Pet-friendly holiday rentals in Simon&#x27;s Town

4.86 out of 5 average rating, 340 reviews

A bright living area features large windows offering expansive ocean views. Two built-in benches with blue and white striped cushions provide comfortable seating. A wooden coffee table sits in the center, complemented by natural light pouring in from the open doors leading to the outside.

Cottage in Fish Hoek

Whale Cove Cottage -Oceans, Whales, Sunrises!

Our Seaside cottage must be very high up for the best views in Cape Town. The place is simple, sweet& cozy but with BBQ & veranda for summer. Endless ocean views (whales and dolphins in winter), always a cooling breeze in summer (or the famous South Easter). The cottage is perfectly located so you can escape the hustle but at the same time are close enough to all attractions that Cape Town has to offer! Please note: there are 50 stairs down to the house and read full description before booking

WalkabilityPetsBeach

4.91 out of 5 average rating, 242 reviews

A spacious living area is showcased through expansive glass doors, revealing panoramic views of the ocean and surrounding landscape. A large dining table is positioned in the foreground, complemented by an outdoor umbrella and seating on the balcony.

Apartment in Cape Town

Mountain and Sea view apartment 3

This top floor apartment will leave you breathless with the views. Stunning 2 bedroom apartment in the gorgeous tranquil village of Kommetjie in the most beautiful location overlooking the entire length of kommetjie beach and the glorious mountains of Hout bay and Table mountain in the distance. 2 min away from shops,restaurants, deli and a 5 min walk to soft white sandy beach.10 meter sliding doors onto balcony and a private 8 meter pool on balcony.Mountain behind with incredible hiking trails.

Outdoor spacesWalkabilityBarbecue

4.95 out of 5 average rating, 106 reviews

Villa in Simon's Town

180°SeaViews•Big Villa• Beaches•Penguins

Price include Airbnb 15.5% fee. Wake up to sweeping ocean views. Villa perched on hillside in Simon’s Town. Easy, well marked, walks to many penguin colonies, & secret wind free beaches. Chef’s kitchen fully equipped. A big balcony with big BBQ. Indoor built-in BBQ fireplace for heating areas/cooking. Gas heaters in all bedrooms. Back up Inverter & solar geyser if electricity disruption. Stable fiber& mesh system. Smart TV in bedrooms. High quality beds & linen Lots activities to suit all ages

Outdoor spacesPetsAccuracy

4.93 out of 5 average rating, 200 reviews

The image features a rocky shoreline with large boulders in the foreground, leading to a tranquil sea. Smooth, flat rocks are visible, and the ocean reflects the blue sky scattered with white clouds. In the distance, a rocky islet emerges from the water.

Bungalow in Cape Town

The Lobster Pot - Simons Town Holiday Cottage

The Lobster Pot is an old family cottage that has been the location of many a memorable holidays down at the sea, snorkeling in the marine reserve, paddling around the rocky islands and going for hikes up the mountain. The Lobster Pot is a cosy little wooden cottage that is perfect for summer and winter, boasting beautiful views of False Bay and surrounding Cape point vista. The Lobster Pot is 5 Km out of Simonstown, between Bolders beach,penguin colony, and Cape Point. Come make memories!

WalkabilityPetsHeating

4.93 out of 5 average rating, 129 reviews

An open-plan dining area features a large wooden table surrounded by metal chairs, with panoramic views of the ocean through floor-to-ceiling windows. A kitchen counter with a stove and minimal décor complements the spacious layout, creating a relaxing ambiance with natural light.

Home in Saint James

The Lookout

Although there is no direct road access, the views from the house are exceptional. Parking on Boyes Dr or Capri Rd. A modern, casual two-storey house in St James with panoramic views of False Bay. Enjoy close proximity to Danger Beach, surf spots and the St James & Dalebrook tidal pools. Walk from the house up the mountain or to Kalk Bay harbour, shops & restaurants - or stay at home and enjoy the pool, hot tub & fireplaces. It is private and secluded, ideal for those seeking a getaway.

WalkabilityPetsCheck-in

4.97 out of 5 average rating, 109 reviews

Natural light floods a welcoming entrance, featuring a blend of stone and wooden accents. A large window reveals a framed sea view, with a cozy sitting area and dining space visible beyond. A mirror reflects the space, enhancing the open feeling.

Home in Kalk Bay

Beachball B&B

Beachball B&B is located in the heart of the old village of Kalkbay. Set on a cobbled road that ends in a short flight of stairs it is not a thoroughfare. It is within easy walking distance of the tidal pool, the park, numerous restaurants and coffee shops, and the mountain behind with walking trails. The house dates back to 1875 and the unit is an independent wing with its own street access. The station is also close at hand, and there are wonderful shops to explore along the main road.

PetsWalkabilityAmenities

4.97 out of 5 average rating, 203 reviews

A spacious dining area features a large wooden table complemented by blue upholstered chairs. A modern pendant light hangs above, illuminating the space. A wood-burning fireplace is visible in the corner, surrounded by stone accents, enhancing the cozy atmosphere.

Home in Cape Town

1 min to beach, Cape Town, Scarborough

Cape Town, Scarborough family-friendly beach house. 1 minute to beach! Relaxed & comfy with 3 en suite bedrooms. Fast WIFI. Scarborough is a quite village on the edge of a nature reserve. Perfect for group of friends, families or a romantic escape. Big secure garden, fire pit, 2 large balconies with BBQ, board games, boulle court, fire place, family meals around big table, sun sets, top surfing, walks, relaxation, TV. Deli, coffee shop, 4 restaurants. 24hr inverter battery power source.

PetsOutdoor spacesPool

Apartment in Simon's Town

The outdoor area features a private swimming pool framed by lush greenery and vibrant pink bougainvillea. The pool reflects clear blue skies, enhancing the serene ambiance. Sunlight filters through the leaves, creating dappled patterns on the patio, which invites relaxation.

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.

Outdoor spacesWalkabilityPool

4.97 out of 5 average rating, 121 reviews

4.95 out of 5 average rating, 107 reviews

A spacious deck offers a stunning ocean view, featuring two rattan chairs positioned comfortably. The glass sliding doors create a seamless connection between indoor and outdoor spaces. Coastal landscapes and the nearby mountain are visible against a clear blue sky.

Bungalow in Cape Town

Lantern Tides beach bungalow Smitswinkel Bay

This is the newest and best kitted out beach bungalow out of the 26 in the private nature reserve of Smitswinkel Bay, near Cape Point. A perfect barefoot holiday spot for reconnecting. Off grid, with solar powered fridge, gas appliances and candles and solar lamps at night. Built in braai on the deck and cozy wood stove inside. The architect-designed bungalow is spectacular with views from every angle and is beautifully decorated and kitted out. Great swimming and snorkelling!

Outdoor spacesWalkabilityAccess

4.91 out of 5 average rating, 101 reviews

A bright living area features large floor-to-ceiling sliding doors, providing spectacular ocean views. A comfortable grey sofa and an accent chair invite relaxation, while a glass coffee table sits in front. A modern television is positioned against the wall, enhancing the space's contemporary feel.

Villa in Fish Hoek

Stunning Ocean View and Sound

Hear breaking waves. Luxurious villa with pool. Breathtaking views. Walk to best blue flag bathing beach in CT. Sheltered private solar heated pool. Bright architect designed home with floor to ceiling sliding doors. Garage. Comfortable hotel style. Inverter Electric Power(new), blackout curtains, cotton sheets, pocket sprung beds, aircon in reception rooms and two bedrooms; fast wi fi ; 75 inch Qled TV - option of wonderful housekeeper. Uber plentiful WINTER Warm aircon heat.

WalkabilityOutdoor spacesBeach

4.9 out of 5 average rating, 185 reviews

The loft space features a queen bed atop a patterned rug, with large windows revealing expansive ocean views. A cozy bean bag chair and a dining table for four are positioned near the glass doors, which open to a private balcony, flooding the area with natural light.

Loft in Cape Town

Scarborough Loft+Newly renovated + aircon

The recently renovated Scarborough Loft is a stylish, light-filled self-catering apartment with breathtaking sea and mountain views. Ideal for a couple and one child, featuring a queen bed - extra length, and a 3/4 bed in a den. The kitchen is fully equipped and there’s fiber internet with backup during outages. Enjoy two balconies—one facing the ocean, the other the mountains, stunning views throughout. Beaches, restaurants, and hiking trails are all within a short walk.

