Book Holiday Homes in San Juanillo

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Featured Holiday Homes in San Juanillo

Beachfront haven: Casa Libélula with direct beach access and ocean views.

Beachfront haven: Casa Libélula with direct beach access and ocean views.

Playa Langosta Guanacaste Province
When you stay at this vacation home in Tamarindo, you'll be on the beach, within a 15-minute walk of Tamarindo Beach and Playa Langosta.
Opens in a new windowBeachfront haven: Casa Libélula with direct beach access and ocean views.
We have the best reviews for this private Colonial villa with indoor pool !

We have the best reviews for this private Colonial villa with indoor pool !

Playa Langosta Guanacaste
When you stay at this vacation home in Tamarindo, you'll be near the beach, within a 15-minute walk of Tamarindo Beach and Playa Langosta.
Opens in a new windowWe have the best reviews for this private Colonial villa with indoor pool !
Casa Giving Tree: Immaculate 5-Bedroom Villa in Exclusive Beachfront Community

Casa Giving Tree: Immaculate 5-Bedroom Villa in Exclusive Beachfront Community

Tamarindo Guanacaste Province
With a stay at this vacation home in Tamarindo, you'll be a 5-minute walk from Tamarindo Beach and 13 minutes by foot from Playa Langosta.
Opens in a new windowCasa Giving Tree: Immaculate 5-Bedroom Villa in Exclusive Beachfront Community
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Robins Nest, Walk to Surfing Beach

Robins Nest, Walk to Surfing Beach

Nosara Guanacaste
When you stay at this vacation home in Nosara, you'll be by the sea, within a 10-minute walk of Guiones Beach and Safari Surf School.
Opens in a new windowRobins Nest, Walk to Surfing Beach
Private, Stunning Ocean Views, Close to Everything, Breakfast Prep Included

Private, Stunning Ocean Views, Close to Everything, Breakfast Prep Included

Tamarindo Guanacaste Province
A stay at this vacation home places you in the heart of Tamarindo, within a 10-minute walk of Tamarindo Beach and WAYRA Institute of Spanish.
Opens in a new windowPrivate, Stunning Ocean Views, Close to Everything, Breakfast Prep Included
Luxury 3 Building Compound at the Blue Spirit Retreat Center with Ocean views

Luxury 3 Building Compound at the Blue Spirit Retreat Center with Ocean views

Guanacaste Province
Located in Nosara, this vacation home is by the ocean, within a 5-minute drive of Guiones Beach and Nosara Beach.
Opens in a new windowLuxury 3 Building Compound at the Blue Spirit Retreat Center with Ocean views
Beachfront Villa, Best Sunset Views close to Tamarindo!

Beachfront Villa, Best Sunset Views close to Tamarindo!

Tamarindo Guanacaste
When you stay at this vacation home in Tamarindo, you'll be on the beach, just steps from Tamarindo Beach and 14 minutes by foot from Playa Langosta.
Opens in a new windowBeachfront Villa, Best Sunset Views close to Tamarindo!
5 Min Drive to the Beach, Private Heated Jacuzzi - Sleeps 20

5 Min Drive to the Beach, Private Heated Jacuzzi - Sleeps 20

Playa Avellana Guanacaste
With a stay at this vacation home in Tamarindo, you'll be by the sea, within a 10-minute drive of Hacienda Pinilla Golf Course and Mansita Beach.
Opens in a new window5 Min Drive to the Beach, Private Heated Jacuzzi - Sleeps 20
Newly renovated 3-bedroom house with private pool in Playa Langosta

Newly renovated 3-bedroom house with private pool in Playa Langosta

2 out of 5
Playa Langosta Guanacaste Province
When you stay at this vacation home in Tamarindo, you'll be by the sea, within a 15-minute walk of Tamarindo Beach and Playa Langosta.
Opens in a new windowNewly renovated 3-bedroom house with private pool in Playa Langosta
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

San Juanillo Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Juanillo vacation homes are the perfect way for you to wing it.

Holiday houses in San Juanillo let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Juanillo in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Juanillo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Juanillo with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Juanillo vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Juanillo Holiday Homes essential information

Accommodation
903 Holiday Homes
Lowest Price
AU$638
Highest Price
AU$1,254
Popular accommodation
Beachfront haven: Casa Libélula with direct beach access and ocean views., We have the best reviews for this private Colonial villa with indoor pool !, Casa Giving Tree: Immaculate 5-Bedroom Villa in Exclusive Beachfront Community, Robins Nest, Walk to Surfing Beach, Private, Stunning Ocean Views, Close to Everything, Breakfast Prep Included, Luxury 3 Building Compound at the Blue Spirit Retreat Center with Ocean views , Beachfront Villa, Best Sunset Views close to Tamarindo!, 5 Min Drive to the Beach, Private Heated Jacuzzi - Sleeps 20, Newly renovated 3-bedroom house with private pool in Playa Langosta

Top trending hotels in San Juanillo

Cocobolo Beach Boutique Hotel

Cocobolo Beach Boutique Hotel

3 out of 5
Cocobolo Corner Cuajiniquil Provincia de Guanacaste
When you a stay at Cocobolo Beach Boutique Hotel in Cuajiniquil, you'll be near the bay, just steps from Playa Cocal and San Juanillo Beach.
Opens in a new windowCocobolo Beach Boutique Hotel
JW Marriott Guanacaste Resort and Spa

JW Marriott Guanacaste Resort and Spa

5 out of 5
Playa Mansita, Hacienda Pinilla Tamarindo Guanacaste
The price is AU$1,254 per night from 6 Jan to 7 Jan
AU$1,254
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at JW Marriott Guanacaste Resort and Spa in Tamarindo, you'll be on the beach, within a 15-minute walk of Mansita Beach and Hacienda Pinilla Golf ...
Opens in a new windowJW Marriott Guanacaste Resort and Spa
Azura Beach Resort - All Inclusive - Adults Only

Azura Beach Resort - All Inclusive - Adults Only

4 out of 5
Playa Samara, Carrillo Sámara Guanacaste
Fully refundableReserve now, pay when you stay
The price is AU$859 per night from 4 Jan to 5 Jan
AU$859
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Azura Beach Resort - All Inclusive - Adults Only in Sámara, you'll be on the beach, within a 5-minute drive of Samara Beach and Carrillo ...
Opens in a new windowAzura Beach Resort - All Inclusive - Adults Only
Save an average of 15% on thousands of hotels when you're signed in
Occidental Tamarindo - All Inclusive

Occidental Tamarindo - All Inclusive

4 out of 5
Playa Langosta Tamarindo Guanacaste
The price is AU$638 per night from 28 Dec to 29 Dec
AU$638
28 Dec - 29 Dec
includes taxes & fees
When you stay at Occidental Tamarindo - All Inclusive in Tamarindo, you'll be on the beach, within a 15-minute walk of Tamarindo Beach and Playa Langosta.
Opens in a new windowOccidental Tamarindo - All Inclusive
Don't see what you're looking for?
See all available properties in San Juanillo
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.