Holiday rentals with a pool in Karen

Forest Light Retreat Nairobi, gym, swimming pool

Welcome to Forest Light Retreat :) Enjoy the following: 🌳Calm forest view 🧘🏾Hammock comfort 🎶Vintage Record Player 💿Vinyl collection 🏋🏾‍♀️Fully equipped gym 🏊🏼‍♀️ Heated pool 🎱Pool tables 🏓Ping Pong 💼working space 🚀Fast Wifi 🍿Netflix 🏮Ambient lights 🅿️parking 🍳 Fully equipped kitchen 🔋Full Back-up generator 🧹Cleaning services 🔑Self checkin And more,.. A Mid-Century Tranquil retreat designed for greenery lovers, art & music enthusiasts, work travellers and couples seeking a romantic escape. Book today

Value · Location · Sleep quality

Sunset Duplex Penthouse + Study | Kileleshwa

Welcome to Sunset Duplex Penthouse, a sunlit 3BR duplex penthouse with private study in upscale Kileleshwa. Set high above the city, it opens to unobstructed canopy views across Lavington and beyond, with beautiful west-facing sunset light. Inside: spacious living areas, full kitchen, comfortable bedrooms, fast Wi-Fi, quality linens and refined interiors. Ideal for business travellers, families, remote work, relocation stays or a calm Nairobi reset. Close restaurants and key business districts.

Location · Indoor spaces · Long stay

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.

Location · Value · Bathroom

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.

Location · Family · TV

Skynest - 15th - Floor (Self-Check-In)

Welcome to SkyNest, perched on the 15th floor in the heart of Westlands, Nairobi. This stylish apartment offers modern luxury and breathtaking panoramic skyline city views. Discover Nairobi at its best with malls, shops, conference centers, and vibrant nightlife just a stroll away. After a day of adventures, return to your urban haven with state-of-the-art amenities. Unwind on your private balcony and soak in the city lights. SkyNest is your experience – where luxury meets location!

Value · Location · Amenities

5* Elegant African Home /85'TV/king Bed &Queen Bed

Escape to this 5* Elegant African Home with amazing modern decor on the 13th floor, offering breathtaking views of Lavington. Unwind with an 85” TV and streaming options like Netflix, HBO, and more. The master boasts a king bed, and the kitchen is fully equipped with modern appliances, including an espresso machine. Enjoy free parking, high-speed Wi-Fi, a balcony with sunset views, and access to a gym, heated pool, and rooftop garden—all with 24/7 security for peace of mind.

Location · Family · Nearby

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.

Family · Location · Layout

Modern Lavi Apt w/Pool+Gym; Near Mall & 24/7 S/mkt

This modern, minimalist 3-bedroom, 2-bath apartment/flat offers a perfect blend of comfort and convenience for travellers—whether professionals, families, groups, or tourists. Enjoy access to a gym and unheated swimming pool. Conveniently located across from a 24/7 Naivas supermarket and just a short walk to Junction Mall, this space is ideal for both short and long stays, providing a cozy, home-like atmosphere while away.

Value · Family · Access

Jungle Oasis 2BR, hot tub, heated pool, pickleball

🌿 A unique detached 2-bedroom/1 living room set up situated at the Jungle Oasis, in the leafy of Karen.🍃 ✅ Please note: The unit comprises of three separate small cottages (2 bedroom cottages and 1 living room/kitchen cottage). It is NOT one single house but you will still be very close to each other as the cottages are situated right next to each other. The entire space is completely private to you.

Family · Value · Hot tub

Perfect Haven At Tabere Heights

This stylish place to stay is a perfect home away from home Its Beautiful,Spacious, fully equipped with new appliances and everything you need to feel relaxed, cosy and comfortable You Have the appartment to yourself which is 30minutes drive to & from the airport, 10 minutes away from shopping malls, and very close to most scenic restaurants and entertainment spots

Value · Family · Comfort

Penthouse 2 Levels · Kilimani · 4 bds+ Roof Access

A top-floor duplex penthouse with sweeping views of Ngong Hills, Nairobi National Park, and the CBD skyline. 4BR / 4BA, two living areas, screen sliding balcony doors to prevent mosquitos from getting in, dedicated executive office. Built for content shoots, multi-generational diaspora visits, and remote-work residencies. The most-photographed sunset in Kilimani.

Location · Family · TV

Ol Losowan Jua Cottage w/ Pool nr Giraffe Ctr

Welcome to "Jua Cottage" a charming, sunlit cabin nestled in a butterfly-filled wild garden in the heart of Karen. Located just minutes from the iconic Giraffe Manor, Sheldrick Elephant Orphanage, and Nairobi National Park, this serene property offers you a perfectly private escape with access to resort-style shared amenities.

Family · Value · Decor