
Holiday rentals with a pool in Pinelands
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Top-rated rentals with a pool in Pinelands
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Romantic Cape Town Cottage with Mountain Views
This stand alone cottage on our private property is located in the Bishopscourt area of the Western Cape. The cottage is an open plan lounge,bedroom with two big verandas, a kitchenette and a large bathroom with a shower and bath that opens out to a very private balcony with sun loungers and an outside shower. With magnificent views of the mountain and terrains, one can fully unwind and relax in this more than spacious cottage. This private cottage will be all yours during your stay. There are multiple lounging areas inside and outside the cottage. Our long serving housekeeper, Maks, will be there to look after you and make sure you always have what you need.She cleans and does the washing daily except on a Sunday. Located within walking distance to many stunning hikes, walking routes, mountain biking, and cycling routes. There are many places nearby that you can rent bikes and there is ample storage at the house for bikes to be stored. There is ample and secure parking on our property for the vehicle you bring along for your stay. I am usually here and am very happy to help with advice at all times. This home is in a quiet residential area with beautiful houses and leafy streets. Close to the botanical gardens and near the city. Uber Available.Safe parking on the grounds of the property. No need for Air Conditioning units as the mountain air in the mornings and evenings will be cool and crisp all year long. There is a ceiling fan, if you need additional cooling. Towels,beach towels,picnic basket all available at the cottage. The space is about 60sqm +

Doug And Sal's Rondebosch (with solar)
In Rondebosch, this secure property has beautiful views, is private and quiet with a separate entrance and off street parking, There's a lovely garden and shared swimming pool and the apartment itself is luxurious and well appointed. Living area and full en-suite - 35m² bedroom / lounge area with table and chairs and king size bed - Cupboards - Full DSTV (PVR for recording) - WIFI - Safe - Hairdryer Kitchenette - Kettle, Toaster, Nespresso coffee maker - Microwave, Fridge, Cutlery / crockery

Chic Penthouse with Private Pool & Breathtaking Views
This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

Crown Comfort - Summer Lux private Hot Tub & Pool
Create lasting memories in this serene, air-conditioned, private haven — a peaceful retreat for relaxation and connection. Sink into plush bedding, unwind in soothing hot tubs, and gather around cozy fireplaces. Enjoy family fun with the pizza oven, under-roof braai, beside the sparkling heated pool (seasonal). Central yet away from the inner-city hustle, offering a safe, calm escape. Baby-friendly, beautifully styled, not affected by power cuts — the perfect getaway for couples or families.

Magnificent Clifton Retreat with Unparalleled Ocean Views
A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

16 on Bree | Penthouse Living One Bedroom
Experience the absolute best in ultra-modern living in Cape Town’s tallest residential tower. Situated on Bree Street, the trendiest street in Cape Town, this residential block is the culmination of sleek urban design and highly functional lock up & go living. The unit is perfectly aligned to the needs of both the businessperson (in the CBD, high-speed fibre optic connectivity) and the tourist (close to trendy restaurants, contemporary bars, art galleries, antique shops and design stores).

217 On The Beach, Cape Town
Welcome to this beachfront property. The light and open apartment is an easy 8km from Cape Town's city center. The spacious apartment has direct access to the beach as well as breathtaking table mountain and sea views. Fall asleep to the sound and smell of the ocean and wake up ready to enjoy the pool, Beach and Cape Town's many attractions. Has battery backup for WiFi and TV during load shedding. The following TV streaming services are included: AmazonPrime Video, Disney plus.

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.

African Chic with Incredible Views & Pool Deck
Welcome to the greatest views imaginable from a stylish, brand new & tastefully decorated apartment high up in the Cape Town sky. Enjoy the 'sunsational' pool deck and outdoor gym on the 27th floor or simply step out onto your very own large wrap around balcony for breakfast while enjoying the finest views of Table Mountain, The sparkling azure of the Atlantic Ocean or the Robben Island & The Cape Town Stadium. *Zero power cuts in this builidng.

Waterfront Marina 003 Superior Garden Apt
Premium location: walking distance to Waterfront and CTICC Ultimate security within Marina Estate Modern and beautifully furnished, comfortable one-bedroom apartment 5kWh inverter/battery backup for load-shedding Free WiFi, smart TV, fully equipped kitchen, serviced twice weekly Cozy garden overlooking the Marina canal, perfect for stand-up paddling and water enthusiasts Dedicated parking bay, use of the gym and pool within the Estate

Artists Penthouse - Green Point
Inspire Your Creativity with Breathtaking Views This luxurious penthouse, perched right on Cape Town's vibrant Golden Mile in Green Point, offers panoramic views of the V&A Waterfront, Signal Hill, and Table Mountain. This extraordinary 2-bedroom apartment will be your haven for relaxation while you explore the Mother City. With 24-hour security, a shared pool, and guest parking, your luxurious exploration awaits.

Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.
Popular amenities for Pinelands rentals with a pool
House rentals with a pool

Tranquil Family Garden Cottage with Pool

Magnificent House with Garden & Mountain View

Constantia Manor House by Steadfast Collection

Blackwood Log Cabin

Hogsmead Cottage charming thatch cottage Pinelands

Newly Renovated Family Home with Plunge Pool

Hidden Woodstock Retreat

Curated Home with Pool Quiet Neighborhood
Apartment rentals with a pool

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

Zebra‘s Nest - 1308 - 16 In Bree

Newlands Peak

Over The Clouds - 3003 - 16 On Bree

(3) Beachfront views of Table Mountain

Sailor’s Away - 3004 - 16 On Bree

Breathtaking city and harbour views

Canal and palm views apartment
Home rentals with a private pool

Elegant guest wing with own private garden & pool.

Glen Beach Bungalow Penthouse

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree House and Pool

Villa Claybrook - Sun. Sea. Serenity.
Contemporary Farmhouse with Garden and Pool

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach
When is the best time to visit Pinelands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £38 | £39 | £39 | £38 | £39 | £36 | £36 | £39 | £36 | £32 | £37 | £39 |
| 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 Pinelands

Total holiday rentals
Explore 90 holiday rentals in Pinelands

Verified guest reviews
Over 1,090 verified reviews to help you choose

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

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Pinelands holiday rentals include wifi access

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

4.8 Average rating
Pinelands stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Clifton 4th
- 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
- Mojo Market
- Erinvale Estate Hotel and Spa
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest




