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

Elegant guest wing with own private garden & pool.
Feel spoilt by the elegance of yesteryear in the 1800’s manor of Mount Pleasant. Dine al fresco beside your private pool at this historic property nestled under Table Mountain. Unwind with a glass of Cape wine in the gracious and romantic guest suite with its own vine-strewn garden, or curl up in an armchair by the grand stone fireplace. The spacious and airy open-plan guest suite is ideal for couples and young families. Centrally located in leafy Newlands, within walking distance of the famous sports stadiums, UCT and SACS. The house has been recently renovated and is a family home, and the property of Mount Pleasant is an interesting slice of Cape Town’s history, dating back to the 18th Century. The guest suite is ideal for a couple or family and consists of: - one large open plan bedroom-lounge (sleeps 3 - 4) - a full kitchen - bathroom with bath, shower, double vanity - a private lap pool - private garden looking up to Table Mountain and Devil’s Peak. In summer, lazing beside the sunny pool, dining outside and having a traditional South African “braai” (barbecue) are a must and in winter the roaring fire, full kitchen and TV provide a warm retreat. The bedroom-lounge is open plan with separate kitchen and bathroom. King size bed, a single sofa bed and a further single bed set up in the suite for 4th guest if required. Cable TV and WiFi are included. On offer are bottles of wine and drinks, laundry and cleaning services. Other extras which may be available are: use of the baronial dining room for meetings (seating for up to 18 people) or special occasions (daytime only). Please note: the pool is NOT fenced and is immediately adjacent to the suite, so please take extra care (therefore the space is not recommended for children who cannot swim). Private garden and pool. Off-street parking for 1 car. Use of the large dining room on request. Guests can enjoy total privacy, but the family and domestic staff are usually at home to welcome you and happy to answer questions and assistance via phone or text.Our friendly dogs: Boris, Frankie, Josh and Pixel will always give you an enthusiastic welcome (but your garden and wing is private so the dogs won’t bother you). Newlands is one of the original leafy suburbs of Cape Town bordering the University and State President’s residence. Lovely and sheltered from summer winds and cafes, restaurants and shops are a stroll away. Newlands is perfectly central for most of Cape Town’s most popular excursions. Table Mountain and cableway, the V&A Waterfront, beaches, wine farms, and the city centre are all within 10-25 minutes' drive and Ubers etc are readily available. The suburb of Newlands itself has many attractions, but to enjoy the full offering of Cape Town we recommend hiring a car or taking a taxi (Uber or call-taxi). Private guides or drivers will also collect directly from the premises. Airport transfers/shuttles/taxis are available at the airport or by booking through a transfer company. POOL Important: the pool is not protected with a net or fence and is immediately adjacent to the suite so please be careful and we do NOT recommend the suite for infants/children who cannot swim. PETS We can accommodate pets on request, but be aware there are resident dogs. EXTRAS Extras, such as wine, can be paid in cash or through the SnapScan App. MEETINGS & FUNCTIONS The baronial dining room can be booked for special meetings and daytime functions (rates/availability on request). It is a handsome room and seats 14-18 people. SHOOTS & LOCATION The Mount Pleasant manor house and grounds may be available for professional photography/film shoots. This would need to be by special arrangement directly with owners or their agents. Rates vary according to specifics of the shoot. (Please note: use of the guest space for commercial shoots would be an extra cost and is not included in the accommodation rate).

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

Crown Comfort - Lux Winter Comfort Private Hot Tub
Crown Comfort - Luxury Spacious Guest Apartment. Not affected by electricity outages. If you like ultimate comfort - Crown Comfort is the place to book. From fine decor to a comfortable bed, indoor & outdoor hot tub (all year round), heated under roof pool (seasonal - heated by solar from sun), outdoor furniture as well as barbecue, indoor & outdoor showers, full kitchen, big closet, quality bedding & pillows, bidet. Indoor & outdoor fire place. Safe & secure parking. Safe, quiet, central.

Tranquil Gem in the Golden Mile Rondebosch.
A lovely summer feel at this spacious garden flat. The open-plan bedroom and lounge creates an inviting living area. The lounge leads out to a private courtyard. The grassed courtyard is protected from the wind and is the perfect place to unwind and enjoy a cocktail. Well-equipped kitchenette. Separate bathroom, toilet, wash basin and shower. Located 500m from WP Cricket Club , 2,5km from Newlands Cricket Stadium and 16km from the airport. You will be very comfortable in this quiet home.

