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

Stylish 1BR - Large Balcony & Breathtaking Views
A chic, modern apartment with a big balcony, in the heart of trendy Bree Street, surrounded by top-notch restaurants and just a short walk to all city highlights. Stylishly decorated with all amenities for a super comfortable stay. Perched on the 21st floor, enjoy breathtaking views of the city, Stadium, Robben Island, Signal Hill, and the sparkling sea. Relax on the rooftop terrace with a refreshing drink from the bar. Just a stroll away from the CTICC and the V&A Waterfront. @CapeTown16onBree

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.

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.
Chic De Waterkant Loft • Pool & Mountain View’s
Wake up to 180° Table Mountain views from this stylish double-volume loft in the heart of De Waterkant. Enjoy a private balcony, pool, secure parking, fast Wi-Fi and a proper workspace — ideal for couples, solo travellers and longer stays. Walk to Bree Street, cafés, bars and the V&A Waterfront. With a fully equipped kitchen and double-volume windows giving the loft its light, airy feel, the space is designed for comfort — a welcoming home-from-home in one of Cape Town’s most vibrant areas!

913 - Table Mountain Views: Woodstock's WEX1
Sparkling new open plan bedroom/living room in one studio on the top floor of the cutting edge WEX1 complex, located directly opposite the Woodstock Exchange. Magnificent views of Table Mountain and the city and relax with all the amenities of home near to hand. Uncapped Wi-Fi that's not affected by loadshedding. Easyview DSTV package, Netflix, gym, heated pool, lounge, laundry, supermarket, a parking, and 24hrs security, you can chill in splendour or be part of the action within minutes.

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.

Royal Escape - 1809 - 16 On Bree
LOAD SHEDDING FREE. WE ARE ON THE GRID, SO WE HAVE POWER IN THIS BUILDING 24/7. The exceptional 16 on Bree is a striking addition to Cape Town’s most exclusive accommodation. Perfectly located near many of the inner city’s most exciting tourist attractions, this trendy development is complemented by connecting retail space and historical elements which serve to enhance your experience. 16 on Bree Holiday Rentals are edgy, modern, and undeniably luxurious. This is a self catering unit.

cozy garden cottage in Upper Woodstock with pool
We have added a small, cozy guest suite to our family home in upper Woodstock and welcome guests from all over the world. We, that is Kent and Susanne with our daughter Alba (10) and our lovely dog Vivienne Westwood (Vivi). Our approximately 25 square meter cottage is located in our beautiful shared garden with saltwater pool and has its own bathroom and kitchenette. Our guests appreciate the Upper Woodstock location and the garden while having us around for questions. Streetparking

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

Over The Clouds - 3003 - 16 On Bree
Load shedding free apartment. In the center of CapeTown on the ++30th++ floor over the clouds with an amazing view on TableMountain and Downtown. This self catering apartment offers you everything what you need for your stay (either business-/ family or holidaytrip). It includes a bathroom, a washing machine, dishwasher, full equipped kitchen and a balcony for a stunning dinner outside. We are happy to welcome you!

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

Magnificent House with Garden & Mountain View

Luxury Victorian Villa with pool & gorgeous views

Villa In The Clouds! Fresnaye, Cape Town.

Blackwood Log Cabin

Newly Renovated Family Home with Plunge Pool

Mountain House

Waterfall Villa Camps Bay with Inverters

Colourful Home with Rooftop and heated Plunge Pool
Condo rentals with a pool

Modern 1 bedroom apartment with unspoilt views

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

Zebra‘s Nest - 1308 - 16 In Bree

Contemporary, Sea Point pad, w/ views & inverter

Sailor’s Away - 3004 - 16 On Bree

Breathtaking city and harbour views

Luxury Suite at the Beautiful Cape Royale

Luxury secure V&A Marina apartment; best location!
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

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach

Unparalleled Third Beach Clifton Paradise
Rooftop Pool | Views | 24h power
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$13,806 GYD | G$14,433 GYD | G$12,969 GYD | G$11,087 GYD | G$10,250 GYD | G$9,204 GYD | G$9,204 GYD | G$10,041 GYD | G$10,668 GYD | G$11,087 GYD | G$12,969 GYD | G$14,224 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 Woodstock

Total vacation rentals
Explore 120 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 2,530 verified reviews to help you choose

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

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals
Destinations to explore
- Apartment rentals Woodstock
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- Rentals with a washer and dryer Woodstock
- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- 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




