Vacation rentals with a pool in Vermont

A small balcony features a round table with a yellow mug and a jar. Two wooden chairs are nearby, and a blanket is draped over one. The scene includes a view of the sea through a wide opening, enhancing the relaxing atmosphere.

4.95 out of 5 average rating, 515 reviews

Westcliff Balcony Room

Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

Vacation home in Mereenbosch

A log cabin is set among green foliage, featuring a spacious wooden deck with a large picnic table and benches. The front porch has comfortable seating and large windows, allowing natural light to flow in. Warm, earthy tones are prominent in the cabin's exterior.

4.87 out of 5 average rating, 128 reviews

BushBaby Cabin

BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

4.94 out of 5 average rating, 125 reviews

The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.

Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

4.91 out of 5 average rating, 129 reviews

The spacious exterior of the home is presented, showcasing a modern architectural design with multiple levels. A swimming pool is visible in the foreground, complemented by a deck area. Lush greenery surrounds the property, and mountains provide a scenic backdrop, enhancing the tranquil setting.

Home in Onrus

The Haven Luxury Home - Hermanus/Onrus

No load shedding in this luxurious home which has all the creature comforts needed to enjoy a comfortable holiday by the beach. Located in a quiet cul-de-sac in Onrus only 3 mins drive from the beach and 5 mins from town center, with beautiful views. The living area opens up onto the decking and is perfect for nice relaxing atmosphere with a lovely view of the conservation area and Onrus River. Fitted with Wi-Fi, DSTV and Netflix along with all other basic amenities needed.

A dining area is positioned beside expansive glass windows, offering direct views of rocky coastal scenery and distant mountains. A modern table set with fresh fruit enhances the inviting atmosphere, while sunlight brightens the open space.

4.87 out of 5 average rating, 133 reviews

Ocean Rhythm Hermanus Premier sea-front apartment

It has a prime position in Hermanus at the waters edge, with uninterrupted panoramic view of Walker Bay through its floor to ceiling frameless windows. This allows fantastic whale watching opportunity in season. It is opposite a Spar store, and a 18 hole golf course. It has been newly designed and renovated by John Greenfield FRSA and had high end finishes and equipment. This is set within its own beautiful gardens, with leisure area. A new heated pool will be built in 2026

4.8 out of 5 average rating, 147 reviews

A tranquil swimming pool is illuminated in a soft blue glow, surrounded by a lush green garden. The backdrop features a dramatic mountain range under a colorful twilight sky, enhancing the peaceful outdoor space.

Apartment in Vermont

57 on VERMONT #3 - Sea, Mountains and Lake

Facilities in all 3 chalets include: • FREE WiFi • FREE Sherry, Black Tea, Rooibos Tea, Coffee, Milk & Biscuits • Fridge, Microwave, Kitchen Essentials • Secure FREE Parking • Sparkling Swimming Pool • Barbecue Area & Fire Pit with spectacular mountain view • Outside wash-up area with 2 plate gas stove and electric stove for cooking - please bring your own pots and pans • Indoor large bathtub • Outdoor private, romantic "rain shower" beneath the African sky.

4.92 out of 5 average rating, 178 reviews

A spacious green lawn leads up to a wooden two-storey cabin, set against a clear blue sky. Lush greenery surrounds the area, with a stone fire pit centrally positioned on the lawn. A balcony with seating is visible on the cabin's upper level.

Cabin in Hermanus

Oppiedam Family Cabins (Flamingo)

The cabin is situated right on the edge of the Bot River lagoon. Has a big garden and the views are fantastic! Within walking distance of the beach and close to communal pool and tennis courts. Cozy 2 bedroomed double-storey log cabin, with two bathrooms. Queen size bed, double bed and single bed on the mezzanine. The wild horses often graze in front of the cabin and at times there are hundreds of terns and flamingos! Fully equipped for self-catering.

A spacious living area features a large flat-screen television on a wooden console. A cozy brown ottoman complements the room. Floor-to-ceiling glass doors provide a view of the ocean, while a small outdoor table is seen on the balcony. Soft natural light filters through the curtains.

4.9 out of 5 average rating, 126 reviews

Sea view apartment in Whale Rock Estate Hermanus.

2 Bedroom Self Catering luxury apartment on the top floor. Overlooks Walker Bay with wonderful whale sightings and constant sound of the sea. Situated 3 km from central town in a quiet cul-de-sac seafront complex with 24 hour onsite security. Two days stay minimum. Sleep max 4 people. No animals allowed. Property Facilities: Estate communal area with BBQ facilities, swimming pool and squash court. Safe Free undercover parking.

An expansive wooden deck offers sweeping views of the coastline and mountains. Lounge chairs and a small table create a space for relaxation, complemented by clear balcony railings that enhance the panoramic scenery. The early morning light casts a serene ambiance over the area.

4.93 out of 5 average rating, 107 reviews

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

A cozy bedroom features a spacious bed adorned with various textured pillows and a soft blanket. A nightstand stands beside the bed, with a decorative lamp. Light is filtered through a nearby window, while a folding screen adds privacy to the space.

4.92 out of 5 average rating, 173 reviews

Cliff Path Cottage

A charming open-plan cottage, nestled near the cliff path and whale-watching lookouts of Hermanus. The freestanding Cottage is situated at the back of a permanent private residence with its own entrance. There is a cosy living area and comfortable seating. It's the perfect spot to unwind after a day of exploring. Adjacent to the living area, you'll find a well-equipped kitchen. No need to worry about loadshedding.

4.99 out of 5 average rating, 112 reviews

A scenic view of the surrounding mountains and lush landscapes is presented, featuring tall trees in the foreground and a range of hills in the distance. Soft clouds hover above the peaks, with a clear blue sky providing a serene backdrop.

Farm stay in Hermanus

Great escape with breathtaking view

# Totally off grid Farm house, Situated on a mountain side with the best views of the Babilongstoring mountains, lagoon and Arabella golf estate - only 9km's from Hermanus central. On the Karwyderskraal road off the R320- with 14 wine estates for wine tasting on your doorstep. With plenty of fresh mountain, drinking water.Maximum 6 guests Children welcome Non-smoking villa NO PETS ALLOWED

4.99 out of 5 average rating, 238 reviews

Cottage in Hermanus

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

Popular amenities for Vermont rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 95 reviews

Several wild horses are seen grazing on green grass under a natural wooden shade structure. The serene lagoon is visible in the background, reflecting the pastel colors of the evening sky, with gentle mountains framing the horizon.

Home in Fisherhaven

Lagoon Retreat: Tranquil haven in Hermanus

4.87 out of 5 average rating, 125 reviews

A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.

Home in Pringle Bay

Seaside Sanctuary

4.89 out of 5 average rating, 18 reviews

An expansive coastal view captures the ocean meeting the land, framed by lush greenery and rocky shoreline. A comfortable seating area with soft cushions invites relaxation, while the clear blue sky and distant mountains enhance the natural beauty of this serene escape.

Home in Betty's Bay

Edenly House

4.8 out of 5 average rating, 5 reviews

The exterior of the home showcases a modern design, with a spacious deck leading to a swimming pool. Surrounding greenery complements the natural landscape, and ocean views are visible in the distance. Large glass doors open to a welcoming interior, inviting outdoor relaxation.

Home in Onrus

Selah - Optimum of luxury

4.95 out of 5 average rating, 66 reviews

A modern two-story house is set against a clear blue sky. Expansive glass windows characterize the upper level, while a stone and brick facade adds texture. A driveway with red-brick pathways leads to a garage, complemented by surrounding greenery.

Home in Van Dyks Bay

Martin's Rest - A place to relax

4.98 out of 5 average rating, 59 reviews

The charming outdoor area features a swimming pool with black and white striped float loungers. A spacious dining table is set under soft lighting, surrounded by comfortable seating. Large glass doors frame the indoor living space, welcoming the serene ambiance of the evening.

Home in Hermanus

Stunning Westcliff Hermanus Home

5 out of 5 average rating, 15 reviews

The exterior of a mid-century modern house features a curved wooden facade raised above the ground. A natural pool is surrounded by stone paving, while a seating area can be seen nearby. Warm light glows from large windows, providing a welcoming contrast to the twilight.

Home in Betty's Bay

Kloof House, Betty's Bay

4.9 out of 5 average rating, 30 reviews

Home in Onrus

The Happiest Place on Earth - summer & beach!

Condo rentals with a pool

An outdoor deck area features wooden seating with soft cushions and a central coffee table. Surrounding greenery provides a natural backdrop, while a sunshade offers protection from direct sunlight.

Family Apartment 6

A serene view from the penthouse showcases an infinity pool reflecting the sky, framed by glass panels. The coastline and ocean are visible, with distant mountains and buildings enhancing the picturesque landscape. The scene captures the peaceful ambiance of the area.

5 out of 5 average rating, 7 reviews

17 Marine Penthouse/Private Pool/Solar Powered

A spacious kitchenette area is furnished with modern appliances, including a washing machine. Two comfortable chairs are positioned next to a coffee table, and a television is mounted on the wall. Natural light enters through large windows, enhancing the bright and functional space.

Condo in Onrus

Hillside Hideaways - With Pool

A cozy living area is highlighted by a comfortable sofa adorned with decorative cushions. A wooden coffee table with two fabric-covered storage ottomans sits in the center. Natural light fills the space through large glass doors, complemented by flowing curtains and framed mirrors on the wall.

4.45 out of 5 average rating, 33 reviews

Ocean Whisper

A cozy studio apartment interior is visible, featuring a spacious bed beside a round table. Light enters through glass doors leading to an enclosed balcony with a small green plant and a pink chair. The decor includes a decorative vase, adding a modern touch.

4.94 out of 5 average rating, 32 reviews

Hermanus Waterfront Apartment No.20

Sunbird 3

Escape Sea Condo

4.89 out of 5 average rating, 38 reviews

Hermanus Waterfront Apartment No.19

Other vacation rentals with a pool

A hanging chair is positioned on a balcony, offering views of the ocean and distant mountains. Cars are parked along the road below, with a clear blue sky reflecting the tranquility of the coastal setting.

5 out of 5 average rating, 53 reviews

180° Seaviews: Heart of Hermanus (Inverter)

4.95 out of 5 average rating, 73 reviews

A spacious dining area features a large table surrounded by six black chairs. Floor-to-ceiling windows frame an expansive ocean view, with sunlight casting warm tones over the scene. A unique light fixture adds visual interest, enhancing the minimalist interior.

Villa in Gansbaai

SeaPad @ Romansbaai Beach Estate -Beachfront

4.9 out of 5 average rating, 93 reviews

A fire pit is centrally located in the outdoor area, with flames visible among the neatly arranged logs. A wine glass sits beside a bowl of snacks, while the cabin's wooden exterior and a few potted plants provide a welcoming backdrop.

Cabin in Fisherhaven

Oppiedam Family Cabins (Milkwood)

4.9 out of 5 average rating, 99 reviews

A spacious outdoor area features a swimming pool surrounded by sunloungers and umbrellas. The stylish two-story cottage is framed by a backdrop of rugged mountains and lush greenery, creating a serene outdoor atmosphere for relaxation.

Guest suite in Hermanus

PROTEA Loft Cottage @ Grotto Beach

4.5 out of 5 average rating, 4 reviews

Aerial view of two cabins nestled among natural fynbos, with a backdrop of the ocean and sunset. The main cabin features large windows, while the second cabin offers a warm wooden exterior. Pathways meander through the surrounding landscape, enhancing the property’s connection to nature.

Cabin in Romansbaai

2 Bedroom Forest Cabins at Romansbaai / Overberg

The image captures a coastal scene featuring waves crashing against a rocky shore. The ocean water reflects shades of blue and green, with white foam produced by the waves. A distant mountainous landscape is visible under a clear sky.

4.81 out of 5 average rating, 421 reviews

69 Whale Rock Estate, Hermanus

The modern kitchen features a sleek island with a gas stove and an overhead extractor. Fold-away sliding doors open to reveal a panoramic ocean view, connecting the kitchen to the adjacent dining area, where a wooden dining table with chairs is positioned.

4.93 out of 5 average rating, 89 reviews

14 On Marine Drive, Hermanus

A large window provides an impressive view of the sea and surrounding landscape. Soft curtains frame the window, while a comfortable armchair sits beside it, complemented by a small side table. A piece of art is displayed on the adjacent wall.