Spacious Apartmnt. Private entrance /Bathurst Mews
A large comfortable two bedroom anex to main house with x2 bathrooms, (with full premium DSTV and uncapped fibre WiFi ) plus a pool.(salt warer). Centrally located, half way between Table Mountain and Cape Point. Perfectly located to make the most of your stay in Cape Town. Close to world famous Kirstenbosch Gardens & all popular shopping centres. Kingsbury Hospital 2,6km and Kenilworth Race Course is a 5 min walk we are only a 12 minutes drive from the V&A Waterfront and CBD city bowl.

325 Leisure Bay Beachfront Apartment. Cape Town
Beautiful spacious 1 bedroom apartment. Large balcony, with furniture and Barbeque equipment. Enjoy the amazing sunset while having a barbeque on the balcony. Enjoy beautiful views on the balcony. Spacious lounge with comfortable leather couches, perfect place to just relax and enjoy watching the waves breaking in front of you. Kitchen contains all kitchen appliances and equipment needed. 1 bathroom, which includes a separate shower and bath. Large bedroom, containing numerous cupboards.

Canal and palm views apartment
Beautiful apartment overlooking the canal and palm trees. Access to the spa, which comprises an indoor heated pool, a jacuzzi, steam room and sauna, and a fully equipped gym. A five minute walk to Intaka Island, a 16ha wetland and bird sanctuary, a haven for birders, photographers or those who just want to enjoy a quiet stroll through nature. Book a ferry ride which travels on the Grand Canal and around Intaka Island. Explore the beaches, wine farms, city night life and shopping.

Grace Place Guest Suite
Enjoy our spacious guest suite attached to our home, with your own entrance, alarm, off-road parking and courtyard. We're in the quiet, leafy suburbs of Claremont, only a short drive to the city centre and V&A waterfront (10km), world class beaches and Table Mountain. Convenient for Newlands cricket stadium (5min drive). Close to nearby shops and restaurants. Cape Town International airport (20min drive). Good for couples, solo adventurers, business travellers.

Spectacular beachfront views of Table Mountain
Treat yourself to uninterrupted views of the ocean and Table Mountain. This beachfront apartment has 1 bedroom, fully equipped kitchen, dining and lounge area, as well as WIFI, Netflix and secure parking. Enjoy true beach living, with two on-site swimming pools, laundry facilities as well as 24-hour security guards and CCTV. It is within walking distance from the MyCiTi bus stop, 9km from the Waterfront and CBD and 24 km from cape Town International Airport.

202 On The Beach, Cape Town
The ideal beachfront retreat with a power backup system for Wi Fi and TV during load shedding. This charming corner unit offers breathtaking sea views from both bedrooms. The spacious apartment is located just 8km from Cape Town CBD. Enjoy Uninterrupted sea vistas and let the soothing sounds and salty breeze lull you to sleep. Our listing includes all the essentials. But what truly sets us apart is the unique open living room with built in barbecue (braai)

The Sanctuary, 1806, - 16 on Bree
Welcome to The Sanctuary (Table mountain views) Colourful birds and deep emeralds immersive you upon entering this lush space. Fitted with the best linen and finishings to take your breath away. A fully equipped kitchenette is at your disposal. The lounge is perfect for those comfortable movie nights. In this space you will find a multi-purpose dining/work station below the 50” TV (fast and secure wifi) with a balcony overlooking Table Mountain.

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

Magnificent House with Garden & Mountain View

Tranquil Family Garden Cottage with Pool

Blackwood Log Cabin

The Hillwood: light, airy, modern tranquility

Hogsmead Cottage charming thatch cottage Pinelands

Newly Renovated Family Home with Plunge Pool

Tranquil Waterfront Hideaway with Stunning Views

Curated Home with Pool Quiet Neighborhood
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

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

Over The Clouds - 3003 - 16 On Bree

Newlands Peak
Terrace Suite - own pool, jacuzzi bath, fireplace

3 Bed Penthouse / No Loadshedding / Infinity Pool

(3) Beachfront views of Table Mountain

Sailor’s Away - 3004 - 16 On Bree
Home rentals with a private pool

Glen Beach Bungalow Penthouse

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree With Sparkling Pool

Chic Penthouse with Private Pool & Breathtaking Views

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach
Rooftop Pool | Views | 24h power
Quick stats about vacation rentals with a pool in Pinelands
Total rentals
90 properties
Total number of reviews
1.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Rentals with outdoor seating Pinelands
- Private suite rentals Pinelands
- Family-friendly rentals Pinelands
- Smoking-friendly rentals Pinelands
- Rentals with breakfast Pinelands
- Guesthouse rentals Pinelands
- Rentals with a patio Pinelands
- Rentals with a fireplace Pinelands
- Pet-friendly rentals Pinelands
- House rentals Pinelands
- Apartment rentals Pinelands
- Rentals with a washer and dryer Pinelands
- Rentals with pools Cape Town
- 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
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room