Vacation rentals with a kayak in Puntarenas

Guesthouse in Puerto Jiménez

A sloth is seen hanging from a tree branch, with its limbs grasping onto foliage. The background features a green grassy area and scattered trees, highlighting the natural environment. The image captures the peaceful atmosphere of the surroundings.

Hidden Gem in Costa Rica!

Relax with family or friends at this peaceful, clean and brand new two bedroom house, located in one of the most biodiverse places on the planet! Your stay includes use of all watersports toys, pool and playground for children. The beach is calm and warm with many beach restaurants and bars within walking distances. If you have children, we also offer Osa Jungle Camp that the children may attend for a fee while you enjoy your holiday. Many exotic animals and sea life right outside your door.

Outdoor spacesValueQuiet

4.98 out of 5 average rating, 66 reviews

4.96 out of 5 average rating, 251 reviews

Ranch in Osa

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.

LocationValueWalkability

4.96 out of 5 average rating, 257 reviews

A view of the beachfront property is captured from above, showcasing a private pool surrounded by lounge chairs. Lush greenery frames the scene, with palm trees lining the shore in the distance and a clear blue sky reflecting over the calm ocean.

Home in Jaco

Stalley House, Maid Cook Jacuzzi, NEW VAN 7 Kayaks

Maid, Cook, Jacuzzi, SUV's, 7 Kayaks. One of the very best beachfront properties in Costa Rica, located in the heart of the most popular tourist area in Costa Rica (9 miles north of Jaco). Quiet and exceptional beautiful views and area, with private pool, ping-pong, climbing peg board, foosball, Camp fire area with wood, bat-mitten, tire-swing, dart-board, and board games. Write about the use of the SUV and new van. The cook is usually always available for an extra charge. "Stalley House".

Outdoor spacesLocationGrill

4.94 out of 5 average rating, 119 reviews

The cabin is framed by lush greenery, featuring a vibrant mural of an octopus on its exterior. A stone pathway leads to the entrance, flanked by diverse tropical plants and trees that create a natural, secluded ambiance.

Vacation home

Unique stay-with lots wildlife in a private jungle

Escape to this tranquil retreat where nature takes center stage! Nestled in the heart of the Osa Peninsula, one of the world’s most biodiverse regions. This peaceful cabin provides the perfect sanctuary, surrounded by lush jungle and the soothing sounds of wildlife. Just 15 minutes from Puerto Jimenez, the gateway to the breathtaking Corcovado National Park, the property is teeming with wildlife, making it an ideal place for nature lovers. With a perfect blend of seclusion and convenience.

ValueLocationSolo travel

4.86 out of 5 average rating, 300 reviews

A bungalow-style structure is set in a lush environment, featuring wooden fencing and large glass doors. Two lounge chairs are positioned on a sandy area under a shaded canopy, surrounded by vibrant green plants. The inviting entrance leads to an expansive outdoor space.

Guesthouse in Sámara

Ocean Front Studio Apartment ON THE BEACH with AC!

Wake up and step onto the beach! This is a real, Costa Rican experience, including wildlife (which can start very early in the morning:). Enjoy meeting locals, playing in ocean waves, and seeing iguanas and howler monkeys. Villa Margarita is a place unlike any other. The bungalow style apartment sits on the oceanfront of a local Sámaran family’s long-time property. It is one of the few tree-covered areas on Playa Sámara. Glass doors open up to the beach with hammocks and lounge chairs.

ValueOutdoor spacesCondition

5.0 out of 5 average rating, 14 reviews

Home in Playa Tamales

Where the Jungle Meets the Sea

It’s the best of both worlds—Inside, find a meticulously designed, luxurious, open-air, comfortable interior. Outside, immersed in nature, you will watch monkeys, scarlet macaws, and toucans play in the canopy above. . Walk out your door to a secluded sandy beach with two surf breaks, while the legendary Matapalo swell is just a 10-minute drive away. With tropical birds and jungle animals crossing the property daily, we are a premier destination for photographers and nature lovers.

