
Holiday rentals with a pool in Guanacaste
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Top-rated rentals with a pool in Guanacaste
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Modern Villa 2BR | 3BA | Beach Club | Private Pool
Welcome to Maitri, your cozy getaway! This 2-bedroom, 3-bathroom villa is crafted for comfort & relaxation. Located just an 8-minute stroll from the beach, you'll have the perfect blend of peace & adventure. Stay connected with 2x 200mbit high-speed internet. Enjoy exclusive concierge & access to the Langosta Beach Club included with your stay! We are located in Central Tamarindo next to the Tamarindo Night Market. 1 hr from LIR (Liberia Airport) and 4 hrs from SJO (San Jose Airport) by car.

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!

Private oceanview home w/pool,short walk to beach!
This new, modern home has it all...secluded setting, spectacular views, infinity pool and only a 7 minute walk to Ocotal Beach! Located on a cliffside overlooking Ocotal Bay, Villa la Pacifica is only 40 minutes from Liberia Airport and only a few minutes drive to all the amenities and entertainment that neighbouring Coco has to offer. 3 bedrooms, 4 baths and plenty of outdoor space to enjoy. Come enjoy some 'pura vida' on Costa Rica's golden coast - here at Villa la Pacifica!

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!

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 1 | The Retreat at Blue Mountain Farms
This fabulous house is nestled in the mountains, only 15 minutes from the beaches of Samara, and it is the definition of a peaceful retreat. Come here to be alone and write your novel, relax, or to spend quality time as a family. Situated on 20 acres of private land, filled with a variety of fruit trees (coffee, chili peppers, star fruit, plantains, lime, and more) you will experience the natural beauty of Costa Rica immersed in the sights and sounds of nature.

Luxury Villa~Private Pool ~3BDR~Walk to beach
We are a family-owned boutique villa in the heart of Tamarindo, thoughtfully designed for your perfect vacation. Our tropical oasis blends Nordic-inspired modern design with a calm atmosphere. High ceilings, natural light & clean lines create an airy feel. Wood, concrete & white walls bring timeless elegance, and the gardens create a peaceful, natural setting. Your perfect Pura Vida experience!

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.

Modern gated villa w/ Pool and Beach Club access
Casa Malibu is a tropical retreat with organic décor, blending the beauty of nature with modern comfort. This 5,000-square-foot haven—just steps from Tamarindo Beach—features a stunning infinity pool and offers complimentary access to the Puerta de Sal Beach Club, managed by the acclaimed team behind Pangas Restaurant.

Natural Paradise at Playa Grande
Just 1,8 Miles from the golden shores of Playa Grande, Kinamira welcomes you into a haven of peace and refined simplicity, surrounded by nature. Thoughtfully designed with love, blending the spirit of Costa Rica and the Mediterranean, our property embodies well-being, attention to detail… and a certain art of living.

CasaMonoCR
Private, treehouse style loft. This casita boasts beauty with a view to match. Located only 45 mins from Liberia Airport (LIR), and 20 minutes to a handful of beautiful beaches like Tamarindo, Casamonocr is in an ideal location. CasaMonoCR is located inside the private gated community of Rancho Cartagena.
Popular amenities for Guanacaste rentals with a pool
House rentals with a pool

The jungle Luxury -Secure -Villa cimatella l

Casa Lili - Peacefulness & Nature

Casita Potrero

Casa Sol: Lux 4 bd/4.5 ba, Pool, View, & Concierge

Villa Poro Poro - Indo Avellanas Coastal Community

Casa Vistas del Coco, sea and mountain view

Enjoy incredible ocean views

Ocean View+Infinity Pool+King Beds+Private Villa
Apartment rentals with a pool

Ocean Front Ocean View Condo in Junquillal

Tropical getaway walk to beach, restaurants, shops

Modern 2- bd condo super close to the beach !

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

amazing ocean views, and sunsets ( Penthouse #2)

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

Pool Access | 2-Min Walk to Playa Potrero

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

Shambalah deluxe suite w/pool in renovated stable

Buendía Lux • Villa Harmonia-Pool & BBQ Near Beach

The Jewel of the Jungle ~ An Eco-Luxury Experience

5 minutes walk from the beach | 3 bedrooms villa

Villa Camélia — Flamingo Beach Paradise

Bungalow #10 - Top Level Studio - Flamingo Beach

Oceanview Escape • Private Pool + King Bed

Tropical Oasis: 4 Bedroom Oceanview Family Escape
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