
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 $17 NZD 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.

Glen Beach Bungalow Main House
Soak up sea breezes and uninterrupted views on the expansive wooden pool deck attached to this immaculate modern beach house. Relax on the sun loungers to the sound of the waves. Indoors, stretch out in the open-plan living spaces of two lounge areas - open planned to the kitchen and dining room areas. The Main House level of the beach house is equipped with 4 bedrooms and 4 bathrooms. Three bedrooms are on the ocean level and the 4th master bedroom is downstairs. (The Upper Penthouse level is completely separate to the Main House Level) This Beach Villa - this property is situated directly on Glen Beach. (The small enclave nestled between Camps Bay and Clifton Beaches) Paradise at its best. The open plan kitchen, lounge and dining room open out onto a large decked pool area. Your beach gate leads right onto the beach. Uninterrupted sea views. Glen Beach is uniquely situated with only 15 beach homes. We are within walking distance to the local restaurant strip. The Main House section has 4 bedrooms and can sleep 8. Should your party be larger, the upper penthouse can be combined to allow for a maximum of 12 guests. The Main House is completely private, with it's own private pool. The upper penthouse has it's own pool and balconies. The Beach Gate is communal. Sean, Mary-Louise or another member of our family will be there to check you in and make sure that you are comfortable. We are contactable at all times, should there be any questions needing answers to. The home is situated in the famous international landmark that is Camps Bay. The locale’s crystal clear oceans and soft white beaches—which are within walking distance—draw tourists. Indulge at one of the acclaimed restaurants on the strip. If you want to relax and soak up the sun, walking within the Camps Bay area is easy. Should you wish to explore all Cape Towns other beautiful spots, we recommend to hire a car. This is also extremely easy and can be done at the airport, or once you are at the villa. Cape Town also has a reliable bus system call the Myciti bus. Wifi Bath towels Beach Towels Hairdryers - all included. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues. Certain times of the year have a minimum stay attached - please inquire and we will be able to advise.
4.88 out of 5 average rating, 159 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 +
5.0 out of 5 average rating, 128 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.
4.93 out of 5 average rating, 108 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.
4.92 out of 5 average rating, 182 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.
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 !
4.89 out of 5 average rating, 100 reviewsSolar-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.
4.92 out of 5 average rating, 183 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.
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.
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.
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.
4.99 out of 5 average rating, 116 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.
4.86 out of 5 average rating, 421 reviewsPopular amenities for Boston rentals with a pool
House rentals with a pool

The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up
4.91 out of 5 average rating, 131 reviews
Mountain House
4.92 out of 5 average rating, 450 reviews
Mieke's Cottage
4.95 out of 5 average rating, 163 reviews
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Upper Constantia Greenbelt
4.95 out of 5 average rating, 109 reviews
Faraway Urban Oasis; relax, entertain & snuggle.
4.93 out of 5 average rating, 128 reviews
Large Summer Family Home
5.0 out of 5 average rating, 13 reviews
Panoramic Ocean & Mountain views, Luxurious Design
4.96 out of 5 average rating, 82 reviewsCondo rentals with a pool

Parker’s Park Lagoon
4.91 out of 5 average rating, 167 reviews
Spectacular Beachfront Apartment
4.91 out of 5 average rating, 149 reviews
Oceanfront Luxury Penthouse - Clifton Sunset Views
4.83 out of 5 average rating, 123 reviews
Penthouse w/ Infinity Pool / Bar / BBQ / Balcony
4.89 out of 5 average rating, 132 reviews
Perfect Views Of Table Mountain and Atlantic Ocean
4.93 out of 5 average rating, 254 reviews
Signature Home @ Waterfront Canals
4.96 out of 5 average rating, 104 reviews
Mountain View Penthouse | Secure 2BR, Views & Pool
4.88 out of 5 average rating, 124 reviews
Luxury secure V&A Marina apartment; best location!
4.94 out of 5 average rating, 206 reviewsHome rentals with a private pool

Opulent Clifton Beach House with Uninterrupted Sea Views.
4.97 out of 5 average rating, 198 reviews
Villa Claybrook - Camps Bay
4.95 out of 5 average rating, 109 reviewsContemporary Farmhouse with Garden and Pool
4.96 out of 5 average rating, 182 reviews
Clifton Sunset - Superhost & Guest Favorite
4.95 out of 5 average rating, 134 reviews
Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
4.98 out of 5 average rating, 162 reviewsRooftop Pool | Views | 24h power
4.9 out of 5 average rating, 224 reviews
Chic Penthouse with Private Pool & Breathtaking Views
4.86 out of 5 average rating, 584 reviews
Table Mountain Home with Ocean View
4.96 out of 5 average rating, 146 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





