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Guesthouse vacation rentals in Simon's Town

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Top-rated guesthouse rentals in Simon's Town

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

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Guesthouse in Bishopscourt

4.91 out of 5 average rating, 142 reviews

Relax, Unwind, Recharge in a Stunning, Secluded, Quiet Guesthouse in Bishops Court, Cape Town

This cottage oozes charm and character. It has an open plan feel although a beautiful mahogany screen divides the bedroom suite from the living area. Rose Cottage is a stand alone cottage on an acre property. Guests have access to the exquisitely maintained garden and the private and secluded swimming pool and pool house. There is parking available for one vehicle on the property. The main house is occupied by the owners and two dogs and a cat. There is a full time housekeeper and gardener on the premises.Rose Cottage is only serviced from Monday to Friday for between 11am and 12pm and not on the weekends and public holidays. The cottage is situated in the upmarket, leafy suburb of Bishops Court. Clifton, Kalk Bay, Simons Town, Cape Point, Constantia valley wine farms, Kirstenbosch Gardens and Table Mountain are all on our doorstep as are major shopping malls/restaurants. Bishops court is not close to public transport and guest either hire a car or make use of the ubiquitous Uber taxis. The property is fully alarmed with access to armed response.

Jun 28 – Jul 5

R1,822 ZAR per night

Guesthouse in Fish Hoek

4.92 out of 5 average rating, 110 reviews

Getaway with a view over the Sea!

Fisherman's Watch is situated in the beautiful South Peninsula, just a short drive from Cape Town. Situated on the mountainside, it has magnificent views of the Blue Flag Fish Hoek beach, sea and over the majestic mountains. Protected from power outages - everything will still work. A modern, compact, self-catering garden flat, with separate entrance. A bedroom, lounge, en-suite bathroom and full kitchen with popular appliances & facilities. Internet via Wi-Fi and DSTV HD satellite television.

Oct 20 – 27

R925 ZAR per night

Guesthouse in Camps Bay

4.96 out of 5 average rating, 283 reviews

Private Residence Camps Bay Beach UPS Backup power

Load shedding protected Camps Bay remote work accommodation. Stand-alone two bedroom, two bathroom, private garden guesthouse apartment. Fully equipped kitchen, living and dining room. Secure separate entrance and parking in the private residential property, walk to restaurants, shops and the beach. LIFePO4 instant UPS systems on all broadband fibre ONT and WiFi routers. Independent lithium backups on all Security, Gates and Door systems. Solar powered house lights and dedicated computer plugs

Jul 17 – 24

R3,099 ZAR per night

Guesthouse in Noordhoek

4.96 out of 5 average rating, 164 reviews

Sea Holly Cottage in Noordhoek

Sea Holly cottage is located 2 minutes walk from the 6km long, white sands of Noordhoek beach on the Cape Peninsula, and within 2km of a range of acclaimed pubs and restaurants. Cape Town city centre, with its renowned V&A Waterfront, shops, theatres and Table Mountain cableway is a mere 45 minute drive away, while the multiple attractions of the southern peninsula such as Boulders Beach penguins, historic Simon's Town and the Cape Point National Park all lie within a scenic one hour drive.

Oct 5 – 12

R898 ZAR per night

Guesthouse in Camps Bay

5.0 out of 5 average rating, 227 reviews

Camps Bay studio apartment with magnificent views.

Wake up to birdsong and the sound of the ocean. An architectural award winning property, situated in a quiet cul-de-sac at the foot of Table Mountain, bordering the Table Mountain Nature reserve, with magnificent views of the Atlantic Ocean, this gorgeous little apartment is a piece of paradise. 10 minutes drive from the city centre and a 5 minute drive to the beach, it’s ideally positioned to explore Cape Town’s main attractions. Perfect for nature lovers, hikers and beachcombers.

