
Holiday rentals with a pool in Simon's Town
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Simon's Town

Total holiday rentals
Explore 90 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Simon's Town holiday rentals include Wi-Fi 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!
Top-rated rentals with a pool in Simon's Town
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Seaside Mountain Retreat in Misty Cliffs w/ Sauna
Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

WhaleDance
Our home is on the Historical Mile with panoramic views, just one block up from the Main Road and near all the cafes and eateries Simon's Town offers. Boulders Beach and the famous penguins are an easy 20 minute walk away and Long Beach is 10 minutes away as is the railway station. This is a high quality accommodation, All three bedrooms are en-suite, with spacious and sound-proofed rooms. A well equipped kitchen with an outside deck with South African 'Braai', pool and seating area.

Private poolside luxury studio with sea view
Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

"Westmore" Self-catering Holiday Flat
Visit historic Simon's Town, a very special community in the southern end of Cape Town which boasts a thriving colony of African Penguins. We offer a beautiful self-contained apartment. It is within walking distance of the beach and the town center, including False Bay Yacht Club, for access to restaurants and quirky shops. You will have sweeping views over False Bay in your own private space. The outdoor entertainment area has a large pool and fireplace to enjoy the Cape evenings.

The Lookout at Froggy Farm
Just a few minutes walk from the beautiful False Bay beaches, The Lookout is a mezzanine level house with breathtaking views sitting in a quiet part of Simon's Town. Next to and with access to the iconic Froggy Farm, it is just the place for a relaxing stay away from the crowds. With a dedicated work area and 100mbps fibre, it is also perfect for escaping the city yet remaining connected for a peaceful remote working experience. Ideally suited for couples or families with children.

Primaview, Camps Bay, Cape Town
Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

Penguin Apartment. Pool. Stunning sea views
Spacious beautiful modern apartment with amazing wide sea view, and a private patio and pool. In short walking distance to mountain (5 min up the road through guinea fowl sanctuary), a minutes walk to the shore, 1km from Fisherman's beach (with penguin viewing nearby), just 5 minutes from Simonstown centre, 15 minutes drive to Cape Point Nature reserve. Peaceful refuge for both business and holiday visits. Great location for divers too.

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!

Stone Pine Cottage, Hout Bay
The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.

Solar Powered Cape Town Villa with fantastic views
unfortunately we cannot host kids between 2 and 12 Beautifull villa with four bedrooms and four bathrooms plus swimming pool and garage. Situated on Fish Hoek Mountain with fantastic views of Fish Hoek Valley and False Bay. The villa is equipped with solar panels and backup for power.

Exclusive Tree House Hideaway
Reminiscent of a Robinson Crusoe island hideaway, this private haven with endless ocean views is magically situated amongst gnarled trees and rocks in the tranquil coastal village of Scarborough. A luxurious sanctuary of impeccable taste and design.
Popular amenities for Simon's Town rentals with a pool
House rentals with a pool

Sunny 3 Bedroom House with Mountain Views

PingusHouse in Simons Town, Private Pool & Garden

Newly Renovated Family Home with Plunge Pool

Sapphire Sunset. Panoramic Views. Solar backup

Tranquil Waterfront Hideaway with Stunning Views

Ocean Song | Seafront Escape with Epic Views

Peaceful Green Oasis with Sea View

Bishop's View Villa, Kalk Bay
Condo rentals with a pool

On the Rocks in Bantry Bay

Breathtaking Ocean views, Nature surrounds

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai

Perfect Views Of Table Mountain and Atlantic Ocean

Mountain View Penthouse | Secure 2BR, Views & Pool

Modern Ocean View Retreat in Camps Bay

Camps Bay Spacious Loft Apartment With Ocean Views

Tranquil, modern and well located next to mountain
Home rentals with a private pool

Opulent Clifton Beach House with Uninterrupted Sea Views.

Watch the Sunrise in a Home with a Mountain View

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Spacious Home - Mountain Views,Pool,Firepit & BBQ

Constantia Klein 4 Bedroom Villa on the Vineyards
Contemporary Farmhouse with Garden and Pool
Terrace Suite - own pool, jacuzzi bath, fireplace
When is the best time to visit Simon's Town?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 AUD | $214 AUD | $217 AUD | $161 AUD | $200 AUD | $115 AUD | $143 AUD | $136 AUD | $167 AUD | $169 AUD | $176 AUD | $257 AUD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Rentals with a washing machine and dryer Simon's Town
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- Pet-friendly rentals Simon's Town
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- Rentals with a patio Simon's Town
- Rentals with a fireplace Simon's Town
- Smoking-friendly rentals Simon's Town
- Rentals with beach access Simon's Town
- Villa rentals Simon's Town
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- Family-friendly rentals Simon's Town
- Rentals with breakfast Simon's Town
- Bed and breakfasts Simon's Town
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- Rentals with pools Cape Town
- Rentals with pools Western Cape
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- Cape Town International Convention Centre
- Cbd
- Sea Point Pavilion
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Boulders Beach
- Long Beach
- Green Point Park
- Canal Walk Shopping Centre
- Clifton 4th
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Mojo Market
- Two Oceans Aquarium
- Newlands Forest





