Holiday rentals with a pool in Church-Wellesley

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Church-Wellesley

  • Total holiday rentals

    Explore 70 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Church-Wellesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Church-Wellesley rentals

  • 4.8 Average rating

    Church-Wellesley stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Church-Wellesley

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

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Top Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 55 reviews

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • Free Parking upon request • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Upgrade laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in DT location.

Top Guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Condo in Yorkdale
5 out of 5 average rating, 148 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Top Guest favourite
A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.
Condo in Downtown Toronto
5 out of 5 average rating, 59 reviews

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

Top Guest Favorite — a thoughtfully designed boutique retreat with a calm atmosphere. Just a 7–9 min walk to Wellesley and Sherbourne subway stations for easy access to downtown Toronto. Enjoy a private balcony with skyline views, a full kitchen, in-suite laundry, plus amenities including an outdoor pool, hot tub, sauna, gym, rooftop patio, and complimentary parking. Whether for a weekend getaway, work stay, or a FIFA World Cup match at BMO Field (~25 min by car), this is your city retreat.

Top Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 149 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Top Guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 11 reviews

Stylish 1BR in Heart of Downtown | Steps to Subway

This modern 1-bedroom condo is ideal for travelers, couples, small families looking to experience the best of the downtown core. Step inside and unwind in a comfortable bedroom with Queen size bed, a bright living area with Smart TV, fast Wifi and all the essentials. Location is everything, and you’ll be right in the center of it all. Just a short walk to the subway, getting around the city is quick and effortless. You’re also surrounded by shops, restaurants, cafés, and entertainment

Guest favourite
A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.
Loft in Downtown Toronto
4.87 out of 5 average rating, 107 reviews

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Guest favourite
Apartment in Downtown Toronto
4.91 out of 5 average rating, 44 reviews

3Min Walk to Wellesley Station, Museums and Shops

- Comfortable modern apartment with floor-to-ceiling windows and city views - Walk 3 minutes to Wellesley Station or enjoy winter activities nearby - Skate at Queen's Park, explore major museums, and shop at Eaton Centre - You'll have a fully equipped kitchen, fast WiFi, in-unit laundry for longer stays, and parking for winter driving convenience - Ideal for solo travelers or couples looking for a central base to explore the city. - Book now for your perfect stay in downtown Toronto!

Guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 11 reviews

6ix Hideaway | Skyline Views | Pool•Hot Tub•BBQ

Step into a quiet, design-forward retreat high above downtown — east-facing skyline views, soft morning light, and a space that feels more like a friend's beautifully kept apartment than a rental. Pool, hot tub, sauna, gym, and rooftop BBQ included. Steps to the subway station, Yorkville, and The Village. A welcome basket on arrival, a curated digital guidebook, and a Superhost Team that's quick when you need us — invisible when you don't. Your downtown hideaway in The 6ix awaits.

Superhost
A bright bedroom is highlighted by floor-to-ceiling windows which offer a view of the city. A queen-sized bed is framed by modern nightstands with lamps, complemented by a yellow throw blanket and plush pillows. Natural light fills the space, creating a cozy ambiance.
Condo in Downtown Toronto
4.88 out of 5 average rating, 41 reviews

Opulent 1Bed+Den Condo Near Transit & Metro

Experience urban luxury in this stylish 1-bedroom plus den condo in downtown Toronto. Enjoy a modern living area with floor-to-ceiling windows, a fully equipped kitchen, and a comfortable bedroom with a queen-sized bed. The versatile den serves as a workspace or additional sleeping area. Located in a vibrant neighbourhood with easy access to dining, shopping, and entertainment options. Amenities include a pool, gym, jacuzzi and a sauna.

Guest favourite
A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.
Home in Toronto
4.86 out of 5 average rating, 106 reviews

Toronto Pool Retreat

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Superhost
Apartment in Downtown Toronto
4.75 out of 5 average rating, 48 reviews

Urban Gem, 3 Mins to Wellesley Station, Balcony

- Experience comfort and modernity steps from vibrant attractions and eateries., - Enjoy high-speed WiFi, dedicated workspace, and a cozy living area for relaxation., - Access luxurious amenities like a pool, sauna, and gym to unwind after busy days., - Discover nearby parks, museums, and culture in a welcoming neighborhood., - Plan your perfect getaway; book now to explore the best of city living!

Guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 12 reviews

DT Toronto 1BR+Den | Sleeps 4| View & Subway

Enjoy the stunning city skyline and views of Lake Ontario during your stay 🌆. Experience 2026 World Cup thrills from Toronto’s heart. 2-min walk to Wellesley subway Steps from Eaton Centre & vibrant downtown culture. This high-floor sanctuary offers stunning city views & modern family Everything is at your doorstep. Immerse yourself in the city’s pulse with elite convenience.

Popular amenities for Church-Wellesley rentals with a pool

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