Villa vacation rentals in Simon's Town

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Top-rated villa rentals in Simon's Town

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Superhost
The outdoor area features a swimming pool surrounded by lush greenery. A spacious patio is furnished with multiple umbrellas and a large dining table, providing a comfortable setting for gatherings under clear blue skies.
Villa in Constantia
4.85 out of 5 average rating, 157 reviews

Large 5 bed Constantia Villa with pool and garden

Bishopscourt/Constantia border , this property has privacy and comfort. LIGHTS during normal load shedding!! Mature garden, pool, security and views. Smart TV (no DSTV). Caretaker lives on site. NO GATHERINGS / FUNCTIONS in excess of people booked to stay. Max 8 people (10 by arrange) Small adjoining cottage has long term tenant. Min 2 night stay. Incl: elec, water, bedding, towels, wifi, security. Extra guests - R500 each per night. SEE LINK for new WINELANDS property - African Oaks!

Guest favorite
Villa in Simon's Town
4.9 out of 5 average rating, 236 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
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
4.95 out of 5 average rating, 148 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
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
4.94 out of 5 average rating, 159 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 favorite
The modern home features a spacious outdoor area with a sparkling pool reflecting the sunset. Large glass doors provide a view into the inviting interior, where soft lighting enhances the contemporary design. The coastline and sky are visible in the background, highlighting the tranquil setting.
Villa in Misty Cliffs
4.95 out of 5 average rating, 58 reviews

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.

Guest favorite
A spacious balcony is furnished with four comfortable lounge chairs and two small tables. The scenic view of the surrounding mountains and greenery can be seen in the background, offering an inviting outdoor space for relaxation.
Villa in Hout Bay
4.91 out of 5 average rating, 108 reviews

Contemporary villa with magnificent views of Hout Bay

Opplev soloppgangen over dalen. Nyt kvelden med sør-afrikansk vin og BBQ i hagen. Huset har moderne arkitektur, stilfull innredning og fantastisk utsikt. Vi har en house keeper som kan bistå. Avtal pris med ham for ekstra bistand. Fantastisk turområde i nabolaget og kort vei til strender, restauranter, vingårder og severdigheter. Huset tilbyr gjestene høy komfort. I tillegg til Queen size senger har vi to King size senger, inkludert to enkeltsenger som kan settes sammen til en king size seng.

Top guest favorite
A modern wood and glass home is positioned directly on the beach, with expansive outdoor decking. Loungers are arranged on one side, while a dining area is visible toward the indoor space. Lush greenery lines the perimeter, contrasting with the sandy surroundings.
Villa in Kommetjie
4.99 out of 5 average rating, 172 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
An expansive outdoor terrace offers panoramic views of the ocean and mountains. A sleek railing runs along the edge, providing safety while enhancing the scenery. The sunlit surface showcases light-colored tiles, contributing to a spacious and airy feel.
Villa in Fish Hoek
5 out of 5 average rating, 119 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.

Top guest favorite
A covered patio features a round wooden dining table surrounded by four chairs, illuminated by soft sunset light. The structure is supported by wooden columns, with a view of a lush garden and distant mountains under a clear sky.
Villa in Hout Bay
5 out of 5 average rating, 20 reviews

Villa with amazing views and pool in Cape Town

Serene escape with spectacular mountain views. This private sanctuary is set in a spacious ,secluded garden in the heart of Hout Bay. This charming village is just a short drive from Cape Town, with easy access to beautiful beaches and world class hiking / biking trails . It is the ideal base for those who crave both tranquility and adventure. Perfect for couples or solo travelers looking to unwind, explore and reconnect. This unique villa blends contemporary design with natural finishes.

Superhost
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
4.89 out of 5 average rating, 142 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
The master bedroom features large windows that provide sweeping views of the ocean and nature reserve. A modern freestanding black bathtub is positioned beside the window, with plush towels neatly arranged nearby. A spacious bed draped with a light blanket complements the serene decor.
Villa in Scarborough
4.97 out of 5 average rating, 59 reviews

THE BLVCK HOUSE - Bespoke Mountain & Beach Villa

THE BLVCK HOUSE is a unique & magical villa set on the mountain-side in the quiet conservation village of Scarborough, an hours drive from Cape Town. The villa features a main house & separate guest cottage. Just a 5 minute walk takes you to Scarborough's tranquil beach, and 2 minute walk takes you to local hiking trails with breathtaking views. The Villa is thoughtfully designed so that each room is private, yet the space has many areas communal areas to connect.

Guest favorite
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 Simon's Town
4.84 out of 5 average rating, 203 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

Popular amenities for Simon's Town villa rentals

Quick stats about villa rentals in Simon's Town

  • Total vacation rentals

    Explore 10 vacation rentals in Simon's Town

  • Nightly prices starting at

    Simon's Town vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Simon's Town vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Simon's Town rentals

  • 4.6 Average rating

    Simon's Town stays receive an average rating of 4.6 out of 5 from guests

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