead. great for romantic getaways, birdwatching and relaxing after long hikes! featuring a full kitchen, private parking and high speed internet. close to Chirripó trailhead and Cloudbridge nature reserve, several restaurants and a small supermarket in walking distance

27 Nov – 4 Dec

$161 SGD per night

Guest favourite

Home in Uvita

4.91 out of 5 average rating, 164 reviews

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. Pets are allowed. A 4x4 car is highly recommended.

20–27 Nov

$267 SGD per night

Superhost

Home in Puerto Jiménez

4.89 out of 5 average rating, 46 reviews

Unique architecture, beach, wildlife. Private chef

Casa Atrevida is an architect-designed house with a contemporary look. It is both in the heart of the jungle and on a beautiful almost deserted beach. It offers five bedrooms (each with bathroom), an open living room, a large kitchen / dining room, a hanging garden and a pool. To make the most of this privileged environment, a team offers hotel services (private chef, security, concierge, daily cleaning...)

3–10 Jun

$630 SGD per night

Guest favourite

Home in Coronado

4.98 out of 5 average rating, 162 reviews

Casa Mamaluma, Private Oceanview retreat

Beautiful private house near South Pacific Coast Casa Mamaluma, surrounded by the forrest, offers a relaxed getaway with stunning panoramic ocean views. The 18.000m2 jungle is located near several popular beaches & some of the best restaurants in Costa Rica. We are about 15 minutes off the highway and up the mountain. Privacy,fantastic views, infinity pool and nice breezes from the Pacific Ocean

26 Feb – 5 Mar

$430 SGD per night

Guest favourite

Home in Uvita

4.94 out of 5 average rating, 229 reviews

Ocean Melody 2: Private, Pool, close to Beaches!

For travelers who are looking for something more than budget, Ocean Melody 2 is the place! Built on the experience of her older sister Ocean Melody, this second cottage stands on a a bigger lot (1000 square meters) and has a bigger size (48 square meters) Parks, Beaches, Nature, Biodiversity, Privacy. The magic atmosphere of Bahia and his people, will make your stay unique. Ideal for couples.

15–22 Feb

$157 SGD per night