LocationOutdoor spacesFamily

4.97 out of 5 average rating, 154 reviews

Home in Puerto Jiménez

Boutique Beachfront Hideaway | Wildlife & Surf

Casa Oceanside is a private beachfront refuge on Costa Rica’s wild Osa coast—an intimate boutique stay for couples or a small party. Wake to monkeys, macaws, and tropical gardens, then take a short walk along a private garden path to the beachfront, beginner-friendly surf out front, sunbeds and a bench by the beach. Forbes recognition, exceptional guest trust, and fast fiber Wi-Fi complete a stay defined by rare privacy, atmosphere, wildlife and natural beauty.

LocationOutdoor spacesWifi

Apartment in Santa Teresa

A glistening pool is surrounded by lush greenery and tropical plants. Four wooden lounge chairs are positioned around the pool, with a shaded area and storage for surfboards visible nearby. Comfortable seating is arranged under a partial roof on one side of the space.

Poolside Studio, few min walk to the beach

Maoritsio Garden Studios is a hotel in Santa Teresa, Costa Rica. Located in only 3 min walk from the beach in one of Santa Teresa’s beautiful areas close to hip restaurants, coffeeshops and grocery shops. Tucked away in a beautiful garden surrounded a big pool, the hotel offers comfortable studios with everything you need for longer or shorter stays. An excellent choice for those of you who are traveling alone, in couple or groups and families.

ValueLocationFamily

4.66 out of 5 average rating, 206 reviews

4.93 out of 5 average rating, 139 reviews

An infinity pool with a tranquil surface reflects the clear blue sky and surrounding greenery. A shaded area with a sunbed and umbrella offers a serene spot. In the background, the ocean extends towards the horizon, revealing a scenic view of the coastline.

Tiny home in Paquera

Equinox Lodge ★ Breathtaking ★ Canopy & Ocean view

In the midst of Costa Rican flora and fauna our private lodge "Equinox" will offer you a breathtaking view of the Pacific Ocean and the famous Isla Tortuga. Imagine waking up to the sweet sound of animals singing, and after a few steps, diving into a beautiful seawater pool before enjoying your fruity organic breakfast in front of an exceptional landscape! You can also enjoy our yoga classes, massages and delicious food prepared by our chef.

LocationValueWalkability

4.82 out of 5 average rating, 164 reviews

A sunset view is captured from a shaded porch, featuring vibrant hues of orange and pink reflecting on calm waters. The silhouette of a mountain is visible in the distance, framed by palm fronds. A foot is relaxed in the foreground, suggesting a tranquil atmosphere.

Cabin in Garza

Bamboo Cabina

🌴 Unit 4 – The House of Waves Early check-in&out available as a gift. Fiber optic WIFI Wake up to ocean views from your bed in a cozy beachfront cabin surrounded by coconut, almond & banana trees. Enjoy an outdoor shower, sunset deck, shared A/C lounge, yoga, bonfires & jam sessions. Steps from the sea—relax, explore or take a boat tour. Please read “Other details to note” before booking. Welcome to beach life—flip flops optional! 🏝️

ValueOutdoor spacesIndoor spaces

4.96 out of 5 average rating, 26 reviews

A tranquil pool surrounded by lush greenery invites relaxation. A shaded area with seating is visible nearby, offering a perfect space for gathering. Sun loungers are positioned around the pool, enhancing the outdoor experience amid the natural setting.

Cabin in Puntarenas

House with a beautiful ocean view

Enjoy a safe space on a property with absolute privacy. On top of a hill overlooking the Gulf of Nicoya. Where monkeys will wake you up in the mornings and you'll see the sunrise through your window. You can relax in the pool, take a walk along the paths, spend a pleasant time on our private beach or share a barbecue with a beautiful view next to your friends or family. Ideal for families or people who want privacy and exclusivity.

Outdoor spacesValueWifi