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Villa holiday rentals in Simon's Town

Find and book unique villas on Airbnb

Top-rated villa rentals in Simon's Town

Guests agree: these villas are highly rated for location, cleanliness and more.

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Top guest favourite
A serene pool area is surrounded by lush greenery and tropical plants, offering a peaceful environment. The clear blue water of the pool reflects the surrounding foliage, while distinct seating areas are positioned along the pathway, providing inviting spaces for relaxation.
Villa in Green Point
4.96 out of 5 average rating, 179 reviews

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.

Superhost
An aerial view showcases a collection of modern villas nestled on a hillside, overlooking the ocean. The tranquil setting is complemented by surrounding greenery and the gentle curve of the coastline, with pools visible in several backyards.
Villa in Bantry Bay
4.82 out of 5 average rating, 179 reviews

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

High up against the world famous Lions Head lies a magnificent 5 Bdr, 5.5 bath Villa that overlooks Bantry Bay, Seapoint and Mouilli Point. The villa is the definition of home living with a view to die for and located in the luxurious Bantry Bay area. With amazing mountain and ocean views the villa with pool hosts tons of space and a terrace on each level ensures that you will always have a spectacular view. Backup power, uncapped WiFi, DSTV, AC in all bedrooms, armed response, & secure parking.

Top guest favourite
Villa in Simon's Town
4.91 out of 5 average rating, 281 reviews

Cape Point Mountain Getaway - 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.

Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Newlands
4.94 out of 5 average rating, 155 reviews

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.

Guest favourite
An Eco pool is set amidst a lush landscape, featuring a wooden deck with a pergola overhead. The water reflects the blue sky and surrounding greenery, creating a serene environment. Natural stone accents are visible along the pool's edges, enhancing the tranquil setting.
Villa in Oranjezicht
4.92 out of 5 average rating, 178 reviews

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.

Guest favourite
Villa in Clifton
4.9 out of 5 average rating, 111 reviews

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.

Top guest favourite
The modern wood and glass home is set against a backdrop of cloudy blue skies. Large glass doors allow light into the living spaces, while the beachfront deck features outdoor seating and a dining area. Lush coastal vegetation surrounds the property.
Villa in Kommetjie
4.99 out of 5 average rating, 180 reviews

Watersmeet On the beach 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.

Guest favourite
An outdoor terrace features a shimmering pool with a sleek design against the backdrop of dramatic mountains. Comfortable lounge seating is arranged nearby, providing a perfect spot to enjoy the stunning sunset views from this contemporary villa.
Villa in Bakoven
4.9 out of 5 average rating, 158 reviews

Camps Bay Luxury Villa - Villa Ravensteyn

Contemporary meets luxury at the Villa Ravensteyn. A beautiful modern holiday home in Camps Bay with a sublime location. This double-story villa is within walking distance to the infamous Camps Bay promenade. Spoilt for choice with multiple vibrant attractions, shopping and seaside restaurants catering for all tastes. Enjoy your days with sea views and exquisite sunsets. An affinity pool, balcony with sun loungers and a built in gas braai perfect for poolside relaxation & sunbathing.

Top guest favourite
A bright living area features large floor-to-ceiling sliding doors, providing spectacular ocean views. A comfortable grey sofa and an accent chair invite relaxation, while a glass coffee table sits in front. A modern television is positioned against the wall, enhancing the space's contemporary feel.
Villa in Cape Town
4.91 out of 5 average rating, 100 reviews

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.

Guest favourite
The image showcases a modern home with large glass windows, reflecting the warm hues of the setting sun. Towering mountains create a dramatic backdrop, adorned with rocky cliffs and lush greenery in the foreground, enhancing the serene landscape.
Villa in Bakoven
4.85 out of 5 average rating, 230 reviews

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.

Top guest favourite
A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.
Villa in Cape Town
4.84 out of 5 average rating, 209 reviews

180• Sea Views from a Hillside Villa, Solar Power

180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk

Guest favourite
Villa in Cape Town
4.93 out of 5 average rating, 152 reviews

28 Break-Away, Castle Rock Cape Town Luxury Villa

Located in the Castle Rock marine nature reserve just past Miller’s Point in False Bay. This beautiful seaside home boasts the best of luxury living, giving you a direct connection with the ocean. Peace and tranquility are in abundance as the ocean caresses every space in the house with her sounds , smells and sights. There is a local baboon troop in the area . Please be vigilant!

Popular amenities for villa rentals in Simon's Town

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • 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!

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