
Villa holiday rentals in Simon's Town
Find and book unique villas on Airbnb
Quick stats about villa rentals in Simon's Town

Total holiday rentals
Explore 10 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Simon's Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Simon's Town rentals

4.8 Average rating
Simon's Town stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated villa rentals in Simon's Town
Guests agree: these villas are highly rated for location, cleanliness and more.
Contemporary Farmhouse with Garden and Pool
Lounge by the pool of this farm-style villa surrounded by lush green garden. The homestead offers a number of cosy nooks, including a peaceful backyard patio, a plush living room & bright sun room. The three bedroom, three bathroom layout makes spacious, relaxed easy living for 6. It's packed with amenities & a secure off street parking. The Fibre WiFi is super fast & reliable. An Inverter provides Electricity during LoadShedding for lights, Wifi, TV, Fridge and a Phone/Computer Charging Socket.

Cape Point Mountain Getaway - Oceanside Villa
A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

180°SeaViews•Big Villa• Beaches•Penguins
Price include Airbnb 15.5% fee. Wake up to sweeping ocean views. Villa perched on hillside in Simon’s Town. Easy, well marked, walks to many penguin colonies, & secret wind free beaches. Chef’s kitchen fully equipped. A big balcony with big BBQ. Indoor built-in BBQ fireplace for heating areas/cooking. Gas heaters in all bedrooms. Back up Inverter & solar geyser if electricity disruption. Stable fiber& mesh system. Smart TV in bedrooms. High quality beds & linen Lots activities to suit all ages

Table Mountain Villa
Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.
Solar-Powered Mountain Retreat with Natural Pool
Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.

Ocean Sky Retreat Villa, Misty Cliffs
Winner of the House and Leisure, home of the year for architecture and design. The moment you arrive our home will take your breath away. With its endless 360° views of prestine beaches and mountains a like. This home floats high in the mountains with the feeling of being on the beautiful beaches below as the sky floods through this spacious home. Misty Cliffs is a safe and magical village with its natural elements of tranquility. The house boasts all modern requirements without the city feel.

Private Villa & Heated Pool, Steps Away from Beach
Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Watersmeet On the beach at Klein Slangkop, Kommetjie
Modern wood and glass home with solar-heated pool on the beach in Klein Slangkop private security estate. Step from the front deck onto beautiful beach sand and direct access to some of the most pristine beaches in the Cape. Breathtaking views. Great surfing. Nature. Stunning sunsets. Situated on the west coast of the Peninsular 50 minutes to Cape Town City Center one way and 25 mins to Cape Point gate the other way. Noordhoek beach is to the right and Long Beach to the left of the house.

Sea Views Oceans Echo Luxury villa
Hi, I’m Yvette I’ve been hosting guests at my villa since 2007. Ocean’s Echo is my home-away-from-home - a piece of paradise in Cape Town’s Southern Peninsula, that has views spanning the entire False Bay coastline, from Simon’s Town to Muizenberg. I’ve lived in Cape Town my entire life and am able to offer advice, give ideas for itineraries, and provide insider tips on restaurants and attractions in the Mother City. However your group is made up, I’d be happy to host and happy to help.

Beyond Misty Cliffs · Luxury Seaview Villa & Pool
⭐ WINTER SPECIAL: 35 % Rabatt bis 30. Sept. – Walsaison! ⭐ Moderne Luxusvilla über dem Atlantik im Naturschutzdorf Misty Cliffs. Atemberaubender Meerblick aus jedem Raum, Infinity-Pool, stilvolles Interieur, nahtloses Indoor-Outdoor-Wohnen. Zwei grosse Kamine mit Meerblick (Holz inklusive), beheizte Betten, Housekeeping 3x/Woche, Glasfaser-WLAN & Notstrom. Versteckter Sandstrand fußläufig, Kapstadt 45 Min. - Constantia Wine Farms 25min. Studio für 2 zubuchbar – insgesamt 8 Gäste.

Stunning Ocean View and Sound
Hear breaking waves. Luxurious villa with pool. Breathtaking views. Walk to best blue flag bathing beach in CT. Sheltered private solar heated pool. Bright architect designed home with floor to ceiling sliding doors. Garage. Comfortable hotel style. Inverter Electric Power(new), blackout curtains, cotton sheets, pocket sprung beds, aircon in reception rooms and two bedrooms; fast wi fi ; 75 inch Qled TV - option of wonderful housekeeper. Uber plentiful WINTER Warm aircon heat.

Camps Bay Dream
Beautiful home in Camps Bay. Stunning sea views from Lions Head to Llandudno. Surrounded by the encapsulating slopes of Table Mountain. Perfect for beach vacationers as well as those who enjoy hiking and some down time. Situated close enough to the beach, but outside of the hustle and bustle of Camps Bay Main Road. The swimming pool is situated amongst the slopes of the mountain but still shows off the magnificent sea view. Walking and running trails right outside the back gate.
Popular amenities for villa rentals in Simon's Town
Private villa rentals

Camps Bay Villa with breathtaking mountain views

Bay view Villa at Boulders Beach and enclosed Pool

Spectacular Villa- By The Sea Kalk Bay

Blue Waters Beach Villa - Simons Town

Kinghorns Gardens

Chapman's View Villa - with solar backup power

Ocean & Mountain Villa - It's all about the views

Blue Swallow - Best ocean view from EVERY room
Luxury villa rentals

Skye Haven - Sea. Sky. Family time.

Camps Bay Villa: Bon Azure

Sea views & Sunsets Haven-Clifton at its best!

Mangata: Camps Bay Luxury Oceanfront 4-Bedroom Ho

Stylish Villa On Ocean's Edge, Unique Outdoor Area

Camps Bay Luxury Villa - Villa Ravensteyn

Villa Kali - 67 Arcadia Rd, Bantry Bay - Cape Town

Hohenhort Villa - heated pool -back up power
Villa rentals with a pool

Llandudno Sea Views Pool 100m to beach

Boutique Coastal Retreat

5* Villa Exclusive secure estate - longer rentals

Lovely House with stunning views

Villa Silands | Noordhoek Nature Retreat

Luxury mountainside villa with ocean views

Luxury Serviced Mountain Villa in Constantia

Villa with Pool, Table Mountain View & Kids’ Area
Destinations to explore
- Rentals with breakfast Simon's Town
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- Smoking-friendly rentals Simon's Town
- Guest house rentals Simon's Town
- Rentals with a patio Simon's Town
- Rentals with a washing machine and dryer Simon's Town
- Private suite rentals Simon's Town
- Rentals with a fireplace Simon's Town
- Pet-friendly rentals Simon's Town
- Rentals with pools Simon's Town
- Fitness-friendly rentals Simon's Town
- Bed and breakfasts Simon's Town
- Flat rentals Simon's Town
- Rentals with a firepit Simon's Town
- House rentals Simon's Town
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- Beachfront rentals Simon's Town
- Family-friendly rentals Simon's Town
- Waterfront rentals Simon's Town
- Rentals with beach access Simon's Town
- Villa rentals Cape Town
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- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Muizenberg Beach
- Hout Bay Beach
- Clifton 4th
- Stellenbosch University
- St James Beach
- Atlantic Seaboard Community
- Canal Walk Shopping Centre
- Babylonstoren
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Glen Beach
- Long Beach
- Cavalli Estate





