Holiday rentals with a pool in Downtown Toronto, Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Downtown Toronto, Old Toronto

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Flat

4.96 out of 5 average rating, 25 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Guest favourite

Home

4.99 out of 5 average rating, 127 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Guest house

5 out of 5 average rating, 34 reviews

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean. Pool is closed for season. Will re-open May 20, 2025.

Guest favourite

Home

5 out of 5 average rating, 10 reviews

Maple Garden Lakeside Retreat

Charming home in an enclave of Port Credit Marina which showcases a scenic street view of the lake. Enjoy use of the entire home (basement and garage excepted). Relax by the pool surrounded by a flagstone clad backyard or entertain at the poolside bar while cooking at the concealed/covered bbq station. Driveway parks 6-7 cars. Although shops, restaurants, Port Credit Marina, Carlo's Bakery and Port Credit GO Train/Bus Station are all just around the corner, the area feels peaceful and secluded.

Guest favourite

Home

4.94 out of 5 average rating, 35 reviews

Carrera Cove - Spacious 3BR - 5 Mins to Go Train

Please note the pool will be closed from September 19th onwards until next June. Welcome to our relaxing oasis just a few minutes drive from the lake, featuring: ✓ 3 Luxurious & bright bedrooms ✓ Full kitchen: oven, stove, dishwasher, microwave + all essentials ✓ Pool + floats & toys ✓ BBQ ✓ Outdoor patio furniture + sun loungers ✓ Spacious workout & yoga space ✓ In-unit washer & dryer ✓ Fast, whole-home Wi-Fi ✓ Free parking available Relax, unwind and stay in comfort at our staycation home.

Guest favourite

Home

5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

Welcome to our luxurious 4-bedroom estate, perfect for families, friends, or couples. Enjoy a heated pool, private gym, and sauna for ultimate relaxation. Unwind in premium massage chairs and cook in the gourmet kitchen with high-end appliances. Elegant living spaces, high-speed Wi-Fi, smart TVs, and a state-of-the-art sound system ensure comfort and entertainment. Fresh linens, towels, and toiletries are provided .This luxurious retreat is more than just a place to stay – it's an experience.

Guest favourite

Villa

5 out of 5 average rating, 9 reviews

Award Winning Designed Home with Sauna + Pool

Winner of the 2023 RESA Home Staging Industry Award, my house was professionally designed to ensure my guests have a 5-star atmosphere to enjoy their stay. It has 3 bedrooms with 4 beds total, as well as 3.5 bathrooms and a sauna. It is fully equipped with everything you'll need including comfortable Fairmont Royal beds , High Speed WiFi, several 4K TV's, spacious rooms and a large backyard in a ravine lot. It has been recently renovated and has a brand new deck to relax on by the pool.

Superhost

Home

4.89 out of 5 average rating, 9 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

Enjoy a stylish and peaceful experience at this gem in the city, steps to the subway. Rarely found, spacious brand new 2 bedroom basement apartment in a large home. Features a spacious brand new space , large windows, luxury open concept kitchen. Fully private with EXCLUSIVE rights to a large yard , 100,000 L heated salt water pool. Enjoy a large 300 sq ft deck with luxury seating area , formal outdoor dinning and bbq. Fully fenced and private with mature trees. Just steps to bus stop/TTC.

Guest favourite

Flat

4.94 out of 5 average rating, 126 reviews

5-Star Condo beside CN Tower

Mere steps to Toronto’s most popular attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, Roy Thomson Hall and the Metro Toronto Convention Centre. Located in the entertainment district at the heart of the city with a wide selection of the finest dining, shopping, night life and entertainment. Amenities including an infinity outdoor rooftop swimming pool and fitness center. Enjoy 5 star welcome from concierge. Great for families, solo adventurers and business travelers!

Superhost

Home

4.93 out of 5 average rating, 14 reviews

Lakeview Cottage in the City with Pool

Cottage in the City with gorgeous Lake Ontario view, specious land for 50 people with pool within a safe city area. A cottage in the city is a rare and delightful find, a tranquil oasis amidst the hustle and bustle of urban life. Cottage in the City is located 5 minutes away from the Beaches Area where you can find delicious ice cream, multiple restaurants, and local stores and 20 minutes away from downtown Toronto, CN Tower, and the Distillery district. Parking for 4 cars is available.

Guest favourite

Guest suite

4.91 out of 5 average rating, 151 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. A lot of our guests are repeat guests. No smoking property.

Guest favourite

Home

5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

Bring the whole family to this great place with lots of room for fun. Enjoy the private backyard with a fenced in pool, trampoline, hot tub, outdoor has fire pit and sitting area. Private parking for two cars. Lots of space to spread out and enjoy. 2 family rooms with tvs, access to laundry, huge kitchen, and large dinning room for family dinners. Family friendly neighbourhood. Restaurants and shopping nearby. Backyard is private and exclusive to you only.