Holiday rentals with a pool in Boston

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Boston

  • Total holiday rentals

    Explore 10 holiday rentals in Boston

  • Nightly prices starting at

    Boston holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Boston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Boston rentals

Top-rated rentals with a pool in Boston

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
An open lounge area features comfortable white sofas and a rustic wooden coffee table. Large windows allow ample natural light, framed by patterned blinds, with a view of the lush garden outside. A chandelier hangs from the ceiling, adding elegance to the space.
Apartment in Bishopscourt
5.0 out of 5 average rating, 128 reviews

Romantic Cape Town Cottage with Mountain Views

This stand alone cottage on our private property is located in the Bishopscourt area of the Western Cape. The cottage is an open plan lounge,bedroom with two big verandas, a kitchenette and a large bathroom with a shower and bath that opens out to a very private balcony with sun loungers and an outside shower. With magnificent views of the mountain and terrains, one can fully unwind and relax in this more than spacious cottage. This private cottage will be all yours during your stay. There are multiple lounging areas inside and outside the cottage. Our long serving housekeeper, Maks, will be there to look after you and make sure you always have what you need.She cleans and does the washing daily except on a Sunday. Located within walking distance to many stunning hikes, walking routes, mountain biking, and cycling routes. There are many places nearby that you can rent bikes and there is ample storage at the house for bikes to be stored. There is ample and secure parking on our property for the vehicle you bring along for your stay. I am usually here and am very happy to help with advice at all times. This home is in a quiet residential area with beautiful houses and leafy streets. Close to the botanical gardens and near the city. Uber Available.Safe parking on the grounds of the property. No need for Air Conditioning units as the mountain air in the mornings and evenings will be cool and crisp all year long. There is a ceiling fan, if you need additional cooling. Towels,beach towels,picnic basket all available at the cottage. The space is about 60sqm +

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Top Guest favourite
The villa showcases a contemporary design with multiple balconies, allowing for natural light to fill the spaces. The spacious garden is lined with potted plants, leading toward an inviting fenced pool area, ideal for relaxation and outdoor gatherings.
Villa in Camps Bay
4.99 out of 5 average rating, 114 reviews

Unforgettable family memories - Beach, Pool, Views

Casa Estiva has it all for your family holiday - beach front location, spectacular views, luxurious spaces and child friendly features. Located in the beautiful beach resort of Camps Bay. It is a 4 bedroom, 3.5 bathroom villa, only 30 seconds walk from pristine, blue flag beaches and award winning restaurants. It comes with multiple entertainment terraces, garden, a gorgeous fenced pool and epic, 360 degree views of Cape Town's iconic mountains and ocean. Send us a message to begin your journey

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Top Guest favourite
A private plunge pool is set within a landscaped garden, surrounded by greenery. The water sparkles under sunlight, and the ocean can be seen in the background, enhancing the serene atmosphere of the space.
Condo in Camps Bay
4.92 out of 5 average rating, 182 reviews

Camps Bay The View Villa Gdn apt & Pvt Pool

Renovated July 2026 A calm, neutral-toned, contemporary, exclusive garden apt with a private plunge pool in Upper Camps Bay will blow you away with its awe-inspiring views of Camps Bay Beach, Lions Head and Table Mountain. It occupies the entire garden level of a 2 apt. property. Safe and secure. Nature Reserve walks just 1 min away. V&A w/front- 15 mins drive. 3 en suite bedrooms, Netflix, Wi-Fi. ! Aircon/heating is available in bedrooms. Pse note: min 12-day booking req over xmas/new year.

LocationValueOutdoor spaces

Guest favourite
A serene outdoor area features a large swimming pool surrounded by palm trees. Comfortable loungers are positioned alongside the pool, inviting relaxation. A stone wall adds texture, while the crisp blue sky enhances the relaxing ambiance of this private retreat.
Home in Table View
4.91 out of 5 average rating, 133 reviews

The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up

Forget your worries in this spacious and serene space. Back Up Power Battery. The Only ONE @ Briza Road is located in Bloubergrant, a short walk to the beach. The home is set in a quiet residential area which makes it perfect for a relaxing break Everything in this home is immaculate. Breathtaking artwork with a unique spacious sunken lounge. You can enjoy sunny days by the pool sipping cocktails in a resort style setting with a large swimming pool, under cover braai and wood burning hot tub.

ValueFamilySleep quality

Top Guest favourite
A spacious living area is characterized by large glass walls that provide panoramic views of the ocean. Comfortable seating is arranged around a central table, and natural light brightens the space. Elegant outdoor loungers are visible through the glass, inviting relaxation.
Villa in Camps Bay
4.89 out of 5 average rating, 102 reviews

360° Design Villa with sunset, whirlpool & privacy

With views for almost 360 degrees, there is a perfect blend of the high life together with tranquility as you move through the home. This stylish and spacious villa is situated high on the slopes of the Table Mountain Nature Reserve with its own garden gate leading straight into the reserve. The en-suite bedrooms are spacious and luxurious. The upper deck and lounge adjoin the kitchen have incredible views of the Twelve Apostles and Camp's Bay, the perfect place for sundowners in the jacuzzi !

FamilyValueCleanliness

Top Guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Table Mountain
4.94 out of 5 average rating, 163 reviews

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

LocationFamilyComfort

Luxe
An Eco pool is set amidst a lush landscape, featuring a wooden deck with a pergola overhead. The water reflects the blue sky and surrounding greenery, creating a serene environment. Natural stone accents are visible along the pool's edges, enhancing the tranquil setting.
Villa in Oranjezicht
4.92 out of 5 average rating, 185 reviews

Solar-Powered Mountain Retreat with Natural Pool

Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.

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Luxe
Villa in Clifton
4.91 out of 5 average rating, 123 reviews

Private Villa, Pool, Hot Tub Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

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Guest favourite
Vibrant red and orange aloes frame a view of a white-washed annex and a large tree in the background. The landscape features a gently sloping pathway leading to the annex, with rolling hills visible in the distance under a soft overcast sky.
Farm stay in Stellenbosch
4.91 out of 5 average rating, 102 reviews

2 Bedroom Annex on a Stellenbosch Farm near town

Escape to a charming 2-bedroom annex on a working Stellenbosch wine farm, attached to our historic 1822 Cape Dutch farmhouse on the scenic Stellenbosch Kloof Road. Private, comfortable and rich in old-world charm, the space includes a lounge, kitchen and bathroom. Enjoy birdlife, hiking, fishing, mountain biking and lazy summer days at the giant pool (Mid Sep–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.

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Guest favourite
The outdoor area features a sparkling blue pool surrounded by a spacious deck. Comfortable lounge chairs are positioned near lush greenery, creating a serene atmosphere. A stylish building with large windows offers views of the yard, enhancing the tranquil setting.
Home in Stellenberg
4.85 out of 5 average rating, 116 reviews

Villa Luisa: Sun-filled hidden gem with Pool.

This Mediterranean inspired home away from home offers great accommodation, marvelous ambiance and breathtaking mountain views. Guests will have exclusive use of the Villa, offering three living areas, open plan kitchen and a separate downstairs entertainment area with a built-in indoor pizza oven and braai (BBQ) next to the pool. The house has a solar system installed ensuring permanent connectivity during power outages for all plugs, lights and the WiFi.

FamilyValueBathroom

Top Guest favourite
A modern three-story home is surrounded by lush greenery, featuring large glass windows and a spacious wooden deck. The inviting pool reflects the clear blue sky, enhancing the outdoor space's appeal. Comfortable lounge seating is arranged on the deck, creating a relaxed atmosphere.
Home in Sea Point
4.99 out of 5 average rating, 118 reviews

Stunning Modern, Spacious, Sea Views in Sea Point!

Our family friendly home is situated on Ocean View Drive in Sea Point and is a beautiful synergy of wood, glass & steel. The views from the top floor to the right of us are exquisite stretching to Robben Island & Tableview. Our location is perfectly located ten minutes drive/Uber ride from almost everywhere - Camps Bay & Clifton beaches, V&A Waterfront & amazing restaurants in the CBD! You can even take a five minute stroll down to the beautiful promenade.

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Top Guest favourite
A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.
Home in Hout Bay
4.86 out of 5 average rating, 424 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

LocationFamilyAir conditioning

Popular amenities for Boston rentals with a pool