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Osa Peninsula Rentals with Pools

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    Travelers to Osa Peninsula are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    28 Matching Rentals in Osa PeninsulaView all 95 rentals
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    Casa Manglar, Puerto Jimenez, OSA Peninsula1 / 55
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    5 Star Jungle Exp. - New Home, Private Pool, Beach1 / 17
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Casa Golfito with large private Pool1 / 20
    (8)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Entire Chosa del Manglar Nature Retreat, Puerto Jimenez OSA Peninsula1 / 127
    (1)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 30 Quick View
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    • Air Conditioning
    • Washer
    • Housekeeping Included
    • Patio
    • Grill
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At 'La Chosa del Manglar Nature Retreat' you are GUARANTEED to see WILDLIFE. How certain are we? Well, have you ever sat around a Tropical Lounge & Bar and watched Scarlet Macaws, Monkeys or Kinkajous hang out in there natural environment? You can at 'La Chosa'. Many guests have told us that they...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 10 Bedrooms, 12 Bathrooms, Sleeps 30
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Children's Pool
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the base of our mountain, Ojochal is just a 20 minute drive north of Osa Mountain Village/Toucan Valley. Rather than suffer through the hot temperatures at sea level, you can stay at 2,000 ft. in elevation up on our mountain, with temps normally 10-15 degrees cooler. We rarely use A/C up...
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    Drake Bay, Osa Peninsula 12345
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The WHALE RESORT Puerto Jimenez Osa Peninsula1 / 58
    (12)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We spent a week at the Whale Resort with our daughters, 11 and 13, and my parents, 68 years old. The property is great and we’re already missing the incredible view. By the...
    Reviewed January 24, 2019
    I spent a week here with my family enjoying the surrounding jungle as well as the animals who call the place their home. Everyone who works to make the Lodge function is...
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    About this property
    Words are hard to describe this property. It's a 3.5 acre beachfront property with three homes. Each home is privately secluded from the others, with trails and pathways full of colorful vegetation, connecting each home through-out the 3.5 acres. Our entrance is gated, and when you go through the...
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    Puerto Jimenez, Osa Peninsula CANAZA
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Mangrove Cabins at La Chosa del Manglar Nature Resort1 / 29
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Housekeeping Included
    • Parking
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Porch
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled into the rear gardens of La Chosa del Manglar Nature Resort sit two tropical cabins each sleeping two guests. One double or queen bed, private bathroom, slate floors & shower unit, large screened windows & overhead fans combine to create a completely authentic tropical experience. The...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    • Balcony
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You are renting the Lapa Hut at 'La Chosa del Manglar Resort'. It sleeps up to 6 individuals, 2 in a double bed and the other four in 2 bunkbeds. The Lapa Hut is large and comfortable making it great for longer stays. It offers A/C, an internal privacy wall, and an extra large bathroom. Guests get...
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    Puerto Jimenez, Osa Peninsula 60702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Kinkajou Hut is the biggest suite at Casa Manglar Guest House. It's very private offering views to a private garden visited by Kinkajous, Toucans, Scarlet Macaws & White Faced Capuchin Monkeys. A King size bed awaits you as does a walk-in closet with enough room for the most demanding traveler....
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    Puerto Jimenez, Osa Peninsula 60702
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Grill
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Monkey Hut is a 2 bedroom Suite at Casa Manglar Guest House with a private bathroom and hot water shower. The bathroom is not located in the guest rooms but rather adjacent. Casa Manglar is a stunning TROPICAL GUEST HOUSE. All guests at the four bedroom guest house have access to a well equipped...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Toucan Hut is the junior suite at Casa Manglar Guest House. It's aptly named because many days of the year one may view Toucans from the windows of the room. Double bed with A/C, En-Suite Bath and full walk-in Closet and Wifi and access to 2 swimming pools on the property. The house is...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Modern Beach House with Pool & A/C1 / 24
    (23)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The BEST family vacation in our most beloved place - beautiful Costa Rica. Our host Gio is the warmest, friendly personable and helpful in whatever we needed during our stay. We...
    Reviewed 4 weeks ago
    We (a family of five, kids 7, 5 & 2) spent an entire month at the newly updated and beautiful Casa Bella. We are returning guests and while Casa Bella was a great place during...
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    About this property
    This newly renovated, large, three bedroom, 2 bathroom house with high ceilings and many lounging areas, makes for the perfect holiday beach rental house. Within 2 minutes walk from the house you will be on the most pristine palm lined, quiet beach in Costa Rica. It is hard to believe within this...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful home with pool in Golfito!!1 / 33
    (2)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Patio
    • Grill
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Home!!! Fully equipped!! Two bedrooms available with bath and shower each one. All utilities include!! The owner lives on main floor, recently built and luxiourious.. Located in Golfito adjacent to four star hotel with fine dining and bar just steps away. Neighborhood is one of the...
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    Golfito, Osa Peninsula 60701
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 8
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    HOT Deals  for Ultra COOL/4 BR/Private SPA/OzonePOOL/Ocean Views1 / 19
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Ocean Views
    • Mountain Views
    • Private Indoor Pool
    • Secure Parking
    • Wi-Fi
    • Housekeeping Included
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2017
    This is truly paradise. The accommodations were clean, spacious and very organized. Beds comfortable and due to the orientation of the property is was never too hot. The pool...
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    About this property
    Osa Springs- It’s almost like having a resort all to yourselves since this is a private rainforest estate.No need to decide if you want a Costa Rica beach house rental or rain forest rental - here at Osa Springs Luxury Resort -You get both! Complete and total privacy for rental guests is something...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Patio
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located in the gated community of Cabo Velas Estates, along with nine other condos allowing for privacy and tranquility. The large pool and rancho are ideal for community gathering and for entertaining. Relax in the hammock by the pool and enjoy the breeze and beautiful scenery while...