Outdoor spacesWalkabilityCheck-in

4.91 out of 5 average rating, 207 reviews

A serene sunset is showcased over the calm ocean, with warm orange and yellow hues blending into the horizon. Lush foliage and vibrant flowers are visible in the foreground, and a simple home can be seen in the background, nestled among the greenery.

Cottage in Simon's Town

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 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.

WalkabilityOutdoor spacesBeach

Popular amenities for Simon's Town pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 133 reviews

An aerial view captures a modern house surrounded by lush greenery and a private pool. The solar panels on the roof are visible, along with outdoor seating and nearby paddle boats along the waterway. The serene landscape is enhanced by distant mountain views.

Home in Marina Da Gama

Tranquil Waterfront Hideaway with Stunning Views

Outdoor spacesPetsComfort

4.86 out of 5 average rating, 137 reviews

Home in Marina Da Gama

Marina Beach House

PetsWalkabilityNearby

4.88 out of 5 average rating, 117 reviews

A dining table is set outdoors, adorned with a blue and white patterned tablecloth. Two white chairs are positioned around the table, which features a floral centerpiece. In the background, sweeping views of the beach and ocean are visible under a slightly overcast sky.

Home in Cape Town

ON THE BEACH HOLIDAY HOME KOMMETJIE

PetsWalkabilityNearby

4.83 out of 5 average rating, 121 reviews

Home in Camps Bay

Houghton Hues

WalkabilityPetsCondition

4.93 out of 5 average rating, 128 reviews

Home in Plumstead

Faraway Urban Oasis; relax, entertain & snuggle.

WalkabilityOutdoor spacesCheckout

4.86 out of 5 average rating, 177 reviews

A welcoming living area features bright yellow sofas with blue accent pillows, arranged around a wooden coffee table. Natural light fills the space through multiple windows. A vibrant rug adds color, while a wood-burning fireplace offers warmth. The open kitchen is visible, showcasing green cabinetry.

Home in Oranjezicht

Artistic Victorian Oasis In the City (Solar Power)

WalkabilityOutdoor spacesQuiet

4.84 out of 5 average rating, 210 reviews

A spacious dining area features a wooden table surrounded by six brown chairs. A large light fixture hangs above the table, complemented by a decorative vase housing greenery. A geometric area rug adds warmth to the wooden floor, while an open kitchen space is visible in the background.

Home in Claremont

Family Home between Wineries/Beaches and the City

WalkabilityPetsView

4.98 out of 5 average rating, 56 reviews

A charming outdoor space is highlighted with a thatched roof, providing shade over a patio area. Lush greenery climbs the white wall, while palm trees frame the scene. The entrance leads to a sunlit, inviting living space with multiple windows.

Home in Simon's Town

Charming seaside home near penguins & whale coast

WalkabilityPetsHiking

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 102 reviews

A serene view of a lake surrounded by gentle hills and mountains at dawn. Lush greenery, including palm trees and other foliage, frames the scene. The early morning mist hovers above the water, reflecting soft pastel colors of the sky.

Apartment in Cape Town

Flamingo View

PetsOutdoor spacesPool

4.92 out of 5 average rating, 182 reviews

A private plunge pool is set within a landscaped garden, surrounded by greenery. The water sparkles under sunlight, and the ocean can be seen in the background, enhancing the serene atmosphere of the space.

Condo in Camps Bay

Camps Bay The View Villa Gdn apt & Pvt Pool

Outdoor spacesWalkabilityCleanliness

4.88 out of 5 average rating, 124 reviews

A spacious outdoor dining area features a long wooden table with benches and is shaded by a white, high ceiling. The scenic view showcases a swimming pool and Lions Head mountain in the background. Soft lighting from string lights adds a relaxed ambiance.

Villa in Camps Bay

Your Dream Home in Sunny Camps Bay

WalkabilityOutdoor spacesHiking

4.95 out of 5 average rating, 78 reviews

An outdoor patio area is shown, featuring a white table, lounge chairs, and a private swimming pool. A platter with refreshing fruits and a jug of water is placed on the table. Lush greenery surrounds the space, providing a serene atmosphere.

