Vacation rentals with a pool in Osa Peninsula

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Top-rated rentals with a pool in Osa Peninsula

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

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Guest favorite

Villa in Provincia de Puntarenas

4.97 out of 5 average rating, 125 reviews

Pool/Hot Tub/100 Mbps/ADULT GAME ROOM/5 min beach

Cielo Azul Villa is your luxurious, spacious 6,500 sq. ft. ocean-view property, just 5 minutes from the amenity-rich town and BEACHES of UVITA with 2 WD access to the villa! Your 5 bedroom (3 Kings 3 Queens) 8 bath Villa is perfect for your family or group of friends with 100 Mbps Wifi throughout. Our AMAZING concierge "Simone" can assist you with transportation, Chef meals, activities, and much more !! Take a dip in the ocean-front pool or relax in the ENORMOUS hot tub (seats 12) Join us!

Guest favorite

Home in Uvita

4.99 out of 5 average rating, 102 reviews

Casa Mariposa your lush romantic private paradise!

Come enjoy the privacy and tranquility of Casa Mariposa, with fabulous views on the Pacific Ocean and Osa Peninsula. This elegant and comfortable house sits on 5.5 acres of rain forest, 700 feet above sea level in a gated community near Parque National Marino Ballena. Close to restaurants, dozens of nature tours and gorgeous beaches. A seven-minute drive from the Costanera Highway (4x4 vehicle required), brings you to your private hideaway. Perfect for honeymooners, couples or small families.

Guest favorite

Ranch in Osa

4.95 out of 5 average rating, 183 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.

Guest favorite

Home in Uvita, Osa

4.95 out of 5 average rating, 170 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.

Superhost

Villa in Tres Rios

4.82 out of 5 average rating, 416 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.

Guest favorite

Villa in Dominical

4.95 out of 5 average rating, 109 reviews

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.

Guest favorite

Home in Puerto Jimenez

4.93 out of 5 average rating, 140 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.

Guest favorite

Home in Matapalo

4.89 out of 5 average rating, 102 reviews

Casa Mil Flores: Matapalo private home with 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 hot water, a UV filtered water system, wifi and a brand new dipping pool off of the deck.

Guest favorite

Home in Provincia de Puntarenas

4.86 out of 5 average rating, 106 reviews

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!

Superhost

Villa in Dominical

4.93 out of 5 average rating, 170 reviews

Dominical White Water View, close to the beach

Best location in Dominical, where the rainforest meets the ocean! Amazing white water views from each & every room. This property offers a unique combination of spectacular views, easy access from the highway, 2 minutes from the nearest beach & 5 minutes to shops, restaurants & amenities of Dominical, all within a secure gated neighborhood surrounded by lush rainforest. 40 min from Manuel Antonio, 15 min from Marino Ballena, and 3 1/2 hours from SJ Airport.

Guest favorite

Guest suite in Rivas

5 out of 5 average rating, 121 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

Guest favorite

Home in Uvita

4.92 out of 5 average rating, 180 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.