Family-Friendly Vacation Rentals in San Juanillo, Guanacaste: Compare 10+ Sites & Save

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  5.  San Juanillo

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54 Best Family Vacation Rentals in San Juanillo (Starting from $50)

Casa Jacinto
Casa Jacinto
House
San Juanillo, Costa Rica
0.1k from San Juanillo center

Parking, Balcony/Terrace, Pet Friendly, Air Conditioner, Internet, Security/Safety, Sports/Activities

2 Bedrooms6 Guests
8.2

Very Good

19 reviews

$90
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
0.7k from San Juanillo 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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casa de playa Paraíso terrenal
casa de playa Paraíso terrenal
House
San Juanillo, Costa Rica
0.2k from San Juanillo center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms4 Guests
8.9

Fabulous

40 reviews

$85
Average price / night
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Love House San Juanillo
Love House San Juanillo
House
Santa Cruz, 50306, Costa Rica
1.6k from San Juanillo 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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Matata
Matata
Apartment
San Juanillo, Costa Rica
0.7k from San Juanillo center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.7

Exceptional

11 reviews

$50
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
2.0k from San Juanillo 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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Hakuna
Hakuna
Apartment
San Juanillo, Costa Rica
0.7k from San Juanillo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom3 Guests
9.4

Superb

46 reviews

$90
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
2.2k from San Juanillo 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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Casa Zion
Casa Zion
Apartment
San Juanillo, Costa Rica
0.8k from San Juanillo center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.0

Fabulous

8 reviews

$65
Average price / night
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Custom Beach House in Guanacaste Costa Rica
Custom Beach House in Guanacaste Costa Rica
House
Playa Azul, 00000, Costa Rica
3.4k from San Juanillo center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$373
Average price / night
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Chalet San Juanillo
Chalet San Juanillo
House
San Juanillo, Costa Rica
1.7k from San Juanillo center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cabins, Cottages, Pet-friendly

6 Bedrooms16 Guests
9.0

Fabulous

111 reviews

$90
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
3.7k from San Juanillo 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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Casa RiLeda
Casa RiLeda
Villa
San Juanillo, Costa Rica
2.4k from San Juanillo center

Parking, Air Conditioner, Internet, Balcony/Terrace, Pool, Child Friendly

2 Bedrooms5 Guests
New to Booking
$120
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
4.0k from San Juanillo 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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Pacific View Condominium in Playa Azul
Pacific View Condominium in Playa Azul
Apartment
Playa Azul, Costa Rica
3.6k from San Juanillo center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$211
Average price / night
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When dreams come true at Costa Rican Coast
When dreams come true at Costa Rican Coast
Villa
Ostional, 50306, Costa Rica
4.0k from San Juanillo center

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

5 Bedrooms18 Guests
10.0

Exceptional

16 reviews

$878
Average price / night
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Casa Don Marcos
Casa Don Marcos
House
Playa Azul, Costa Rica
4.9k from San Juanillo center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms5 Guests
7.5

Good

2 reviews

$174
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
4.0k from San Juanillo 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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Beach Jungalow
Beach Jungalow
House
Marbella, Costa Rica
5.0k from San Juanillo center

Guest Services, Parking, Pool, Internet, Security/Safety, Balcony/Terrace, Air Conditioner

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$130
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
4.3k from San Juanillo 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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Stunning Architecture meets Costa Rica Jungle Vibe
Stunning Architecture meets Costa Rica Jungle Vibe
Villa
Ostional, 50306, Costa Rica
5.0k from San Juanillo center

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

3 Bedrooms10 Guests
8.0

Good

1 reviews

$639
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
5.4k from San Juanillo 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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Beautiful Bungalow with Majestic Ocean and Mountain Views
Beautiful Bungalow with Majestic Ocean and Mountain Views
House
Marbella, Costa Rica
6.2k from San Juanillo 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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Marbella Retreats Casa Azul- hideaway for nature & surf lovers
Marbella Retreats Casa Azul- hideaway for nature & surf lovers
House
Marbella, Costa Rica
8.1k from San Juanillo center

AC, Breakfast Available, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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Best Sunset view in Marbella, pool side!
Best Sunset view in Marbella, pool side!
House
Marbella, 50306, Costa Rica
8.6k from San Juanillo center

AC, Balcony, Barbecue, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
New to Booking
$406
Average price / night
Check Availability
Guanaste Beach House Marbella
Guanaste Beach House Marbella
House
Provincia de Guanacaste, 11702, Costa Rica
8.9k from San Juanillo center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$268
Average price / night
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Amazing secluded beach
Amazing secluded beach
House
Marbella, 50301, Costa Rica
9.3k from San Juanillo center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$234
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 Family Vacation Rentals in San Juanillo.

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San Juanillo Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 54 verified family-friendly vacation rentals in San Juanillo. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in San Juanillo vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $50 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in San Juanillo offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in San Juanillo are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in San Juanillo often include amenities such as Child Friendly, Balcony/Terrace, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.