Vacation Rentals with Private Pool in Playa Pleito, San Juanillo: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Costa Rica

  4.  Guanacaste

  5.  San Juanillo
  6.  Playa Pleito

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45 Best Vacation Rentals with Private Pool in Playa Pleito (Starting from $106)

Casa Bellota
Casa Bellota
Villa
Marbella, Costa Rica
8.2k from Playa Pleito center

Air Conditioner, Barbecue/Outdoor Cooking, Guest Services, Parking, Pet Friendly, Security/Safety, Internet

3 Bedrooms6 Guests
9.0

Fabulous

10 reviews

$165
Average price / night
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#1Lovely digital nomad haven in San Juanillo beach
#1Lovely digital nomad haven in San Juanillo beach
Apartment
San Juanillo, Costa Rica
0.4k from Playa Pleito center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, Pool, TV, Washer

2 Bedrooms5 Guests
New to Booking
$134
Average price / night
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Breathtaking luxury meets nature\nWith amazing Ocean and Jungle view
Breathtaking luxury meets nature\nWith amazing Ocean and Jungle view
Villa
San Juanillo, 50306, Costa Rica
0.6k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms4 Guests
8.0

Good

1 reviews

$612
Average price / night
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This stunning home offers a perfect blend of luxury and natural beauty.
This stunning home offers a perfect blend of luxury and natural beauty.
House
Black Beauty, Costa Rica
2.2k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$304
Average price / night
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Unique cosy retreat in the jungle of Costa Rica
Unique cosy retreat in the jungle of Costa Rica
House
San Juanillo, 50301, Costa Rica
2.3k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
New to Booking
$332
Average price / night
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Beachfront Bliss! Steps to the Beach
Beachfront Bliss! Steps to the Beach
Villa
Playa Azul, 50306, Costa Rica
2.3k from Playa Pleito center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

4 Bedrooms8 Guests
New to Booking
$366
Average price / night
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Dreamhouse CASA NEOMAR: modern house, infinitiy pool, spectacular views
Dreamhouse CASA NEOMAR: modern house, infinitiy pool, spectacular views
Villa
San Juanillo, Costa Rica
2.3k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$423
Average price / night
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Luxury, nature and privacy with Jungle and Ocean views. 3 bedrooms w/ Ensuites
Luxury, nature and privacy with Jungle and Ocean views. 3 bedrooms w/ Ensuites
House
San Juanillo, Costa Rica
2.7k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$322
Average price / night
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Love House San Juanillo
Love House San Juanillo
House
Santa Cruz, 50306, Costa Rica
2.8k from Playa Pleito center

AC, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom4 Guests
New to Booking
$148
Average price / night
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Villa Luna Luxury Meets Nature in Marbella
Villa Luna Luxury Meets Nature in Marbella
House
Marbella, 50306, Costa Rica
2.9k from Playa Pleito center

AC, Dryer, Internet, Laundry, Microwave, No Smoking, Pool, Washer

4 Bedrooms8 Guests
New to Booking
$419
Average price / night
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NEW! LUXURY DREAM VILLA - privat Infinity-Pool, breathtaking OceanView
NEW! LUXURY DREAM VILLA - privat Infinity-Pool, breathtaking OceanView
Villa
Nearly San Juanillo at Playa Azul Beach, Costa Rica
3.0k from Playa Pleito center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms8 Guests
New to Booking
$1018
Average price / night
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New Modern Luxury Villa \nBreathtaking Sunsets in Paradise
New Modern Luxury Villa \nBreathtaking Sunsets in Paradise
Villa
San Juanillo, Costa Rica
3.2k from Playa Pleito center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$741
Average price / night
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Romantic Nature Escape
Romantic Nature Escape
Villa
Nosara, Costa Rica
3.2k from Playa Pleito center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

77 reviews

$401
Average price / night
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LUNA LUXURY VILLA w/ Pool & Concierge!\n
LUNA LUXURY VILLA w/ Pool & Concierge!\n
House
Emerald Woods, Costa Rica
4.3k from Playa Pleito center

AC, Balcony, Barbecue, Breakfast Available, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$397
Average price / night
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Improved in 2026. Private pool and brand new community pool! Easy walk to ocean.
Improved in 2026. Private pool and brand new community pool! Easy walk to ocean.
House
Marbella, 50309, Costa Rica
4.4k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
9.8

Exceptional

8 reviews

$310
Average price / night
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Luxury Getaway in Beautiful Costa Rica- Ocean View
Luxury Getaway in Beautiful Costa Rica- Ocean View
House
Black Beauty, Costa Rica
5.0k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$755
Average price / night
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“Santosha” - Brand New Ocean View Villa
“Santosha” - Brand New Ocean View Villa
Villa
San Juanillo, Costa Rica
5.0k from Playa Pleito center

AC, Internet, Laundry, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$1084
Average price / night
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Joya Escondida-New Mountain View 2 bedroom home
Joya Escondida-New Mountain View 2 bedroom home
Villa
black beauty, Costa Rica
5.0k from Playa Pleito center

AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$486
Average price / night
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ONE OF A KIND VILLA W/ Huge Outdoor living Area, Private Pool!
ONE OF A KIND VILLA W/ Huge Outdoor living Area, Private Pool!
Villa
Black Beauty, 00000, Costa Rica
5.1k from Playa Pleito center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms9 Guests
9.4

Superb

15 reviews

$408
Average price / night
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Luxurious Dream 5 bedroom Villa on Costa Rican Coast with breathtaking views
Luxurious Dream 5 bedroom Villa on Costa Rican Coast with breathtaking views
Villa
Ostional, 50306, Costa Rica
5.2k from Playa Pleito center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking

5 Bedrooms12 Guests
9.6

Exceptional

9 reviews

$805
Average price / night
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BEAUTIFUL Jungle Villa w/ Big Outdoor Space HUGE Pool & Experience Manager
BEAUTIFUL Jungle Villa w/ Big Outdoor Space HUGE Pool & Experience Manager
Villa
Black Beauty, 50306, Costa Rica
5.3k from Playa Pleito center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.8

Exceptional

10 reviews

$399
Average price / night
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Luxury Jungle Villa near Nosara with Pool & Views
Luxury Jungle Villa near Nosara with Pool & Views
Villa
Black Beauty, 50306, Costa Rica
5.4k from Playa Pleito center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
New to Booking
$363
Average price / night
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Sea Haven - Ultra Modern Masterpiece w Ocean View
Sea Haven - Ultra Modern Masterpiece w Ocean View
Villa
Black Beauty, Costa Rica
5.4k from Playa Pleito center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$306
Average price / night
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Beautiful Bungalow with Majestic Ocean and Mountain Views
Beautiful Bungalow with Majestic Ocean and Mountain Views
House
Marbella, Costa Rica
5.4k from Playa Pleito center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

1 Bedroom2 Guests
New to Booking
$106
Average price / night
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NEWLY DISCOUNTED! Dream Private Villa With 2 Pools & Luxury Design ★★★★★
NEWLY DISCOUNTED! Dream Private Villa With 2 Pools & Luxury Design ★★★★★
Villa
Black Beauty, 77710, Costa Rica
5.6k from Playa Pleito center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

7 Bedrooms14 Guests
New to Booking
$555
Average price / night
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The Grand Secret
The Grand Secret
Villa
black beauty, Costa Rica
5.6k from Playa Pleito center

AC, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$808
Average price / night
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Top Hill Ocean View Home, Vista Bella
Top Hill Ocean View Home, Vista Bella
House
Provincia de Guanacaste, 11702, Costa Rica
5.7k from Playa Pleito center

AC, Dryer, Internet, Laundry, Patio, Pool, Washer

3 Bedrooms6 Guests
New to Booking
$263
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Playa Pleito.

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Playa Pleito Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 45 verified vacation rentals with a private pool in Playa Pleito. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Playa Pleito vary depending on the property size, location, and travel season. Rates typically start from around $106 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Playa Pleito also welcome pets. Currently, 5 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Playa Pleito often include additional features such as Pool, Private Pool, and Laundry. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Playa Pleito include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.