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.

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Guest favorite
An open-plan living area is depicted, featuring a comfortable lounge setup with a sofa, armchairs, and a coffee table. Large windows allow ample natural light, framing views of the city. A TV and a few decorative elements add to the inviting ambiance.
Apartment in Cape Town City Centre
4.94 out of 5 average rating, 157 reviews

Taj Mahal. Executive. Views. Gym. Parking. Pool.

GUEST FAVOURITE! Welcome to your central Cape Town retreat! The space is huge, clean, and boasts an interior design that combines comfort and sophistication. Each evening feel a sense of coming home to a sanctuary of relaxation and luxury. Guests love this abode. With its breathtaking vistas, this apartment serves as the perfect base from which to soak in the city's wonders. Cartwright's is a safe and secure building. Close to restaurants, museums. Perfect for working from home with fast wifi!

Guest favorite
A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.
Loft in Vredehoek
4.86 out of 5 average rating, 543 reviews

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.

Top guest favorite
A modern indoor space features a sparkling pool, surrounded by floor-to-ceiling glass walls. Pendant lights hang from an angular ceiling, highlighting the open layout. Comfortable seating areas are arranged nearby, creating an inviting atmosphere for relaxation and socializing.
Apartment in Edgemead
4.97 out of 5 average rating, 148 reviews

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.

Top guest favorite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Apartment in Clifton
4.98 out of 5 average rating, 381 reviews

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.

Guest favorite
A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.
Guest suite in Woodstock
4.86 out of 5 average rating, 115 reviews

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

Guest favorite
An open-plan living area features a comfortable lounge with a smart TV mounted on the wall. A large glass door leads to the private courtyard, while a cozy bedroom area is partially visible through an archway, showcasing framed artwork and a softly made bed.
Apartment in Woodstock
4.82 out of 5 average rating, 154 reviews

⭐Central | Security | Wifi | Parking | Pool | Gym⭐

Upmarket 1 Bed 1 Bath in high-security development. All the modern conveniences with a homey feel: o Luxury finishes & appliances o Walking distance to trendy taprooms, cafes o SPAR grocer, CLICKS retailer and Bootlegger coffee shop on the ground floor. o 5min drive to the CBD, waterfront, beaches or even drive/hike up table mountain. o Live/work inside or from the large courtyard, lounge at the rooftop pools, exercise in the gym, take a culture tour, you are spoilt for choice!

Top guest favorite
A refreshing swimming pool is visible, reflecting the clear blue sky. Surrounding greenery includes a tall cactus and rocks, adding natural elements to the space. The horizon reveals a glimpse of the ocean, framed by the elegant pergola structure above.
Apartment in Camps Bay
4.98 out of 5 average rating, 281 reviews

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.

Top guest favorite
An open-plan living area is highlighted by a modern round dining table surrounded by four chairs. A stylish seating arrangement with plush cushions is visible, complemented by indoor plants and contemporary decor. Large windows frame the sweeping views of the surrounding landscape.
Condo in Cape Town City Centre
4.94 out of 5 average rating, 157 reviews

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.

Top guest favorite
A tranquil view of the marina canal is captured, featuring lush palm trees lining the water's edge. A boat is seen gliding along the calm waters, framed by elegant buildings in the background. The vibrant blue sky complements the serene atmosphere.
Apartment in Green Point
4.98 out of 5 average rating, 120 reviews

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

Guest favorite
An outdoor patio area features a wooden deck with a round table surrounded by woven chairs. Scenic views of mountains and cityscape are visible in the background, showcasing a relaxed atmosphere for gathering.
Apartment in Cape Town City Centre
4.91 out of 5 average rating, 174 reviews

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.

Top guest favorite
The spacious living area features a circular couch with neutral cushions, positioned next to large sliding glass doors that offer views of the surrounding mountains. A wooden coffee table with a decorative bowl and magazines is seen in the foreground, enhancing the relaxed ambiance.
Apartment in Tamboerskloof
4.99 out of 5 average rating, 291 reviews

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.

Top guest favorite
A private garden is featured, containing a tranquil pool surrounded by natural stone and vibrant murals depicting serene landscapes. A dining area with four chairs is visible at one end, inviting peaceful outdoor meals. Sunlight enhances the inviting atmosphere of this outdoor space.
Guest suite in Vredehoek
4.94 out of 5 average rating, 224 reviews

Central Private Secure with pool, garden, parking

Our studio flat is at the foot of Table Mountain, on public transport routes, 4km from the City Centre. The open plan configuration has a queen bed (182cm*152cm), a well-equipped kitchen, private garden with barbecue, private entrance, secure off-street parking, Wi-Fi, Netflix, and alarm. Guests may share our solar-heated swimming pool.

Popular amenities for Woodstock rentals with a pool

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,789 GYDG$14,416 GYDG$12,953 GYDG$11,073 GYDG$10,237 GYDG$9,192 GYDG$9,192 GYDG$10,028 GYDG$10,655 GYDG$11,073 GYDG$12,953 GYDG$14,207 GYD
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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$2,089 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

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