
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

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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, Wifi 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.

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 +
LocationValueShared spaces
5.0 out of 5 average rating, 128 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.
FamilyLocationAmenities
4.92 out of 5 average rating, 182 reviews
Amara 2 -Designer Penthouse with Solar Power
This designer Penthouse offers spectacular views of the ocean and Lion's Head and is situated in one of the most sought after areas Cape Town has to offer. This stunning 236 sqm property flows seamlessly over 2 floors with access via a private lift. The open plan, Italian kitchen is a real show stopper leading to the private pool and terrace with a picturesque background of the ocean and lions head. It comes with a double garage. The penthouse shared an entrance with the villa downstairs.
FamilyLocationCondition
4.93 out of 5 average rating, 108 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.
ValueFamilyQuiet
4.94 out of 5 average rating, 162 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 !
LocationFamilyComfort
4.89 out of 5 average rating, 100 reviews
Private Villa & Heated Pool, 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.
LocationValueAmenities
4.91 out of 5 average rating, 121 reviews
Tideline No. 217, 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.
ValueFamilyAir conditioning
4.94 out of 5 average rating, 263 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.
LocationValueSleep quality
4.91 out of 5 average rating, 102 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.
LocationFamilyLong stay
4.85 out of 5 average rating, 116 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.
ValueLocationKitchen
4.99 out of 5 average rating, 116 reviews
Designer PH with 180° views of City, Mntn & Ocean.
Welcome to this super spacious, luxurious penthouse in the heart of the city centre. Enjoy 180° views of the City, Ocean and Table Mountain & Lions Head from the massive wrap around balconies on both floors. Close to all the best restaurants, art galleries, coffee shops, bars, museums and much more! All amenities are there as well as fast uncapped WiFi. There is lovely games area upstairs with a view for the best quality-time. No visitors allowed.
LocationFamilyQuiet
4.84 out of 5 average rating, 187 reviews
Bungalow 21 - Clifton 3rd by Steadfast Collection
Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.
LocationFamilyCondition
4.92 out of 5 average rating, 120 reviewsPopular amenities for Boston rentals with a pool
House rentals with a pool

Blackwood Log Cabin
LocationValueOutdoor spaces
4.86 out of 5 average rating, 421 reviews
Mountain House
LocationValueWalkability
4.92 out of 5 average rating, 450 reviews
The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up
LocationValueOutdoor spaces
4.91 out of 5 average rating, 131 reviews
Mieke's Cottage
ValueFamilyCleanliness
4.95 out of 5 average rating, 163 reviews
Sunny 3 Bedroom House with Mountain Views
ValueLocationGetting around
4.98 out of 5 average rating, 103 reviews
Upper Constantia Greenbelt
FamilyValueParking
4.95 out of 5 average rating, 109 reviews
Faraway Urban Oasis; relax, entertain & snuggle.
FamilyLocationBarbecue
4.93 out of 5 average rating, 128 reviews
Large Summer Family Home
FamilyLocationHospitality
5.0 out of 5 average rating, 13 reviewsCondo rentals with a pool

Parker’s Park Lagoon
FamilyValueAmenities
4.91 out of 5 average rating, 167 reviews
Spectacular Beachfront Apartment
LocationFamilyHospitality
4.91 out of 5 average rating, 149 reviews
Perfect Views Of Table Mountain and Atlantic Ocean
ValueLocationDecor
4.93 out of 5 average rating, 254 reviews
Signature Home @ Waterfront Canals
FamilyValueNearby
4.96 out of 5 average rating, 104 reviews
Penthouse w/ Infinity Pool / Bar / BBQ / Balcony
ValueLocationComfort
4.89 out of 5 average rating, 132 reviews
Mountain View Penthouse | Secure 2BR, Views & Pool
LocationValueKitchen
4.88 out of 5 average rating, 124 reviews
Luxury secure V&A Marina apartment; best location!
ValueFamilyHiking
4.94 out of 5 average rating, 206 reviews
Breathtaking city and harbour views
FamilyValueCondition
4.95 out of 5 average rating, 136 reviewsHome rentals with a private pool
Solar-Powered Mountain Retreat with Natural Pool
LocationValueLong stay
4.92 out of 5 average rating, 183 reviews
Opulent Clifton Beach House with Uninterrupted Sea Views.
FamilyLocationBathroom
4.97 out of 5 average rating, 198 reviews
Clifton Sunset - Superhost & Guest Favorite
ValueLocationCleanliness
4.95 out of 5 average rating, 134 reviewsContemporary Farmhouse with Garden and Pool
FamilyLocationCleanliness
4.96 out of 5 average rating, 182 reviews
Glen Beach Villa Three
ValueFamilyNearby
4.92 out of 5 average rating, 129 reviews
Chic Penthouse with Private Pool & Breathtaking Views
LocationValueLaundry
4.86 out of 5 average rating, 584 reviewsRooftop Pool | Views | 24h power
LocationValueGetting around
4.9 out of 5 average rating, 224 reviews
Camps Bay Family Beach home with great views.
ValueFamilyLong stay
4.97 out of 5 average rating, 261 reviewsDestinations to explore
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Cbd
- Bloubergstrand Beach
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Atlantic Seaboard Community
- Muizenberg Beach
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Long Beach
- Newlands Forest
- Table Mountain





