Holiday rentals with a pool in Scarborough

Luxury Downtown Condo For 4 (CN Tower Views)

Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

Value · Family · Long stay

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

Family · Value · View

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 .

Value · Family · Hospitality

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Location · Value · Condition

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.

Location · Family · Walkability

1BR Bluffs | Pool + Yard | Pets Ok | EV Charger

Enjoy this beautiful, sun-filled, private suite with a large pool and secluded, fenced yard in a safe, upscale and serene forested neighbourhood where deer and other wildlife are often spotted. A short walk to public transit (TTC, GO Trains), shopping, restaurants, parks and scenic trails to the top of the Bluffs, with breathtaking views of Lake Ontario. Hike down to the waterfront trail to Bluffers Park Beach and Marina. Fast Fibre Internet. Parking for multiple vehicles. EV Charger.

Family · Value · Wi-Fi

Luxury 4BR Designer Retreat with Heated Wave Pool

Experience a luxury stay in Toronto’s prestigious Don Mills neighborhood. This designer 4-bedroom bungalow blends modern elegance with resort-style comfort, featuring stylish interiors, a fully equipped kitchen, high-speed Wi-Fi, and a private heated wave pool. Backing onto a scenic ravine, it offers exceptional privacy and peaceful views. Ideal for families, groups, and business travelers, with easy access to shopping, dining, parks, and downtown Toronto.

Family · Location · Getting around

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Location · Value · Kitchen

2BR+Den Condo w/ Stunning Views

Experience Solaris Views – Sky Suite. This spacious, modern retreat offers unparalleled comfort and convenience in the heart of Scarborough and boasts breathtaking views of the city skyline. Conveniently located near Hwy 401/DVP and public transit (TTC/GO), with easy access across the Greater Toronto Area. Guests enjoy luxury amenities including a pool, gym, sauna, hot tub, rooftop deck, media room, billiards, and 24-hour concierge.

Location · Cleanliness · Accuracy

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.

Family · Value · Getting around

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Welcome to our brand-new, custom-built luxury suite in a quiet, family-friendly neighbourhood. Enjoy a cozy boutique-style retreat with radiant heated floors, luxury finishes, a seasonal heated marble pool (Apr–Oct), private game room, BBQ, fire table, workspace, high-speed Wi-Fi, Smart TV, in-suite laundry, and 24/7 self check-in. Minutes to Hwy 401, DVP, TTC, and the Crosstown LRT with easy access to downtown Toronto.

Location · Value · Walkability

Beautiful High Rise View Condo W/Pool&Free Parking

Welcome to our stunning high-rise condo featuring two bedrooms and two bathrooms. Upon your arrival, you'll experience the best of Toronto in this luxurious, modern unit, which will be entirely yours for the duration of your stay. Enjoy breathtaking views of the city skyline and Lake Ontario from your private balcony, where you can unwind and take in the beautiful sunsets.

Value · Location · Nearby