Cottage in Simon's Town

Fresh | Nature | Views | Pool | Solar

PetsOutdoor spacesSleep quality

5.0 out of 5 average rating, 9 reviews

A sunlit outdoor space features a private pool surrounded by wooden decking. Striped lounge chairs are arranged nearby, and a large umbrella provides shade. Lush greenery and palm trees frame the area, with views of the sea visible in the background.

Villa in Kalk Bay

The Rafters Villa I Kalk Bay I HotTub I Sea Views

WalkabilityOutdoor spacesView

4.98 out of 5 average rating, 42 reviews

A hammock is suspended on a wooden balcony, facing a stunning sunset over the ocean. The shoreline and distant houses are visible below, with soft pastel colors illuminating the sky as day transitions to night.

Villa in Cape Town

Sunset Villa Scarborough with Pool and Garden

PetsOutdoor spacesSleep quality

4.82 out of 5 average rating, 78 reviews

A sparkling swimming pool is framed by a sun-drenched deck, overlooking the expansive ocean view. Two striped lounge chairs are positioned beside the pool, providing a perfect spot for relaxation. A hot tub sits atop the deck, offering additional leisure options against the stunning coastal backdrop.

Home in Fish Hoek

Bayscapes - The Breathtaking Views - Sunny Cove

WalkabilityOutdoor spacesLong stay

4.92 out of 5 average rating, 78 reviews

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

Ocean Sky Retreat Villa, Misty Cliffs

Outdoor spacesWalkabilityBarbecue

Private, pet-friendly home rentals

4.93 out of 5 average rating, 164 reviews

The exterior of the cottage features a welcoming entry with wooden double doors. A cozy seating area is set beside the entrance, complemented by lush greenery and colorful flowers. A small table with chairs sits on the patio, providing a space to relax outdoors.

Cottage in Fish Hoek

Cozy, sunlit garden cottage with mountain views!

PetsOutdoor spacesLocation

4.94 out of 5 average rating, 36 reviews

A bowl of fresh lemons is placed on a wooden board, accompanied by two glasses. The view beyond includes a scenic coastline and the blue sea, framed by leafy branches from a nearby tree.

Villa in Simon's Town

Blue Waters Beach Villa - Simons Town

WalkabilityOutdoor spacesLocation

4.96 out of 5 average rating, 24 reviews

Apartment in Fish Hoek

Bayview Magic Garden Studio Apartment

Outdoor spacesNearbyComfort

4.96 out of 5 average rating, 85 reviews

The charming exterior of the holiday home is showcased, featuring a spacious porch with seating. A large tree provides shade, while the building's gabled roof and welcoming entryway emphasize a relaxed atmosphere. The clear blue sky adds to the serene setting.

Cottage in Cape Town

Ballygale 547 - Family Beach Cottage

WalkabilityOutdoor spacesBackyard

4.86 out of 5 average rating, 29 reviews

A comfortable lounge area features large floor-to-ceiling windows, offering expansive views of the ocean. Two armchairs are positioned for relaxation, complemented by a small wooden table. A sofa with decorative pillows provides additional seating, enhancing the inviting atmosphere within the space.

Condo in Simon's Town

Sea View, discount for longer than 28 days

PetsWalkabilityQuiet

Place to stay in Cape Town

A colorful bungalow rests on a grassy slope overlooking the ocean. The structure features a deck that extends outward, providing views of the surrounding mountains. Wildflowers bloom in the foreground, adding natural beauty to the setting.

Quirky Beach Bungalow, Smitswinkel Bay, Cape Point

Outdoor spacesWalkabilityCheck-in

4.92 out of 5 average rating, 84 reviews

4.77 out of 5 average rating, 190 reviews

A vibrant sunset casts hues of orange, pink, and purple across the sky, reflecting on the calm waters of the harbour. Silhouetted mountains stand in the background, while the harbour's structure and lights are visible along the shoreline, contributing to the serene coastal scene.

Home in Kalk Bay

Braemar Villa

PetsOutdoor spacesAccuracy