
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$2,092 GYD 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 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.

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
FamilyValueComfort
4.99 out of 5 average rating, 114 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 !
LocationFamilyAccuracy
4.89 out of 5 average rating, 103 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.
ValueFamilyLong stay
4.94 out of 5 average rating, 163 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.
LocationFamilyAir conditioning
4.92 out of 5 average rating, 185 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.
FamilyLocationCleanliness
4.91 out of 5 average rating, 124 reviews
Mountain House
Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .
ValueLocationHospitality
4.92 out of 5 average rating, 451 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.
LocationFamilyBathroom
4.85 out of 5 average rating, 116 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 (Oct–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.
ValueLocationCondition
4.91 out of 5 average rating, 102 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.
FamilyValueCheck-in
4.99 out of 5 average rating, 119 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.
FamilyValueSleep quality
4.86 out of 5 average rating, 424 reviews
Safe and Sound Guesthouse
Keep it simple at this peaceful and centrally-located place. At Safe and Sound Guesthouse, you can be certain of a peaceful rest. Our Guest flat is located conveniently between the Stellenbosch winelands and the Cape Town City centre. It is also conveniently near many takeaway stores (McDonald's, KFC, Steers, etc), with easy access for Uber eats and also convenient grocery stores that you can order online and also visit.
LocationValueNearby
4.87 out of 5 average rating, 167 reviews
Quiet Tygervalley Suite | Wi-Fi, Heating & Solar
Enjoy a peaceful, immaculate private suite in the Tygervalley area — ideal for couples, business travellers, visiting professionals and outdoor enthusiasts. The quiet residential setting provides a relaxing base for exploring Cape Town, while being close to shopping, restaurants and major business areas. The surrounding area is popular with guests who enjoy cycling, running, walking and exploring the outdoors.
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 222 reviewsPopular amenities for Boston rentals with a pool
House rentals with a pool

Sunny 3 Bedroom House with Mountain Views
ValueFamilyCheckout
4.98 out of 5 average rating, 103 reviews
Newly Renovated Family Home with Plunge Pool
LocationFamilyDecor
4.95 out of 5 average rating, 172 reviews
Mieke's Cottage
FamilyValueNearby
4.95 out of 5 average rating, 163 reviews
The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up
FamilyValueAir conditioning
4.91 out of 5 average rating, 133 reviews
Upper Constantia Greenbelt
FamilyLocationGetting around
4.95 out of 5 average rating, 110 reviews
Large Summer Family Home
ValueLocationGetting around
5.0 out of 5 average rating, 13 reviews
Panoramic Ocean & Mountain views, Luxurious Design
FamilyValueAir conditioning
4.96 out of 5 average rating, 83 reviews
Luxe 2 bed-2 bath Oasis with pool, deck & BBQ
LocationFamilyCheckout
5.0 out of 5 average rating, 14 reviewsCondo rentals with a pool

Spectacular Beachfront Apartment
ValueFamilyLayout
4.91 out of 5 average rating, 151 reviews
Camps Bay The View Villa Gdn apt & Pvt Pool
ValueLocationIndoor spaces
4.92 out of 5 average rating, 182 reviews
Parker’s Park Lagoon
FamilyLocationWalkability
4.91 out of 5 average rating, 169 reviews
Cape Town Calling | Stylish Stay | Rooftop Pool
FamilyLocationAccess
4.83 out of 5 average rating, 139 reviews
Mountain View Penthouse | Secure 2BR, Views & Pool
LocationFamilyWalkability
4.88 out of 5 average rating, 126 reviews
Signature Home @ Waterfront Canals
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 110 reviews
Sunset Ocean View Retreat in Camps Bay
LocationValueBathroom
4.96 out of 5 average rating, 187 reviews
Luxury secure V&A Marina apartment; best location!
LocationValueCheckout
4.94 out of 5 average rating, 209 reviewsHome rentals with a private pool

Camps Bay Family Beach home with great views.
ValueLocationCondition
4.97 out of 5 average rating, 261 reviewsContemporary Farmhouse with Garden and Pool
FamilyLocationAir conditioning
4.96 out of 5 average rating, 185 reviews
Glen Beach Villa Three
LocationFamilyAccuracy
4.92 out of 5 average rating, 129 reviewsRooftop Pool | Views | 24h power
FamilyLocationCheck-in
4.9 out of 5 average rating, 227 reviews
Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
FamilyValueTV
4.98 out of 5 average rating, 163 reviews
Constantia Klein 4 Bedroom Villa on the Vineyards
FamilyValueParking
4.96 out of 5 average rating, 156 reviews
Chic Penthouse with Private Pool & Breathtaking Views
FamilyLocationOutdoor spaces
4.86 out of 5 average rating, 586 reviews
Stylish Villa, 100m From The Camps Bay Beach
FamilyLocationCondition
4.88 out of 5 average rating, 121 reviewsDestinations to explore
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Cbd
- Bloubergstrand Beach
- Cape Town Stadium
- Glencairn Beach
- Atlantic Seaboard Community
- Stellenbosch University
- Hout Bay Beach
- Muizenberg Beach
- Canal Walk Shopping Centre
- Clifton 4th
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Long Beach
- Newlands Forest
- Table Mountain





