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Holiday rentals with a pool in Playa Flamingo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Playa Flamingo

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor seating area is shown with two yellow chairs and a small table, overlooking lush greenery. A private jacuzzi is visible to the right, while large glass doors provide access to an inviting interior space featuring a gray sofa and dining area.
Flat in Playa Flamingo
4.98 out of 5 average rating, 216 reviews

Oceanview 2nd Floor villa, hot tub

The Tree House is a 3 story ocean view villa featuring an 800 sq. ft. King Studio apartment on the 2nd Floor, private balcony & sun deck, sweeping views of the Pacific Ocean & beaches, private jacuzzi, full kitchen, king bed, desktop workspace, AC, indoor & outdoor seating, spacious shower & ensuite bathroom. Guests must have transportation. Can’t find the dates available you’re looking for? Check out our other King Studios with the same great amenities. https://www.airbnb.com/rooms/41883897

Top guest favourite
An outdoor living area showcases a private pool featuring a gentle waterfall. The spacious interior is visible through sliding glass doors, revealing a modern kitchen and dining space with light-colored furniture. Soft ambient lighting enhances the serene atmosphere as evening approaches.
Villa in Tamarindo
4.95 out of 5 average rating, 217 reviews

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.

Top guest favourite
A spacious living area is featured, furnished with two comfortable dark leather sofas. A wooden coffee table sits centrally, while a flat-screen TV is mounted on the wall opposite. Large arched windows bring in natural light, offering views of the greenery outside.
Flat in Playa Flamingo
4.87 out of 5 average rating, 107 reviews

Sunny Oasis: Condo in Playa Flamingo with Balcony

Welcome to our beautiful 1-bed, 1-bath condo nestled in the picturesque coastal town of Playa Flamingo. Perched atop a hill, this stunning vacation rental offers breathtaking mountain views and a partial ocean view from the private balcony, providing the perfect backdrop for an unforgettable getaway. Just minutes walk from the pristine white-sanded beach of Playa Flamingo and steps away from the new Flamingo Marina, this condo offers a perfect blend of comfort and convenience for up to 4 guests.

Guest favourite
A spacious outdoor terrace features comfortable seating with floral upholstery, overlooking a lush green landscape. The infinity pool reflects the soft hues of the sky at sunset, enhancing the serene ambiance. Natural wood elements provide an earthy touch to the inviting space.
Home in Tamarindo
4.93 out of 5 average rating, 179 reviews

The jungle Luxury -Secure -Villa cimatella l

The peacefulness of this place is the best you can have. It makes the travel definitely worth it. The wild life of monkeys and eagles flying make the landscape picture. In the heart of Costa Rica’s nature with only 10min from the tamarindo beach, 15min from avellanas ,Conchal beaches and 2 golfs (18 holes) located on the Pacific north coast . This fully furnished house for 5 peoples max daily cleaning,laundry service included,and pool caretaking. All in a private and secure area 24h/24

Top guest favourite
A pathway lined with vibrant greenery leads towards the sandy beach, framed by palm trees. The ocean stretches into the distance under a bright blue sky, with subtle clouds creating a serene backdrop.
Apartment in Provincia de Guanacaste
4.98 out of 5 average rating, 189 reviews

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

Enjoy beachfront living, majestic views and sunsets from your own private terrace, patio or pool! This gorgeous 1 bedroom, 1 bathroom condominium has a king-size bed, en-suite bathroom, and the kitchen has a large island and is fully equipped with all of the cookware you need to enjoy dining at home. You will have a spacious living area and covered terrace to enjoy the fabulous ocean views of the Catalina Islands, Flamingo Marina, and Potrero Bay. Only one short hour to Liberia airport.

Top guest favourite
Flat in Tamarindo
4.99 out of 5 average rating, 356 reviews

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!

Guest favourite
An inviting living area features a spacious beige sectional sofa adorned with patterned cushions. Large glass doors frame stunning views of the ocean and mountains, while a wooden coffee table adds warmth. The open layout leads to a dining area, enhancing the sense of space.
Apartment in Playa Flamingo Beach
4.96 out of 5 average rating, 116 reviews

"The House of Views"

Welcome to "La Casa De Las Vistas", aka "The House of Views". Located high on the Flamingo peninsula, this unique property sports a 180° view of the famous Flamingo Beach, Potrero Bay, and a bird's-eye view of the brand new beautifully constructed Flamingo Marina. Whether it's enjoying a magical sunset from our indoor/outdoor air conditioned balcony or waking up to a beautiful sunrise from your deluxe ocean view bedroom, this property provides a true tranquil experience.

Top guest favourite
A private infinity pool glistens under bright sunlight, surrounded by lush greenery and tropical plants. The patio area includes a shaded space for relaxation and provides an unobstructed view of the ocean and landscape beyond, enhancing the tranquil setting.
Villa in Playa Flamingo
4.97 out of 5 average rating, 117 reviews

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!

Guest favourite
A scenic view of the infinity pool is framed by lush palm trees, leading down to the sandy beachfront. Guests lounge on deck chairs beside the pool, while the tranquil ocean reflects clear blue skies in the background.
Serviced apartment in Playa Flamingo
4.99 out of 5 average rating, 113 reviews

Casa Chocolate at The Palms

Don't settle for a barebones stay. Casa Chocolate offers top-tier luxury and privacy at The Palms for a highly competitive rate. Steps from Flamingo Beach, this villa features an elite 75" 4K home theater and a kitchen stocked with coffee, spices, and oils. Enjoy free use of resort beach chairs, umbrellas, towels, kayaks, surfboards, gym, and the infinity pool. ⚠️ Strict max 6 guests (incl. kids/infants). 2+ week stays get 1 free night!

Guest favourite
A thatched roof rancho is centered on a spacious wooden deck, offering a cozy day bed with blue and white cushions. The infinity pool extends seamlessly into the horizon, providing uninterrupted ocean views, while lush tropical greenery surrounds the area.
Villa in Tamarindo
4.99 out of 5 average rating, 204 reviews

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.

Guest favourite
An aerial view of the stunning accommodation is presented, surrounded by lush greenery. A serene infinity pool is nestled at the edge of the structure, offering a seamless connection to the surrounding treetops, enhancing the sense of immersion in nature.
Place to stay in Tamarindo
4.87 out of 5 average rating, 194 reviews

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.

Top guest favourite
An inviting infinity pool is situated on a wooden deck surrounded by lush green foliage. The tranquil waters reflect the dappled sunlight, offering views of the vibrant landscape beyond. Trees frame the scene, creating a serene and private atmosphere.
Treehouse in Santa Cruz
4.98 out of 5 average rating, 120 reviews

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 Playa Flamingo rentals with a pool

When is the best time to visit Playa Flamingo?

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Avg. price$411 SGD$406 SGD$403 SGD$319 SGD$284 SGD$296 SGD$294 SGD$280 SGD$279 SGD$284 SGD$316 SGD$414 SGD
Avg. temp26°C27°C27°C28°C29°C28°C28°C28°C28°C27°C26°C26°C

Quick stats about holiday rentals with a pool in Playa Flamingo

  • Total holiday rentals

    Explore 340 holiday rentals in Playa Flamingo

  • Nightly prices starting at

    Playa Flamingo holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    340 of Playa Flamingo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Playa Flamingo rentals

  • 4.8 Average rating

    Playa Flamingo stays are highly rated by guests – averaging 4.8 out of 5!

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