Luxury Vacation Rentals with a Private Pool in CR

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 8 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in CR

Luxury Condo, Two Pools, Ocean Views

2 bedrooms•2 baths

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Luxury

Ocean View Luxury Villa with Pool

6 bedrooms•5 baths

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Ocean Escape with Pool & Balcony

2 bedrooms•2 baths

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Flamingo Oasis

4 bedrooms•4 baths

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House of Dreams, Ocean Views, Private Pool

4 bedrooms•4 baths

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Fabulous Ocean View Family Villa

5 bedrooms•4 baths

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New

Luxury Oceanfront Villa, The Palms

2 bedrooms•3 baths

Luxury

Santa Teresa

6 bedrooms•6 baths

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Welcome to private poolside luxury in CR

Elevate your escape with Wander’s luxury private-pool vacation rentals in CR. Our handpicked homes sit among lush hillsides, along sunlit coasts, and within serene rainforest clearings, each designed for effortless indoor outdoor living and total privacy.

Every residence features a private pool set for languid afternoons and starry-night swims, complemented by spacious terraces, contemporary lounges, and chef-ready kitchens. Expect hotel-grade comforts at every turn, including ultra fast WiFi, plush linens, pristine cleaning, and 24/7 concierge support.

We pioneered the hotelification of vacation rentals so your stay always looks like the photos and feels flawlessly managed. Settle into a beautiful base that blends five-star standards with the freedom of a private home.

Available soon in CR

Luxury Condo, Two Pools, Ocean Views

2 bedrooms•2 baths

•

Luxury

Ocean View Luxury Villa with Pool

6 bedrooms•5 baths

•

Ocean Escape with Pool & Balcony

2 bedrooms•2 baths

•

Flamingo Oasis

4 bedrooms•4 baths

•

House of Dreams, Ocean Views, Private Pool

4 bedrooms•4 baths

•

Luxury

Santa Teresa

6 bedrooms•6 baths

•

Featured private pool vacation rentals in CR

Luxury

Ocean View Luxury Villa with Pool

6 bedrooms•5 baths

•

Fabulous Ocean View Family Villa

5 bedrooms•4 baths

•

New

Luxury

Santa Teresa

6 bedrooms•6 baths

•

Highlights in CR

Discover Costa Rica's breathtaking biodiversity, from lush cloud forests and active volcanoes to pristine tropical beaches and vibrant wildlife.

Arenal Volcano National Park

Manuel Antonio National Park

Monteverde Cloud Forest Reserve

Tortuguero National Park

Corcovado National Park

Tamarindo Beach

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in CR

Luxury Condo, Two Pools, Ocean Views

2 bedrooms•2 baths

•

Luxury

Ocean View Luxury Villa with Pool

6 bedrooms•5 baths

•

Ocean Escape with Pool & Balcony

2 bedrooms•2 baths

•

Flamingo Oasis

4 bedrooms•4 baths

•

House of Dreams, Ocean Views, Private Pool

4 bedrooms•4 baths

•

Fabulous Ocean View Family Villa

5 bedrooms•4 baths

•

New

Luxury Oceanfront Villa, The Palms

2 bedrooms•3 baths

Luxury

Santa Teresa

6 bedrooms•6 baths

•

View all homes

Most popular amenities for private pool vacation rentals in CR

Other popular amenities & vacation types in CR

Family vacation rentals in CR

Large group vacation rentals in CR

Discover more beyond the pool in CR

CR delivers an astonishing mix of landscapes within a day’s reach. Think Pacific sunsets over rugged coves, warm Caribbean waters edged with palm-fringed beaches, and misty highlands where cloud forests touch the sky. Wildlife thrives here, from slow-moving sloths to electric-blue morpho butterflies, creating a rare sense of immersion in nature.

Adventure finds its home in volcanic valleys, canopy-lined rivers, and mineral-rich hot springs, while the country’s welcoming pura vida culture keeps the pace blissfully relaxed. Dry season brings golden, breezy days, and the green season paints everything in vivid color.

All of this makes CR an inspired destination year-round, which is why Wander’s luxury private-pool vacation rentals in CR are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in CR

Why should I book a Wander in CR over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in CR delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in CR?

Some of our most popular private pool vacation rentals in CR include 2BR | Luxury Condo, Two Pools, Ocean Views., Ocean View Luxury Villa with Pool • Sleeps 18, and 2BR | Ocean Escape with Pool & Balcony. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in CR?

Wander offers 8 private pool vacation rentals in CR, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in CR?

You can check-in to Wander private pool vacation rentals in CR after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in CR have WiFi access?

Yes. Every Wander home in CR has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.