
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.

Crown Comfort Romantic Private Heated Pool/Jacuzzi
Welcome to Crown Comfort, a stylish and serene luxury retreat designed for couples/families seeking privacy, romance & effortless comfort — while still being perfectly connected to Cape Town’s top attractions. Step into your private, secure oasis featuring a heated pool, jacuzzi, outdoor lounge and dining area under a glass roof, plus a barbecue area and pizza oven — ideal for romantic evenings or relaxed al fresco dining. Secure parking behind an automated gate ensures complete peace of mind.

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.

Stunning 3 Bed Penthouse with Ocean Views & Pool
Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *Zero power cuts in this building.

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.

Central Private Secure with pool, garden, parking
Our studio flat is at the foot of Table Mountain close to hiking trails, 8km to the nearest beach and 4km from the City Centre. It is open plan, has a queen bed (182cm*152cm), a well-equipped kitchen, private garden, a private entrance, secure off-street parking, Wi-Fi, Netflix, and an alarm system. Guests may share our solar-heated swimming pool. (It currently has some peeling in the lining. It will be repaired over winter but is still clean and refreshing).

Largo House guest suite
Guest suite with a king size or two single beds, with white cotton linen and en-suite shower bathroom. No separate kitchen, no stove or sink. Counter with small fridge, microwave, kettle, toaster, crockery, cutlery and self-catering breakfast of tea, coffee, milk, rusks, cereal, yoghurt, fruit. Tv, Dstv and Wi-fi Off street parking available Our location is in the suburbs of Cape Town, 12 kms from the city centre and 20kms from the beaches.

Bree Penthouse with Panoramic Views
Opulent penthouse in Bree Street with 270 degree city, mountain and sea views with expansive outdoor patio area. Ultra-modern and exquisitely-decorated with breathtaking views across the whole of the city bowl and waterfront/harbour out onto South Africa's most iconic landmark and Natural Wonder of the World: Table Mountain, there is no excuse to not live your very best, most exclusive life from this penthouse.

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.

Parker’s Park Lagoon
Our Beautiful Modern 1 bedroom apartment is on the beach, 15 minute drive from Cape Town city center. Originally part of a hotel so it comes with all the necessities for a comfortable stay but with a personal touch. Our beach is midway between Cape town center and Bloubergstrand. An amazing spot for surfing and long beach walks, the perfect holiday destination.

White Cottage, Bishopscourt
Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.

Stone Pine Cottage, Hout Bay
The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.
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

Constantia Manor House by Steadfast Collection

Hogsmead Cottage charming thatch cottage Pinelands

Newly Renovated Family Home with Plunge Pool

Faraway Urban Oasis; relax, entertain & snuggle.

Curated Home with Pool Quiet Neighborhood

House 46, family home in Rondebosch Cape Town
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

Peace and Serenity near the Beach at Blue Amanzi

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

Marble Harbour - 1315 - 16 On Bree

Newlands Peak

3 Bed Penthouse / No Loadshedding / Infinity Pool

Contemporary, Sea Point pad, w/ views & inverter

913 - Table Mountain Views: Woodstock's WEX1
Home rentals with a private pool

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree House Sparkling Pool

Villa Claybrook - Sun. Sea. Serenity.

Glen Beach Penthouse A on Glen Beach in Camps Bay
Contemporary Farmhouse with Garden and Pool

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach

Unparalleled Third Beach Clifton Paradise
When is the best time to visit Pinelands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$10,460 GYD | G$10,669 GYD | G$10,669 GYD | G$10,460 GYD | G$10,879 GYD | G$9,833 GYD | G$9,833 GYD | G$10,669 GYD | G$10,042 GYD | G$8,787 GYD | G$10,251 GYD | G$10,879 GYD |
| 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 vacation rentals with a pool in Pinelands

Total vacation rentals
Explore 90 vacation rentals in Pinelands

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Pinelands vacation rentals include wi-fi 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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- Rentals with pools Cape Town
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Boulders Beach
- Big Bay Beach
- GrandWest Casino and Entertainment World
- Clifton 4th
- Green Point Park
- Woodbridge Island Beach
- Hout Bay Beach
- St James Beach
- Sandy Bay, Cape Town
- Babylonstoren
- District Six Museum
- Durbanville Golf Club
- Two Oceans Aquarium
- Mojo Market
- Erinvale Estate Hotel and Spa
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Clovelly Country Club




