Villa vacation rentals in Simon's Town

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Top-rated villa rentals in Simon's Town

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Guest favorite

Villa in Boulders

4.93 out of 5 average rating, 196 reviews

Whalesong by Steadfast Collection

Dine al fresco on the covered deck and marvel at the incredible views over False Bay and an award-winning garden, in which 40 penguins live! This villa has been beautifully decorated by a top designer and all paintings are by the former resident artist. Enjoy the warmer clear water of the best secret beach below the house. House comes with full time staff. The most relaxing, safe and private holiday house. Ultra fast unlimited Wi-Fi and well kitted out with high quality everything - can stylishly host 16 for lunch. Cool in summer and warm in winter - it is the best place in the world! This is a very special holiday house indeed. It is blissfully quiet and private yet easily accessible. Great in winter too. One road back from the sea which is actually an advantage at Boulders Beach as it is hidden away from the many tourists. 100% 5-star reviews - a perfect Airbnb score. The view is unbelievable - bring your binoculars for whale and bird watching. The house has 2 bedrooms and 2 bathrooms and so does the cottage. The large award-winning garden was planted by Kirstenbosch botanical gardens' landscapers 30 years ago. Around 40 penguins live in the garden, which makes it one of the only houses in Africa that can boast that! Lottings the marvellous house manager / keeper is always on hand to help with anything and everything. There is also a games room with a table tennis table. Whale Song is an entertainer's paradise, fully equipped with everything you could hope for and high-end kitchen equipment etc. It is also a modest distance (40km) from Cape Tow, so invite friends to join you for a day or a night. Good old Bose surround sound Hifi with an aux cable so you can play your own music easily. Very quiet - no sign of a neighbour or a tourist. Close proximity to hotspots on the peninsular, including top restaurants and wine estates. Also suitable for corporate strategy getaways, teambuilding, photo / video shoots and experiential showcase meals and events. The house is super safe. has non intrusive CCTV and as it is next to a naval base with armed guards at entry to base over the rd from the house. There are two good new bicycles for you to borrow, as well as a blow up boat and some snorkelling and other beach gear. You won't ever want to leave - this is paradise on earth and is the most relaxing holiday house around. Entire place is yours. Access from the main rd and also a pedestrian gate with a code to Gay rd below. I'm always available to give advice or help with anything at all. Whale Song is a villa in Simon’s Town, a historic and increasingly trendy town. It has lovely restaurants, antique shops, and a great yacht club. Cape Point, endless hiking trails, SCUBA diving and swimming beaches are very close by. Rent kayaks and SUPs and enjoy the clear water and its rich marine life. Or just take it easy and relax before the wonderful view and many birds in the garden. The large patio is sheltered from the wind and is the best venue for hosting long sun drenched lunches! A car is handy but the house is serviced by main bus routes and is a 20 minute walk from the train station - it is then one hour by train (half of it along the coast) to the centre of Cape Town. The house is called Whale Song but it just as well might be named Penguin Song - we love the sound of the birds but be prepared to hear then chattering away till 10 at night and again from 7 in the morning in the garden!

Top guest favorite

Villa in Simon's Town

4.89 out of 5 average rating, 227 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.

Guest favorite

Villa in Newlands

4.95 out of 5 average rating, 147 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 favorite

Villa in Oranjezicht

4.94 out of 5 average rating, 154 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.

Superhost

Villa in Clifton

4.76 out of 5 average rating, 198 reviews

Gorgeous Clifton 4 bed villa on 4th beach

A unique Villa with spectacular views, sits above Cliftons world famous fourth beach thirty steps below. Large beautifully appointed entertainment areas, plus patio and wood fired BBQ. Bedrooms are light and high ceilinged. Inverter supplies continuous electricity. This magical space offers a memorable mix of pleasure, with a sparkling pool that has continuous views of the sea and the mountains. Its located ten minutes away from Camps Bay's fabulous restaurants, supermarkets and night life.

Top guest favorite

Villa in Kommetjie

4.99 out of 5 average rating, 169 reviews

Amazing home on the beach in Klein Slangkop

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.

Top guest favorite

Villa in Fish Hoek

5 out of 5 average rating, 114 reviews

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.

Superhost

Villa in Bakoven

4.89 out of 5 average rating, 139 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 favorite

Villa in Bakoven

4.96 out of 5 average rating, 142 reviews

Five Star Villa with Housekeeper, Pool, Jacuzzi, Gym, Sauna

The exclusive property features an outdoor pool, jacuzzi and a gym, breathtaking ocean everview, chef grade kitchen, a private sauna and a beautiful garden. The property consists of a main villa with 4 bedrooms and 4 bathrooms (3 ensuite) and a separate cottage with one bedroom and one bathroom, which can only be booked together (1200m2 plot). The housekeeper cleans the house and makes the beds from Monday - Friday. For power outages we have a backup system with Tesla batteries

Guest favorite

Villa in Green Point

4.83 out of 5 average rating, 168 reviews

Sensational Views from Springbok Rd in Cape Town

A one of a kind, sprawling Cape Town villa that offers jaw dropping views of the Green Point commons and the iconic Cape Town Stadium against a backdrop of the Atlantic Ocean and Robben Island. Ideally located in Green Point, on the Atlantic Seaboard in one of CT's most exclusive & secure streets within minutes of the City Centre, all grocery stores, the V&A Waterfront, most tourist attractions & CT amenities, beaches & hiking paths.

Top guest favorite

Villa in Scarborough

4.97 out of 5 average rating, 38 reviews

Ocean’s Horizon Beach Villa | pool | solar powered

Perched on the mountainside overlooking the eco-village of Scarborough, Ocean’s Horizon is the stuff dreams are made of: magnificent views, luxury, and ultimate relaxation. Take in the breathtaking beauty of Cape Town’s most pristine coastline enclave. Be carried away by the soothing sounds of breaking waves and seagulls. Be awestruck by sunsets unmatched in their intensity and splendour. This is what Ocean’s Horizon has to offer.

Guest favorite

Villa in Simon's Town

4.84 out of 5 average rating, 201 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