
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

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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.

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 !
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.
4.94 out of 5 average rating, 163 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.
4.86 out of 5 average rating, 586 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.
4.91 out of 5 average rating, 124 reviews
Admire Sea Views from a Stunning Apartment by Clifton Beach
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.
4.97 out of 5 average rating, 857 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.
4.95 out of 5 average rating, 130 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.
4.94 out of 5 average rating, 264 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.
4.85 out of 5 average rating, 116 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.
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.
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.
4.99 out of 5 average rating, 223 reviews
Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.
4.99 out of 5 average rating, 340 reviewsPopular amenities for Boston rentals with a pool
House rentals with a pool

Mountain House
4.92 out of 5 average rating, 451 reviews
Bonne Esperance AirBNB
4.93 out of 5 average rating, 126 reviews
Newly Renovated Family Home with Plunge Pool
4.95 out of 5 average rating, 172 reviews
Sunny 3 Bedroom House with Mountain Views
4.98 out of 5 average rating, 103 reviews
Mieke's Cottage
4.95 out of 5 average rating, 163 reviews
The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up
4.91 out of 5 average rating, 133 reviews
Colourful Home with Rooftop and heated Plunge Pool
4.98 out of 5 average rating, 405 reviews
Faraway Urban Oasis; relax, entertain & snuggle.
4.93 out of 5 average rating, 128 reviewsCondo rentals with a pool

Amazing Ocean & Mountain Views From Trendy Condo
4.92 out of 5 average rating, 288 reviews
Parker’s Park Lagoon
4.91 out of 5 average rating, 169 reviews
Spectacular Beachfront Apartment
4.91 out of 5 average rating, 151 reviews
Sunset Ocean View Retreat in Camps Bay
4.96 out of 5 average rating, 187 reviews
Camps Bay The View Villa Gdn apt & Pvt Pool
4.92 out of 5 average rating, 182 reviews
Contemporary, Sea Point pad, w/ views & inverter
4.97 out of 5 average rating, 148 reviews
Signature Home @ Waterfront Canals
4.96 out of 5 average rating, 110 reviews
Mountain View Penthouse | Secure 2BR, Views & Pool
4.88 out of 5 average rating, 126 reviewsHome rentals with a private pool

Glen Beach House - Penthouse
4.94 out of 5 average rating, 143 reviewsSolar-Powered Mountain Retreat with Natural Pool
4.92 out of 5 average rating, 185 reviews
Clifton Sunset - Superhost & Guest Favorite
4.95 out of 5 average rating, 134 reviews
Camps Bay Family Beach home with great views.
4.97 out of 5 average rating, 261 reviewsContemporary Farmhouse with Garden and Pool
4.96 out of 5 average rating, 185 reviews
Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
4.98 out of 5 average rating, 163 reviews
Constantia Klein 4 Bedroom Villa on the Vineyards
4.96 out of 5 average rating, 156 reviews
Heated Pool / BBQ / Close to Beach / Firepit
4.99 out of 5 average rating, 112 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





