
Villa holiday rentals in Simon's Town
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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.

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.

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.

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.

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 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.

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.

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.

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

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
Private villa rentals

Camps Bay Villa: Bon Azure

The Verve - Private Estate Living

View 16 | Serenity Skyline Penthouse

Lovely House with stunning views

Gorgeous 3 bed Villa near beach a home from home

Barefoot Luxury Llandudno Beach Villa

Hohenhort Villa - heated pool -back up power

Villa with Pool, Table Mountain View & Kids’ Area
Luxury villa rentals

Llandudno Sea Views Pool 100m to beach

5* Villa * amazing views~long rentals welcome!

Camps Bay Luxury Villa walk to beach in 2 mins.

Mangata: Camps Bay Luxury Oceanfront 4-Bedroom Ho

One on Houghton, Camps Bay

Panoramic Viewpoint - Luxury Villa with Ocean view

Table Mountain Forest Villa - Cape Town

Bantry Bay Villa with Ocean View
Villa rentals with a pool

Number Two

Le Petit Poucet

Sea views & Sunsets Haven-Clifton at its best!

Butler-inclusive 5-bedroom Modern Villa with Pool

Villa Daria - 5 min walk to Camps Bay Beach

LA BOHEME - Villa with views and big garden

Cape Town Villa. Exquisite View of Table Mountain

CapClassic
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!
Destinations to explore
- Rentals with a washing machine and dryer Simon's Town
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- Cbd
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Boulders Beach
- Muizenberg Beach
- Glencairn Beach
- Green Point Park
- Long Beach
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Big Bay Beach
- Newlands Forest
- Cavalli Estate





