
Holiday rentals with a pool in Vermont
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Vermont
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Cottage on Fir Hermanus
Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

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.

Luxurious comfortable 4 bedroom beach house
4 bedrooms, all on suite and state of the art amenities. Short walk to Onrus main beach and coastal paths. 5min drive from Hermanus and Hemel and Aarde wine route. Near 2 great golf estates. Open plan areas leading on to panel heated swimming pool. Outdoor entertainment area is decked with a fire pit set amongst beautiful views of the Overberg mountains. Safe and secure with full alarm system, backup electricity invertor system. Quiet and tranquil neighborhood, no parties/loud music.

Veranda House
A charming verandah equipped with dining and lounge furniture gives this house its name. The 3 bedroomed house contains a lounge, fully equipped kitchen, dining room and two full bathrooms, (one ensuite). One bedroom and bathroom is accessed from the covered Veranda and has easy access into the house through a door a few steps away. Out on the back stoep (porch) you’ll find your barbecue facilities under the Huilboerboon tree. The stoep area has an additional toilet and washbasin.

5 Bed Beach Bungalow w/ pool, fire-pit & solar
✨ Winter Weekender Special 👇🏼✨ This 5 bedroom, 5 en-suite bathroom beach bungalow provides the ideal setting for a relaxed vacation at the majestic Hermanus coast. While away the hours pool-side, or enjoy the mountain glow at sun-set around the fire-pit with loved ones. Just a short walk to the beach, The Bungalow is what holiday dreams are made of. Enjoy the fire-place & local wine-farms in the winter or enjoy the outdoor chill areas in the summer-time. Solar-powered ☀️

PROTEA Loft Cottage @ Grotto Beach
Protea Loft Cottage nestles under the branches of an old tree. Protea is the top unit of two cottages in a large garden. An airy open plan space, stylishly decorated with your comfort in mind. Open the sliding doors, sit back onto the comfy couch, and look out over the garden and swimming pool. My place is close to mountain contour paths, cliff paths, and beaches. You’ll love my place because it is peaceful, comfortable, has a beautiful sea view and is safe.

Flamingo Lake Cabin near Hermanus & Beaches
Escape to a Scandinavian-inspired log cabin perched on South Africa's Bot River Lagoon, where wild horses roam, flamingos glide, and the ocean is minutes away. This intimate nature retreat offers 2 bedrooms, 2 bathrooms, and a mezzanine, fully equipped with Wi‑Fi, Netflix, kayaks, and everything you need for a restorative getaway. Explore a 1000‑hectare estuary, stroll to empty beaches, or enjoy the estate's pool and tennis courts. Just 90 minutes from Cape Town.

Le Bleus
shorter Tucked away by the coast, this charming beach house is the perfect winter escape. The indoor braai fireplace creates a warm, cosy retreat for relaxed evenings, while the ping pong table and kids’ corner keep everyone entertained. Enjoy scenic walking paths nearby or unwind with wine tastings in the area. A perfect blend of comfort and fun for a memorable winter getaway. The house offers three bedrooms with an additional flatlet sleeping 10 people.

Kalliste’s Misty Shores Cottage - Betty’s Bay
Located on the seafront and in a biosphere reserve, Kalliste’s Misty Shores Cottage is the private and freestanding cottage of Kalliste Beach House (owner's accommodation). Misty Shores Cottage offers magnificent views of the mountain on the one side and the ocean on the other side. The property is surrounded by indigenous gardens, making the cottage ideally suited to those seeking a connection with nature, and a space in which to relax and recharge.

Little Blue Gem
Come and unwind in the modern conveniences of this stunning apartment. Open the curtains and enjoy the breathtaking view of the ocean. The apartment is superb with all the comforts like Dstv, Wifi, washing machine, coffee machine and dishwasher. The apartment is situated in the beautiful secured Whale Rock Estate. The estate offers a communal swimming pool, clubhouse, barbeque facilities and squash court. The estate has 24 hr security.

*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!!
Popular amenities for Vermont rentals with a pool
House rentals with a pool

Sunset Villa | A happy place |Pool

Edenly House

Stunning Westcliff Hermanus Home

Relax in comfort and style

Exclusive Estate, Panoramic Beauty, Watersports

The Happiest Place on Earth-warmed up for winter!

Amazing Brand New Holiday Home with Pool!

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)
Apartment rentals with a pool

Family Apartment 6

Cliff Path Cottage

Hillside Hideaways - With Pool

Ocean Whisper

Hermanus Waterfront Apartment No.20

Escape Sea Condo

Sugar Beach

Bayview Apartment Gordon's Bay
Other holiday rentals with a pool

Stunning ocean view house with heated indoor pool

Eastcliff cottage with pool, garden & solar power.

The Lookout at Meerenbosch

Hermanus Esplanade: Ocean Views & Whale Watching

Ocean Penthouse Apartment, Hermanus Waterfront

1 Bed | 1 Bath on Chanteclair | Pool | Sea View

14 On Marine Drive, Hermanus

Ocean Pearl close to cliff paths
When is the best time to visit Vermont?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 SGD | $207 SGD | $152 SGD | $175 SGD | $182 SGD | $185 SGD | $182 SGD | $187 SGD | $146 SGD | $192 SGD | $192 SGD | $316 SGD |
| 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 |
Quick stats about holiday rentals with a pool in Vermont

Total holiday rentals
Explore 40 holiday rentals in Vermont

Nightly prices starting at
Vermont holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,400 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Vermont holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Vermont rentals

4.9 Average rating
Vermont stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Cape Town Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- Breerivier Holiday rentals
- George Holiday rentals
- Flat rentals Vermont
- Rentals with beach access Vermont
- Rentals with a patio Vermont
- House rentals Vermont
- Rentals with a firepit Vermont
- Family-friendly rentals Vermont
- Rentals with a washing machine and dryer Vermont
- Rentals with outdoor seating Vermont
- Smoking-friendly rentals Vermont
- Rentals with a fireplace Vermont
- Pet-friendly rentals Vermont
- Rentals with pools Overberg District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Boulders Beach
- Muizenberg Beach
- Glencairn Beach
- St James Beach
- Stellenbosch University
- Babylonstoren
- Tyger Waterfront Apartments Deck
- Grotto Beach (Blue Flag)
- Jonkershoek Nature Reserve
- Cavalli Estate
- Fernkloof Nature Reserve
- Steenberg Tasting Room
- Waterkloof Wine Tasting Lounge
- Greenways Golf Estate
- Scarborough Beach
- Idiom Restaurant & Idiom Wine Tasting Centre
- Table Mountain National Park
- Rust en Vrede Wine Estate
- Tyger Valley Shopping Centre
- Voëlklip Beach
- De Zalze Golf Club
- La Motte Wine Farm & Restaurant





