Holiday rentals with a pool in Karen

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Top-rated rentals with a pool in Karen

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

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Top guest favourite
A private garden space features lush greenery, including large tropical plants and clusters of white flowers. A cozy annex is visible in the background, framed by trees and a blue sky. The space invites relaxation and outdoor enjoyment.
Guest suite in Nairobi
4.95 out of 5 average rating, 59 reviews

Enchanting One Bedroom Garden Suite, Karen, Kenya

This lovely one bedroom annex is located within a serene gated community in the leafy Karen suburb. It has an open-plan living area with a quaint, fully-equipped kitchen, a dining overlooking the garden and living space with a personal fireplace and fold-out sofa bed. The private porch looks over the lush gardens with a view of the pool beyond. The properties central location is convenient for quick access to grocery stores, malls, restaurants, bars and is a short walk from Karen Country Club.

Superhost
Flat in Nairobi
5 out of 5 average rating, 3 reviews

The Art Of Living Apartment. Kilimani

Step into a living gallery a mid-century home, the fifth signature apartment curated by multidisciplinary artist EL’Cesart, where every object and texture is designed to inspire curiosity and stir creativity. This signature smart-apartment is crafted for those who seek not just accommodation and comfort, but also an experience inside modern mid-century living. Located in the heart of Kilimani, Nairobi, this is a home where living becomes art and each moment unfolds like a curated exhibition.

Guest favourite
A vintage freestanding bathtub is positioned on a wooden deck, offering a view of the lush greenery surrounding the area. A small side table is next to the tub, accompanied by a red candle, enhancing the serene outdoor setting.
Treehouse in Loresho Estate
4.95 out of 5 average rating, 432 reviews

Nairobi Dawn Chorus

A Unique space built so that our guests can appreciate nature in the heart of Nairobi. It’s perfect for a romantic getaway with that special someone, or a staycation for those looking for a break. For travelers, this is a memorable start or finish to your safari. Perched in the trees & looking out over a river valley, you will enjoy a peaceful sleep to be woken by the dawn chorus. Enjoy an outdoor bath under the stars in Nairobi. No kids under 12. Quiet neighborhood - no parties please.

Guest favourite
A balcony is presented, featuring a circular hanging chair in a vibrant yellow shade alongside a small round table. A green carpet mimics grass underfoot. The view encompasses a scenic skyline and a backdrop of a cloudy sky, reflecting a peaceful atmosphere.
Flat in Nairobi
4.93 out of 5 average rating, 122 reviews

2 Bedroom Furnished Apartment Nairobi, 85"Tv, Pool

Beautiful 2 bedroom service apartment in Nairobi. The unit has Fast and Reliable Wifi, an 85" Samsung smart TV with Netflix subscription. House power back up for uninterrupted electric. A fully equipped kitchen, high speed lifts, well maintained pool, and gym Walking distance to multiple restaurants, cafes, bars, and grocery stores. Located in quiet Lavington/ Kilimani area. About 30 minutes from JKIA Airport, 15 minutes from Westlands, and 15 minutes from Safaris at Nairobi National Park

Top guest favourite
A colorful mosaic pool features intricate designs in vibrant hues, surrounded by lush greenery. A unique sculpture extends from the side of the pool, adding artistic flair. The clear blue water reflects a bright sky, providing a serene atmosphere for relaxation.
Place to stay in Nairobi
4.95 out of 5 average rating, 63 reviews

Pool House - Gaudi in the bush

This unique Gaudi inspired home will fill your mind with light & colour. Without a straight line in the place & art in every nook and cranny - it’s a feast for the eyes. A big living space anchors the house, leading to a breakfast/dining landing, 2 bedrooms & an annexe (on 2 of the several levels), & bordering one of the most iconic swimming pools on the planet - this is a stay you won’t forget. With a lower patio & large upper deck for sundowners, & stunning views across the gorge.

Guest favourite
An outdoor living area features a shaded seating arrangement with cushioned benches and a small table. Sunlight filters through a bamboo canopy, creating a dynamic play of light and shadow. In the background, a heated swimming pool and expansive views of the surrounding landscape are visible.
Cottage in Ngong Hills
4.97 out of 5 average rating, 31 reviews

City Escape | Cliff Top Cottage

Cliff top cottage is a beautifully designed 2 bedroom, 2 bathroom Swahili style cottage located just a short 45 min drive from Karen. Complete with all of life’s little luxuries including a heated pool, WiFi, nespresso machine, DSTV, Netflix and wonderful staff. Bedroom 1 is a king sized room with en-suite and beautiful views. Bedroom 2 is a twin with doors opening onto a courtyard. Our heated swimming pool is a wonderful addition to our home. The perfect temperature all year round.

