
Holiday rentals with a pool in Guanacaste
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guanacaste
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Villa Front Ocean view Costa Rica ( In house Chef)
If your dream vacation includes swimming in an ocean view pool, you’ve just found your perfect escape! Experience true coastal living with our seamless indoor/outdoor design. Retreat to your private room with ensuite bathroom & dedicated workspace. Ultra-fast fiber optic wifi. Enjoy a gourmet breakfast served fresh every morning with daily housekeeping included. Book our private Chef or an in-home massage. Discover secret beaches just steps away & stunning Playa Carrillo only 5 minutes drive.

Ocean view with private pool house: Isabela #6
One of the best ocean and mountain views in Playas del Coco! We welcome everyone! Perfect for couples, families and remote workers. Fully equipped house, located at the top of a mountain inside a gated community, 10 minute walk to the beach. Grocery stores, restaurants and stores nearby. Short drive from Liberia Airport (20 min). Enjoy a concert of birds and monkeys every dusk and dawn, spectacular sunsets views of Playas del Coco. Close to nature, but not far away from commodities!

Modern Treehouse with Plunge Pool & Mountain Views
Featured in ArchDaily, this extraordinary eco-designed treehouse by Gaia Studio Costa Rica rises above the hills of Matapalo with sweeping mountain and jungle views. Just 8 minutes from Playa Grande, the home draws the landscape indoors through expansive glass and an airy open-concept design with a strong connection to the outdoors. A king bedroom and two sofa beds accommodate up to four guests, while the private plunge pool offers a beautiful place to take in the surrounding scenery.

Cocolhu · Private Treehouse · Ocean view ·
Treehouse for 2 guests, perfect for couples & peaceful getaways. Located in a residential area surrounded by nature, with stunning ocean & mountain views. Just a 3–4 min drive or 25 min walk from downtown Tamarindo. Relax in the tiny pool under the trees, unwind in hammocks, enjoy coffee in the tropical garden & watch sunsets from the terrace. Amenities include privacy, AC, hot water, rain shower, kitchen, BBQ, WiFi, workspace for remote work, private parking & security cameras. 🌿

Lower Casita Catalina in Tamarindo w Private Pool
From this hilltop location above Tamarindo Bay, you will enjoy a panoramic view that is unbelievable. You’ll see what we mean when you get here! The Casita offers a king bed and a pull-down Queen bed, fully equipped with a private bathroom, kitchen, and a small balcony with ocean views and perfect for watching monkeys in the surrounding trees! You will also have access to the property's social space including a breezy covered terrace by the ocean-view pool and rooftop lounge!

Luxury villa & Infinity Pool
Sumérgete en la tranquilidad y belleza natural con esta espectacular casa en medio del bosque, diseñada para ofrecerte una experiencia única de lujo y relajación. Esta propiedad combina elegancia moderna con el encanto de la naturaleza. Despierta con los sonidos del bosque y disfruta de la paz que solo este entorno natural puede brindar. La casa ofrece privacidad total, pero se ubica en el corazón de Monteverde a corta distancia en auto de restaurantes locales y tiendas.

CasaCielo, Oceanview w/Pool, Near Beaches & Dining
Newly renovated. Stay in a stunning villa with a private infinity pool, located in a gated community near Costa Rica’s best beaches. Fully renovated in 2025, it offers modern comfort and breathtaking views. • 2 air-conditioned bedrooms with private bathrooms • Open floor plan with a fully equipped kitchen & cozy living room • Outdoor dining area to enjoy unforgettable sunsets • Wi-Fi, alarm system & fenced parking for security Relax in paradise—book your stay now!

Villa Poroporo
The villa is 35 minutes from the airport. It is in the centre of the attractions of Guanacaste, such as hot springs, beaches in the Papagayo tourist area, Rio Celeste, and national parks such as Rincón de la Vieja and Tenorio. The villa has a private restaurant exclusively for guests. All meal times can be arranged in advance by booking. The menu is personalised and tailored to the guest's preferences. We also offer horseback riding in the mountains with a picnic.

Casa Blue, prime views of Tamarindo and forest
Casa Blue is a stunning estate nestled on a 1.5-acre gated property, surrounded by lush tropical forest, and boasting panoramic ocean views. This luxurious vacation rental offers a serene and secluded getaway for up to ten guests and features a 65ft infinity swimming pool, Jacuzzi, yoga deck and much more. Its prime location is just 10 minutes from Playa Grande and 20 minutes away from the vibrant coastal town of Tamarindo.

Luxury villa with world class ocean view and pool
Mediterranean style home with a modern motif nestled near a German castle on top of a mountain a thousand feet above the ocean. There is no better view in the area. Come and stay in a beautiful spacious home in paradise with monkeys and wild animals that visit the property. If you decide to leave the comfort of the pool and the amazing view it's only a ten minute drive to the beach.

Design Treehouse 7 Meters High with Infinity Pool
Untouched nature, wild howler monkeys an a sunrise that you can see @the OHHouse. The OHHOUSE is ideal place to retreat, recharge your batteries, get creative and feel closer to nature again. The light-filled an minimalist house made of wood, concrete, metal and glass is built on stilts and merge with the branches and crowns of the surrounding trees at a height of seven meters.

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde
Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.
Popular amenities for Guanacaste rentals with a pool
House rentals with a pool

Luxurious Couples Retreat for Nature Lovers

Boutique Villa in Potrero - Hakuna Matata

Luxury Villa-Infinity & Suspended Pool-Nature View

Ocean View Jungle Villa w/ Private Pool

The jungle Luxury -Secure -Villa cimatella l

Plumeria Guest House

Walk to Beach & Sports Bar • Private Pool • AC

Villa Poro Poro - Indo Avellanas Coastal Community
Condo rentals with a pool

Oceanview Priv. Rooftop 6 Pools walk to the beach

Beach Front Feet in the Sand, Ocean View, 1 BR 1BA

amazing ocean views, and sunsets ( Penthouse #2)

Beachside 1st Floor Condo Near Flamingo & Conchal

Reserva Conchal Dream Getaway | Spacious 3BR Condo

Pura Vida de Gris

Gated Condo w/ Pool, Near Playa Penca - Sleeps 6

CONDO CORAL - Newly Remodeled Ocean Front Condo!
Other holiday rentals with a pool

VĪRYA - 2 BD | 3 BA | Private Pool | Ocean View

Casa Shantí: Your Private Paradise Above the Bay

New! Sukha Bambu near Conchal, Tamarindo, Flamingo

Modern Farm Home minutes from Playa Avellanas

Lakay Monteverde: HeatedPool, Golf Cart, Breakfast

Modern Villa 2BR | 3BA | Beach Club | Private Pool

"Villa Paraiso Jacques" PrivPool, Horses & beach

Panorama mountain home w/ private thermal pool
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