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Vacation rentals with a pool in Osa Peninsula

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Top-rated rentals with a pool in Osa Peninsula

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Home in Puerto Jiménez

4.91 out of 5 average rating, 34 reviews

CASA ARENOSA | On the Beach +Plunge Pool!

Welcome to Casa Arenosa! A beach-meets-jungle, open air, eco-style, tropical, beach house! Casa Arenosa is ON Backwash Beach, has a refreshing cold-plunge pool & is surrounded in the beauty of the Osa's pristine rainforest. Be entertained by watching 4 kinds of endangered monkeys play in the trees, scarlet macaws flying overhead, and blue morphs flitting by. Relax & chill. Or go for swim, hike & explore waterfalls galore... It's perfect for both nature-loving couples & families! Pure Vida!

Ranch in Osa

4.95 out of 5 average rating, 167 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.

Home in Uvita, Osa

4.94 out of 5 average rating, 157 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.

Bungalow in Uvita

4.98 out of 5 average rating, 101 reviews

WATER@Mana AdultsOnly Oasis*PvtPool*Kitchen*AC*Lux

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.

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.

Villa in Dominical

4.93 out of 5 average rating, 151 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.

Home in Puerto Jimenez

4.93 out of 5 average rating, 134 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.

Villa in Provincia de Puntarenas

4.96 out of 5 average rating, 106 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!

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

Home in Uvita

4.92 out of 5 average rating, 166 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.

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...)

Home in Coronado

4.98 out of 5 average rating, 163 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

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Popular amenities for Osa Peninsula rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Quepos

4.9 out of 5 average rating, 644 reviews

TREE HOUSE, Manuel Antonio/ with great pool !!!

Home in Uvita

4.97 out of 5 average rating, 117 reviews

Villa Balcón Ballena-Jungle & Ocean Views-Uvita CR

Home in Uvita

4.95 out of 5 average rating, 266 reviews

Casa Mia: Uvita! Walk to Beautiful Tropical Beach

Home in Quepos

4.96 out of 5 average rating, 194 reviews

Casa Libertinn "Casa Jungle" pool privée 2 pers

Home in Osa

4.89 out of 5 average rating, 27 reviews

A Splash of Coastal Elegance

Home in Puerto Jiménez

4.88 out of 5 average rating, 66 reviews

Casa Dulce - Great for small families or couples

Home in Mato Palo,

4.86 out of 5 average rating, 66 reviews

Sombrero y Camisas 4 Nature Lovers

Home in Playa Zancudo

4.98 out of 5 average rating, 59 reviews

Unwind in paradise - private * beachfront *pool

Condo rentals with a pool

Condo in Uvita

4.96 out of 5 average rating, 204 reviews

IDEAL LIVING 1

Condo in Manuel Antonio

4.87 out of 5 average rating, 180 reviews

To Beach> or not to Beach< Heart of Manuel Antonio

Condo in Quepos

4.88 out of 5 average rating, 111 reviews

Tropical Heaven Huge Ocean View in Manuel Antonio

Condo in Manuel Antonio

4.89 out of 5 average rating, 295 reviews

Spacious 1 bed Jungle Villa w Pool!

Condo in Quepos

4.83 out of 5 average rating, 155 reviews

Beautiful Condo with "Amazing Manuel Antonio View"

Condo in Manuel Antonio

4.7 out of 5 average rating, 237 reviews

Big Ocean, Park View, Full Remodel

Condo in Dominicalito

4.97 out of 5 average rating, 34 reviews

Breathtaking views of ocean, jungle and mountains

Condo in Provincia de Puntarenas

5.0 out of 5 average rating, 9 reviews

Luxury ocean view, infinity pool & breakfast

Destinations to explore