
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.

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 - 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.

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.

Admire Sea Views from a Stunning Apartment by Clifton Beach
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.

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.

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.

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.

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.

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.

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.
Popular amenities for Pinelands rentals with a pool
House rentals with a pool

The Lookout

Hogsmead Cottage charming thatch cottage Pinelands

Stylish Green Point Villa | Pool & Garden Retreat

Newly Renovated Family Home with Plunge Pool

Tranquil Waterfront Hideaway with Stunning Views

Curated Home with Pool Quiet Neighborhood

Mountain House

Colourful Home with Rooftop and heated Plunge Pool
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

(3) Beachfront views of Table Mountain

Sailor’s Away - 3004 - 16 On Bree

Zebra Paradise - 2908- 16 On Bree

Breathtaking city and harbour views
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 Sparkling Pool

Chic Penthouse with Private Pool & Breathtaking Views

Villa Claybrook - Sun. Sea. Serenity.

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House
When is the best time to visit Pinelands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $70 CAD | $71 CAD | $71 CAD | $70 CAD | $73 CAD | $66 CAD | $57 CAD | $59 CAD | $59 CAD | $60 CAD | $69 CAD | $73 CAD |
| 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 and kid-friendly amenities

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Pinelands vacation 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
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Hout Bay Beach
- Green Point Park
- Sandy Bay, Cape Town
- Babylonstoren
- St James Beach
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Durbanville Golf Club
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre