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$2,089 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.

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Top guest favorite
A private plunge pool is set within a landscaped garden, surrounded by greenery. The water sparkles under sunlight, and the ocean can be seen in the background, enhancing the serene atmosphere of the space.
Condo in Camps Bay
4.92 out of 5 average rating, 182 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. Peaceful and secure with Nature Reserve walks just 2 mins away. V&A w/front- 15 mins drive. 3 en suite bedrooms, Netflix, Wi-Fi. ! Aircon/heating is available in bedrooms. Pse note:a 12-day booking req over xmas/new

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Luxe
Apartment in Camps Bay
4.93 out of 5 average rating, 107 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.

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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, 162 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.

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Luxe
Villa in Clifton
4.91 out of 5 average rating, 121 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.

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Top guest favorite
A cozy studio space is highlighted by a spacious bed covered with a soft red blanket. Light wood flooring runs throughout, complemented by a patterned rug. A small kitchenette is visible, featuring a red refrigerator and a microwave, while soft lighting adds a welcoming feel.
Guest suite in Cape Town
4.95 out of 5 average rating, 126 reviews

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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Guest favorite
Apartment in Lagoon Beach
4.94 out of 5 average rating, 262 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.

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Superhost
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
4.92 out of 5 average rating, 101 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.

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Guest favorite
A serene view of Clifton 4th beach is captured, with its soft sandy shore meeting calm waves. The horizon presents a gentle gradient from the blue ocean to the sky. Rocky outcrops and distant hillside buildings are visible, complementing the tranquil seaside scene.
Villa in Clifton
4.86 out of 5 average rating, 106 reviews

Clifton 4th Bungalow with Ocean Views on the Beach

Villa 69 is conveniently situated among the rows of houses overlooking the world-renowned Clifton 4th beach, boasting panoramic views of the ocean. The 4-bedroom home has an open-plan living area at the bottom floor which leads onto a deck with a private, heated pool, grill and outdoor dining area. Upstairs, there is a cosy loft area with a fireplace, as well as a patio. A well-kept pathway will lead you from the home's front door to the beach in just 44 steps.

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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, 115 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.

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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
4.99 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.

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Guest favorite
The exterior of a chic coastal home is illuminated by dusk, showcasing a private pool reflecting the evening sky. The open-plan living area features large doors that connect to a spacious wooden deck, ideal for dining and relaxation, surrounded by tropical vegetation.
Home in Clifton
4.92 out of 5 average rating, 120 reviews

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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Superhost
Guest suite in Cape Town
4.99 out of 5 average rating, 219 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.

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Popular amenities for Boston rentals with a pool