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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 20 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

    20 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.

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Guest favorite
An outdoor dining area is set with a modern table surrounded by white chairs, shaded by tall palm trees and umbrellas. The view of the ocean extends beyond the terrace, complemented by a private pool and lush greenery.
Home in Clifton
4.98 out of 5 average rating, 161 reviews

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton

Note: all furniture, appliances and electronics are brand new; state-of-the art alarm and music system. DAILY HOUSEKEEPER: five days a week. Additional hours upon request. Please refer to house manual for exact duties & times. Master Bedroom Upstairs: KING BED with top-of-the line mattress and fine linen & newly renovated ensuite bathroom with double basin. A/C, TV with Cable & Netflix. Expansive, ocean view balcony. 2nd Bedroom Upstairs: KING BED with top-of-the line mattress and fine linen. A/C. Ocean view balcony. 3rd Bedroom Upstairs: Two single beds with top-of-the line mattress and fine linen; can be made up into a King bed. A/C. Newly renovated upstairs Bathroom for bedrooms 2 + 3. Sleeper Couch upstairs: Sleeps 1x adult in open area between bedrooms (not private). Full set of linen provided. Main floor: Gorgeous indoor-outdoor living space, with fully retractable doors for maximum living and entertaining and breathtaking view of the ocean and Clifton Beach. Sliding doors open to beautiful, expansive terrace with private pool, top-of-the range gas barbeque, bar fridge, outdoor shower & designer loungers and comfortable sitting area. Spacious open-plan kitchen & scullery and brand new top-of-the range appliances including Jura coffee machine, wine fridge, washer, dryer, dishwasher etc. Lounge, with ocean views features large 65 inch TV with local cable (DSTV), Netflix & new, centrally controlled indoor and outdoor music system. Main floor also features: • new indoor installed gas fireplace • newly renovated guest bathroom on the main floor • dedicated, quiet work station area SECURITY: State of the art alarm system with remote control and multiple sets of master keys Cameras cover external entire house, including perimeter of the property for maximum security FOR THE MOMS: •Child Sitters, Personal Tour guide/ driver & Private Chef recommendations. High speed Wifi, Dstv (cable) & electricity all inclusive of price. Guests can access the entire home. (aside from owners private, locked storeroom behind the scullery). PLEASE NOTE: The home is situated on Clifton Steps which is a flight of steps from the road - either up to Kloof Road or down to Victoria Road (Victoria Rd accesses the beach.) No private parking. You will have to climb steps. As a designated SUPERHOST I am here to help as needed. I give my guests the privacy they require but am available via WatsApp or text message. If you need me, I am just a message or phone call away! The home is in Clifton, an exclusive residential suburb of Cape Town that showcases 4 immaculate beaches. The V&A Waterfront is a great day out for shopping, visiting the Two Oceans Aquarium, and taking Robben Island boat trips. If you are getting around - there is a very reliable bus transport system called MyCiTi. It’s safe & reliable. Also open-top Sightseeing buses are a great way to see the City and surrounds. But mostly visitors and locals use Uber - its quick, fast & cheap. The 2nd & 3rd Bedrooms don't have TV's. PLEASE NOTE: The home is situated on Clifton Steps street which is a flight of steps from the road, up or down, to the home depending on which way you arrive from. So you will have to climb steps. There is no private parking.

Top guest favorite
A panoramic view of the coast reveals soft waves lapping against rocky formations. The vibrant blue ocean contrasts against the sandy beach, with a clear sky above. Sun loungers are visible on a spacious deck, providing a place to enjoy the scenic surroundings.
Home in Camps Bay
4.97 out of 5 average rating, 113 reviews

Glen Beach Penthouse A on Glen Beach in Camps Bay

The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. 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.

Top guest favorite
A modern living area features large glass doors that open to a stunning view of the ocean. Comfortable seating options, including a stylish sofa and chairs, are complemented by a round stone coffee table. Natural light fills the space, enhancing the inviting atmosphere.
Apartment in Sea Point
4.87 out of 5 average rating, 156 reviews

Luxury Penthouse with Ocean View, A/C and Inverter

This incredible 2 bedroom apartment offers breathtaking views over both ocean and mountains. It is centrally located near several beaches, restaurants and shops, and is a perfect home for families, couples or business travellers looking to stay in a comfortable, beautiful space. Enjoy breakfast or sundowners on the spacious balcony after a cooling dip in the pool, while preparing your food on the barbecue or in the fully kitted kitchen. This penthouse comes with free parking and fibre internet.

Guest favorite
A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.
Loft in Vredehoek
4.86 out of 5 average rating, 577 reviews

Chic Penthouse with Private Pool & Breathtaking Views

This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

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
4.94 out of 5 average rating, 158 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.

Guest favorite
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
4.92 out of 5 average rating, 180 reviews

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.

Guest favorite
Villa in Clifton
4.91 out of 5 average rating, 116 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.

Top guest favorite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Apartment in Clifton
4.98 out of 5 average rating, 414 reviews

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Top guest favorite
A spacious living area features large glass doors that open to a stunning ocean view. The room is furnished with a light-colored sectional sofa and a modern dining table. Art pieces decorate the walls, contributing to a bright, airy atmosphere.
Villa in Camps Bay
4.96 out of 5 average rating, 105 reviews

Azamara Luxury Villa - Camps Bay

A total of 4 bedrooms with integrated bathrooms and sea view are waiting for you. On the spacious roof terrace with rooftop pool and barbecue you can enjoy the African sun and cool down or relax on one of the other 3 balconies, barbecue or end the day in the jacuzzi. The villa is perfectly located near the beach and promenade of Camps Bay. At the Azamara, no wishes remain unfulfilled. From entertainment systems to a fully equipped kitchen to a pool, everything is taken care of.

Top guest favorite
The spacious living and dining area features large windows allowing natural light to fill the room. Comfortable seating options, including a sofa and armchairs, are arranged around a coffee table. A dining table with wooden chairs invites gathering, complemented by decorative art on the walls.
Guest suite in Durbanville
4.93 out of 5 average rating, 137 reviews

Self Catering Suite in Durbanville, Cape Town

Luxury Self Catering Guest suite attached to modern private home in quiet neighbourhood, with private secure parking and private entrance. The suite has a spacious, sepatate living/dining area with full kitchen facility. The property is equipped with Solar power/battery on UPS, so the SA phenomenon of load shedding/ power outages have little to no impact on our guests. There's also rainwater storage, filtered and piped to the house in the event of municipal water supply issues.

Top guest favorite
Apartment in Camps Bay
4.98 out of 5 average rating, 295 reviews

Primaview, Camps Bay, Cape Town

Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

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
4.85 out of 5 average rating, 113 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.

Popular amenities for Boston rentals with a pool

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