
Vacation rentals with a pool in Boston
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Boston

Total vacation rentals
Explore 10 vacation rentals in Boston

Nightly prices starting at
Boston vacation rentals start at G$2,104 GYD 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 vacation 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 +
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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.
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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 !
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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.
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Charming Garden Cottage for Two
Escape to our "Charming Garden Cottage for Two" in serene Durbanville, where tranquillity meets sophistication. Nestled amidst Cape Town's Northern suburbs, it offers easy access to the renowned wine route, restaurants, and local businesses. Inside, indulge in cozy luxury with elegant furnishings. Step onto your private patio each morning to savor coffee amidst the tranquil garden. Explore the nearby vineyards, then return to unwind in your peaceful sanctuary. Your perfect escape awaits.
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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.
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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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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.
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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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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.
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Sensational Views from Springbok Rd in Cape Town
A one of a kind, sprawling Cape Town villa that offers jaw dropping views of the Green Point commons and the iconic Cape Town Stadium against a backdrop of the Atlantic Ocean and Robben Island. Ideally located in Green Point, on the Atlantic Seaboard in one of CT's most exclusive & secure streets within minutes of the City Centre, all grocery stores, the V&A Waterfront, most tourist attractions & CT amenities, beaches & hiking paths.
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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.
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Popular amenities for Boston rentals with a pool
House rentals with a pool

The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up
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Blackwood Log Cabin
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Bonne Esperance AirBNB
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Mountain House
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Mieke's Cottage
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Sunny 3 Bedroom House with Mountain Views
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Upper Constantia Greenbelt
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Large Summer Family Home
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Condo rentals with a pool

Parker’s Park Lagoon
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Spectacular Beachfront Apartment
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Amazing Ocean & Mountain Views From Trendy Condo
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Penthouse w/ Infinity Pool / Bar / BBQ / Balcony
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Camps Bay The View Villa Gdn apt & Pvt Pool
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Signature Home @ Waterfront Canals
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Mountain View Penthouse | Secure 2BR, Views & Pool
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Newlands Peak
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Home rentals with a private pool

Villa Claybrook - Camps Bay
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Unparalleled Third Beach Clifton Paradise
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Solar-Powered Mountain Retreat with Natural Pool
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Chic Penthouse with Private Pool & Breathtaking Views
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Glen Beach Villa Three
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Your Dream Home in Sunny Camps Bay
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Contemporary Farmhouse with Garden and Pool
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Rooftop Pool | Views | 24h power
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Destinations to explore
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cbd
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Muizenberg Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- District Six Museum
- Cavalli Estate
- Long Beach
- Newlands Forest
- Table Mountain





