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 ﺩ.ﺇ 37 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.

1 of 1 pages1 / 1
Top guest favorite
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

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

FamilyLocationLong stay

4.99 out of 5 average rating, 114 reviews
Top guest favorite
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

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 !

FamilyLocationCleanliness

4.89 out of 5 average rating, 103 reviews
Top guest favorite
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

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.

ValueLocationParks

4.94 out of 5 average rating, 163 reviews
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

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.

LocationValueView

4.92 out of 5 average rating, 185 reviews
Luxe
Villa in Clifton

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.

FamilyLocationPool

4.91 out of 5 average rating, 124 reviews
Guest favorite
An expansive wooden deck offers stunning views of the ocean and the surrounding mountains. A modern stone fire pit is positioned on the deck, surrounded by decorative pebbles, as the sun sets, casting warm hues across the sky.
Home in Camps Bay

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 .

ValueFamilyKitchen

4.92 out of 5 average rating, 451 reviews
Guest favorite
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

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.

ValueFamilyOutdoor spaces

4.85 out of 5 average rating, 116 reviews
Guest favorite
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

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.

ValueLocationBiking

4.91 out of 5 average rating, 102 reviews
Top guest favorite
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

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.

ValueFamilyLayout

4.99 out of 5 average rating, 119 reviews
Top guest favorite
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

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.

ValueLocationCleanliness

4.86 out of 5 average rating, 424 reviews
Superhost
A spacious sleeping area is presented with a comfortable bed adorned with decorative pillows. A soft throw blanket drapes over the bed. Natural light enters through a nearby window covered by light curtains, creating a serene ambiance. A wooden bedside table is positioned beside the bed.
Guesthouse in Bellville

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.

ValueFamilyOutdoor spaces

4.87 out of 5 average rating, 167 reviews
Top guest favorite
Guest suite in Cape Town

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.

LocationFamilyView

4.99 out of 5 average rating, 222 reviews

Popular amenities for Boston rentals with a pool

Condo rentals with a pool