
Villa vacation 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.

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!

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.

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.

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.

Stylish Cape Dutch Vineyard Villa in Constantia
Enjoy a unique setting, complete privacy, exceptional security, and breathtaking Mountain View’s. Nestled within six acres of landscaped gardens and adjacent to Groot Constantia (the southern hemisphere's oldest winery), this stylish Vineyard Villa is part of the spectacular Buitenzorg estate. FEATURES: Three en-suite bedrooms Fully equipped kitchen Large patio & private pool Jacuzzi, sauna Gym, tennis court & table tennis Separate workspace/s Baby equipment Parking Daily housekeeping.

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.

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.

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.

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 Simon's Town villa rentals
Private villa rentals

Villa 15 Ottawa - Sea. Sky. Breathe out.

Waves, Kommetjie beach bliss

Sea views & Sunsets Haven-Clifton at its best!

Sea and Mountain Views/Gym/Pool/BBQ

OCEAN VILLA- JOUBERT, GREENPOINT

Gorgeous Holiday Villa

Lux home with pool, close to wine farms

The Cape Kingdom Beach House, Camps Bay
Luxury villa rentals

Cheerfull 4 bedrooms family villa with pool

Entertainers delight, Hauptville Farmhouse

Chateau Gantouw - Constantia

Luxury Villa w/Large Patio + Private Pool (Wescamp

Luxurious, family-friendly Villa

Spacious Family Home | Beautiful Gardens | Secure

Stylish Villa On Ocean's Edge, Unique Outdoor Area

Charming 4-Bedroom Family Home
Villa rentals with a pool

Villa Rose

Architectural Beach Villa - Klein Slangkop Estate

Beautiful home with the great views of Lions Head

Luxury Serviced Mountain Villa in Constantia

Casa Parea | 3 beds | close to Clifton | with pool

Gorgeous 3 bed Villa near beach a home from home

Barefoot Luxury Llandudno Beach Villa

Cape Town Villa. Exquisite View of Table Mountain
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 $42 CAD 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 and kid-friendly amenities

Vacation 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 vacation rentals include wifi 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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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Clifton 4th
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Mojo Market
- Erinvale Estate Hotel and Spa
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest




