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

Harbour Studio
Kick back on a sun lounger while taking in sweeping views of False Bay from the poolside patio of this peaceful retreat. Fix breakfast in a kitchen with black granite counters and dine alfresco on a leafy deck patio. Open plan kitchen, lounge and dining area with walk through TV room and large bedroom with bathroom (shower only). 2 minutes walk from Bikini Beach, the Old Harbour, scenic walk ways, various restaurants and boutique shops Secure parking via a private road Hosts are available 24/7 via phone. Guests are left to enjoy their privacy undisturbed during their stay The home is set on a slope overlooking the Gordon’s Bay Harbour in False Bay, steps away from Bikini Beach. Take a stroll to the seaside Harbour Lights restaurant for seafood fare, then head to The Thirsty Oyster Tavern for a cocktail. Guests are advised to make use of car rental/uber for longer trips in and out of Gordon’s Bay, but may also enjoy walking or cycling exploring the village. Bicycles can be rented on main beach.

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

Intaba Studio Tranquil Getaway w/style & character
An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Luxury 2 bed Villa & pool, Sandstone, Franschhoek
Lovely 180m2 Villa set in the middle of a vineyard, is elegantly decorated with 2 bedrooms with full bathrooms en-suite. We have an automatic 60kva generator and water supply. The Villa is fully equipped SMEG appliances in the kitchen and laundry, 3 TV’s, Netflix, Apple TV, sound system, Nespresso facilities, air-conditioning etc. The rooms lead onto their own private gardens with sun loungers and private pool. Enjoy a swim, game of tennis, walks in the olives, vineyards and rose garden.

Cape Point Mountain Getaway - Villa
A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

Lily Pond
Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Heidi's Barn, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Tranquil poolhouse in the Winelands
Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

Kalliste Boutique Stays, Misty Shores Cottage
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.

Seaside Sanctuary
Perfect home for re-connecting with friends and family, with a pool for the summer and fireplaces for the winter. The sand dunes are 15 meters from the house, and the beach a 3 minute walk Great for 1 or 2 families with up to 6 children, or 3 couples. Please note: not suitable for more than 6 adults. The house is set up with a well equipped kitchen, in- and outdoor braai, board/lawn games and a TV with Netflix.

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

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
Popular amenities for Pringle Bay rentals with a pool
House rentals with a pool

X Lanzerac - Luxurious 4 bedroom house with solar

Stunning ocean view house with heated indoor pool

Magnificent views / luxurious setting- Sérendipité

Ocean Retreat, Romansbaai Beach & Fynbos Estate

Luxury 5 Bed House in the Heart of Franschhoek

5 Bed Beach Bungalow w/ pool, fire-pit & solar

Tranquil Waterfront Hideaway with Stunning Views

Akademie House - your home from home
Apartment rentals with a pool

Insta-Worthy, Front-Row Ocean & Mountain View’s

17 Marine Penthouse/Private Pool/Solar Powered

Cliff Path Cottage

Avemore Vineyard View with full backup power

J Spot • Safe & Convenient • Backup Power

The Yacht, Pat's Place Hermanus

Canal and palm views apartment

612 - Top Floor Amazing Table Mountain & Sea Views
Home rentals with a private pool

The Salt Box Villa - Self catering - Strand

Modern, Fun, Family Home in the Heart of Cape Town

Eclectic Family Home near Wineries

Harbour Studio
Quick stats about holiday rentals with a pool in Pringle Bay

Total holiday rentals
Explore 20 holiday rentals in Pringle Bay

Nightly prices starting at
Pringle Bay holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 420 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
20 of Pringle Bay holiday rentals include wifi access

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

4.8 Average rating
Pringle Bay stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Cape Town Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Langebaan Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
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- Rentals with a washing machine and dryer Pringle Bay
- Rentals with a fireplace Pringle Bay
- Pet-friendly rentals Pringle Bay
- Family-friendly rentals Pringle Bay
- Rentals with a patio Pringle Bay
- Flat rentals Pringle Bay
- House rentals Pringle Bay
- Rentals with a firepit Pringle Bay
- Rentals with beach access Pringle Bay
- Rentals with outdoor seating Pringle Bay
- Beachfront rentals Pringle Bay
- Rentals with pools Overberg District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Grotto Beach (Blue Flag)