Jun 17 – 24

R2,272 ZAR per night

Guesthouse in Clovelly

4.92 out of 5 average rating, 192 reviews

The Mountain House - Peaceful and Private

“Peace and tranquility we found on this mountain slope. I enjoyed every evening looking out over the bay. . .” The Zen like tranquility and majestic views from The Mountain House provide the most perfect setting for a memorable stay in Cape Town - the wood fired hot tub, spectacular sunsets, peaceful privacy, proximity to trendy Kalk bay, attractions of Cape Point, Boulder's beach and penguins or the many wonderful tidal pools, Clovelly golf course or the Silvermine wetlands

Feb 23 – Mar 2

R2,518 ZAR per night

Guesthouse in Muizenberg

4.93 out of 5 average rating, 160 reviews

The Amberley Annex – Garden hideaway near beach

The Amberley Annex is a perfect retreat tucked away at the foot of the mountain.It is walking distance from the hustle and bustle of Surfers Corner, shops , restaurants and Muizenberg Station, yet peaceful and private.This sunny, self-contained studio is entirely separate from the main house, with a kitchenette, work area & free uncapped Fibre (35 up/25 down) making it perfect for WFH. Wooden sliding doors open onto a small deck, surrounded by a wonderful, aromatic garden.

Jan 21 – 28

R928 ZAR per night

Guesthouse in Cape Town

4.93 out of 5 average rating, 105 reviews

Charming cottage in the heart of the Peninsula

Private cottage overlooking a beautiful lap pool on a lovely property in the quiet neighbourhood of Capri. Perfectly located close to Kommetjie, Noordhoek and Fish Hoek with magnificent sea views from the main house. A perfect place to rest your head and have a swim after exploring the beautiful sights all around. Comfortable beds with crisp white cotton sheets and duvet. The two single beds can be turned into a king size bed on request at the time of booking.

May 30 – Jun 6

R758 ZAR per night

Guesthouse in Constantia

4.99 out of 5 average rating, 148 reviews

Explore Constantia Wineries from the Coach House

Add a log to the wood stove and curl up on a comfy couch to stay warm and snug on chilly nights. In the morning explore stunning hiking trails, golf courses, wineries, restaurants and all that vibrant Constantia has to offer. We offer guests considerable relief from the effects of scheduled power blackouts (load shedding). Our solar PV panels charge backup batteries which provide emergency power for lighting, WiFi, TV and electronics during blackouts.

Sep 5 – 12

R919 ZAR per night

Guesthouse in Cape Town

4.94 out of 5 average rating, 120 reviews

Kalk Bay Mountain Birdsong Studio | Indig Garden

Relax in this spacious, sunny, private space with unrivaled views of False Bay. This studio apartment with separate entrance is situated on a quiet cul-de-sac on the Kalk Bay mountainside, offering tranquility yet centrality, with a 5-minute walk to the village centre and attractions. Enjoy the adjoining indigenous garden with winding paths to quiet benches, and large sundeck with breathtaking views. The perfect place for rest and rejuvenation!

Feb 2 – 9

R1,566 ZAR per night

Guesthouse in Kommetjie

4.99 out of 5 average rating, 142 reviews

Youniverse Studio

A tranquil and serene apartment for you to unwind and seek inner peace and relaxation. Watch sunsets over the ocean and moonrises from your secluded balcony. Take a stroll down to the World Famous Long Beach to check out the waves, or simply a gentle stroll along the beach. Just a stroll to the local pub and coffee shop. Close to Cape Point Nature Reserve as well as the world famous penquin colony. Comfort and luxury awaits!

Oct 12 – 19

R777 ZAR per night

Guesthouse in Hout Bay

4.89 out of 5 average rating, 420 reviews

Blackwood Studio

A modern and beautifully decorated house, nestled in Hout Bay, with magnificent views of the mountain. This is a great place for singles or a couple. There is a queen bed that sleeps up to 2. Power outages are being experienced by SA but we have tried to minimalise the effect for our guests - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

May 29 – Jun 5

R1,148 ZAR per night

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Popular amenities for Simon's Town guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Marina Da Gama

4.88 out of 5 average rating, 101 reviews

On the water! Romantic and stylish!