Superhost
Flat in Kilimani
4.92 out of 5 average rating, 12 reviews

Massive Penthouse | City View—Full Office & Backup

This is our largest unit. It is a massive executive suite in Kilimani with stunning sunset views, perfect for expats, couples, and remote workers. Just 15 minutes from Westlands and 10 minutes to the City Center. Enjoy a dedicated home office with an automatic adjustable desk, super fast Wi-Fi, ergonomic chair, and panoramic city views. Peaceful, secure location with easy access to shops and restaurants. A stylish, comfortable base for both work and leisure in Nairobi.

Top guest favourite
Flat in Nairobi
5 out of 5 average rating, 34 reviews

City-View 1BR near Junction Mall| Heated pool+Gym

Wake up to sweeping Nairobi city views in this stylish 1-bedroom apartment located just steps from Junction Mall. 35 mins from Jomo Kenyatta international airport. Perfect for both business and leisure travelers, you’ll enjoy fast WiFi, a fully equipped kitchen, heated pool, gym and free parking, all in a secure gated complex. Whether you’re working remotely, shopping or exploring Nairobi’s attractions this apartment offers all the comfort and convenience you need.

Guest favourite
The exterior of the house is illuminated at twilight, showcasing large, artistic windows and a gabled roof. Two children are seen walking towards the property beside a pool, reflecting the warm glow of the building, surrounded by lush landscaping and a serene sky.
Home in Nairobi
4.92 out of 5 average rating, 86 reviews

Hangar Nine

Welcome to Hangar Nine, a cozy retreat on the outskirts of Nairobi, offering a peaceful escape from city life. Situated on a family-owned small holding farm just an hour's drive from downtown Nairobi or the Jomo Kenyatta International Airport, the house features three bedrooms, two bathrooms, an open plan living area, a large veranda, a swimming pool and a sundowner fire pit from which to unwind and take in views of the Nairobi city skyline in the distance.

Top guest favourite
A modern living area presents a comfortable sofa set, paired with a stylish armchair. A flat-screen TV displays a warm fire scene. Floor-to-ceiling windows reveal panoramic views of the illuminated Nairobi skyline at night, while soft ambient lighting enhances the overall atmosphere.
Flat in Nairobi
5 out of 5 average rating, 12 reviews

1 Bed en-suite extra bathroom

Luxury one-bedroom en-suite with an additional guest bathroom. Modern interiors with ample natural light and floor-to-ceiling windows offering stunning Nairobi skyline views. Located in Westlands near fine dining, shopping, and key attractions. Includes high-speed Wi-Fi, smart TV, premium kitchen appliances, 24/7 security, and concierge services. Whether for leisure or work, this apartment strikes the perfect balance between luxury and accessibility.

Top guest favourite
Apartment in Nairobi
5 out of 5 average rating, 8 reviews

Maskani on the 16th:Serenity, skyline views, pool

Welcome to Maskani on the 16th , your haven in the sky. This modern apartment blends comfort, style, and breathtaking views of the Nairobi skyline. Bright, airy interiors with large windows create a warm, inviting space for both work and relaxation. By day, enjoy natural light streaming in; by night, unwind as the city lights sparkle below. With access to a pool, gym, and prime location near malls and restaurants, it’s luxury living redefined.

Top guest favourite
Flat in Nairobi
4.97 out of 5 average rating, 35 reviews

1min Walk to Junction Mall|Airport Ride|75"HDTV

☞<1 min walk to The Junction Mall - very convenient location - cafes, restaurants, cinema, supermarket, and more ☞ Free Airport Transfer from JKIA – 4+ Night Stays (details below) ☞ 15th Floor Balcony with 180° city views ☞75 inch smart TV ☞Backup power generator - very important in Nairobi to avoid blackouts ☞ Very spacious newly built & furnished apartment ☞ Visitors allowed (see house rules) ☞ Fully equipped kitchen ☞ Safe neighbourhood

Popular amenities for Karen rentals with a pool

Quick stats about holiday rentals with a pool in Karen

  • Total holiday rentals

    Explore 60 holiday rentals in Karen

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Karen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Karen rentals

  • 4.8 Average rating

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

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