
Vacation rentals with a pool in Boston
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Boston
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Crown Comfort Romantic Private Heated Pool/Jacuzzi
Welcome to Crown Comfort, a stylish and serene luxury retreat designed for couples/families seeking privacy, romance & effortless comfort — while still being perfectly connected to Cape Town’s top attractions. Step into your private, secure oasis featuring a heated pool, jacuzzi, outdoor lounge and dining area under a glass roof, plus a barbecue area and pizza oven — ideal for romantic evenings or relaxed al fresco dining. Secure parking behind an automated gate ensures complete peace of mind.

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.

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.

Stunning 3 Bed Penthouse with Ocean Views & Pool
Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *Zero power cuts in this building.

Tranquil studio w/own pool 100m from beach
Unwind on the poolside loungers after a busy day exploring and enjoy the view of Table Mountain. This spacious modern studio looks out onto your own exclusive use luxurious private pool patio. Go for a morning stroll along the beach, just 100 meters away. Use the study desk area indoors, or the large poolside table outside on the sheltered patio to work remotely with our high speed Fiber. The studio has backup lighting, air conditioning, Netflix and your own gated parking bay.

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.

Good Hope AirBNB
Beautiful modern home, in the leafy northern suburb of Ridgeworth, in Cape Town. This free standing house is close to major highways; with easy access to Cape Town and the majestic Cape wine routes (Stellenbosch, Durbanville and Paarl). Features include: a solar and inverter system for loadshedding, high speed uncapped Wi-Fi, washing machine, large open-plan living space and an indoor barbeque. A covered patio leads to a swimming pool (with solid cover) and landscape garden.

Boho-Cara, a modern, luxurious space for all.
No more loadshedding, we have solar! Ideal venue for the busy corporate or artist. Its stylish and luxurious. Has all one needs, to return to after a hard days work. Big shower, great smart TV to catch up on all your favourite series. Kitted with microwave, fridge, kettle, airfryer and toaster. What more do you need? Shopping malls, restaurants and laundromat close by. Evening walks or cycling done at Majik forest. Wine farms close by. Central to everything..

Spacious apartment on doorstep of Wineroute
Big 63 m2 beautifully furnished private apartment. Private entrance. Free uncapped FAST fibre wi-fi. Safe parking behind electric gates. 4K DSTV package on flatscreen TV with soundbar.Experience CT like it is home away from home. Entire upstairs apartment, complete with Queen size extra length bed in bedroom (with air con), bathroom, dining room with eight seater table kitchenette and living room (with air con) , own fire place as well as large balcony with view

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.

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 wineglass and the Cape Town City centre. It is also conveniently near many takeaway stores (McDonald's, KFC, Steers, etc), easy access for Uber eats and also convenient grocery stores that you can order online and also visit.

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.
Popular amenities for Boston rentals with a pool
House rentals with a pool

The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up

Blackwood Log Cabin

Newly Renovated Family Home with Plunge Pool

Tranquil Waterfront Hideaway with Stunning Views

Clean, spacious and inviting

Mountain House
Rooftop Pool | Views | 24h power

Mieke's Cottage
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

Peace and Serenity near the Beach at Blue Amanzi

A magical home on the Cape Town Waterfront Canals

Insta-Worthy, Front-Row Ocean & Mountain View’s

Newlands Peak

3 Bed Penthouse / No Loadshedding / Infinity Pool

(3) Beachfront views of Table Mountain

Contemporary, Sea Point pad, w/ views & inverter
Home rentals with a private pool

Elegant guest wing with own private garden & pool.

Watch the Sunrise in a Home with a Mountain View

Villa Claybrook - Sun. Sea. Serenity.

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House

Unparalleled Third Beach Clifton Paradise
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.ﺇ37 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
Destinations to explore
- Cbd
- Atlantic Seaboard Community
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- Muizenberg Beach
- Long Beach
- Boulders Beach
- Table Mountain National Park
- GrandWest Casino and Entertainment World
- Canal Walk Shopping Centre
- Clifton 4th
- Green Point Park
- Knightsbridge Luxury Apartments
- St James Beach
- Hout Bay Beach
- Babylonstoren
- District Six Museum
- Stellenbosch University
- Noordhoek Beach
- Two Oceans Aquarium
- Mojo Market
- Jonkershoek Nature Reserve