Oct 14 – 21

R978 ZAR per night

Guesthouse in Newlands

4.82 out of 5 average rating, 102 reviews

Rose Garden Cottage Newlands Cape Town

Nov 6 – 13

R973 ZAR per night

Guesthouse in Constantia

4.88 out of 5 average rating, 107 reviews

Hadeda Lodge

Feb 28 – Mar 7

R1,218 ZAR per night

Guesthouse in Constantia

5.0 out of 5 average rating, 103 reviews

The Little Guinea Fowl Cottage in Upper Constantia

Sep 16 – 23

R4,450 ZAR per night

Guesthouse in Plumstead

4.86 out of 5 average rating, 102 reviews

Cosy Cottage

Jul 7 – 14

R542 ZAR per night

Guesthouse in Woodstock

4.85 out of 5 average rating, 204 reviews

Private Garden Cottage

Jan 5 – 12

R888 ZAR per night

Guesthouse in Pinelands

4.71 out of 5 average rating, 164 reviews

Beautiful Garden Cottage in Pinelands

Oct 8 – 15

R543 ZAR per night

Guesthouse in Thornton

4.93 out of 5 average rating, 181 reviews

Kiss load-shedding goodbye @ Burnett Lodge

May 17 – 24

R945 ZAR per night

Guest house rentals with a patio

Guesthouse in Pinelands

4.85 out of 5 average rating, 123 reviews

1Forest | Lovely accomm (with Solar &filter water)

Feb 15 – 22

R620 ZAR per night

Guesthouse in Cape Town

4.89 out of 5 average rating, 18 reviews

Soul Space Cottage

Sep 29 – Oct 6

R1,510 ZAR per night

Guesthouse in Muizenberg

4.89 out of 5 average rating, 53 reviews

Bright and Modern Studio in Muizenberg Village

Apr 18 – 25

R722 ZAR per night

Guesthouse in Cape Town

4.98 out of 5 average rating, 80 reviews

Stylish garden cottage with view of Table Mountain

Sep 17 – 24

R1,541 ZAR per night

Guesthouse in Constantia

4.96 out of 5 average rating, 23 reviews

Rose Cottage

Jun 20 – 27

R2,006 ZAR per night

Guesthouse in Cape Town

4.9 out of 5 average rating, 40 reviews

Ocean View Penthouse at 52 on Fish Hoek

R1,900 ZAR per night

Guesthouse in Noordhoek

5.0 out of 5 average rating, 9 reviews

Cottage near Noordhoek Beach

Aug 19 – 26

R928 ZAR per night

Guesthouse in Muizenberg

4.97 out of 5 average rating, 37 reviews

Newly renovated guesthouse with stunning views!

May 22 – 29

R818 ZAR per night

Guest house rentals with a washer and dryer

Guesthouse in Camps Bay

4.97 out of 5 average rating, 188 reviews

Camps Bay chic home with great views near beach

Mar 9 – 16

R6,070 ZAR per night

Guesthouse in Constantia

4.98 out of 5 average rating, 84 reviews

The Magical Glass House

Apr 17 – 24

R5,478 ZAR per night

Guesthouse in Fish Hoek

4.81 out of 5 average rating, 96 reviews

2 Bedroom Apartment above the beach

Sep 26 – Oct 3

R1,261 ZAR per night

Guesthouse in Bishopscourt

4.98 out of 5 average rating, 60 reviews

Winchester Garden Cottage

Nov 24 – Dec 1

R1,735 ZAR per night

Guesthouse in Muizenberg

4.91 out of 5 average rating, 33 reviews

Private Beach Cottage - 3min walk to the beach.

Nov 3 – 10

R846 ZAR per night

Guesthouse in Hout Bay

5.0 out of 5 average rating, 50 reviews

SOLAR powered! Sunbird‘s Nest in secure eco Estate

Sep 17 – 24

R2,081 ZAR per night

Guesthouse in Hout Bay

4.89 out of 5 average rating, 70 reviews

Simple large cottage in lovely area of Hout Bay

Oct 3 – 10

R577 ZAR per night

Guesthouse in Camps Bay

4.97 out of 5 average rating, 95 reviews

Modern light charming cottage in Camps Bay

Jan 3 – 10

R2,277 ZAR per night

Quick stats about guesthouse rentals in Simon's Town

Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Total number of reviews
280 reviews
Nightly prices starting at
R376 ZAR before taxes and fees

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