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    Location Information
    Cabo Matapalo, Osa Peninsula 50208
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll love my place because of Our cabins are good for couples, solo adventurers, and familys Enjoy a nice private jungle cabin in Cabo Matapalo. FULL KITCHEN, BBQ, POOL, and WIFI. Just steps away from many beautiful beaches and epic surf spots! One of the most biologically diverse places in the...
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    Cabo Matapalo, Osa Peninsula 92008
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cabo Matapalo Vacation Home, Osa Peninsula, Exotic Beaches, Primary Rainforest.1 / 23
    (22)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 2018
    We had a wonderfull time at tres Palmas with the whole family ( 12 adults and 7 kids aged between 1 and 10). It s quite an adventure to get there but the trip itself is worrh it...
    Reviewed May 17, 2017
    I have stayed in many luxurious places around the world - but nothing can compare to Tres Palmas. To begin with, we absolutely love the Osa Peninsula and have always stayed at...
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    About this property
    Enjoy the best of Costa Rica, at the beautiful Luxury Home, Tres Palmas Costa Rica, boasting a Panoramic 180 degree view of the Pacific-Ocean, the Golfo Dulce and all the way to Panama, unlike few others. And nestled into the most lush animal filled jungle Primary Rainforest of the Osa Peninsula,...
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    Cabo Matapalo, Osa Peninsula 00000
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Casa Dulce - fabulous beachfront home located on Playa Pan Dulce, Cabo Matapalo1 / 14
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Yard
    • Internet Access
    • Parking
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 7, 2017
    Lovely house in a beautiful place! Not a luxury resort, but if you don't mind a little effort to get there and don't need to be waited on... Casa Dulce is a wonderful place to...
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    About this property
    Casa Dulce is a wonderful open air rancho located right on Playa Pan Dulce, which is one of the best sand beaches in the area. The location alone is reason to stay here, but couple the great location with the beautiful yard and pool and you're in for the trip of a lifetime! Pura Vida! Come visit....
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new, stunning 3BR/3 full Bathroom townhome, beautifully decorated in 2014 by an international interior decorator – high quality (designer) furniture throughout is complemented by Feng Shui inspired colors and accessories to promote relaxation, peaceful tranquility and natural wellness, with a...
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    Cabo Matapalo, Osa Peninsula 50208
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachfront Villa with Large Pool1 / 16
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Playa Sombrero has an open construction style that allows for a steady ocean breeze throughout the living space and provides both ocean and lush mountain views. Upstairs has a large floor plan with a beautiful hardwood floor and a thatched-roof ceiling. This room provides two netted,...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Ocean Views
    • Secure Parking
    • Washer
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    American Comfort with a Costa Rican flare! Close to many amenities, beaches short distance from house, Ocean Views, Shopping lots of wildlife for viewing, bird watching. Everything in a rental you could ever need we have thought of everything! Close to the towns of Ojochal, Uvita, Dominical and...
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    San Buena, Osa Peninsula 60015
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ojo del Mar Ecolodge1 / 15
    (2)Excellent
    8 Bedrooms, 1 Bathroom, Sleeps 23 Quick View
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    • Shared Yard
    • Ocean Views
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2019
    Nico and staff have a lovely spot in the Osa along the beach. Tucked in the jungle, our stay was full of adventure of the Osa yet with the comfort of a nice resort. Nico's...
    Reviewed March 14, 2017
    We just had the best time with Nico at Ojos de Mar. Wonderful jungle cabins are very clean and accommodating. Nico is a great cook and we really enjoyed ourselves in the main...
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    About this property
    Ojo del Mar ('eye of the sea'), is a small, eco friendly secluded retreat nestled between the pristine beaches and the tropical rainforest in the wilds of Costa Rica's Osa Peninsula. As National Geographic says, the Osa is the 'Last Great Peninsula,' still untouched by the ravages of civilization,...
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    Cabo Matapalo, Osa Peninsula 60702
    Rental Home - 8 Bedrooms, 1 Bathroom, Sleeps 23
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa features two levels built with post construction. The lower level is a large deck with an open air kitchen, and the upper level features a spacious room and balcony with great views. Constructed using eco-friendly recycled materials and reforested wood, it features both ocean and...
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    Drake Bay, Osa Peninsula 60504
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will enjoy your stay in a rainforest gem located on 'The Promenade' in Puerto Jiménez. Our unique location gives us the best of both worlds with plenty of privacy from a canopy of almond and ficus trees while also being a short walk (2-3 minutes) from the best restaurants this quaint town has...
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    Location Information
    Puerto Jimenez, Osa Peninsula 60705
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    • Waterfront
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will enjoy your stay in a rainforest gem located on 'The Promenade' in Puerto Jiménez. Our unique location gives us the best of both worlds with plenty of privacy from a canopy of almond and ficus trees while also being a short walk (2-3 minutes) from the best restaurants this quaint town has...
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    Location Information
    Puerto Jimenez, Osa Peninsula 60705
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Fishack is a harborfront residential complex that includes three separate lodging options available either separately for small parties or together for groups. All are available for short-mid term rentals. The three-story home is situated on the edge of the Puerto Jimenez harbor and while...
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    Puerto Jimenez, Osa Peninsula 60702
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Children's Pool
    • Hot Tub
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Playa Tortuga, Osa Peninsula 34949
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    7 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    • Ocean Views
    • Parking
    • Housekeeping Included
    • Mountain Views
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Drake Bay, Osa Peninsula 60530
    Condo/Apartment - 7 Bedrooms, 5 Bathrooms, Sleeps 24
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    • Exchange rate: 1 Costa Rican Colon = 0.01 U.S. Dollars
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