Osa Peninsula Rentals with Pools

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56 Houses in Osa Peninsula with pools

Casa Golfito with large private Pool

Golfito house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$568

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Price per night from

$229

Christmas Special /Ocean Views/4 Pools+Rainforest Pool/PrivateSPA/Sleeps12

Puerto Jimenez house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Most enjoyable tropical get away” We stayed in the Cranford's Toucan Suite. Our friends stayed in the upper level suite. The house sits on pristine jungle - the sound and sight of rare birds is a daily occurrence. We could easily walk to the river, explore the grounds which abound with exotic plants.Toucan Suite is the larger of the two units and is fully equipped with linens, kitchen utensils. We were able to borrow and exchange with our upstairs companions for the items that we needed (juicer, coffee grinder, garlic press) but it would be nice to have both kitchens equally stocked. The stove and refrigerator worked well. The issues that we had with staying at the Toucan Suite would be that the fans need to be upgraded. There are two ceiling fans that function well, although the "blue bedroom" fan makes too much noise to sleep through. There were two portable fans; one of them was okay but the other one barely moved the blades and eventually went comatose. Fortunately our friends in the upper unit had powerful ceiling fans and two super powerful portable fans and they lent us one which saved us! I strongly suggest the Cranfords upgrade the fans in the Toucan Suite. The lovely wooden doors that lead from the main floor to the porch area need to be fixed. They are off their track so we were unable to close them when the hot eastern sun shone through. The house would be much cooler if these functioned well. Blondie and Michael have a sign asking that we remove our shoes before entering and I complied with this request the first night. I found the floor really dirty and in the evening the ants, frogs and other insects would come in so we kept our shoes on. The house could use a good cleaning and some general upkeep. The upstairs suite seemed cleaner and because of the fans, cooler. The views from the upstairs suite are to die for. As the Cranfords note, the Internet seldom works consistently. Overall, we enjoyed our stay very much and highly recommend the Toucan Suite.

Match: Swimming pool

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Price per night from

$316

Casa Manglar, Puerto Jimenez, OSA Peninsula

Puerto Jimenez villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$309

Modern Beach House ☀️ Wifi ☀️ Pool ☀️ A/C

Puerto Jimenez house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect Getaway” What an amazing stay we had at Casa Bella. Arriving to the house we were greeted with warm friendly smiles from owners Meghan and her husband Josue. They made us feel so welcome and relaxed immediately. The landscape around the house was beautiful and everything seemed to fit right where it was supposed to. As we walked in the house I noticed immediately how fresh and clean it felt. The room was very comfortable, fresh, and cozy. Exactly what we were looking for. My favorite part of the house was the deck that overlooked beautiful trees. The nature watching is impeccable. I would've of sat on the deck all day everyday if my boyfriend let me. I had a fresh cocktail in my hand constantly and we saw all types of monkeys swing by: Howlers, Capuchin (my favorite) and even squirrel monkeys! Lots of colorful, stunning birds too. The walk to the beach was easy and worth it. Thank God we got the surf lessons for my boyfriend...he really needed it. The staff was so friendly and patient with him. We also did the package where Josue cooked for us. The food had a great presentation and was so flavorful. This experience in the OSa and at Casa Bella was priceless. We were so comfortable, every need taken care of with a smile, and beautiful scenery to top it off. We couldn't have been happier with Casa Bella; great price, amazing service and absolutely stunning. We look forward to our next visit at Casa Bella. Pura Vida

Match: Swimming pool

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Price per night from

$253

Ojo del Mar Ecolodge

Cabo Matapalo lodge

  • 8 bedrooms
  • 1 bathroom
  • sleeps 23

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Price per night from

$150

HOT Deals for Ultra COOL/4 BR/Private SPA/OzonePOOL/Ocean Views

Puerto Jimenez house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$527

Entire Chosa del Manglar Nature Retreat, Puerto Jimenez OSA Peninsula

Puerto Jimenez lodge

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 30

Match: Swimming pool

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Price per night from

$688

Surfsidebungalows Yellow House

Cabo Matapalo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$172

Fishack Osa

Puerto Jimenez house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$161

Cabo Matapalo Vacation Home, Osa Peninsula, Exotic Beaches, Primary Rainforest.

Cabo Matapalo villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Swimming pool

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Price per night from

$631

Casa Mil Flores

Cabo Matapalo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Swimming pool

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Price per night from

$287

House of Butterflies-Ocean View's-Jungle Living

San Buena house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Swimming pool

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Price per night from

$137

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Price per night from

$345

PrivateEstate/Views/Beaches/Ocean/Close to Everything Yet Feels Isolated/5 ppl

Corcovado National Park house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

Match: Swimming pool

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Price per night from

$316

Casa Vida Verde - Unique Jungle Home near the Beach, Off the Grid, Rich Wildlife

Cabo Matapalo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$574

Casa Victoria

San Buena house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$136

Corcovado Villa 5 Bedroom Vacation Home near Corcovado National Park

Puerto Jimenez house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$402

Corcovado 7 Story Treehouse Canopy Adventure near Corcovado National Park

Puerto Jimenez tree house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$402

Casa Tinamou

San Buena house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$110

Casa Lapas

San Buena house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$247

Casa Kingfisher

San Buena house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$74

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Price per night from

$142

Casa Trogon (two suites)

San Buena house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$98

Great rentals within 20 miles that match your search

CASA DE CAMPO CON PISCINA

Alajuela house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Swimming pool

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Price per night from

$276

4 Eco-Friendly Homes Outside Jaco Wi-Fi & Pool

Jaco house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Swimming pool

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Price per night from

$228

DoubleTree Puntarenas Junior Type Condo for 6

El Roble condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Swimming pool

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Price per night from

$259

5 Eco-Friendly Homes Outside Jaco/ Pool & Wi-Fi

Jaco house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Swimming pool

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Price per night from

$285

Gated Estate with 5 Homes and 2 Pools

Jaco house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Swimming pool

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Price per night from

$400

2 Eco-friendly Homes Near Jaco Pool & Wi-Fi

Jaco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$120

2 Eco-friendly Homes Near Jaco Pool & Wi-Fi

Jaco house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$90

Match: Swimming pool

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Price per night from

$96

2 Eco-Friendly Homes Outside Jaco Pool & Wi-Fi

Jaco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$120

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Price per night from

$1,830

Private Gated Estate with 7 Houses and 3 Pools

Jaco house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 32

Match: Swimming pool

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Price per night from

$457

Ranch house

Tajo Alto guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$98

Private Gated Estate w/ 6 Eco-Friendly Homes Pool & Wi-Fi

Jaco house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Match: Swimming pool

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Price per night from

$400

Gated Estate with 6 Homes and 2 Pools

Jaco house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 26

Match: Swimming pool

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Price per night from

$312

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