Vacation rentals with a pool in Scarborough

Bluffs Private Suite | Pool | 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 (Tesla/J1772).

King West Studio – TIFF, Dining & Nightlife

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto 23 Min walk BMO Field 15 Mins to TIFF Overlooks Park + Outdoor Public Pool Open Concept 745 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry for long term guests Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District

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

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 .

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

Welcome to our brand new, luxury modern suite located in a quiet, family-friendly neighbourhood. Mins to HWY401/DVP, TTC. Featuring: ✓ Luxury Finishes Throughout ✓ Heated Swimming Pool (seasonal April - Oct) ✓ Dedicated Workspace ✓ Washer/Dryer ✓ High-Speed WIFI ✓ Smart TV with Netflix, Prime & sound system ✓ Keyless Entry (24/7 Self Check-In) ✓ Outdoor BBQ, seating and fire table This upscale oasis is truly the perfect space for business travellers, young professionals & couples alike!

“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”

Cozy Suite in DT Markham Core

One of a kind, luxurious entire condo suite with unobstructed views located in the heart of Downtown Markham. First and only condo with underground access to Marriott Hotel amenities. Unwind with some soft bed sheets, fresh towels, toiletries, shared pool and jacuzzi. This suite includes one private parking space and an office den with high speed internet. Close to bus routes, GO Station, HWY 407 and 404. Steps to VIP Cineplex Theatre, restaurants, bars, parks and more!

Luxury 1 Bedroom Suite In Heart Of Toronto

This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included. *NOTE There Is No Parking Included. *The Pool & Sundeck Are Open For The Season!*

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.

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 !

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.

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.